Discover Affordable Lodges in Islamorada, FL

Cheeca Lodge & Spa
Resort
81801 Overseas Highway Mile Marker 82, Islamorada, FL, FL 33036, USA

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier. Each guestroom includes dark hardwood furniture and a balcony with views of the resort. Guests can watch movies on the 42-inch flat-screen TV with DVD player or browse the internet with free WiFi. An in-room safe and coffee maker are also provided. Adult and family-style swimming pools can be enjoyed at the resort. Additionally, a fully equipped fitness center, 6 tennis courts, and a full-service watersports facility are open to guests. Three restaurants and a tiki bar are located on-site at Cheeca Lodge & Spa. Atlantic’s Edge offers tropically-inspired cuisine amid a classic décor while Nikai Sushi Bar & Restaurant serves nigiri, sashimi, and more. Downtown Key Largo is a 20-minute drive from Cheeca Lodge & Spa. Long Key State Park is 13.7 miles from the resort.

Guest Reviews:

- "It was a wonderful experience." - "I was visiting for my birthday and it was one of the most beautiful places I’ve ever visited. The people were very welco" - "Took my 20-year-old niece with me I don’t think it’s a great place for younger kids" - "Did enjoy" - "Great romantic place to stay with gorgeous views from everywhere." - "Great facility warm and informative employees" - "Spectacular but make sure you’re not next door to any noisy dogs!"

Cheeca Lodge & Spa
Resort
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, 33036, USA

Luxury resort on the beach, with 3 outdoor pools
Spend the day relaxing at Cheeca Lodge & Spa's private sand beach, practicing your swing on the golf course, or pampering yourself at the full-service spa. Then enjoy a meal at one of the resort's 3 restaurants.
Cheeca Lodge & Spa offers 243 accommodations with safes and coffee/tea makers. Rooms open to balconies. Beds feature premium bedding. 47-inch LED televisions come with premium cable channels.

Bathrooms include bathrobes, slippers, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards. In-room massages and hypo-allergenic bedding can be requested. A nightly turndown service is provided and housekeeping is offered daily.


Guests can play rounds at the 9-hole golf course and enjoy other recreation facilities including a private beach, 10 outdoor tennis courts, and complimentary bicycles. 3 outdoor swimming pools are on site along with a hot tub. Other recreational amenities include a sauna and a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Excellent resort" - "The best property in the Keys. We loved it!" - "Probably the 2nd best resort I have stayed at in the Keys. Highly recommend! Lots of things to do in the resort such as pool, kayaking, paddle boarding, and bars. We also went fishing under the bridge near by and caught some nice fish! You can rent a boat at the resort but we didn’t as it wasn’t necessary since most boats came to the bridge to fish also. Had a great time and everyone in the area was very kind. "

Islander Resort
Resort
82100 Overseas Highway, Islamorada, FL, FL 33036, USA

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. Relax and enjoy beautiful views from fully furnished private porches or lanais. Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Enjoy on-site dining at Beachside Bar and Grill. Easily discover a variety of activities only minutes from the Islander Resort, including snorkeling and scuba diving. Enjoy deep-sea fishing, sailing or browsing the local shops, also only a short distance away.

Guest Reviews:

- "We enjoyed our stay room was beautiful clean and wonderful staff. We enjoyed all the amenities that were offered! We" - "Private, secluded, uncrowded, and dog-friendly!" - "Stay longer" - "The location was perfect and close to restaurants in the area. Hope to return !" - "Will definitely return!" - "A relaxing stay with polite and attentive staff. The location is perfect for restaurants and attractions within walking" - "Relaxing time at a beautiful smallish resort on the beach!"

Amara Cay Resort
Resort
80001 Overseas Hwy, Islamorada, FL, 33036, USA

On private beach with outdoor pool, near Bud n' Mary's Dive Center
At Amara Cay Resort, spend the day on the private sand beach where you can enjoy snorkeling. Then return for a meal at one of the resort's 2 restaurants.
Change of towels is available on request.
Amara Cay Resort offers 110 air-conditioned accommodations with safes and coffee/tea makers. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Flat-screen televisions are featured in guestrooms.

Bathrooms include bathtubs or showers, bathrobes, complimentary toiletries, and hair dryers. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Hypo-allergenic bedding and change of towels can be requested. Housekeeping is provided daily.


Recreational amenities at the resort include a private beach, an outdoor pool, and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The resort itself is amazing, just one thing that they need to work on is with the restaurant menu specifically breakfast " - "I would recommend this hotel the staff is super friendly. The hotel is clean. Q at the front desk made our stay at the hotel extra special. She was outstanding. I would definitely stay here again. " - "We had a great stay. The resort is so relaxing from the ocean swim to the pool. The resort staff was super friendly and I am already planning with my friends a time we can get back to enjoy for more!"

Bayside Villas by Islander Resort
Resort
81450 Overseas Highway, Islamorada, FL, FL 33036, USA

Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool. A flat-screen TV is included in every guest townhouse of this Islamorada resort and all units have free WiFi and laundry facilities. Kitchens offer a microwave, refrigerator and an oven. Bicycle rental is possible on site and various water sport activities are located nearby. There are various dining options less than 1 mi from this resort and Windley Key Fossil Reef Park is 5 minutes’ drive away. Long Key is 15 minutes’ drive from the property. This hotel provides laundry valet service only.

Guest Reviews:

- "Shuttle to other resort was great" - "Excellent Value, would definitely revisit" - "Will stay again...great for families dn walking distance to some great spots." - "Amazing place" - "Amazing Stay in a beautiful, clean and friendly place!" - "Beautiful place, very cosy" - "Quick, nice stay!" - "Brand new villa on a serene peaceful location with beautiful view over the gulf- great for watching sunsets!" - "Saved by Alice"

La Siesta Resort & Villas
Resort
80241 Overseas Highway, Islamorada, FL, 33036, USA

Beachfront, with outdoor pool
At La Siesta Resort & Villas, hit the private sand beach, relax by an outdoor pool, or spend the day at a marina.
Housekeeping is available on request.
La Siesta Resort & Villas offers 55 air-conditioned accommodations, which are accessible via exterior corridors and feature safes and coffee/tea makers. Each accommodation is individually decorated. Pillowtop beds feature Egyptian cotton sheets and premium bedding. Accommodations at this 4-star resort have kitchenettes with refrigerators and microwaves. Bathrooms include shower/tub combinations, designer toiletries, complimentary toiletries, and hair dryers.

Premium cable television is provided. Business-friendly amenities include desks, desk chairs, and phones. Additionally, rooms include irons/ironing boards and ceiling fans. Hypo-allergenic bedding and change of towels can be requested. Housekeeping is provided on request.


A private beach and a marina are featured at the resort. Other recreational amenities include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Good " - "We had a double room (upstairs and downstairs) rented on the south side of property which was very nice. Big spaces, big balcony with some view of the water. I didn’t pay attention enough but assume there would be a place to swim on beach there. There isn’t. Everything is close to do anything you want to do though and had a great time. The only complaint that I had is that there is no dishes in the kitchenettes." - "Overall the Property is very nice. COVID makes some things of course difficult ....like meeting new friends. Very Clean. The continental breakfast could have been handled a bit better more hospitality."

Anglers Reef Paradise
House
110 Anglers Way 110, Islamorada, FL, FL 33036, USA

Just a 6-minute walk from Windley Key and 0.8 miles from Theater of the Sea on Islamorada, Anglers Reef Paradise features accommodations in Islamorada, with pool with a view and a garden. This property offers access to a terrace, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. A flat-screen TV with streaming services and DVD player, as well as a CD player are available. For added privacy, the accommodation features a private entrance. During warmer months, you can make use of the barbecue facilities and eat on the private balcony. Guests at Anglers Reef Paradise will be able to enjoy activities in and around Islamorada, like cycling and fishing. Snorkeling and diving can be enjoyed nearby, while a bicycle rental service and a private beach area are also available on-site. Upper Matecumbe Key is 3.4 miles from the accommodation, while Pigeon Key is 10 miles from the property. Miami International Airport is 71 miles away.

Guest Reviews:

- "Perfect location, very comfortable stay in beautiful surroundings" - "Great experience" - "We had a great time, great facilities… no need to go out." - "Whether the sun shines or the breezes blow, we know we have now found the perfect place to relax and recharge." - "Fabulous pool on site and perfect location for exploring all of the Florida Keys" - "A great, beautiful, spacious, well furnished house in a nice community with nice views of the ocean"

The Islands of Islamorada
Villa
82779 Old Hwy, Islamorada, FL, 33036, USA

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a Smart TV, as well as Netflix and a coffee/tea maker. Other amenities include designer toiletries, premium bedding, a pillowtop bed, and towels.

Guest Reviews:

- "We came the Labor Day weekend, to celebration two birthdays. It was a first for our family and we were pleasantly amazed by the property and all its amenities. We kayaked, sailed, played pickleball, biked and had a lot of fun overall. Our elderly mother was able to very comfortably relax inside, while enjoying the breathtaking views of the ocean from our balcony. We travel internationally several times a year,and this was one of our most relaxed vacations! But most noteworthy is the staff...they were all very attentive to our needs, super responsive and always with a smile. This was a top notch weekend, and we will absolutely be back. Special thanks to Mary at the front desk, who was the perfect host, very helpful with our elderly mother and so lovely! And Emanuel at the kayak stand who was always helpful and ready to assist."

Islamorada Paradise Overlooking the Fabulous Florida Bay.
Apartment
88540 Overseas Highway, Tavernier, FL, FL 33070, USA

Featuring a tennis court, Islamorada Paradise Overlooking the Fabulous Florida Bay. Features accommodations in Tavernier. Among the facilities at this property are an elevator and bicycle parking, along with free Wifi throughout the property. The property provides barbecue facilities and parking on-site. Providing a balcony and sea views, the spacious apartment includes 3 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 2 bathrooms with a shower. Towels and bed linen are provided in the apartment. The accommodation is non-smoking. Guests can also relax in the garden, next to the infinity pool, on the sun terrace, or in the shared lounge area. Windley Key is 3.2 miles from the apartment, while Upper Matecumbe Key is 6.5 miles away. Miami International Airport is 68 miles from the property.

Guest Reviews:

- "What a wonderful place to spent to get away from it all!" - "Great location, clean and well equipped; highly recommended."

Pineapple Beach by Florida Keys Luxury Rentals
House
130 Aregood Lane, Islamorada, FL, 33036

This smoke-free vacation home features a private beach, multilingual staff, and free self parking. WiFi in public areas is free. The vacation home boasts a private pool and offers free WiFi and a kitchen. Guests can appreciate conveniences like 4 bathrooms and a dining area, and other amenities include a refrigerator and a microwave.

Amenities:

Bedding/Linens • Internet • Pool • Private Pool • Kitchen • Air Conditioner

Key Lime Cottage in the heart of Islamorada
House
76777 Overseas Highway, Islamorada, FL, FL 33036

Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada, 1.6 miles from Sea Oats Beach and 5.3 miles from Upper Matecumbe Key. This property offers access to a terrace and free private parking. Outdoor seating is also available at the vacation home. This air-conditioned 2-bedroom vacation home comes with a seating area, a satellite flat-screen TV, and a fully equipped kitchen with an oven. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can enjoy the outdoor swimming pool and garden at Key Lime Cottage in the heart of Islamorada. Theater of the Sea on Islamorada is 7.8 miles from the accommodation, while Windley Key is 8.4 miles away. Key West International Airport is 74 miles from the property.

Guest Reviews:

- "If you can sustain in a cottage style design, then your stay will be worth it."

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Resort
84001 Overseas Hwy, Islamorada, FL, 33036, USA

Family-friendly beachfront location with 3 outdoor pools
Spend the day relaxing on Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort's private sand beach or at a marina before returning for a meal at one of the resort's 4 restaurants.
Housekeeping is available on request.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort offers 214 accommodations, which are accessible via exterior corridors and feature safes and complimentary bottled water. Each accommodation is individually furnished and decorated. Refrigerators and coffee/tea makers are provided. Bathrooms include bathtubs or showers, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. 37-inch flat-screen televisions come with cable channels. Housekeeping is provided on request.


A private beach, a marina, and complimentary bicycles are featured at the resort. 3 outdoor swimming pools are on site along with a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "We stayed for two nights in February. Great property and Italian restaurant" - "On its way back better then ever from before. Staff was amazing and so was the food and drink. Top notch" - "Awesome place, beautiful , lots to do , wish i could move there" - "It was a nice resort feel unlike any I have had in the keys" - "The entire staff was very friendly " - "Excellent and amazing property. I love this resort. Will be back"

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS
House
87200 Overseas Highway, Islamorada, FL, FL 33036, USA

EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS in Islamorada provides accommodations with a private beach area, an outdoor swimming pool, and a garden. There's a private entrance at the vacation home for the convenience of those who stay. The vacation home features rooms with air conditioning, free private parking, and free Wifi. The vacation home provides guests with a terrace, a seating area, satellite flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and a private bathroom with walk-in shower and a hair dryer. A microwave, a toaster, and fridge are also available, as well as a coffee machine. At the vacation home, every unit is equipped with bed linen and towels. There is an on-site bar, and during warmer months you can make use of the barbecue facilities. You can play tennis at EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS. The vacation home has a picnic area where you can spend the day outdoors. Windley Key is 2.4 miles from the accommodation, while Theater of the Sea on Islamorada is 3 miles from the property. Miami International Airport is 70 miles away.

Amenities:

Fireplace/Heating • Ocean View • Sports/Activities • Entertainment • Balcony/Terrace • Oceanfront • Barbecue/Outdoor Cooking • Security/Safety • Internet • Tv • View • Bar

Angler's Reef Resort by KeysCaribbean
House
84977 Overseas Highway, Islamorada, FL, 33036, USA

While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and an oven, as well as a stovetop and a dishwasher. Other amenities include hypo-allergenic bedding, laundry facilities, a freezer, and towels.

