Best Vacation Rentals in Cudjoe Key

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tree Top Paradise provides accommodations with access to a spa center. This property offers access to a terrace, a pool table, free private parking, and free Wifi. The vacation home offers an outdoor swimming pool with a fence, as well as a hot tub and a 24-hour front desk. 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 hot tub. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation has a private entrance and is protected by full-day security. Guests at the vacation home will be able to enjoy activities in and around Cudjoe Key, like snorkeling, cycling, and fishing. Kids pool is also available for guests at Tree Top Paradise. Duval Street is 23 miles from the accommodation, while Southernmost Point is 24 miles from the property. Key West International Airport is 21 miles away.

- "Fabulous place to stay in the keys!" - "A great place to chill after playing in the sun." - "Great place for family vacation!" - "The host was responsive, the house was perfect and the location was exactly just right!" - "It all good!" - "Fantastic" - "Keith was a great host and answered every time I had any questions! The neighborhood was fun and we will definitely be s" - "The house was great and right near a lot of places to eat. Just wished was closer to the canals."

You'll find ecotours, hiking and biking trails, and more on site at this pet-friendly villa. With convenient uncovered onsite parking, you'll be ready to make the 9-minute drive to Florida Keys Beaches or the 3-minute drive to Upper Sugarloaf Key.

Spend some time at the nearby beach (enjoy the beach volleyball!), relax by the private pool with the sun loungers, or sip a drink in the hot tub of this villa, which also features an outdoor entertainment area. For a change of scenery, come inside and enjoy the free WiFi.

A dining area, a computer station, a charcoal grill, and luggage storage are featured at this 4-bedroom rental. And there's access to laundry facilities, so you can even pack a bit lighter.

There are also books and games for the kids to enjoy, as well as toys to help inspire their day. Those bringing along the family cat or dog will appreciate the off-leash area and food and water bowls.

- "We were here for a night and it was great. A nice rustic feel on a big property, with good view. "

Providing a garden, OCEANIA... Water front cottage retreat ~ offers accommodations in Cudjoe Key. This property offers a private pool and free private parking. The villa has a picnic area and a sauna. With free Wifi, this 2-bedroom villa provides a flat-screen TV, a washing machine, and a fully equipped kitchen with a fridge. Towels and bed linen are provided in the villa. For added privacy, the accommodation has a private entrance and is protected by full-day security. A mini-market is available at the villa. Guests at the villa will be able to enjoy activities in and around Cudjoe Key, like cycling, fishing, and canoeing. Kids pool is also available at OCEANIA... Water front cottage retreat ~, while guests can also relax on the sun terrace. Ernest Hemingway Home and Museum is 23 miles from the accommodation, while Duval Street is 23 miles away. The nearest airport is Key West International Airport, 21 miles from OCEANIA... Water front cottage retreat ~.

- "Definitely enjoyed everything about it. Recommend to friends" - "Such a nice, cozy little place with everything you need a great decor. Will definitely go again!" - "Location was great cottage was beautiful ," - "Once the reservation is made just enjoy your stay."

Don’t be fooled by canal front listings. Lose yourself in the ever changing beauty of the Atlantic Ocean in this charming, recently renovated 2 bedroom cottage with large living area and open floor plan. Bring your boat and keep it steps away from your back door on the 52 foot seawall. The cottage sleeps 6 with a king bedroom, twin over full bunk room and a queen size Murphy Bed in the living room for those who want to wake up with a beautiful sunrise view. There is a double kayak, paddle boards at the unit for those who want to explore the Venture and Out Keys that you can see from the living room. Floats, life jackets and a swim ladder and bikes are also onsite. After your ocean fun, rinse off in the solar shower located outside. There is a washer and dryer in the unit as well as coin laundry at the bathhouse which is a short walk away. Each bathhouse also has several showers for guest use. Venture Out Resort has a 24 hour security, large pool, hot tub, picnic tables, tennis courts, pickleball courts, playground, boat ramp and a marina store with fuel, groceries and tackle.

The resort collects it's own $125 fee at the gate when you check in. This fee is per stay and you do not pay it again no matter how long you are renting. This is separate from the cottage rental fees and covers the resort amenities. A parking permit will be issued at the gate while you are renting the house and you can pay a nightly storage fee for boat/ trailer or extra vehicles storage in the overflow parking lot.

- "We will absolutely stay here again! Beautiful, clean and great location for fishing, or just boating! Everything you need is within close reach! And drinks in the fridge! Thanks for the stay!!! G and K" - "We stayed here for our honeymoon. You can’t beat the views here! The house itself was very clean and nice. We spent most of our time paddle boarding, fishing, and swimming right in front of the house! The host is very helpful and responds fast. We hope to be back one day! "

Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key. This beachfront property offers access to tennis at the tennis court, free private parking, and free Wifi. The villa provides a pool with sea views, hot tub, and full-day security. The air-conditioned villa consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a hot tub and a hair dryer. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. A mini-market is available at the villa. For guests with children, the villa offers kids pool. Snorkeling, fishing, and canoeing are possible within the area, and NAUTILUS...ocean front cottage retreat ~ offers a private beach area. Ernest Hemingway Home and Museum is 23 miles from the accommodation, while Duval Street is 23 miles away. The nearest airport is Key West International Airport, 21 miles from NAUTILUS...ocean front cottage retreat ~.

- "5 stars" - "This property was perfect wellLoved that it was on the water. Kayaking to near by islands was fun. We saw a lot of wild" - "Great place close to Key West" - "Fantastic!" - "We had a great time with my family" - "There is some confusion with Booking.com and how payment is done. However, Manuel and the property manager are very help" - "Perfect location cute home!" - "We had an amazing stay and everyone had a great time."

Set sail from Sea La Vie! Big boats welcome here - 49' seawall! This tropical oceanfront home showcases modern design, panoramic ocean views, and luxurious amenities.

This well-appointed 2-bedroom, 2-bathroom oceanfront home has everything you need for a perfect Florida Keys vacation. The open-concept living space seamlessly blends indoor and outdoor areas, while all the windows flood the space with natural light. With a 49' seawall that can accommodate up to a 40' boat comfortably. There is a fish cleaning station, a swimming ladder, and dock posts here. This property offers endless possibilities for relaxation after a day on the water, allowing you to unwind on the deck with your loved ones amidst the refreshing ocean breezes. The views from this home offer uninterrupted ocean views, embodying the essence of coastal living with its prime location and functional design.
Outside is a lovely porch to take in the ocean views and catch up on a good book!
There is a gas grill waiting to cook up your fresh catch of the day and a nice concrete table for dining.

The Primary Bedroom has a Queen size bed and the Primary bathroom boasts a glass-tiled walk-in shower for a spa-like feel.
The Guest Bedroom also features a Queen size bed. The recently renovated Guest bathroom features a walk-in shower and tile floors and walls.
For extra sleeping accommodations, the living room has a pull out Queen size sleeper sofa and an air mattress in the Guest bedroom closet.
The kitchen is stocked with all the gadgets you might want on vacation including an air fryer, stainless steel appliances, pressure cooker and Keurig coffee machine. A stackable washer and dryer are inside the home so you can pack light.

Whether you're here for a weekend getaway or an extended vacation, our waterfront retreat promises a unique blend of relaxation and adventure. Explore the local attractions, enjoy the water activities, or simply kick back and enjoy the stunning views from your patio.

Accommodating up to six adults comfortably.
Sorry, no pets allowed at this home.

Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in resort-style amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts.
Adventure beyond the gates for a bite to eat at some of Florida Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away!
Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.

Located inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply). Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measures 21'L x 12'W. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay.
Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.

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Book your stay today and experience the beauty of waterfront living!

- "From towel swans on the bed to towel bows on the stove to the key lime pie in the fridge, I have never felt as welcome anywhere as I did here.The neighborhood was friendly, inviting and engaging. The view was beautiful. One thing to note, there is a community store with basic items priced better than the grocery store, so go there for supplies first! Lot" - "Our stay was wonderful! The view is amazing, the home was clean and very well stocked. We had a wonderful time."

21 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Ocean View with Pool, 4 bedroom Vila Near Key West offers accommodations with access to a fitness room. This property offers access to a balcony, table tennis, free private parking, and free Wifi. The villa provides a pool with a view with a fence, as well as a hot tub and full-day security. Providing a terrace and sea views, the spacious villa includes 4 bedrooms, a living room, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a hot tub. A private entrance leads guests into the villa, where they can enjoy some fruit and chocolates or cookies. This villa is non-smoking and soundproof. A private beach area is available on-site and cycling can be enjoyed close to the villa. Duval Street is 21 miles from Ocean View with Pool, 4 bedroom Vila Near Key West, while Southernmost Point is 21 miles away. Key West International Airport is 19 miles from the property.