Guest Reviews:

- "Overall 4.5 stars. The house/villa itself needs a bit of checking up on like under the back deck and head the beat in a carpet nail on the stairs. Also the master suite backs into the edge of the property and you can hear the traffic outside very clearly all day+night, it was not the best for sleeping once people really hit the road in the early morning. The rest was great. Large beds and TVs, full kitchen and grill, patio seating was nice. But really it was about the outside time. Hardly anyone else used the beach areas so it felt like a private island beach. The pool was an average size and was overlooking the ocean where boats depart so that was also beautiful. Overall, family loved it, they definitely want to return soon."

Anglers Reef Vacation Rental
Villa
109 Anglers Way, Islamorada, FL, FL 33036, USA

Just a 5-minute walk from Windley Key and 0.7 miles from Theater of the Sea on Islamorada, Anglers Reef Vacation Rental features accommodations in Islamorada with barbecue facilities. This property offers access to a balcony and free private parking. The pool features a fence and garden views. With free Wifi, this 2-bedroom villa offers a cable flat-screen TV, a washing machine, and a fully equipped kitchen with kitchenware. The accommodation is non-smoking. Guests at the villa will be able to enjoy activities in and around Islamorada, like fishing and canoeing. Snorkeling and cycling can be enjoyed nearby, while a private beach area and water sports facilities are also available on-site. Upper Matecumbe Key is 3.4 miles from Anglers Reef Vacation Rental, while Pigeon Key is 10 miles from the property. Miami International Airport is 71 miles away.

Amenities:

Sports/Activities • Air Conditioner • Barbecue/Outdoor Cooking • Parking • Security/Safety • Pool • Ocean View • Private Beach • Guest Services • Wellness Facilities • Oceanfront • Balcony/Terrace

Breezy Palms Resort
Apartment
80015 Overseas Highway, Islamorada, FL, 33036, USA

Beachfront, with outdoor pool
At Breezy Palms Resort, hit the beach, relax by an outdoor pool, or spend the day at a marina.
Each apartment features a kitchen with a refrigerator and a microwave, plus free WiFi and a TV with cable channels. Other amenities that guests will find include a sitting area and a coffee/tea maker. Weekly housekeeping is available.
Breezy Palms Resort offers 40 accommodations with coffee/tea makers. Accommodations offer separate sitting areas. Kitchens offer full-sized refrigerators/freezers, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs or showers.

Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Cable television is provided. Housekeeping is offered weekly and hair dryers can be requested. Housekeeping is provided on a limited basis.


Recreational amenities at the aparthotel include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "By far the best hotel I have stayed so far. Our room was right in front of the ocean and the view was amazing. The amenities inside the rooms were also top notch." - "Very nice property and friendly staff" - "Adorable updated unit. Friendly welcoming staff. " - "A little dated but very clean and nice atmosphere " - "The kind staff and clean pool. Excellent housekeeping as well the kitchen. We weree able to enjoy our time and make meals as needed. "

Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
House
Islamorada, FL, USA

Offering a spa and wellness center and a garden, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! in Islamorada is close to Upper Matecumbe Key and History of Diving Museum. This vacation home provides air-conditioned accommodations with a balcony. The vacation home features parking on-site, an outdoor swimming pool, and a 24-hour front desk. With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. Theater of the Sea on Islamorada is 2.1 miles from the vacation home, while Windley Key is 2.7 miles from the property. Miami International Airport is 74 miles away.

Amenities:

Wellness Facilities • Air Conditioner • View • Parking • Breakfast • Other • Internet • Spa • Pool • Guest Services • Security/Safety • Sports/Activities

Ragged Edge Resort & Marina
House
243 Treasure Harbor Dr, Islamorada, FL, 33036, USA

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a dock and climate control. Other amenities include laundry facilities, towels, a picnic area, and a ceiling fan.

Guest Reviews:

- "A great place to stay" - "Property was very clean and updated. The beds were comfortable and the showers were hot. The beach area looked nice and I liked the free bikes. We were only there for the night but we would gladly go back and spend more time. " - "great places " - "Nice relaxing Keysie vib. Comfy beds, friendly service, beautiful locatIon. The only negative might be the tiny shower and trying to adjust the water temperature. Otherwise, highly recommend!"

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA

Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in Islamorada with a garden. This villa offers air-conditioned accommodations with a balcony. The villa features parking on-site, an outdoor swimming pool, and a 24-hour front desk. With free Wifi, this 3-bedroom villa provides a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. Theater of the Sea on Islamorada is 2.1 miles from the villa, while Windley Key is 2.7 miles away. Miami International Airport is 74 miles from the property.

Amenities:

Security/Safety • Wellness Facilities • Pool • Sports/Activities • Parking • Internet • View • Accessibility • Breakfast • Other • Guest Services • Air Conditioner

Matecumbe Resort
Resort
76261 Overseas Hwy, Islamorada, FL, 33036, USA

Beachside resort with outdoor pool
Guests at this beach resort will appreciate convenient onsite amenities such as charcoal grills and a picnic area.
Housekeeping is available on request.
Matecumbe Resort offers 36 accommodations with hair dryers and blackout drapes/curtains. Rooms open to patios. Accommodations offer separate sitting areas. Kitchens offer full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include showers.

Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Televisions come with cable channels. Irons/ironing boards, change of towels, and change of bedsheets can be requested. Housekeeping is provided on request.


A private beach and complimentary bicycles are featured at the resort. Other recreational amenities include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "This hotel was the final stop on our Florida road trip, and it was exactly what my son and I needed—a place to unwind and relax. There were plenty of activities to enjoy, such as ping pong and kayaking, and the pool was well-maintained. We stayed in an apartment-style room in the building near the beach, and the sunrise views were spectacular. The only downside was the reception hours, which seemed to operate on "island time." While there are no nearby cafes or stores, the famous Robbie's of Islamorada is not too far away. If I visit the Florida Keys again, I wouldn't hesitate to stay here."

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Villa
Islamorada, FL, USA

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This villa features air-conditioned accommodations with a balcony. The villa offers parking on-site, an outdoor swimming pool, and a 24-hour front desk. With free Wifi, this 3-bedroom villa provides a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. A children's playground is also available at the villa, while guests can also relax in the garden. Windley Key is 2.7 miles from Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable, while Pigeon Key is 13 miles away. Miami International Airport is 74 miles from the property.

Amenities:

Pool • Air Conditioner • Guest Services • Child Friendly • View • Other • Sports/Activities • Security/Safety • Internet • Wellness Facilities • Breakfast • Parking

OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars
House
Islamorada, Florida, USA

***June 2022 - Installed a new AC with Germicidal UV light air purifier, which improves air quality by sterilizing mold, bacteria, allergens and viruses: and of course, our housekeeping staff complies with the latest cleaning and disinfecting CDC guidelines. ***

ANGLERS REEF is a quiet oceanfront community of Key West inspired homes, streets, and walking paths, that wind through a quaint village-style retreat. Located at Mile Marker 85 by Theater of the Sea, Windley Key Geographical Site, Snake Creek Marina & some of the best bars and restaurants in Islamorada.

GREAT LOCATION
The house is in a quiet section of the community, away from the highway and just 2 homes from the ocean. Our porches are shaded and face a tree-lined yard with a view of the ocean.

OCEANFRONT RESORT-STYLE SWIMMING POOL
The pool is both heated & chilled so that it is always a perfect 87 degrees.

TWO PRIVATE SANDY BEACHES
The South Beach has a shoreline & ocean access. A tandem kayak sits on the beach for your use, (additional kayak, paddleboards, jet ski & boat rentals are available close by and available for drop-off to your beach or dock).

The North Beach, a white sandy beach, is located just steps from the house.

DEEP WATER MARINA
Our boat slip, with direct ocean access, is available for rent and is also just steps away from the house. But whether or not you use our slip, the marina is part of the community and enjoyed by all guests.

OUR HOUSE
Built in 2007, this home, is bright and cheery with tile floors, high ceilings, and many large windows. It is newly decorated for the Keys and surrounded by lush tropical landscaping.
The main floor has an open plan with, tile floors, granite counters, stainless appliances, flat screen TV w/DVD players, cable with ALL PREMIUM CHANNELS, A DVR, Fast WiFi & a SONOS wireless speaker system.

There are 2 bedroom suites with flat screen TV’s and private baths located on the 2nd floor. Both baths have frameless glass showers and granite vanities. Rear bedroom has an ocean view and a private porch.

ISLAMORADA
Parks in Islamorada, Village of Islands: Just 2 miles north is Islamorada Founders Park at MM 87 Bayside, which offers activity or relaxation for the whole family. An Olympic-sized pool with diving area, a shallow water beach, water sports rentals, ball fields, fishing jetty, bocce, tennis and basketball courts, vita course with 18 exercise stations, multi-purpose path, skate park and dog park all are within the 40-acre park. Fees may apply. Village municipal parks also include the Islamorada Library Beach and Anne’s Beach. There is the Windley Key State Geological Site, a state park, at the site of a former coral rock quarry. In addition to shady walks through unique foliage, fossils of sea creatures can be seen throughout the park. A free guidebook is available at the visitors center for use during your stay in the park. Islamorada also offers an 18-mile bicycle path that extends the length of the Village.

Scuba/Snorkel!: Islamorada, long recognized as the 'Sport Fishing Capital of the World,' is now an icon among sport divers for a similar reason: a massive population of tropical marine life. High-profile coral heads and broad ledges shelter huge congregates of French grunt and goat fish, while regal queen angelfish casually graze amid the reef recesses. Friendly green moray eels swim freely along the spur-and-groove channels, and reclusive nurse sharks lurk beneath the overhangs. Islamorada offers a wide variety of shallow coral reefs, mini walls, shipwrecks, and even an underwater habitat for scientific research, the Aquarius. To learn more about Islamorada or any other manner of local lore, stop by the Chamber of Commerce at MM 82.5.

Guest Reviews:

- "The house was great and is in a location we’ve visited every year for the past 5 years. The house was clean, owners were extremely quick and thorough with communication and had a great overall experience with them and their home. We would definitely stay here again. The community is perfect for friends or family and very convenient if you have a boat." - "My husband and I thoroughly enjoyed our stay at the property. The owner was extremely prompt in answering all of my questions and was a pleasure to deal with. The house was amazing. The property was very quiet and extremely clean. It provided us everything that we needed for a lovely stay. Next time we will plan ahead and rent a boat and it will be even more amazing! We can't wait to return. We highly recommend this property."

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA

Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in Islamorada with a spa and wellness center. This villa provides air-conditioned accommodations with a balcony. The villa offers parking on-site, an outdoor swimming pool, and a 24-hour front desk. With free Wifi, this 3-bedroom villa features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. A children's playground is also available at the villa, while guests can also relax in the garden. Theater of the Sea on Islamorada is 2.1 miles from Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location, while Windley Key is 2.7 miles from the property. Miami International Airport is 74 miles away.

Amenities:

Pool • Sports/Activities • Security/Safety • Wellness Facilities • Air Conditioner • Spa • Breakfast • Guest Services • View • Internet • Other • Parking

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards
House
Islamorada, Florida, USA

"Windley Cottage" is a private home in the exclusive gated community of Angler's Reef in Islamorada. This welcoming, tastefully-decorated home is located at mile marker 85, away from the highway , and just steps from the pool and docks. The “Bahamian conch style" home provides irresistible charm and comfort tucked in among lush landscaping. ts central location is perfect for exploring all of the Florida Keys!
Whether you’re looking for a couples’ retreat or an exciting Keys experience with the family, this home is the answer! Flexible bed arrangements. Call 239-250-4135 for more information. I
We have amenities for all ages! Enjoy a swim in our temperature-controlled pool. Paddle out to the sandbar on our complimentary paddle boards or kayaks. Cycle to the many gift shops and restaurants. Scuba or snorkel the nearby coral reefs and shipwrecks, rich with underwater wonders. Dive near the popular Alligator Reef Lighthouse, which is visible and easily accessible from Angler's Reef. For a fee, dock your boat in our protected lagoon with direct, deep-channel access on the Atlantic. Nearby marinas offer boat/jet ski rentals, fishing/scuba/snorkeling charters, and party boats for fun on the water. Whether you fish from shore or our docks, flats-fish in the back bays, or deep-water fish for big game, Islamorada has it all! Swim with the dolphins and learn about the local marine life at Theater of the Sea (1/2 mile from our home). Dine at one of the fabulous nearby restaurants, many offering nightly entertainment.

Just 2 miles north is Islamorada Founders Park at MM 87 Bayside. The park offers a shallow water beach, ball fields, playground, fishing jetty, driving cage, 3paddle ball courts, bocce, tennis, a large playground, and basketball courts, an exercise course with 18 stations, and a multi-purpose path within the 40-acre park. Bring your rental agreement for free entry to the park.

Other municipal parks include the Islamorada Library Beach and Anne’s Beach. The Windley Key State Geological Site, a state park, is a former coral rock quarry, where fossils of sea creatures can be seen throughout the park.

After a busy day, enjoy a glass of wine on one of our two private beaches. Play a board game on the back porch. Dim the pendant lights and turn on the fireplace as you cuddle up to watch your favorite movie after a busy day.

Just pack a few clothes and your toothbrush and head down to the Florida Keys for the vacation of a lifetime in the comfort and luxury of Windley Cottage! See why people from all over the world get sand in their toes and return here again and again!

Contactless check-in and check-out is on Saturdays. Please contact us if you want a different day. Our calendar is updated in real-time and posted rates are accurate. When you find the perfect dates for your stay, simply click on "Book Now".

STR#-24-0163
FL DBPR #DWE5403337

NOTE: We also own a vacation rental property on Cape Cod, MA. Visit Vrbo listing 3757615 for photos and further information.