- "Beautiful island vacation home." - "Great fun and memories made with my family!" - "It was a pleasure to spend 2 days in such a beautiful house with an outstanding palm tree garden"

Enjoy this fabulous open water vacation home with amazing views of the Atlantic Ocean and some of the best boating access in the Keys! This home offers a covered porch facing the water, 35' seawall to dock your boat, 2 spacious bedrooms, 2 full bathrooms, an updated kitchen with a full line of appliances making this home the perfect for your family vacation spot! Gated Community with Oceanfront Heated Saltwater Pool, Marina with Convenient Store, Fuel Dock, and Boat Launch. Four miles of paved streets for walking or biking, picklball, tennis, basketball and bocce courts and so much more. Located near restaurants, shopping and nightly entertainment.
VO COMMUNITY REGISTRATION FEE OF $125.00 IS DUE UPON ARRIVAL IN CASH OR CREDIT CARD ONLY.

- "Exactly as expected from listing. Lovely stay and responsive hosts. " - "Our house was beautiful and right on the water! Great sunrises and beautiful views! Fully equipped with everything you need or want! This home is the best VRBO we have rented! Would love to come back!!" - "We enjoyed the gorgeous views and the friendly neighbors. We enjoyed the beautiful sunrises and the birds that flew very close. The community had lots of activities to keep you busy if you wanted. The bikes were a great amenity to have at the property to enjoy riding around. The home was well stocked and so organized. We had a great time!!"

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Turtle Cove Views by Last Key Realty provides accommodations with access to a hot tub and spa facilities. This property offers a heated pool, free Wifi, and free private parking. Key West Aquarium is 23 miles from the vacation home and Mallory Dock is 23 miles away. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV with cable channels is provided. For added privacy, the accommodation features a private entrance. Duval Street is 23 miles from the vacation home, while Southernmost Point is 23 miles away. Key West International Airport is 21 miles from the property.

Security/Safety • Fireplace/Heating • Ocean View • View • Pet Friendly • Sports/Activities • Spa • Oceanfront • Guest Services • Pool • Hot Tub • Wellness Facilities

This beautiful home overlooking the Atlantic Ocean is part of the Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. Location is a standout with Key West only 17 miles in one direction and Marathon 25 miles in the other. This WiFi-enabled, 1200 square foot home boasts two master suites, with a king bed in one room and a king bed in the other, 32'' HDTV, private full bath, & access to the second floor balcony that has views of the Atlantic ocean. Downstairs you will find the third full bath, smart TV, sleeper sofa, dining table for six, a breakfast bar with four bar stools, a second balcony with lush foliage views, washer/dryer, & a fully equipped stainless steel kitchen. Whip up your favorite tropical drink and have cocktail hour on one of the private balconies, relax in the private hammock, or relax at the heated pool or beach area. The ground floor offers parking for 2 cars and also has an entertaining area with a table and chairs and a Weber grill.

Your boat, up to 25 feet, can be kept at the marina, located in the calm waters directly behind the home (first-come, first-serve dock space and 1 boat per home). Looe Key is a short distance where you’ll find the most beautiful snorkeling and diving in the keys, along with the best fishing. Fish or kayak right off the end of the dock or opt to rent a boat from the nearby Cudjoe Garden Marina - a full service marina offering boat rentals as well as fishing, snorkel, and dive trips. After a day of fun, drop your gear off right at the house and clean the days catch at the fish cleaning station found right off the marina/pool area. Within a few miles, you’ll find several excellent restaurants, the only 18-hole miniature golf course in the keys is located five miles away at Boonedocks Grille Restaurant. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions (see our owners map below for locations and descriptions!)

Highlights of this immaculate home:
* bamboo wood floors throughout
* a gourmet kitchen with stainless steel appliances and granite counter tops
* 3 full bathrooms featuring granite counter tops and travertine showers (1 bathroom has a tub/shower combination)
* high ceilings with crown molding and ceiling fans
* 3 flat screen smart TV's - (1) in the livingroom and in each bedroom.
* covered parking for 2 vehicles
* washer/dryer
* 2 private balconies
* private hammock
* WiFi - wireless internet

This is the perfect vacation home for families or couples looking for it all - small sitting beach area, heated pool, dock & views - in a tropical setting with quick access to all the fun that the Florida Keys has to offer.