Guest Reviews:

- "Everything about the property is 5 Stars!! We enjoyed our week!! We chose this property because of the pictures, location and previous reviews! We would love to come again in the future. From the moment we walked in to sleeping it was very immaculate, cozy and we felt right at home. This is a beautiful home and will highly recommend to anyone wanting to stay here. Linda & Roger we’re always readily available and even checked in to make sure everything was to our expectation! Thank you for a wonderful week! Tina & Darin"

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Villa
Islamorada, FL, USA

Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in Islamorada with a spa and wellness center. This villa features air-conditioned accommodations with a balcony. The villa provides parking on-site, an outdoor swimming pool, and a 24-hour front desk. With free Wifi, this 3-bedroom villa offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. A children's playground is also available at the villa, while guests can also relax in the garden. Theater of the Sea on Islamorada is 2.1 miles from Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location, while Windley Key is 2.7 miles away. Miami International Airport is 74 miles from the property.

Amenities:

Wellness Facilities • Other • Guest Services • View • Child Friendly • Spa • Security/Safety • Internet • Sports/Activities • Pet Friendly • Parking • Breakfast

Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach
House
Islamorada, Florida, USA

Come stay at the Tipsy Turtle in Angler's Reef! This magnificent home with ocean views from all 4 balconies is located in Islamorada at Mile Marker 85 in the exclusive gated community of Angler's Reef, a quiet oceanfront community in the Florida Keys. Angler's Reef is a boutique complex of 52 homes inspired by Native Conch & British West Indies architecture. Quaint streets & walking paths wind through this village-styled retreat. Amenities include a community pool overlooking the Atlantic Ocean and 500ft of private beach. The home's boat slip is available for rent with a deep channel out to the Atlantic ($500/week). Or launch our kayaks and Paddleboards from the private beach (kayaks and paddle boards available for all guests to use). This home has 2 Master bedrooms located on the 2nd floor. The first bedroom has a King Sleepy's Curve Foam Mattress and the Second has another King Sleepy's Curve Foam Mattress. Each bedroom has a private bathroom and each having a private porch with an ocean view, and has 2 more porches downstairs with ocean views for morning coffee or cocktails. Upgraded Queen Sleeper Sofa downstairs sleeps 2 more . Homes decor includes stainless appliances, granite counters, Brazilian cherry hardwood floors, 3 flat screen TVs with cable including Cable & WiFi. Check-in/Check-out days are Saturday. Message me should you wish to check in/out on a different day. Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Islamorada is synonymous with the best fishing - gulf, backcountry or ocean. There are plenty of guides, charters or boat rentals. You can also try for hogfish, snapper, mahi, tuna, bonefish, tarpon, snook, & more. Right at the Anglers Reef docks you can catch mangrove snapper, ladyfish, jack crevalle, moonfish, grunts, mullet & barracuda depending on season. We had one lucky vacationer catch a 70 pound Tuna right off the docks.

For those who don't like fishing there is still a ton to do which is one of the reasons we chose Anglers Reef. The development and the Islamorada area have a lot to do for people who are not into fishing. Just hanging at our home on one of the four porches is enough of a full day for some.

Enjoy our spacious decks with a book or cocktail and the views of the turquoise waters and ocean breeze. Or enjoy the large community pool (heated in winter and cooled in summer!). And if that's not enough you can take a stroll thru the community or relax on the private beaches or you can launch Kayaks and Paddle boards right off our beaches.

Restaurants: a short 5 minute walk are Hog Heaven, Smugglers Grill and the Island Grill. By car a few miles away are lots of oceanfront or bay front restaurants to eat at. All are amazing. See our recommendation book in the home.

Attractions: Swim with dolphins at Theater of the Sea 1/2 mile south. Founders Park is just a mile north with concerts and lots to do. The Islamorada Chamber of Commerce visitors center is also near the entrance to Founders Park for local info as well as affordable postcards, posters, T-shirts and books.

Grocery & Other Shopping: Publix just opened at MM83 on the Island and is just 2 miles south of the home. For quick items Trading Post is a little further south. There is also a Winn Dixie a few minutes north (around Mile Marker 91 in Tavernier. There is also a West Marine, Bass Pro Shops and other cool little stores around the town.

Parks in Islamorada, Village of Islands: Just 2 miles north is Islamorada Founders Park at MM 87 Bayside, which offers activity or relaxation for the whole family. An Olympic-sized pool with diving area, a shallow water beach, water sports rentals, ball fields, fishing jetty, bocce, tennis and basketball courts, vita course with 18 exercise stations, multi-purpose path, skate park and dog park all are within the 40-acre park. Fees may apply. Village municipal parks also include the Islamorada Library Beach and Anne’s Beach. There is the Windley Key State Geological Site, a state park, at the site of a former coral rock quarry. In addition to shady walks through unique foliage, fossils of sea creatures can be seen throughout the park. A free guidebook is available at the visitors center for use during your stay in the park. Islamorada also offers an 18-mile bicycle path that extends the length of the Village.

Scuba/Snorkel! : Islamorada, long recognized as the 'Sport Fishing Capital of the World,' is now an icon among sport divers for a similar reason: a massive population of tropical marine life. High profile coral heads and broad ledges shelter huge congregates of French grunt and goat fish, while regal queen angelfish casually graze amid the reef recesses. Friendly green moray eels swim freely along the spur-and-groove channels, and reclusive nurse sharks lurk beneath the overhangs. Islamorada offers a wide variety of shallow coral reefs, mini walls, shipwrecks, and even an underwater habitat for scientific research, the Aquarius. To learn more about Islamorada or any other manner of local lore, stop by the Chamber of Commerce at MM 82.5.

*The Eagle - This 287 ft ship was intentionally sunk in 110 ft of water as a dive attraction, cloaked in sponge & coral, populated by grunt, harpoon & jack. *Davis Reef - Reef revered for its incredible concentration of grunts & schoolmaster snapper, as well as several amiable resident green morays, long accustomed to benign interaction with the dive masters. *Alligator Reef - Now marked by a 136-ft-tall lighthouse, on this spot in 1822 the USS Alligator grounded & sank while protecting a convoy from pirates; remains of the wreck are the twin piles of ballast stones, but the coral reef - in just 25 ft of water - is vibrant and alive. *Conch Wall - Offering a precipitous sloping wall & captivating concentrations of barrel sponge & gorgonia punctuating seafloor. *Crocker Wall - A 450+-foot-long wall in 50 ft of water. The wall has a 30 ft decline and features grunts, yellow tail &grouper with spur-and-groove coral & block coral.

*Pickles Reef - Reef's minutia in 15-25 ft of water.

Guest Reviews:

- "We had a wonderful vacation. My only “complaint” is that check out is at 9:30 am. Unless your flight is early, you’re stuck with a lot of idol time. However, I appreciate the necessity to do this in order to thoroughly clean. The house was well stocked and Scott was super responsive and easy to communicate with. We’ll definitely stay here again if they’ll have us!" - "Very nice house in a great little community" - "My family and I have stayed in numerous properties all over the Keys and can honestly say Anglers Reef was the best location and amenities. We rented two different homes and had boat slips too! So nice to have the kayaks and paddleboards. Our host Scott was very responsive as well. Highly recommend!"

Hidden Gem Duplex in Heart of Islamorada Sleeps 8
House
82236 Overseas Highway, Islamorada, FL, 33036, USA

Just a 13-minute walk from Upper Matecumbe Key and 0.6 miles from History of Diving Museum, Hidden Gem Duplex in Heart of Islamorada Sleeps 8 features accommodations in Islamorada with a garden. This vacation home offers air-conditioned accommodations with a patio. Theater of the Sea on Islamorada is 2.1 miles away and Windley Key is 2.7 miles from the vacation home. With free Wifi, this 4-bedroom vacation home features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Pigeon Key is 13 miles from the vacation home, while John Pennekamp State Park is 21 miles from the property. Miami International Airport is 74 miles away.

Amenities:

Fireplace/Heating • Security/Safety • Internet • View • Parking • Child Friendly • Air Conditioner

Oceanside Getaway: Renovated Home with Boat Slip, Pool & Beach - Gated community
House
Islamorada, Florida, USA

Palm La Mar, a luxury vacation rental located in the exclusive oceanfront gated community of Anglers Reef in Islamorada, Florida, "The Sportfishing Capital of the World".

The two story Key West style house has 2 master bedrooms on the second floor, furnished with king beds, ensuite bathrooms, and private balconies. The first floor has a half bathroom, full kitchen, dining room, and living room with sleeper sofa.

The gated community of Anglers Reef offers a resort feel with detached villas, quaint streets, a 75 foot heated pool overlooking the Atlantic Ocean, and two private beaches. The property is neighborly, safe, and immaculately landscaped for pleasant walks day and night. Anglers Reef is in close proximity to restaurants, Starbucks, entertainment, bars, and water activities, many within walking distance.

There is a private marina on a deep channel directly out to the Atlantic Ocean. Not all homes at Anglers Reef have a boat slip, ours does! The slip is available to rent for $350 per week (please notify us if you will be wanting the boat slip). The slip accommodates up to a 31 foot boat and has fresh water and electrical connections. There is a nearby public boat ramp at Founders Park to launch your boat. Two fish cleaning stations are available at either end of the marina. Manatees, fish, and lobster can be seen right from the dock. You can even drop a line and catch a fish!

You are less than 5 minutes from the locals' sandbar and 10 minutes from the world famous Islamorada Sand Bar. Take your boat out for ocean or bayside fishing, snorkel the crystal clear waters of Alligator Reef, grab a meal at a waterfront restaurant, and end the day with a sunset cruise!

Included in your stay are kayaks, beach towels, beach chairs, a cooler, Weber gas grill, Big Green Egg grill, and patio table with chairs. Inside the house, there are stainless steel appliances, cookware, silverware, linens/towels, washer/dryer, wifi, 3 smart flat screen TVs, Xfinity cable TV, and Alexas.

There are 2 designated parking spaces, one of which is covered by a carport.

The property is licensed for a maximum occupancy of 4 adults plus 2 children. No Pets. No smoking.

Any questions, just ask! We look forward to having you.

Follow us on Instagram at "palmlamar"

PALM LA MAR
107 Anglers Way, Anglers Reef
Vacation Rental License #25-0096

Guest Reviews:

- "An immaculately clean house with gorgeous, calming decor! Fabulous owners and property manager. Easy to communicate with and friendly, stellar service from booking the property to after checkout. Every need was covered from clean linens and plenty of towels, to fully a stocked kitchen with all the utensils, pots, pans, plates and a variety of glassware for any cooking and serving desire. Pool was amazing! Very clean, perfect temperature, and plenty of chairs and tables for all! Gorgeous view of Atlantic Ocean The beach and property offered a fun paddle board family experience, where we saw fish, a stingray, and other sea creatures! Kayaks available, too! Bonus informatio …to grocery store, delicious restaurants and souvenir shopping! We will be back!"

Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
House
Islamorada, FL, USA

Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This vacation home provides air-conditioned accommodations with a balcony. The vacation home offers parking on-site, a spa center, and a 24-hour front desk. With free Wifi, this 3-bedroom vacation home features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. A children's playground is also available for guests at the vacation home. Windley Key is 2.7 miles from Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

Amenities:

Sports/Activities • View • Guest Services • Air Conditioner • Parking • Child Friendly • Security/Safety • Wellness Facilities • Breakfast • Spa • Internet • Other

Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip.
House
Islamorada, Florida, USA

Welcome to island time at beautiful Anglers Reef, the perfect way to experience and relax in the Florida Keys. Our home, the "Drop Off", is our little bit of island paradise. Anglers Reef is a village of 52 single-family homes in an exclusive gated community located at MM 85. Whether you are looking for a couples retreat or a family excursion, Anglers Reef provides the experience you are looking for.

ACTIVITIES
You can take in the beauty of the island while walking or biking the quaint neighborhood streets and along the marina boardwalk. Return from your bike ride to take a refreshing dip in our temperature controlled pool with beautiful views of the Atlantic Ocean. At one of the two beaches, enjoy complimentary paddle boards and kayaks, which you can use to venture to the nearby sandbar or to fish or investigate the mangrove lined shoreline. Plus, there are many shops and premier restaurants with in walking distance.

BOATING AND FISHING
Islamorada is appropriately referred to as "The Sport Fishing Capital of the World" as world class fishing opportunities surround the area. You can dock your boat in one of the private slips at the marina or charter a fishing excursion nearby for ultimate fishing opportunities. However, fishing is only one of the many water activities you can enjoy from Anglers Reef. There is world class site seeing, snorkeling, diving, and boating opportunities everywhere. Plus, you may even run into one of the local Manatees that frequent the marina.

Our beautiful home has 2 Bedrooms, 2.5 Bathrooms, A/C, Granite work tops, modern stainless steel appliances, including gas BBQ. Open porches and balconies, rich hard wood floors, open plan dining area with ample seating, tasteful décor and fully furnished rooms. A truly unique place to stay in the keys, with an island paradise feel.

Guest Reviews:

- "Second year at this property and another great time! Property owner is great and very nice property for the price." - "I have been going to the Keys for 35 years and Anglers Reef is by far my favorite place we’ve ever stayed! The property is laid out perfectly and most of all, it’s extremely family friendly! Tom was wonderful to work with and even checked on us during the week to see how our stay was going. We will absolutely return here every year from now on."

Waterfront Wonder
House
Islamorada, FL, USA

Waterfront Wonder is located in Islamorada, just a 9-minute walk from Sea Oats Beach and 7.6 miles from Upper Matecumbe Key. The vacation home has access to a restaurant. The vacation home offers an outdoor swimming pool, hot tub, and an elevator. Accommodation for disabled guests is also available at the property. Providing access to a balcony with pool views, the spacious air-conditioned vacation home consists of 6 bedrooms. Offering a terrace with sea views, this vacation home also features a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 6 bathrooms with a walk-in shower and a hair dryer. There's also a seating area and a fireplace. A children's playground is also available for guests at the vacation home. Theater of the Sea on Islamorada is 10 miles from Waterfront Wonder, while Windley Key is 11 miles from the property. Key West International Airport is 72 miles away.

Amenities:

Guest Services • Restaurant • Sports/Activities • Wellness Facilities • Hot Tub • View • Child Friendly • Balcony/Terrace • Pet Friendly • Security/Safety • Laundry • Wheelchair Accessible

Serenity by the Sea! Anglers Reef with Boat Slip Available!
Villa
Islamorada, Florida, USA

This beautiful villa is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84 and has access to one of the few privately owned boat slips. The homes boat slip is available for rent for an additional $350/week, paid after booking and gives you access to the deep water channel right in front of the community. The marina is capable of accommodating boats up to 31' in total length.

Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean. The detached villas are set along quaint streets and walking paths, where nothing is more than a few steps from your front door.

The community amenities include a heated pool with outdoor bathrooms. Chaise lounge chairs and tables to sun and relax overlooking the beautiful blue waters of the Atlantic Ocean. There are two private beaches just a few short steps from every home that flank the marina and the privately owned boat slip which is available for rent. One beach has water access to launch a kayak or paddle board, which are provided, and the other beach is nestled among the protected mangroves where you can watch the gorgeous sunrise while sitting in an adirondack chair with your morning coffee. The lush landscape surrounds you with amazing palm trees, beautiful bougainvillea and some of the most colorful and gorgeous tropical foliage that only the Florida Keys can offer. The quiet gated community is ideal for families with kids of all ages as there is no road traffic.

Built in 2007, this villa is one of the larger exterior units and has 2 bedrooms located on the 2nd floor, both with private bathrooms. The 1st floor offers a wide open layout with a duel peninsula kitchen centered between dining and living rooms with french doors opening to the back patio. The house has many upgrades, such as stainless appliances, granite counters, rich hardwood floors, crown molding, 3 flat screen TVs, cable & WiFi.
The Islamorada area is world famous for sport fishing and Angler's Reef has deep water boat docks perfectly poised for any aquatic excursion.

** Fully licensed by the Village of Islamorada for Vacation Rentals, license # 25-0183.

The surrounding area has some of the best restaurants in the keys. Such as Lazy Days, Ziggie & Mad Dogs and Chef Michaels- just to name a few. The local watersports are endless and include all types of fishing from charters and boat rentals to jet skiing, paddle boarding, kayaking, and kite surfing.

Guest Reviews:

- "Loved the location and easy access to the beautiful pool and ocean. Quiet community. Comfortable master bed. Very clean and nicely decorated. Susie was very quick to respond to me via phone when I couldn’t access my email through VRBO. Our only issues, which aren’t the hosts fault… if you are driving a larger vehicle, the car ports are pretty small and the road noise can be a bit loud at night. The noise didn’t bother me, but my husband is a light sleeper. Overall a great stay and we would definitely stay again!"

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
House
Islamorada, FL, USA

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This vacation home provides air-conditioned accommodations with a balcony. The vacation home features parking on-site, an outdoor swimming pool, and a 24-hour front desk. With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. A children's playground is also available at the vacation home, while guests can also relax in the garden. Windley Key is 2.7 miles from Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

Amenities:

Parking • Guest Services • View • Air Conditioner • Internet • Pool • Sports/Activities • Security/Safety • Wellness Facilities • Other • Breakfast • Child Friendly

Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool
House
Islamorada, Florida, USA

2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6
This lovely oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500' of stunning private beach. Protected deep water marina (slip available at additional cost) with a deep channel out to the Atlantic. Single and tandem kayaks as well as Stand up Paddleboards available for your use. Launch kayak from the private beach and try your luck at Islamorada's famed bone fishing in the flats right out front. Brand new in 2008, this home is fully equipped. Tile showers, Stainless appliances, granite kitchen counters, 3 Flat Screen TVs, & more!

Islamorada is the 'The Fishing Capital of the World' Great fishing in the gulf or ocean side. There are plenty of guides you can hook up with, as well as 'head boats' where you can walk on for a reasonable cost and fish the reef (just a few miles offshore). Bring your own boat or charter with a guide. Try your luck fishing right out front for bonefish, permit & barracuda on the flats. Or check out the mangroves for snapper and snook. Enjoy the views of the turquoise waters; swim in the large heated pool or just relax in the surrounding lush garden area overlooking the Atlantic; take a quiet stroll through the complex; take in some sun on the private beach. Restaurants: a short walk north is Hog Heaven (a night spot) and the Island Grill; a few miles south is upscale Pierre's on the Gulf and the more casual Islamorada Fishery next door (both are next to Worldwide Sportsman for fishing tackle, clothing, and a large indoor aquarium); also a few miles south is Holiday Isle, the Green Turtle Inn & many more eateries. Some other favorites are Ziggys and Maddogs, Morada Bay, Marker 88 and the famous Cheeca Lodge.Attractions: Theater of the Sea is about 1/2 mile south. Founders Park is just a mile or two north. Feed the Tarpon at Robbies, Boat and Wave Runners rentals within walking distance.We have a second home available in Anglers Reef listing number 4208345. Saturday to Saturday rentals preferred and other options only considered off season. Islamorada Rental License VR-217

Guest Reviews:

- "Absolutely loved our stay at this home in Anglers Way. The home had everything we needed to enjoy our vacation. Close to restaurants, beautiful pool, docks to keep our boat. Gated community felt very safe. Absolutely loved it and would come back again." - "Beautiful location, private, close to everything!" - "We had a wonderful vacation here with our 14 year old son. This unit is steps from the pool and enjoyed the added security of being a gated community. Location is excellent with tons of restaurants and Publix up the street. Chris and Connie were very responsive and had no issues at all. Would definitely stay here again!"

Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Villa
Islamorada, FL, USA

Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.7 miles from Windley Key. This villa offers air-conditioned accommodations with a balcony. The accommodation provides a 24-hour front desk and parking on-site. With free Wifi, this 3-bedroom villa features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking. A children's playground is also available at the villa, while guests can also relax in the garden. Pigeon Key is 13 miles from Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable, while John Pennekamp State Park is 21 miles from the property. The nearest airport is Miami International Airport, 74 miles from the accommodation.

Amenities:

Child Friendly • Breakfast • Sports/Activities • Pool • Air Conditioner • Internet • Guest Services • Accessibility • Other • View • Parking • Wellness Facilities

5 Star Modern Oceanfront Islamorada Townhome on the Beach!
House
Islamorada, Florida, USA

Lazy Daze Beach House is a piece of paradise literally on the Beach! Gorgeous and all new! One King plus set of Full/Twin bunk beds, spacious gourmet kitchen with glass atrium dining. Completely renovated, designer finished, all new gorgeous home, no expense spared! Private oceanfront townhouse located in Islamorada's Port of Call community. 5 minute walk or bike ride to several of Islamorada's best restaurants!

*Only 10 units are nestled on this oceanfront piece of paradise along Millionaire's Row in Plantation Key/Islamorada.

*Perfect location in heart of Islamorada, the Sport Fishing Capital of the World! 90 minutes from Miami, 20 minutes from Key Largo, 90 minutes to Key West

* 2 Bedrooms and 2 1/2 baths

*Bedding: King, Full bunks, Twin bunks

*Sleeps up to 5 but max of 4 adults due to bunks

*Modern kitchen with quartz countertops, all the gadgets for a gourmet meal including Keurig AND regular coffee pot, all pots and pans, utensils, Kitchen-Aid appliances, built in ice/water on freezer, Washer/dryer

*3 Flat-Screen TV's, all with HD stations, over 1800 On-Demand Movies, voice control (one in each bedroom plus living area)

*All new mattresses and linens

*Beautiful direct Atlantic ocean view from unit with Palm Tree breezes from screened oversized porches

*1550 square feet, covered carport with room for two cars

*Wifi throughout

*Built out California Closets

*Seamless Glass Enclosed Shower in Master Bath, tub/shower in glass enclosed guest bath

* Experience 360 degree views from the roof top deck and look out at the finest Islamorada sunrise and sunsets!

*Black out Drapery

*Get ready to feel the sand between your toes!

*Unit has its own barbeque grill and picnic table.

*Community includes heated pool, chickee hut with common area barbecue grills and an ocean front sandy beach. Dock is newly built after Hurricane Irma and contains 10 boat slips. Fish off the the new dock or use the two ladders to lower yourself in and out of the ocean for snorkeling or a casual swim in the Atlantic Ocean!

* Grounds are home to several Peacock families with babies! You may see them strolling around or take a walk just north of the property and you will be sure to find them!

*This hidden gem awaits you with sandy beach, Atlantic Ocean, sunrise and sunsets and all the comforts of your own home or five star hotel room.

Check out our other VRBO Vacation Rental, Island Dreamz Bay House, Vrbo 2076205

State of Florida DPBR Vacation Rental
License #DWE5404235

Village of Islamorada Vacation Rental
License #VR-25-0241

Guest Reviews:

- "We had a wonderful stay at the Lazy Days Beach House. The location was beautiful. The house was clean and well equipped. We would definitely come again!!" - "Terrific location and views. House was clean and well appointed. Check in and out was a breeze." - "We just finished a week at this condo in Islamorada, and it was exactly as advertised, perfect for our stay in every way. I was traveling with two teen boys, and we were bouncing between Key Largo and Islamorada, and the location served us very well. It was very comfortable and clean and the owners were very easy to work with and responsive. I would highly recommend this and hope to rent it again."

Beach Residence Private overwater dock Heated Pool Mahi Key
House
Islamorada, FL, USA

Beach Residence Private overwater dock Heated Pool Mahi Key offers accommodations in Islamorada, 5.7 miles from Upper Matecumbe Key and 8.3 miles from Theater of the Sea on Islamorada. The air-conditioned accommodation is 1.4 miles from Sea Oats Beach. Florida Keys Aquarium Encounters is 24 miles away and John Pennekamp State Park is 27 miles from the vacation home. Offering a balcony with sea views, this vacation home also features a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a bath and a hair dryer. The accommodation is non-smoking. Guests can enjoy the outdoor swimming pool at the vacation home. Windley Key is 8.8 miles from Beach Residence Private overwater dock Heated Pool Mahi Key, while Pigeon Key is 19 miles from the property. Key West International Airport is 73 miles away.

Amenities:

Air Conditioner • Pool • View • Guest Services • Accessibility • Sports/Activities • Security/Safety • Barbecue/Outdoor Cooking • Other • Internet • Parking • Pet Friendly

Islamorada Oceanfront Home with Ocean View, Dock, Comm Pool & Beach
House
Islamorada, Florida, USA

Come stay at the Salty Pelican in Angler's Reef! This magnificent home with amazing direct ocean views from the master bedroom, living room and balconies is located in Islamorada at Mile Marker 85 in the exclusive gated community of Angler's Reef. Home also overlooks the community pool. Anglers Reef is a quiet oceanfront community in the Florida Keys. Angler's Reef is a boutique complex of 52 homes inspired by Native Conch & British West Indies architecture. Quaint streets & walking paths wind through this village-styled retreat. Amenities include a community pool overlooking the Atlantic Ocean and 500ft of private beach. The home's boat slip is available for rent with a deep channel out to the Atlantic ($500 per week. Let owner know after booking to add dock). Or launch your kayak from the private beach (kayak rentals available for drop-off). Built in 2007, this home has 2 bedrooms located on the 2nd floor, the master bedroom has a private porch with ocean views or lie in your king bed and enjoy the same view. Downstairs porch also has ocean views for morning coffee or cocktails. Second upstairs bedroom has 2 queen beds in it. Downstairs den has a day bed Homes decor includes stainless appliances, granite counters, Brazilian wood floors upstairs and downstairs, 3 flat screen TVs with cable including HBO & WiFi.

Islamorada is synonymous with the best fishing - gulf, backcountry or ocean. There are plenty of guides, charters or boat rentals. You can also try for hogfish, snapper, mahi, tuna, bonefish, tarpon, snook, & more. Right at the Anglers Reef docks you can catch mangrove snapper, ladyfish, jack crevalle, moonfish, grunts, mullet & barracuda depending on season. We had one lucky vacationer catch a 70 pound Tuna right off the docks.

For those who don't like fishing there is still a ton to do which is one of the reasons we chose Anglers Reef. The development and the Islamorada area have a lot to do for people who are not into fishing. Just hanging at our home and looking at the gorgeous pool area in the back of the home and the great views of the ocean from our home is enough of a full day for some.

Enjoy our spacious deck with a book or cocktail and the views of the turquoise waters and ocean breeze. Or just walk off the porch and swim in the large community pool (heated in winter and cooled in summer!). And if that's not enough you can take a stroll thru the community or relax on the private beaches or you can launch Kayaks and Paddle boards right off our beaches.

Restaurants: a short 5 minute walk are Hog Heaven, Smugglers Grill and the Island Grill. By car a few miles away are lots of oceanfront or bay front restaurants to eat at. All are amazing. See our recommendation book in the home.

Attractions: Swim with dolphins at Theater of the Sea 1/2 mile south. Founders Park is just a mile north with concerts and lots to do. The Islamorada Chamber of Commerce visitors center is also near the entrance to Founders Park for local info as well as affordable postcards, posters, T-shirts and books.

Grocery & Other Shopping: Publix just opened at MM83 on the Island and is just 2 miles south of the home. For quick items Trading Post is a little further south. There is also a Winn Dixie a few minutes north (around Mile Marker 91 in Tavernier. There is also a West Marine, Bass Pro Shop and other cool little stores around the town.

Parks in Islamorada, Village of Islands: Just 2 miles north is Islamorada Founders Park at MM 87 Bayside, which offers activity or relaxation for the whole family. An Olympic-sized pool with diving area, a shallow water beach, water sports rentals, ball fields, fishing jetty, bocce, tennis and basketball courts, vita course with 18 exercise stations, multi-purpose path, skate park and dog park all are within the 40-acre park. Fees may apply. Village municipal parks also include the Islamorada Library Beach and Anne’s Beach. There is the Windley Key State Geological Site, a state park, at the site of a former coral rock quarry. In addition to shady walks through unique foliage, fossils of sea creatures can be seen throughout the park. A free guidebook is available at the visitors center for use during your stay in the park. Islamorada also offers an 18-mile bicycle path that extends the length of the Village.

Scuba/Snorkel! : Islamorada, long recognized as the 'Sport Fishing Capital of the World,' is now an icon among sport divers for a similar reason: a massive population of tropical marine life. High profile coral heads and broad ledges shelter huge congregates of French grunt and goat fish, while regal queen angelfish casually graze amid the reef recesses. Friendly green moray eels swim freely along the spur-and-groove channels, and reclusive nurse sharks lurk beneath the overhangs. Islamorada offers a wide variety of shallow coral reefs, mini walls, shipwrecks, and even an underwater habitat for scientific research, the Aquarius. To learn more about Islamorada or any other manner of local lore, stop by the Chamber of Commerce at MM 82.5.

*The Eagle - This 287 ft ship was intentionally sunk in 110 ft of water as a dive attraction, cloaked in sponge & coral, populated by grunt, harpoon & jack. *Davis Reef - Reef revered for its incredible concentration of grunts & schoolmaster snapper, as well as several amiable resident green morays, long accustomed to benign interaction with the dive masters. *Alligator Reef - Now marked by a 136-ft-tall lighthouse, on this spot in 1822 the USS Alligator grounded & sank while protecting a convoy from pirates; remains of the wreck are the twin piles of ballast stones, but the coral reef - in just 25 ft of water - is vibrant and alive. *Conch Wall - Offering a precipitous sloping wall & captivating concentrations of barrel sponge & gorgonia punctuating seafloor. *Crocker Wall - A 450+-foot-long wall in 50 ft of water. The wall has a 30 ft decline and features grunts, yellow tail & grouper with spur-and-groove coral & block coral.

*Pickles Reef - Reef's minutia in 15-25 ft of water.

Guest Reviews:

- "Perfect week for our family of 4!" - "Loved this house....Recommended it to several people who are planning on vacationing down in the Keys!!! We will be back!!!" - "We throughly enjoyed our trip to Anglers Reef. This is a beautiful unit and the views are incredible. The property owner (Scott) was very helpful and always accessible for questions. Hope to bring the family back again soon." - "The property was amazing, and the community was as well. In a great area, very accessible to stores and restaurants. The kids had a blast and didn't want to leave! We will be back for sure!"

Chesapeake Beach Resort
Resort
83409 Overseas Highway, Islamorada, FL, FL 33036, USA

Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away. A 37-inch flat-screen cable TV and a small refrigerator are offered in each room at this Florida Chesapeake Beach Resort. Select rooms and suites have a balcony. Chesapeake Beach Resort features an outdoor pool with an ocean view. Guests can check out the History of Diving Museum (3 minutes’ walk) or see a show at the Theater of the Sea (4 minutes’ drive).

Guest Reviews:

- "My husband and I took a vacation. The Chesapeake resort was so relaxing so beautiful so very clean in the hospitality wa" - "Love it" - "Bewutiful, tranquil, relaxing. Very clean and the staff was exceptional!" - "The staff was very helpful, pleasant and friendly."

Breathtaking ocean views for your Paradise vacations
House
Islamorada, Florida, USA

Due to COVID-19 and the precedented times we are living, our home will provide hand sanitizer and have the whole house sanitized when one guest leaves and another enters. We take pride in having our home immaculate and now we are taking extreme measures to have our guests feel safe during their stay.

This upstairs portion of a dual family fully renovated home with two bedrooms and two baths will comfortably sleep eight to provide you a dream vacation you will never forget!!
Fully stocked new kitchen with granite counter tops and a huge island for entertaining and feeding your whole family comfortably.
All new stainless steel appliances and new plates,cutlery,utensils,and glasses.
Living room has two queen sleeper sofas and new 60 in smart TV.
In hallway closet it has new washer and dryer for your conviniance during your stay.
Two master bedrooms with new queen beds and each has their private baths. Each bedroom has a 42 inch smart TV.
Everywhere your walk in the house you will have a spectacular view of the ocean!!!
This property also provides you own private dock and ramp for your conviniance with no extra fees. Our shed provides extra fenders to protect boats, brush and soap, electricity and water by dock, and a small freezer for bait and ice. For more outdoor fun you will be able to use the four kayaks and four bicycles provided to explore the ocean and sight see.

Those who want to charter a fishing captain upon request please contact Captain Avila 305-495-3322.

Guest Reviews:

- "We always enjoy our stay in Islamorada and especially this beautiful property!" - "This was our second time staying at this property. Everything about the house, property, and location is simply perfect! We can't wait to stay here again next year!" - "My fiancé and I got married this week and utilizing this home was perfect for us. The host was super accommodating in all aspects. Thank you." - "Had a perfect family get together. Beautiful spot!!"

Pines & Palms Resort
Resort
80401 Old Highway, Islamorada, FL, FL 33036

This Islamorada resort in the Florida Keys is located near Alligator Reef. It features an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodations includes a full kitchen. A living area with a cable TV is included in all units at Pines & Palms Resort. The traditionally styled units feature light colors and island decor. Most offer a private terrace with ocean views. Guests at Resort Palms & Pines have access to kayak and bike rentals, private boat docks and premium sport fishing areas. A covered cabana with a barbecue grill, fridge and sink is available for guest use. This resort is less than 1 mi from Miss Islamorada Fishing Charters. The entrance to John Pennekamp Coral Reef State Park is less than 30 minutes’ drive away.

Guest Reviews:

- "Amazing stay!" - "Rest and relaxation" - "Amazing stay" - "Wish we could've stayed longer. We hope to get a chance to return." - "Home away from home" - "Palms & Pines - our home away from home - so glad we chose this place!" - "Family weekend" - "Strategic position!" - "Exceptional stay" - "Great place to stay in the keys." - "Relaxing getaway, you feel like your on a Caribbean island without leaving the states."

Keys Kottage: Bayside villa W/free onsite boat ramp marina & trailer parking.
Villa
Islamorada, Florida, USA

The Kottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Kottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely new, from the tile floors to the new tongue-and-groove ceiling.

The property is directly on Florida Bay on Upper Matecumbe Key, and the Kottage is approximately 100 feet from the water. The Kottage is fully air-conditioned and has ceiling fans throughout. The bedrooms can accommodated up to 6 people and with the queen-size sofabed in the front room, two more. The appliances, and furniture are new.

We provide pillows, sheets, blankets, and towels and all of your cooking and eating utensils. A washer and dryer are provided for your convenience.

A television with cable tv, a VCR and DVD player, and a stereo are provided for rainy day entertainment. Smoking is not permitted inside the Kottage.

The property is beautiful, based in a native hardwood hammock, extending from US 1 to the bay. It has a protected boat basin which will accommodate boats up to 26 feet. There is a launching ramp for boats, and a swimming area right off the property. Larger boats can be launched at one of several nearby ramps. Rental boats and fishing charters are available locally.

A boat ramp is available for boats up to 20 feet. Trailer parking is included for one boat trailer. Dockage for 1 boat 26 feet or less
parking for 2 cars included in the rental is admission to the Islamorada Founders Park, just a short drive north to Plantation Key where you will find an olympic size pool, tennis, ball fields, and other amenities.

Guests renting the Kottage are able to visit the Village of Islamorada Founders Park with its olympic-size pool, beach, and ball fields. The nearby area has a multitude of restaurants, historic sites and nature preserves, shopping and many activities for children. Local shopping for clothing, souvenirs, and fishing and boating needs is plentiful. Grocery stores are convenient. There are several local attractions if you need a day out of the sun. Key West is a day-trip away.

Islamorada is the Sportfishing Capital of the World. You're minutes away from the best back country (bonefish, tarpon, permit, snook, redfish), blue water (sailfish, dolphin, wahoo, cobia) and reef fishing (grouper, snapper, yellowtail) in the entire Florida Keys. There is quick access to the ocean-side both east and west around the key. Fishing off of our jetty in the evening is alot of fun for the kids. Magnificant snorkeling and scuba diving sites abound in the local area. A wide range of boating activities are available year round since our area of the bay is well protected. Sea Kayacking and canoeing along our shoreline is popular. Of course water skiing and knee-boarding are a hit with the kids.

In addition to the rare and tropical flora which abounds on the property, the fauna which call the property home will entertain you during your stay. An osprey (called Ozzie by the locals) sits atop the trees in the area during the early evenings. We have an octopus in the marina who will look after your shrimp bucket if you leave it in the water. He may even play tug of war with you in the morning, and has been known to become a land animal when he is looking for a handout.

Pete, the Great White Heron, frequently stations himself on the seawall. When you have had a successful day fishing he always seems to have gotten the message and is waiting for you upon your return to the dock. Watch your fillets carefully. If you get diverted, you will see how fast these creatures can move where food is concerned. His cousins, the pelicans, are usually right behind him when the fish cleaning begins and are just as brazen. And don’t be surprised if you walk out to the boat basin and find Izzie, the Iguana sunning himself .

The Kottage is an unique place, and the people who visit, both owners and guests, feel very special about the property. The privacy is wonderful, the accommodations are new and clean, the property peaceful, and the access to the fishing is the best in the Keys, indisputably. We hope you will also find it as special as have we, and will add your name to the growing list who return to enjoy the most gorgeous sunsets and the best fishing and diving in the world.

The Keys Kottage generally rents for 1 week intervals, from Saturday to Saturday. If the Keys Kottage is what you are looking for, please contact us and to reserve the dates. The reservation will be confirmed upon receiving a check for 25% of the total cost of the rental including tax.

We look forward to your visiting our little piece of paradise, and are sure you will have a wonderful and special visit. If you have any questions, please feel free to call us at any time.

Keywords: Cottage

Guest Reviews:

- "Loved the location. Had a great time. Will be back for another stay." - "Hands down … the most perfect place in the Keys. We chose it based on location and pet friendly with a dock but we received so much more than we expected. One of the few places that not only have a boat ramp, dock and a place to park the trailer. The lush landscape kept us cool and blocked us from road noise. The house was meticulously clean and comfortable. The views spectacular from the sitting area on the sea wall and we can’t wait to return and meet up with the wonderful guests we met in one of the other villas. Highly recommend and plan to return soon."

Drop Anchor Resort & Marina
Resort
84959 Overseas Highway, Islamorada, FL, FL 33036, USA

Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool. Beach towels, Kayaks, Paddle-boards & WiFi are included at this oceanfront resort and marina. A microwave, refrigerator and coffee-making facilities come standard in each a room at Drop Anchor Resort & Marina Resort and Marina. A flat-screen TV is also included. Trailer parking and boat docking are possible at Drop Anchor Resort & Marina Resort. Barbecue facilities, outdoor dining areas and hammocks are available as well. Theater of the Sea is just 9 minutes’ walk from Drop Anchor Resort & Marina Resort and Marina. Guests will be 6.9 miles from Indian Key Historic Park.

Guest Reviews:

- "Will definitely stay here again!" - "Perfect getaway" - "I want to shut out the receptionist, he’s so nice and so humble. I believe he’s really passionate about his job. I was s" - "Very comfortable" - "Nice view but cannot swim in the private beach" - "Great value for the location and amenities. Would definitely stay here again" - "I enjoyed Drop Anchor enough to revisit but disappointed with the additional charge, when I feel we already paid a fair"

TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
House
Islamorada, Florida, USA

We are proud to announce- Castaway Island has been named for KW people’s choice awards as a FINALIST for Best Vacation Rental in the Florida Keys. . Being named top three of over 6,000 vacation rentals is the honor of a lifetime. Experience the ultimate tropical getaway in our enchanting bungalow, boasting 82 consecutive 10/10 guest reviews! Our hosts' lifetime in hospitality shines through in the meticulous restoration and thoughtful amenities, ensuring an unparalleled vacation experience. Discover your home away from home, where every detail is designed to exceed your expectations.

Guest Reviews:

- "Had a great time in our centrally located property. Went to key largo and key west with ease. Property was nice and clean. Unfortunately it was just too hot to use the pool with the heat dome but it is right there to use when you stay." - "This beautifully decorated bungalow has everything anyone could possibly want both inside and outside. The kitchen is well stocked and the living room and bedrooms are very comfortable. The yard is gorgeous and is an inviting area to relax in. The fantastic pool is only steps away and we often had it to ourselves. Regina and Rob are amazing hosts. They are sincerely concerned about meeting the needs of their guests. Their communication with us throughout was outstanding, We can’t thank them enough for all of the extra touches that made us feel welcomed!"

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Resort
84001 Overseas Highway, Islamorada, FL, 33036, USA

Featuring a unique tropical atmosphere and located on an island in the Florida Keys, this resort offers WiFi and parking to guests. A cable TV and a private bathroom are included in every guestroom. A in-room safes is also provided. Guests of Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort can stop by the marina to charter a fishing trip or rent a jet ski. Guests seeking adventure will enjoy snorkeling and diving charter boats. Windley Key Fossil Reef Geological Park is just 3 minutes’ drive from the property while Key Largo is 21 minutes’ drive.

Guest Reviews:

- "Was impressed 10 stars" - "Amazing.highly recommend" - "Magnificent views - great staff - will be back!" - "Last minute booking saved the weekend!" - "WONDERFUL RESORT / STAY / SERVICE!!!" - "Beautiful birthday stay with my husband." - "Amazing" - "Had a wonderful time" - "We had a nice 5 days there" - "We will return!" - "Nice clean resort friendly staff, good location." - "A little bit or paradise"

Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach
House
Islamorada, Florida, USA

Paradise is only a click away. Our 2 BR/2.5 BA conch style townhouse is available for weekly and monthly vacation rentals. Our unit has unobstructed direct ocean views, and overlooks the resort style swimming pool. Dock space is available to rent as well for boats up to 31 ft.
This home is great for a family vacation. There is also a beach and kayaks available. Lush, tropical landscape adorns this property.

Guest Reviews:

- "This is our fourth time staying here since 2019 and it never disappoints. We love the Anglers reef community and this house. We spend countless hours on the back porch, enjoying the view, to start and end each day. The pool and property are well kept and it is super convenient to rent a boat slip also. We’ll see you next year!" - "We had a wonderful two weeks at Anglers Reef! House is clean and exactly as pictured. Wonderful views of the pool and Atlantic. Plenty of space for my husband and I and our two boys. Great location for everything you would want to do in Islamorada. Jennifer is very responsive and helpful! Would definitely recommend and stay here again!"