Keywords: Oceanfront, Oceanview, Beachfront, Gated Community, Boat Dock, Heated Pool, Beach, WiFi, Marina

- "Great place!" - "Joanna's house was so clean and she was an absolute joy to rent from. The house felt like home in the best way possible. It was so clean, and not like beachy clean, like actually clean! The furniture, the floors, the beds, the bathrooms, everything felt clean and comfortable like home. We had other family members who stayed in other places on Cudjoe Key and they were very jealous of our place. You can't go wrong staying here and the extra full bathroom downstairs really makes all the difference. Can't stop raving about this place! Will absolutely be back"

Set in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Luxury OceanView Friendly Villa Near Key West offers an outdoor swimming pool and air conditioning. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking. The villa is fitted with 4 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with satellite channels, a dining area, a fully equipped kitchen, and a balcony with sea views. A children's playground can be found at the villa, along with a shared lounge. Southernmost Point is 34 km from Luxury OceanView Friendly Villa Near Key West, while Mallory Square is 34 km away. The nearest airport is Key West International Airport, 30 km from the accommodation.

Pool • Hot Tub • Air Conditioner • Pet Friendly • Balcony/Terrace • Kitchen • Child Friendly • Laundry • Internet • Parking

This luxurious Cudjoe Key vacation rental home, located directly on a sandy beach overlooking the crystalline Atlantic Ocean, is part of Sunrise Beach Resort, an exclusive gated community with only 10 other homes. In addition to high end furnishings in the living area, it features two tastefully decorated master suites, each with a full private marble bathroom. You can soak up the sun on the beach, on the pool deck, or enjoy the shade under the tiki hut by the sparkling, heated/cooled swimming pool located directly beside the house, also overlooking the ocean. Lounge in your private hammock or enjoy a drink in the double swing underneath our home which overlooks the beach. Or, you can soak in the gorgeous tropical landscaping and cool breezes on the comfortable, luxurious furniture located on the home’s deep shaded lanai, which includes a flat screen TV adjacent to the beach. Breathtaking views of the blue green ocean, Cudjoe Bay, and the sunrise and sunset can be seen from every room and from the two decks accessible from both bedrooms, the dining room and the living room.

If you are looking for a lower keys short or long term rental, Cudjoe Key has a reputation as the best place to stay on the water in the keys. Your boat, up to 24 feet, can be kept at the wood dock or floating docks in the calm waters directly behind our house. Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reef in the keys, along with the best fishing. Their off-the-beaten path location guarantees a thriving ecosystem. You can fish right off the end of the dock or kayak in the crystal clear, calm waters in Cudjoe Bay directly behind our house (kayaks are included). Venture out to experience the history and action in Key West located only 20 miles away, or explore dozens of nearby islands and a trove of nature preserves by land or sea. Ours is the perfect Cudjoe Key vacation house rental located near Big Pine Key, Summerland Key, Sugarloaf Key and Key West, Fl.

In the immediate area you’ll find several good restaurants. For example, you can take your boat or catch a free ferry to Little Palm Island where you can enjoy lunch or dinner at a top ranked best restaurant in the world. Several other excellent restaurants in the keys are located on or close to Cudjoe Key. A gym/wellness center and Cudjoe Garden’s Marina, a full service marina offering boat rentals, as well as fishing, snorkel, and dive trips is only one mile from our home. The only 18 hole miniature golf course in the keys is located five miles away. Pack a lunch and spend the day at Bahai Honda State Park, voted the #1 beach in the U.S which is only a 20 minute drive away. The Dolphin Research Center, which offers dolphin encounters, is another area attraction.

We provide bikes, kayaks, a corn hole game, folding beach chairs, a beach umbrella, beach toys and towels, bocce ball, and a cooler for your enjoyment. We are always adding extra "toys" and oftentimes have a clear see-through kayak and stand up paddle boards available as well. Relax on our hammock or on our swing overlooking the beach. The bikes are available for you to enjoy a leisurely bike ride down the scenic tree lined bike path, accessible directly across the street from Sunrise Beach, which traverses Cudjoe Key and continues all the way to Key West. Cudjoe Bay is the perfect calm place to kayak and enjoy the clear water. There is something for those who want to relax and enjoy the views and as well as for those who wish to explore all the keys have to offer!

This casually elegant home provides:
* High ceilings with crown molding
* Gourmet kitchen with stainless appliances, granite countertops
* Keurig for hot beverages and a Mr. Coffee for full pots of coffee
* Kitchen stocked with a blender, spices and staples
* Private full marble bathrooms in each bedroom, plus a full marble bathroom next to the living room
* Jacuzzi tub in one master bathroom, walk in showers in the other two bathrooms.
* Plantation shutters in both bedrooms and private bathrooms.
* 4 flat screen HD TV’s
* SMART TV with DVR
* Wi Fi Internet
* Private hammock
* Large selection of books, including local guides, and games
* Luxurious decor and furnishings
* Covered parking for 2 vehicles
* Large walk in closets with round windows
* Pack 'N Play Crib, baby linens and bedrails
* Gas grill
* Bikes (4), with helmets
* Beach chairs, umbrella, cooler, corn hole, bocce ball, beach toys
* Fishing poles, tackle box, snorkeling fins
* Kayaks (2 singles, 1 double), with life vests, and paddles
* Flat screen TV overlooks the luxurious outdoor furniture on the shaded lanai underneath the house overlooking the beach
* Private swing overlooking beach
* Pool, beach, and dock are shared with only 10 other homes in our small gated community.

This is the perfect vacation home for families or couples looking for relaxing ambiance in an opulent tropical hideaway and for those who want it all – beach, pool, boat dock, and stunning views in order to experience the 'real' Florida keys.

Keywords: Oceanfront, Beachfront, Gated Community, Boat Dockage, Heated Pool, Kayaks, Bikes, Cudjoe Key Cottages, Fishing, Corn Hole, Hammock, Snorkeling, Views

- "Absolutely wonderful! We will be back!" - "Beautiful weather took boat and fished" - "We've stayed in lots of VRBO properties all over the country. This is absolutely one of the very best! Wonderful amenities, extremely well organized and stocked, tons of helpful information & brochures about the area. Felt like a high end home, not a rental. Great location close to Key West but also quiet and peaceful. Now the standard has been upped for me! Such a great vacation. WOW!"

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Mermaid Magic by Last Key Realty provides accommodations with access to a hot tub and spa facilities. This property offers a heated pool, free Wifi, and free private parking. Duval Street is 23 miles away and Southernmost Point is 23 miles from the vacation home. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV with cable channels is featured. For added privacy, the accommodation features a private entrance. Key West Aquarium is 24 miles from the vacation home, while Mallory Dock is 24 miles away. Key West International Airport is 21 miles from the property.

Internet • Spa • Fireplace/Heating • Pool • Sports/Activities • Child Friendly • Security/Safety • Hot Tub • Wellness Facilities • Parking

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #109 and I also rent adjacent homes 111 and 107 in case you need more than one. We are 80 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

This casually elegant home has:
* high ceilings with crown molding and four ceiling fans.
* hardwood floors and impact windows and doors.
* a gourmet kitchen with stainless appliances and granite countertops.
* two master suites with king beds and full private baths.
* a sleeper sofa in living room downstairs with a third full bathroom.
* 3 flat screen HDTV’s with cable and WIFI.
* covered parking for 2 vehicles.
* free offsite storage for your trailer as they may not be stored onsite.
* walk in closet and luxury king beds and furniture.
* cooler, beach toys, fishing poles, kayaks, bicycles, and paddleboards.

This is the perfect vacation home for families or couples looking for relaxing ambiance in tropical setting. And for those who want it all – history, nightlife, beach, pool, boat dock, kayaks and views.

This is a stand-alone home just for you with breathtaking southwest views of the blue-green ocean and sunsets, private bbq and outdoor seating/dining.

Your boat, up to 25 feet, can be kept at the dock for your entire stay in the calm waters directly behind the house. I pay for you to store your trailer off-site.

Gated Community of 11 homes, which are all used exclusively as vacation rentals.

While there are infrequent buses to Key West to South and Marathon Key to North, a car is highly recommended.

Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reefs in the keys along with excellent fishing. Fish or kayak right off the dock or you can venture out to experience the history and action in Key West located only 17 miles away. In the immediate area you’ll find several very good fine dining and casual restaurants, grocery, liquor store, and Cudjoe Garden’s Marina, a full-service marina offering boat rentals. The only 18-hole miniature golf course in the keys is located 15 minutes away. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions 30 to 60 minutes away
The $225 cleaning fee is not collected with your reservation but is required. You are asked to leave it inside the home upon departure for the housekeeper. To be clear, this $225 is in addition to the other rental costs and taxes that are collected from you upon booking.

During high seasons, guests must typically check in or out on a Saturday or Sunday, unless stay is more than 14 nights. Exceptions are possible upon request.