Matecumbe Resort
Apartment
76261 Overseas Highway, Islamorada, FL, FL 33036, USA

Matecumbe Resort features a public bath and air-conditioned accommodations in Islamorada, 1.2 miles from Sea Oats Beach. This beachfront property offers access to table tennis, free private parking, and free Wifi. This 2-star condo hotel offers private entrance. The condo hotel provides guests with a balcony, garden views, a seating area, cable flat-screen TV, a fully equipped kitchen with an oven and a microwave, and a private bathroom with shower and a hair dryer. A toaster, a fridge, and stovetop are also available, as well as a coffee machine. At the condo hotel, every unit is fitted with bed linen and towels. For those times when you'd rather not eat out, you can cook on the barbecue. The area is popular for cycling, and free use of bicycles is available at Matecumbe Resort. The accommodation has both a sun terrace and garden where you can relax, along with a private beach area. Upper Matecumbe Key is 5.7 miles from Matecumbe Resort, while Theater of the Sea on Islamorada is 8.2 miles from the property. Key West International Airport is 73 miles away.

Guest Reviews:

- "This place is a gem 💎" - "Excellent" - "Great" - "This was described as an economy resort. It was beyond our expectations. Lovely location." - "If we would have the chance, we would definetely be back" - "Short getaway to decompress, this filled my needs!" - "Despite the heavy storm and the air conditioning noise it was worth knowing that beautiful place." - "Matecumbe vacay" - "Didn‘t like the appartment. Dark living room and bad smell."

Stunning Bayfront Townhouse with Boat Slip/Marina Access - A Luxurious Retreat!
House
Tavernier, Florida, USA

Welcome to Our Cozy Townhouse at Futura Yacht Club!

Nestled right by the ocean, our townhouse offers a peaceful escape with stunning views of the bay. It's a place where you can unwind on the balcony, watch the sunsets, and listen to the gentle sounds of the ocean.

Your Home Away From Home Includes:

Scenic Views: Our two-story balconies provide a lovely spot to relax and enjoy the natural beauty of the bay.

Comfortable Outdoor Space: A covered patio with a BBQ grill awaits you, set amidst our beautiful, tropical gardens.

Boating Made Easy: We have a boat slip (#11) just a few steps from our front door. (Please note: the Futura Yacht Club has fees for boat trailer parking ($150 per stay) and boat registration ($50 per boat), due upon arrival at the property office.)

Community Amenities: As part of a friendly, gated community, feel free to use the heated pool, tennis and volleyball courts, as well as the marina facilities, including a boat ramp and trailer storage.

Inside the Townhouse:

Thoughtfully Furnished: We've equipped our home with comfortable beds, new air conditioning, granite countertops, and a large HD TV for your comfort and enjoyment.

Fully Equipped Kitchen: Cook up a storm with our quality cookware.

Accommodations for Your Group: The townhouse sleeps up to 6 guests, with a king bed in the master bedroom, a queen and two twins (bunk bed) in the second bedroom, and a pull-out queen in the living room.

A Few More Things:

Our friendly resident manatee often visits the marina – a special treat for nature lovers!
The location is great for accessing the ocean, with Snake Creek (South) and Tavernier Creek (North) nearby.

Booking Information:

We book on a Saturday to Saturday schedule, but if you need a different schedule, just let us know and we'll see if we can accommodate you.

We hope our townhouse can be your next relaxing getaway spot. We look forward to possibly hosting you!

Guest Reviews:

- "We really enjoyed everything about this trip. The location is unbeatable and the friendliness of the others staying there was wonderful. We met several owners, as well and they were great about asking us if we needed anything. The owner shared great information about places to visit and shop! Overall a wonderful experience." - "Thanks again for an amazing place to stay! We love it and are so happy to have this little piece of paradise to enjoy!"

Ragged Edge Resort & Marina
Resort
243 Treasure Harbor Drive, Islamorada, FL, FL 33036, USA

Located in Islamorada, 1.9 miles from Windley Key, Ragged Edge Resort & Marina has accommodations with free bikes, private parking, an outdoor swimming pool and a terrace. Located around 5.2 miles from Upper Matecumbe Key, the resort with free WiFi is also 8.7 miles away from Pigeon Key. Some accommodations at the property have a balcony with a sea view. Selected rooms also feature a kitchen with a fridge, an oven and a microwave. The resort has a grill. Guests at Ragged Edge Resort & Marina will be able to enjoy activities in and around Islamorada, like fishing and cycling. John Pennekamp State Park is 17 miles from the accommodation, while Windley Key Fossil Reef Geological State Park is 2.7 miles from the property. The nearest airport is Miami International Airport, 70 miles from Ragged Edge Resort & Marina.

Guest Reviews:

- "AMAZINGLY refreshing and chillax as my 18 yr old daughter would say!" - "Relaxing,beautiful suites, warm welcoming, exceptional customer service." - "Paradise" - "Great deal in comparison to an airbnb" - "-perfect for our needs" - "This is a hidden gem of a site....will be returning next year"

Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE!
House
Islamorada, Florida, USA

INTERIOR LOT—-NO ROAD NOISE—-BOAT SLIP AVAILABLE———Interior Painted Jan 2024---New Furniture in Family Room---Beautifully Decorated and So Comfortable!

*** This is a great house---beautifully furnished/well kept. Oceanview with two porches!***

*** NO ROAD NOISE. This house does not back up to the Overseas Hwy and is very quiet and secluded within Anglers Reef! ***

*** Please email and I'll answer any questions you have! ***

***** PLS BOOK YOUR WEEK(S) EARLY AS MANY WEEKS FILL UP 6-12 MONTHS AHEAD

We are one of Islamorada's limited number of licensed weekly vacation homes, VR #25-0258 (State License #DWE5404378).

Angler's Reef is Islamorada's premier resort community located at MM85 (on the Ocean side) in the heart of the Florida Keys. Islamorada is known as the SportFishing Capital of the World. Our boutique gated community is made up of 52 luxury waterfront villas, inspired by Native Conch and British West Indies architecture, accompanied by a boat basin with 36 slips, a large heated pool, two sandy beaches, and quiet palm tree-lined streets. Quick boat ride or short kayak ride over to the world famous Islamorada Sandbar for fun in the sun or the Alligator Reef Lighthouse for snorkeling!

Islamorada is known as the Sport Fishing Capital of the World. The Gulfstream flows past the Florida Keys from 10-20 miles offshore and brings seasonal visitors like mahi, tuna, wahoo, dolphin, sailfish and marlin close enough to shore for small-boat fishermen. Tarpon and bonefish are also plentiful in the backcountry. There are plenty of captains that will provide day-trips for you if you are not bringing a boat along on vacation. Also, boat rentals are definitely available, if you'd rather be your own captain for the week (or two).

The home's boat slip (with electric and water) fits a vessel up to 31 ft. (max ht of 9 ft) and is available for an additional cost of $500+/week. Deep channel out to the Atlantic. The neighborhood of Anglers Reef has stand-up-paddle boards and kayaks for use by renters. A Kayak waiver will be required in order to take advantage of these during your stay.

Water sports include diving, snorkeling, parasailing, windsurfing, kayaking, paddle boarding and more. Fine dining close by includes Ziggie & Mad Dogs, Chef Michael's, Morada Bay, Cheeca Lodge along with fun spots like Hog Heaven and Robbie's (to feed the tarpon). Bayside Gourmet is just down the road. It is #1 on Trip Advisor and a must-do for a wonderful meal! There is a Publix grocery just 1 mile south of Anglers Reef.

Theatre of The Sea (for dolphin and sea lion shows and interactive exhibits) is located nearby. Marathon is just a short ride down the Overseas Highway where you can visit the Dolphin Research Center and The Turtle Hospital for fun activities for adults and kids alike.

Three state parks that are worth a visit are close-by as well:
John Pennekamp Coral Reef State Park
Bahia Honda State Park
Long Key State Park

Key West is less than two hours away. Definitely worth the drive!

Enjoy the expansive views and ocean breezes from the porches/balconies on the first and second stories. Upgraded Chef's kitchen with top of the line appliances, granite counters, and eat at bar. Kitchen is fully stocked with cookware, dishes and appliances. Weber gas grill outside.

On the second floor, there are two suites which will sleep 6 comfortably.
The Master Suite has a king bed, private bath and amazing porch with ocean views.
The Guest Suite has 2 queen beds with private bath.
Washer/Dryer upstairs.

Linens, bath towels and beach towels are all provided and replaced often. We have lots of puzzles and games available.

Boat Trailer Storage is available close by. Ask owner for details.

Cable and WIFI included.

Two available covered parking spaces.

Rentals are Saturday-Saturday. Exceptions please inquire with owner.

Pictures and description are representative of accommodations provided but are subject to change.

***no trailer parking in carports***

NO PETS ALLOWED BY COMMUNITY LAWS

Guest Reviews:

- "It is so difficult to get your whole family together these days....juggling work schedules, military committments, school & sports committments, even pending pregnancies!So the pressure was on to arrange this Key's Vacation!We have stayed at this home on 2 previous occassions and came back again. The house is comfortable, well equipped, located in the heart of Islamorada, and has great boat access.This years' trip was really terrific! The weather cooperated and everyone had a wonderful time. The owner is very receptive to your needs and will respond to you very quickly if you have an issue.I would highly recommend this property."

Beachfront Villa at Islamorada BY THE GLAMHOMES
Villa
75761 Overseas Highway, Islamorada, FL, FL 33036, USA

Providing an outdoor swimming pool, Beachfront Villa at Islamorada BY THE GLAMHOMES offers accommodations in Islamorada. This beachfront property offers access to a balcony, free private parking, and free Wifi. On clear days, guests can head outside to enjoy the villa's outdoor fireplace or simply kick back and relax. Offering a terrace and sea views, the spacious villa includes 4 bedrooms, a living room, flat-screen TV, an equipped kitchen, and 4 bathrooms with a bath and a shower. Towels and bed linen are featured in the villa. There's also a seating area and a fireplace. A car rental service and a private beach area are offered at the villa, and guests can go canoeing in the surrounding area. Sea Oats Beach is a 13-minute walk from Beachfront Villa at Islamorada BY THE GLAMHOMES, while Upper Matecumbe Key is 6.2 miles away. Key West International Airport is 73 miles from the property.

Amenities:

Ocean View • Oceanfront • Sports/Activities • Fireplace/Heating • Transportation/Shuttle • Internet • Parking • Private Beach • Balcony/Terrace • Pet Friendly • Other • View

Anglers Reef Islamorada home with ocean views, private marina, beach & pool
House
Islamorada, Florida, USA

Angler's Retreat is a 2 bedroom, 2.5 bathroom single-family home with picturesque ocean views, privacy, and space. The property is in Angler's Reef, a boutique complex of 52 homes donned with quintessential Keys charm. Amenities include lavishly landscaped pathways, a serene, tropical community pool overlooking the Atlantic Ocean (heated in winter), 500 ft of private beach, and a marina with 36 boat slips with a deep water channel out to the Atlantic. Boat slips are available for rent (31' max). The house sleeps up to six comfortably and is appointed with delightful Keys motif, luxury touches, and amenities for the perfect Keys getaway.

Enjoy comfort and privacy with two bedrooms located on the 2nd floor, each with its own bathroom and spacious closet. Inside the master bedroom, you'll find a king-sized bed, cable television, dressers, and a private bathroom, including a glass-enclosed stand-up shower with a bench and granite double vanity. The master bedroom also has a walkout, ocean-view balcony with comfortable seating to enjoy the sunrise. The guest bedroom features two queen-sized beds, cable television, and abundant dresser space, and its private bathroom includes a shower with a full bathtub. For your convenience, each upstairs bathroom provides hair dryers and starter toiletries: shampoo, conditioner, bath gel, body lotion, and hand soap. Should you need an extra bed, the downstairs area includes two chairs that pull out to comfortable single sleepers. Additional pillows, bedding, and blankets can be found throughout the home.

Downstairs, ocean views off the porch make the perfect setting for morning coffee or 'anytime' cocktails (it is the Keys). The kitchen boasts stainless appliances, a refrigerator with an ice maker, a dishwasher, a stove, and granite counters, and looks into the living room, which includes an oversized couch for movie night on the 75" flat screen and smart TV. Of course, cable, including HBO, WiFi, and telephone, are included. The home is fully stocked with all your needs, so pack light. Items in the home include a coffee maker (Keurig and auto drip), blender, toaster, pots and pans, dishes, utensils, linens, bath towels, beach towels, iron, and even a collection of books and games. The home also has its washer-dryer in the hallway and a gas BBQ grill out back.

We are located in Islamorada, the "Sportfishing Capital of the World," just 90 minutes South of Miami. The area is known for its incredible wildlife, artisan shops and restaurants, and extensive waterways for boating, snorkeling, and scuba diving, most notably during the mini-lobster season. Explore by land or sea. You won't be disappointed.

We are one of Islamorada’s limited licensed weekly vacation homes, VR-239.

Guest Reviews:

- "We enjoyed our stay in this beautiful home! It is located in a private, well maintained community. The home is very spacious and easily sleeps 6. It is well stocked and included everything we needed during the week. The kids had a blast and made a lot of new friends during our stay. We had great communication with the owner and will definitely be back at this property!" - "Don’t hesitate. If you’re looking for a great get away, just do it! Beaches are far and few inbetween . Property has boat docks you can rent accordingly. This unit was perfect for what we were looking for. Centrally located in the keys. Super clean. Private, gated entrance. We had plenty of essential amenities for the full week. Owners are in direct communication with you along the way . Just do it ! You won’t be disappointed."

Palms 417
House
79901 Overseas Highway #417, Islamorada, FL, 33036, USA

Palms 417 offers accommodations in Islamorada, 2.1 miles from Upper Matecumbe Key and 4.6 miles from Theater of the Sea on Islamorada. This beachfront property offers access to a terrace. The vacation home offers parking on-site, a sauna, and a 24-hour front desk. With free Wifi, this 1-bedroom vacation home provides a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The property offers sea views. The vacation home also features an outdoor swimming pool and a hot tub for guests to relax in. Windley Key is 5.2 miles from Palms 417, while Pigeon Key is 15 miles away. Miami International Airport is 76 miles from the property.