TRAILER AND VEHICLE PARKING: There is space under home for two standard vehicles. Campers, travel trailers, recreational vehicles, trucks with dual rear wheels and trucks larger than one ton are prohibited from the community. Please park under home and not to the side where it will block your neighbor. I pay for my guests to store their boat or boat on trailer at nearby facilities during their stay. If you will be bringing your boat, or PWC you must tell me now along with your boat description including length.
Boats, PWC and trailers are not permitted to be stored on premises except for day of arrival until noon the next day, and for last 24 hours before departure. Vehicles and trailers may not park on grass or hinder emergency personnel or block any guest’s vehicular access to their home.

CONDITION AND USE OF PROPERTY: The Property is provided in “as is” condition. Owner shall use its best efforts to ensure the operation of all amenities in the Property, such as internet access, cable TV access, pool, recreational equipment as applicable. Owner shall not be held responsible for such items failure to work, but will make every effort to correct any issues as reported as quickly as possible. Guest shall use the Property for residential purposes only and in a careful manner to prevent any damage or loss to the Property and keep the Property in clean and sanitary condition at all times. Guests shall refrain from loud noise and shall not disturb, annoy, endanger, or inconvenience neighbors. Guests shall not use the Property for any offensive or unlawful purposes and shall abide by association rules, and not commit waste or nuisance about the Property.

Extra fees up to $100 may be charged for excessive cleaning. This fee may apply for failure to follow checkout rules including emptying all trash, damaged or missing items including towels and furniture left out of place.

RISK OF LOSS AND INDEMNIFICATION: Guest agrees that all personal property, personal effects and other items brought into the Property by Guest or their permitted guests shall be at the sole risk of Guest with regard to any theft, damage, destruction or other loss and Rental Agent shall not be responsible or liable for any reason. Guest agrees to indemnify and hold harmless Rental Agent and their agents, owners, successors, employees and contractors from and against any costs, damages, liabilities, claims, legal fees and other actions incurred by Guest, their permitted guests, or agents, representatives or successors of Guest due to any claims relating to destruction of property or injury to persons or loss of life sustained by Guest or family and visitors of Guest in or about the Property.

RELEASE: Guest acknowledges that use of amenities may be dangerous, particularly with regard to children, and such use is at the Guest’s own risk. Guest waives and releases any claims against Rental Agent, the Property owner and their successors, assigns, employees or representatives for any injuries or death that may be sustained by Guest or their permitted guests or invitees on or near or adjacent to the Property, including any common facilities, activities or amenities including but not limited to pools, decks, kayaks, paddleboards, bicycles, snorkeling equipment and floats. Guest agrees to use any such facilities or amenities entirely at the Guest’s own risk and responsibility.

REFUNDS: If evacuation, or delayed arrival, due to a named storm is necessary, the unused portion of Guest payments will be refunded.

SMOKING AND PET POLICIES: Home is pet free and non-smoking both inside the home and on balconies.
A minimum fee of $250 will be charged for violation of either policy.

SUNRISE BEACH COMMON AREA RULES:
1. Use of common area including pool, beach, dock and TIKI hut
a. Limit noise to conversation level after 10PM
b. No loud music or boisterous noise at any time
c. No glass containers permitted
d. Children must be supervised at all times
e. No running, rough play or diving
f. Animals are not allowed in the pool
g. No smoking unless downwind from other guests and homes
2. Trash and Recycling:
a. All trash should be disposed of from homes and common areas in closed 13-gallon bags and placed inside the dumpster.
b. All recycled goods (cans, bottles, cardboard) should be placed loose inside the blue recycle cans WITHOUT bagging.
3. Use of marina and boat docks
a. Drive on docks and all mooring positions are on a first come first serve basis. There is no reserving of dock space. Drive on docks for boats 17 feet and smaller.
b. One motorized watercraft up to 25 feet in length is permitted per home with beam under 9 feet. Exceptions can be made for additional personal water craft based on available space.
c. Please be mindful of depth and stay inside of marker buoys.
d. Fish cleaning station is provided. Please hose any fish remains into bay and do not place into trash.
4. There are no common area spaces for parking.
Contact for Questions or Issues: See home info inside unit.

- "We had a fantastic stay on Cudjoe Key! The house was beautiful and very clean, and the amenities were great. We loved having the pool and the little beach for the kids, as well as the bikes and water toys. The kitchen was very well equipped for a rental property, which allowed us to have a lot of meals at home. The location was perfect, too. We felt super close to Key West and activities on other islands, but had a quiet home to retreat to when needed. The grill and fire table under the house were great, and the sunsets on the dock were amazing! We had one very minor problem during our stay, and the owner was so responsive and helpful. He had a solution for us in minutes. We will definitely be staying here again!"

Parrotfish Pointe is located in Cudjoe Key, just 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street. This beachfront property offers access to a patio. Outdoor seating is also available at the vacation home. Providing access to a balcony, the air-conditioned vacation home consists of 3 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 3 bathrooms with a walk-in shower and a hair dryer. There's also a seating area and a fireplace. Guests may eat at the on-site restaurant. Guests at Parrotfish Pointe can enjoy cycling nearby, or make the most of the outdoor pool. Southernmost Point is 24 miles from the accommodation, while Key West Aquarium is 24 miles from the property. Key West International Airport is 22 miles away.

Fireplace/Heating • Security/Safety • View • Sports/Activities • Guest Services • Air Conditioner • Barbecue/Outdoor Cooking • Balcony/Terrace • Oceanfront • Private Beach • Restaurant • Pool

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

This casually elegant home has:
* high ceilings with crown molding and four ceiling fans.
* hardwood floors and impact windows and doors.
* a gourmet kitchen with stainless appliances and granite countertops.
* two master suites with king beds and full private baths.
* a sleeper sofa in living room downstairs with a third full bathroom.
* 3 flat screen HDTV’s with cable and WIFI.
* covered parking for 2 vehicles.
* free offsite storage for your trailer as they may not be stored onsite.
* walk in closet and luxury king beds and furniture.
* cooler, beach toys, fishing poles, kayaks, bicycles, and paddleboards.

This is the perfect vacation home for families or couples looking for relaxing ambiance in tropical setting. And for those who want it all – history, nightlife, beach, pool, boat dock, kayaks and views.

This is a stand-alone home just for you with breathtaking southwest views of the blue-green ocean and sunsets, private bbq and outdoor seating/dining.

Your boat, up to 25 feet, can be kept at the dock for your entire stay in the calm waters directly behind the house. I pay for you to store your trailer off-site.

This is a private gated community of 11 homes which are all used as vacation rentals sharing a common pool and marina with docks.

A car is recommended to get around to areas outside the community such as sights, restaurants, bars, etc.

Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reefs in the keys along with excellent fishing. Fish or kayak right off the dock or you can venture out to experience the history and action in Key West located only 17 miles away. In the immediate area you’ll find several very good fine dining and casual restaurants, grocery, liquor store, and Cudjoe Garden’s Marina, a full-service marina offering boat rentals. The only 18-hole miniature golf course in the keys is located 15 minutes away. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions 30 to 60 minutes away.
The $225 cleaning fee is not collected with your reservation but is required. You are asked to leave it inside the home upon departure for the housekeeper. To be clear, this $225 is in addition to the other rental costs and taxes that are collected from you upon booking.

During high seasons, guests must typically check in or out on a Saturday or Sunday, unless stay is more than 10 nights. Exceptions are possible upon request.

TRAILER AND VEHICLE PARKING: There is space under home for two standard vehicles. Campers, travel trailers, recreational vehicles, trucks with dual rear wheels and trucks larger than one ton are prohibited from the community. Please park under home and not to the side where it will block your neighbor. I pay for my guests to store their boat or boat on trailer at nearby facilities during their stay. If you will be bringing your boat, or PWC you must tell me now along with your boat description including length.
Boats, PWC and trailers are not permitted to be stored on premises except for day of arrival until noon the next day, and for last 24 hours before departure. Vehicles and trailers may not park on grass or hinder emergency personnel or block any guest’s vehicular access to their home.

CONDITION AND USE OF PROPERTY: The Property is provided in “as is” condition. Owner shall use its best efforts to ensure the operation of all amenities in the Property, such as internet access, cable TV access, pool, recreational equipment as applicable. Owner shall not be held responsible for such items failure to work, but will make every effort to correct any issues as reported as quickly as possible. Guest shall use the Property for residential purposes only and in a careful manner to prevent any damage or loss to the Property and keep the Property in clean and sanitary condition at all times. Guests shall refrain from loud noise and shall not disturb, annoy, endanger, or inconvenience neighbors. Guests shall not use the Property for any offensive or unlawful purposes and shall abide by association rules, and not commit waste or nuisance about the Property.