Amenities:

Air Conditioner • Other • View • Parking • Internet • Hot Tub • Wellness Facilities • Sports/Activities • Pool • Security/Safety • Fireplace/Heating • Oceanfront

Renovated Anglers Reef 2BR + Sleeper + Ocean Views, Pool, Marina, Sleeps 8
House
Islamorada, Florida, USA

Escape to Anglers Reef, Islamorada’s premier gated community where coastal charm meets resort luxury. This fully renovated two-bedroom, two-and-a-half-bath home—one of the largest floorplans in the neighborhood—comfortably sleeps 8 guests.

Upstairs, two spacious suites offer private retreats. The primary suite features a king bed with premium linens, private balcony overlooking the Atlantic, and an ensuite bath with walk-in shower and double vanity. The guest suite includes two queen beds and a full bath.

On the main level, the open-concept living area includes a sleeper sofa, remodeled kitchen with KitchenAid appliances, bar seating, dining area, and a smart-TV-equipped lounge.

Guests enjoy resort-style amenities—two sandy beaches, a heated pool, private marina, kayaks, and palm-lined walking paths.

Book your Anglers Reef getaway today and experience the best of Islamorada’s oceanfront living.

Guest Reviews:

- "The house was clean and had everything we needed. The beds were extremely comfortable. The pool on the property was perfect, also neat and clean. The whole compound was adorable. People were friendly. Quiet. The property manager was reachable and very responsive to our needs. Definitely a 10/10." - "Everything about this place was lovely; the house itself, location, access to pool and kayaks, walkability to restaurants. Would stay here again."

Eclectic Easeful Stay!
Apartment

Set in Islamorada, 5.3 km from Windley Key and 11 km from Upper Matecumbe Key, Eclectic Easeful Stay! offers accommodation with free WiFi, air conditioning, an outdoor swimming pool and a terrace. This beachfront property offers access to a balcony and free private parking. This apartment has 2 bedrooms, a kitchen with a fridge and an oven, a flat-screen TV, a seating area and 2 bathrooms fitted with a shower. Towels and bed linen are offered in the apartment. A private beach area is available on site. Pigeon Key is 11 km from the apartment, while John Pennekamp State Park is 24 km from the property. The nearest airport is Miami International Airport, 110 km from Eclectic Easeful Stay!.

Amenities:

Ocean View • View • Parking • Private Beach • Child Friendly • Balcony/Terrace • Air Conditioner • Oceanfront • Internet • Kitchen • Pool

GREAT LOCATION ! White Marlin Beach House, Islamorada
House
Islamorada, Florida, USA

Contact owner for rates and availability (305-431-2006).
Relax in Islamorada, Florida Keys... 'Sport Fishing Capital of the World.' Enjoy deep blue water or back country fishing. Dive, snorkel, and swim on a clear, white, sandy beach (rare in the Keys!). Walk/jog among beautiful waterfront homes. Sip wine while gazing at glorious sunsets while surrounded by coconut palms.

Manatees, tarpon, mangrove snappers, and other native fish species swim the waters off our dock. Beautiful tropical vegetation, shore birds, and other marine life are all around you. You will cherish the memories of your stay in this 'Island Paradise.' Islamorada is known as 'The Purple Isle' and is located in the heart of the Florida Keys - midway between bustling Miami and laid-back Key West.

This charming island home on a deep-water canal features high-beamed ceilings and a 'loft.' The walk-around deck, open floor plan, and kitchen designed for entertaining make this home an excellent choice for a carefree vacation. The home is newly furnished and redecorated and has two spacious bedrooms each with a private bath. The home is equipped with High Speed Wireless Internet Access.

The home's 70-foot boat dock gives easy bay and ocean access and the private beach is a few steps away with your own private access.

Keywords: Beach House

Guest Reviews:

- "My father, brothers and I had a wonderful time. The house is clean and well equipped for cooking, and the dock and outside area makes relaxing easy. A quick walk to the beach and easy access to bridges or marinas for fishing. Would definitely recommend this home for anyone looking for a relaxing vacation in paradise." - "Pristine and rare beach access property in a quiet neighborhood." - "Everything we needed to make our fishing trip epic!"

Palms 301
House
79901 Overseas Hwy Unit 301, Islamorada, FL, 33036, USA

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 301 features accommodations with access to a spa center and fitness room. Among the facilities at this property are a 24-hour front desk and an elevator, along with free Wifi throughout the property. The vacation home offers parking on-site, a hot tub, and an ATM. The vacation home is composed of 2 bedrooms, a fully equipped kitchen, and 2 bathrooms. The accommodation is non-smoking. A water park can be found at the vacation home, along with a year-round outdoor pool. Theater of the Sea on Islamorada is 4.6 miles from Palms 301, while Windley Key is 5.2 miles away. Miami International Airport is 76 miles from the property.

Amenities:

Pool • View • Security/Safety • Oceanfront • Hot Tub • Parking • Fireplace/Heating • Other • Sports/Activities • Air Conditioner • Wellness Facilities • Internet

A little Piece of Heaven to wash your worries away
House
Islamorada, Florida, USA

A fully furnished two bedroom, two bath townhouse located in Islamorada, also known as the "Fishing Capital of the World". All amenities needed in order to enjoy a relaxing vacation. The property has a swimming pool, tennis court, pickleball court, shuffleboard, boat ramp and dock space for a boat up to 25' as stated in boat registration.

If bringing a boat or renting one during you stay, proof of insurance with liability limits as well as boat registration is mandatory and should be sent to owner prior to your arrival. Use of dock space is on a first come, first serve basis with owners having priorities. Dock or ramp will not be allowed to be used until insurance and registration documents are provided to our dock master.

Master bedroom is located on the third floor and has king size bed, its own private bathroom and screened porch. Second bedroom is on second floor and has queen size bed. A queen size air mattress is also available.

There is a living room, dining room, second full bath and a fully equipped kitchen, as well as a large screened porch overlooking the pool and tennis court.

Full size washer and dryer are located in the garage. Also, a covered carport and ample parking for vehicle. Barbecue grill is stored in garage.

WiFi internet, televisions in both bedrooms and living room, including blue ray and DVD player.

Guest Reviews:

- "I’ve stayed here for several years the owners are awesome people! The neighborhood is very very nice , it has all the amenities you could ask for . The townhome is always very clean and spacious!" - "Just what we were looking for. Excellent location and great accommodations. All the comforts of home." - "Excellent place to stay in all categories." - "Went well and the process was very easy to follow" - "Clean and well stocked the townhouse was perfect. Owners were very easy to work with and the place was perfect for our needs."

Palms 309
House
79901 Overseas Hwy., Islamorada, FL, 33036, USA

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 309 provides accommodations with access to a spa center and fitness room. Among the facilities at this property are a 24-hour front desk and an elevator, along with free Wifi throughout the property. The vacation home offers parking on-site, a hot tub, and an ATM. The vacation home is composed of 2 bedrooms, a fully equipped kitchen, and 2 bathrooms. The property offers sea views. Guests can spend time in the water park or enjoy the outdoor swimming pool at the vacation home. Theater of the Sea on Islamorada is 4.6 miles from Palms 309, while Windley Key is 5.2 miles from the property. Miami International Airport is 76 miles away.

Amenities:

Sports/Activities • View • Air Conditioner • Hot Tub • Parking • Fireplace/Heating • Other • Internet • Pool • Wellness Facilities • Oceanfront • Security/Safety

Anglers Reef- Family Friendly Community at a Fraction of the Cost.
House
Islamorada, Florida, USA

This Property is fully insured for rentals and licensed by the Village of Islamorada, license #24-0318.

Welcome to 134 Anglers, a luxurious escape for your vacation needs. Perfect for families, couples, or a friends getaway. Located in Anglers Reef, a gated community with heated swimming pool and two private beaches. Our availability calendar is always up to date and current.

Our beautiful house has 2 Bedrooms, 2.5 Bathrooms, A/C, Quartz counter tops, modern stainless steel appliances, SMART Tv's. Open porches and balconies, rich hard wood floors, dining room seating for 6, coastal décor. A truly unique place to stay in the keys, with a boutique – style feel.

Anglers Reef is one of the Florida Keys most luxurious developments with 52 villas and 30 boat slips. Set in meticulously landscaped gardens, overlooking a private heated 75 ft. swimming pool, private beach and the magnificent Atlantic Ocean.

Anglers Reef is the perfect home for fishing and diving enthusiasts, foodies, and anyone who enjoys beautiful sunrises and sunsets, the wonderful Florida sun, kayaking, paddle boarding, jet skiing, snorkelling – the list is endless. You may even spot Manatees in the Dock.

For your convenience, we provide complimentary Wifi, Beach towels (as well as house towels), bed linens, washer, dryer, dishwasher, BBQ, books and lots of information about where to eat/what to do. 2 designated parking stalls, with single covered carport. Boat launch at neighboring Snake Creek Marina. The perfect Vacation Rental at Mile Marker 85.

If you like staying in luxury accommodation with all the amenities you could possibly want or need then this is the house for you! Please call or email for a quote or for more information.

Pets are not allowed

Guest Reviews:

- "Anglers Reef is a great place. Perfect location for us with all the amenities. 134 is clean and well equipped. Great hosts who were great to deal with. Overall another awesome experience at Anglers Reef." - "We truly enjoyed our stay! This cottage was super clean and met all our needs. The neighborhood was just as cute! We loved having a boat slip for our boat…so convenient! We would definitely go back and stay here again." - "I could spend the rest of my life here! This property is absolutely perfect. We can’t wait to come back!"

Executive Bay Club Townhouse (Gated Community)
House
Islamorada

Welcome to Islamorada's Executive Bay. Enjoy all the amenities of our home as well as the beautifully maintained grounds including two tennis courts, our complex pool, beach and dock. The unit is equipped with all you need to enjoy a comfortable stay in the Florida Keys. Grab a drink and join the others for breathtaking sunsets daily. Catch fish from the dock or try snorkeling the warm, blue waters. We are next door to Founders Park, with tennis courts, an aquatics center and beautiful beach.

The space
Our unit is equipped with all the amenities including towels, sheets, all kitchen supplies, and washer and dryer for your use. Guests must supply their own toiletries, toilet paper and sundries.

Other things to note
This unit is also listed For Sale. Guests may be asked to allow realtors the opportunity to show the unit to potential buyers. In such cases, guests will be provided with at least 24 hours notice. No one will be allowed in the unit without the guest's prior approval.

Amenities:

Heating • Free washer – In unit • Free dryer – In unit • Essentials • Hot water • Iron • Hair dryer • Central air conditioning • Hangers • TV

Oceanfront Studio in Islamorada
House
Islamorada

Enjoy three levels of living. Nestled in the heart of Islamorada where you can walk to the best restaurants, shops and activities. Great beach access for paddle boarding, kayaking, kiteboarding, and other waters sport activity. With 1 queen bed and 1 sofa bed, it comfortably accommodates couples seeking a cozy getaway. Enjoy the shared beach, oceanfront, vanishing edge pool & spa and 450ft fishing pier. 28 days minimum stay required.

Amenities:

Wifi • Free dryer – In building • Air conditioning • Washer • TV • Smoke alarm • Carbon monoxide alarm • Hair dryer • Iron • Window guards

Keys Vacation 28 days or more Sunsets and Sand
House
Islamorada

Take it easy at this unique and tranquil getaway. Enjoy this well equipped 2 bedroom, 2 bath home. Enjoy beautiful sunsets. Fish, swim, tennis or snorkel while enjoying the bay view. close to some of the best restaurants and attractions in Islamorada. Walk to Founders Park to enjoy a beautiful beach, walking trails, picnic areas and playgrounds. Located in a private gated community with 24 hour security. No pets allowed.
28 day or more rental!

Amenities:

Hangers • Free dryer – In unit • Bed linens • Hair dryer • Free washer – In unit • Hot water • Iron • Extra pillows and blankets • Essentials • Room-darkening shades

Gem in a Box
Apartment
Islamorada

Enjoy a stylish experience at this centrally-located place.
This fully remodel studio comes with a
Comfy sofa bed full-size and a twin sofa bed , fully tiled
Close to many restaurants.
The building comes with security gate ,gym , heated pool, outdoor bbq, outdoor seating and club house .

The space
The unit is a studio
Full kitchen and full bathroom

Other things to note
This unit is a studio
Does not have a bedroom

Amenities:

Conditioner • Body soap • Dryer – In unit • Essentials • Cleaning products • Hot water • Washer • Shampoo • Shower gel • Hangers

Bay Islamorada BeachHouse POOL!70' DOCK boat rent
House
Islamorada

Enjoy the keys life in style living in this beautifully furnished or 2 Bedroom, 1 Bath, canal front retreat with room for boats at the private 70' large concrete dock attached fish cleaning station which is an obvious necessity in the Keys. Easy access to the bay-side or ocean-side. This oasis is within the Islamorada Village limits and offers all the comforts of home. The 2017 Yamaha Jet boat and the 2018 Scarab are available rent or via private charter with Captain

The space
Property has a brand new pool!

This listing is for 1 side of the duplex. Specifically the side closest to the bay/gulf side. Each side of this luxury duplex has peekaboo views of the ocean and comfortably accommodates with two queen beds and one queen convertible sofa. The kitchen includes a large complete set of cookware, dinnerware and all utensils as well as all appliances designed with the gourmet in mind. All amenities, including a coin washer and dryer are included. Located on a Deep-Water canal, with and outside shower. This is an ideal location for all water-sports, fishing, diving, snorkeling and boating with either a 500' walk to the Atlantic Ocean Beach or use the key to the private gated White Marlin beach with Gulf bay-side sunset views to live for. A beautiful bike path runs throughout the island. Grocery Store, Marina with boat rentals, seafood market, restaurant and lounge are all located within one mile. The waterfront views will make every day feel like a vacation. Enjoy the breeze and watch the manatees swim by from the second floor rear covered balcony or from the screened front patio or from the backyard concrete sundeck. This one won't last, Book NOW!!

The 2018 Scarab and the 2017 Yamaha Jet boat that is available for rent with the house for via boatsetter. It will be in the back of the house gassed up and in canal ready for your enjoyment whether cruising or fishing fits 10ppl.

Home is furnished and No smoking.
Elevated, Shutters, Concrete Roof, Patio, 70 Foot Dock, Davits, Fish Cleaning Station, Outdoor Shower, Canal, Walking Distance to amenities and beach, White Marlin Beach / Port Antigua Private Beach, Rear Balcony

Guest access
70' Concrete Dock with brand new pool. On Bayside Canal.
Private Beach with Tiki Huts, Chairs and BBQ Grills.

Other things to note
Water and gas are rare commodities on the island and are not inexpensive so the laundry machines are included but please use sparingly.

Amenities:

Extra pillows and blankets • Shampoo • Dryer • Hot water • Bed linens • Room-darkening shades • Hair dryer • Essentials • Washer • Hangers

Eclectic Easeful Stay!
Apartment
Islamorada

Come and enjoy this spacious, airy, and recently renovated condo at Summer Sea in beautiful Tavernier, Florida. The building boasts amazing amenities like an olympic-sized, heated pool, gym, game room, party room, and a gorgeous bay-front marina. This location is the best the Florida Keys has to offer, such as award winning restaurants and world class fishing. Come and enjoy a true piece of paradise.

The space
My unit has a master bedroom and guest bedroom with spacious closets. The living room area is also spacious to entertain.

Guest access
Guest are allowed at pool and small beach access. As well Summer Sea has it’s own waterfront marina on the bay side. We also have a small ramp to kayak or paddle board.

Amenities:

Wifi • Central air conditioning • Dryer • Pool table • Carbon monoxide alarm • Outdoor shower • Exercise equipment • First aid kit • Smoke alarm • Fire extinguisher

Piece of Paradise Executive Bay Club Islamorada
House
Islamorada

Come, Enjoy and Relax in our beautiful piece of PARADISE in the Florida Keys. The Executive Bay Club is located in Islamorada, the Diving/Snorkeling and Sport Fishing Capital of the world! This is a private, gated community with 24 hour security and easy accessible parking. The grounds have 2 tennis courts, heated swimming pool, club house, private beach and fishing dock.

This is a 3 bedroom 2 bath townhome recently renovated and completely furnished and equipped.

Amenities:

TV • Bedroom and laundry • Exercise equipment • Air conditioning • Washer • Bay view • Bathroom • Heating and cooling • Outdoor shower • Scenic views

Islamorada Getaway Townhouse
House
Islamorada

Our Islamorada Vacation home is a bright, laid-back, modern 3-story townhouse with a little Florida Keys style throughout. :)

Fully equipped and spacious with everything you need for the perfect Florida Keys vacation with family and friends, and close to all the action on Islamorada. Located just minutes away from the sandbar and all the best restaurants in the Keys.

VERY IMPORTANT:
We cannot accommodate boats, there is a marina next door. Sorry but no pets are allowed on the property.

The space
Large bright and airy, with Florida Keys style throughout. There is a spiral staircase which takes you up three floors. Please be aware the staircase can be a little steep, so keep this in mind in case you have elderly relatives or very young kids.

Guest access
To access the space there is a lock box on the door with the key.

Efficiency cozy unit for two
House
Islamorada

This unique place has a style all its own.

Amenities:

Pool • AC - split type ductless system • Exterior security cameras on property • Central air conditioning • Outdoor shower • BBQ grill

Keys Paradise Steps away from pool and beach
Apartment
Islamorada

Welcome to Islamorada's Executive Bay. Enjoy all the amenities of our home as well as the beautifully maintained grounds including two tennis courts, pool, beach and dock. Equipped with all you need to enjoy a comfortable stay in the Florida Keys. Grab a drink and enjoy breathtaking sunsets daily. Catch fish from the dock or try snorkeling the warm, blue waters. We are next door to Founders Park, with tennis courts, pickle ball, volley ball, an aquatics center and beautiful beach.

The space
Great location in a corner unit in front of pool, club house, tennis court, beach area and dock. 2 full baths upstairs. Master BR with private walk in closet and bath. Separate full bath for guests in second BR and loft. 1/2 Bath downstairs. Loft area has 3 single beds and is suitable for children, it has a lower than usual ceiling and is located on a third floor.

Islamorada Lodges on the Map

Compare the Best Lodges in Islamorada – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Cheeca Lodge & Spa 81801 Overseas Highway Mile Marker 82, Islamorada, FL, FL 33036, USA 865 5.0 8.7 977 Click here
Cheeca Lodge & Spa 81801 Overseas Highway, Mile Marker 82, Islamorada, FL, 33036, USA 298 5.0 9.2 1271 Click here
Islander Resort 82100 Overseas Highway, Islamorada, FL, FL 33036, USA 348 4.0 8.7 1451 Click here
Amara Cay Resort 80001 Overseas Hwy, Islamorada, FL, 33036, USA 230 4.0 8.8 1256 Click here
Bayside Villas by Islander Resort 81450 Overseas Highway, Islamorada, FL, FL 33036, USA 345 4.0 8.6 232 Click here
La Siesta Resort & Villas 80241 Overseas Highway, Islamorada, FL, 33036, USA 294 4.0 8.8 1001 Click here
Anglers Reef Paradise 110 Anglers Way 110, Islamorada, FL, FL 33036, USA 400 4.0 9.6 19 Click here
The Islands of Islamorada 82779 Old Hwy, Islamorada, FL, 33036, USA 732 4.0 9.8 68 Click here
Islamorada Paradise Overlooking the Fabulous Florida Bay. 88540 Overseas Highway, Tavernier, FL, FL 33070, USA 189 4.0 9.8 6 Click here
Pineapple Beach by Florida Keys Luxury Rentals 130 Aregood Lane, Islamorada, FL, 33036 2950 4.0 1 Click here
Key Lime Cottage in the heart of Islamorada 76777 Overseas Highway, Islamorada, FL, FL 33036 308 4.0 9.3 3 Click here
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 84001 Overseas Hwy, Islamorada, FL, 33036, USA 313 3.0 9.0 109 Click here
EXECUTIVE BAY ISLAMORADA BY SOFLA VACATIONS 87200 Overseas Highway, Islamorada, FL, FL 33036, USA 180 4.0 8.5 2 Click here
Angler's Reef Resort by KeysCaribbean 84977 Overseas Highway, Islamorada, FL, 33036, USA 459 3.0 9.0 14 Click here
Anglers Reef Vacation Rental 109 Anglers Way, Islamorada, FL, FL 33036, USA 495 4.0 9.5 2 Click here
Breezy Palms Resort 80015 Overseas Highway, Islamorada, FL, 33036, USA 136 2.0 8.8 567 Click here
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! Islamorada, FL, USA 966 4.0 10.0 2 Click here
Ragged Edge Resort & Marina 243 Treasure Harbor Dr, Islamorada, FL, 33036, USA 179 2.0 9.4 203 Click here
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada, FL, USA 617 4.0 1 Click here
Matecumbe Resort 76261 Overseas Hwy, Islamorada, FL, 33036, USA 141 2.0 8.8 83 Click here
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada, FL, USA 627 4.0 1 Click here
OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars Islamorada, Florida, USA 420 10.0 200 Click here
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada, FL, USA 737 4.0 1 Click here
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards Islamorada, Florida, USA 432 10.0 185 Click here
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada, FL, USA 802 4.0 1 Click here
Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach Islamorada, Florida, USA 436 10.0 180 Click here
Hidden Gem Duplex in Heart of Islamorada Sleeps 8 82236 Overseas Highway, Islamorada, FL, 33036, USA 828 4.0 1 Click here
Oceanside Getaway: Renovated Home with Boat Slip, Pool & Beach - Gated community Islamorada, Florida, USA 466 10.0 165 Click here
Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location Islamorada, FL, USA 841 4.0 1 Click here
Beautiful Island Home in Anglers Reef! Ocean front community. Pool & boat slip. Islamorada, Florida, USA 363 10.0 142 Click here
Waterfront Wonder Islamorada, FL, USA 1007 4.0 1 Click here
Serenity by the Sea! Anglers Reef with Boat Slip Available! Islamorada, Florida, USA 395 10.0 116 Click here
Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada, FL, USA 1186 4.0 1 Click here
Single Family Home In Angler's Reef Gated Community,Beautiful Ground,Resort Pool Islamorada, Florida, USA 450 10.0 103 Click here
Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable Islamorada, FL, USA 1281 4.0 1 Click here
5 Star Modern Oceanfront Islamorada Townhome on the Beach! Islamorada, Florida, USA 419 10.0 101 Click here
Beach Residence Private overwater dock Heated Pool Mahi Key Islamorada, FL, USA 1282 4.0 1 Click here
Islamorada Oceanfront Home with Ocean View, Dock, Comm Pool & Beach Islamorada, Florida, USA 613 10.0 96 Click here
Chesapeake Beach Resort 83409 Overseas Highway, Islamorada, FL, FL 33036, USA 536 3.0 8.0 846 Click here
Breathtaking ocean views for your Paradise vacations Islamorada, Florida, USA 464 10.0 93 Click here
Pines & Palms Resort 80401 Old Highway, Islamorada, FL, FL 33036 282 3.0 9.0 762 Click here
Keys Kottage: Bayside villa W/free onsite boat ramp marina & trailer parking. Islamorada, Florida, USA 342 10.0 91 Click here
Drop Anchor Resort & Marina 84959 Overseas Highway, Islamorada, FL, FL 33036, USA 377 3.0 7.7 341 Click here
TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP Islamorada, Florida, USA 727 10.0 91 Click here
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 84001 Overseas Highway, Islamorada, FL, 33036, USA 649 3.0 8.4 26 Click here
Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach Islamorada, Florida, USA 612 10.0 90 Click here
Matecumbe Resort 76261 Overseas Highway, Islamorada, FL, FL 33036, USA 214 2.0 8.4 332 Click here
Stunning Bayfront Townhouse with Boat Slip/Marina Access - A Luxurious Retreat! Tavernier, Florida, USA 445 10.0 89 Click here
Ragged Edge Resort & Marina 243 Treasure Harbor Drive, Islamorada, FL, FL 33036, USA 248 9.1 157 Click here
Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE! Islamorada, Florida, USA 453 10.0 79 Click here
Beachfront Villa at Islamorada BY THE GLAMHOMES 75761 Overseas Highway, Islamorada, FL, FL 33036, USA 7615 1.0 1 Click here
Anglers Reef Islamorada home with ocean views, private marina, beach & pool Islamorada, Florida, USA 403 10.0 74 Click here
Palms 417 79901 Overseas Highway #417, Islamorada, FL, 33036, USA 128 1 Click here
Renovated Anglers Reef 2BR + Sleeper + Ocean Views, Pool, Marina, Sleeps 8 Islamorada, Florida, USA 513 10.0 71 Click here
GREAT LOCATION ! White Marlin Beach House, Islamorada Islamorada, Florida, USA 630 10.0 67 Click here
Palms 301 79901 Overseas Hwy Unit 301, Islamorada, FL, 33036, USA 156 1 Click here
A little Piece of Heaven to wash your worries away Islamorada, Florida, USA 248 10.0 59 Click here
Palms 309 79901 Overseas Hwy., Islamorada, FL, 33036, USA 174 1 Click here
Anglers Reef- Family Friendly Community at a Fraction of the Cost. Islamorada, Florida, USA 506 10.0 52 Click here
Executive Bay Club Townhouse (Gated Community) Islamorada 108 9.86 1 Click here
Oceanfront Studio in Islamorada Islamorada 115 1 Click here
Keys Vacation 28 days or more Sunsets and Sand Islamorada 120 9.64 1 Click here
Gem in a Box Islamorada 125 10.0 1 Click here
Bay Islamorada BeachHouse POOL!70' DOCK boat rent Islamorada 148 10.0 1 Click here
Eclectic Easeful Stay! Islamorada 150 10.0 1 Click here
Piece of Paradise Executive Bay Club Islamorada Islamorada 150 1 Click here
Islamorada Getaway Townhouse Islamorada 160 9.66 1 Click here
Efficiency cozy unit for two Islamorada 169 9.34 1 Click here
Keys Paradise Steps away from pool and beach Islamorada 175 10.0 1 Click here

Note: The prices for each Lodges in Islamorada do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Lodges in Islamorada with a pool or hot tub include:

  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • Islander Resort.- Review Count: 1451, Rating: 8.7

Lodges in Islamorada that provide shuttle or transfer services include:

  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Islander Resort.- Review Count: 1451, Rating: 8.7
  • Bayside Villas by Islander Resort.- Review Count: 232, Rating: 8.6

Lodges in Islamorada offering spa or wellness experiences include:

  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • The Islands of Islamorada.- Review Count: 68, Rating: 9.8

Family-friendly lodges in Islamorada include:

  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • Islander Resort.- Review Count: 1451, Rating: 8.7

Pet-friendly lodges in Islamorada include:

  • Islander Resort.- Review Count: 1451, Rating: 8.7
  • Bayside Villas by Islander Resort.- Review Count: 232, Rating: 8.6
  • Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location.- Review Count: 0, Rating: 0.0

Lodges in Islamorada that include breakfast include:

  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • Amara Cay Resort.- Review Count: 1256, Rating: 8.8

Lodges in Islamorada with free or on-site parking include:

  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • Islander Resort.- Review Count: 1451, Rating: 8.7

Some of the best Lodges in Islamorada are:

  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • Cheeca Lodge & Spa.- Review Count: 977, Rating: 8.7
  • Islander Resort.- Review Count: 1451, Rating: 8.7

Some of the popular Lodges in Islamorada are:

  • Islander Resort.- Review Count: 1451, Rating: 8.7
  • Cheeca Lodge & Spa.- Review Count: 1271, Rating: 9.2
  • Amara Cay Resort.- Review Count: 1256, Rating: 8.8