Extra fees up to $100 may be charged for excessive cleaning. This fee may apply for failure to follow checkout rules including emptying all trash, damaged or missing items including towels and furniture left out of place.

RISK OF LOSS AND INDEMNIFICATION: Guest agrees that all personal property, personal effects and other items brought into the Property by Guest or their permitted guests shall be at the sole risk of Guest with regard to any theft, damage, destruction or other loss and Rental Agent shall not be responsible or liable for any reason. Guest agrees to indemnify and hold harmless Rental Agent and their agents, owners, successors, employees and contractors from and against any costs, damages, liabilities, claims, legal fees and other actions incurred by Guest, their permitted guests, or agents, representatives or successors of Guest due to any claims relating to destruction of property or injury to persons or loss of life sustained by Guest or family and visitors of Guest in or about the Property.

RELEASE: Guest acknowledges that use of amenities may be dangerous, particularly with regard to children, and such use is at the Guest’s own risk. Guest waives and releases any claims against Rental Agent, the Property owner and their successors, assigns, employees or representatives for any injuries or death that may be sustained by Guest or their permitted guests or invitees on or near or adjacent to the Property, including any common facilities, activities or amenities including but not limited to pools, decks, kayaks, paddleboards, bicycles, snorkeling equipment and floats. Guest agrees to use any such facilities or amenities entirely at the Guest’s own risk and responsibility.

REFUNDS: If evacuation, or delayed arrival, due to a named storm is necessary, the unused portion of Guest payments will be refunded.

SMOKING AND PET POLICIES: Home is pet free and non-smoking both inside the home and on balconies.
A minimum fee of $250 will be charged for violation of either policy.

SUNRISE BEACH COMMON AREA RULES:
1. Use of common area including pool, beach, dock and TIKI hut
a. Limit noise to conversation level after 10PM
b. No loud music or boisterous noise at any time
c. No glass containers permitted
d. Children must be supervised at all times
e. No running, rough play or diving
f. Animals are not allowed in the pool
g. No smoking unless downwind from other guests and homes
2. Trash and Recycling:
a. All trash should be disposed of from homes and common areas in closed 13-gallon bags and placed inside the dumpster.
b. All recycled goods (cans, bottles, cardboard) should be placed loose inside the blue recycle cans WITHOUT bagging.
3. Use of marina and boat docks
a. Drive on docks and all mooring positions are on a first come first serve basis. There is no reserving of dock space. Drive on docks for boats 17 feet and smaller.
b. One motorized watercraft up to 25 feet in length is permitted per home with beam under 9 feet. Exceptions can be made for additional personal water craft based on available space.
c. Please be mindful of depth and stay inside of marker buoys.
d. Fish cleaning station is provided. Please hose any fish remains into bay and do not place into trash.
4. There are no common area spaces for parking.
Contact for Questions or Issues: Please see home info notebook inside the home.

- "Great property, great location, brought our boat - great dock with easy access." - "This home was just what we were looking for! It is well appointed and had everything we needed to cook meals and relax. The location is very nice as Cudjoe is between Key West and Big Pine Key. So, we were in a quiet area but within distance to attractions/grocery stores. We brought our boat and had no problems in the bay, we did download a tide app to know when the lowest tides would be. The community pool was very nice and seems to be cooled. I always have reservations in staying in a VRBO, but this stay was amazing. We look forward to booking again."

Hawkins Lookout is located in Cudjoe Key, just 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street. Guests can benefit from a patio and an outdoor fireplace. There's a restaurant. With direct access to a balcony, the air-conditioned vacation home consists of 3 bedrooms. Offering a terrace with sea views, this vacation home also has a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Southernmost Point is 24 miles from the vacation home, while Key West Aquarium is 24 miles away. Key West International Airport is 21 miles from the property.

Ocean View • Security/Safety • Laundry • Guest Services • Pet Friendly • Balcony/Terrace • View • Barbecue/Outdoor Cooking • Fireplace/Heating • Sports/Activities • Restaurant • Private Beach

Amazing Waterfront Getaway Overlooking the Marina with Stunning Ocean Views!

Welcome to your perfect getaway! This beautiful 2-bedroom, 2-bath home offers everything you need for a relaxing and enjoyable Florida Keys vacation. Situated on the beautiful Marina Basin, you'll be captivated by breathtaking ocean views from your private back patio, where you can unwind and soak in the scenery and watch the boats as they return from a day of fishing and boating. If you are an early riser, you can enjoy a beautiful sunrise from your private deck. Extremely conveniently located near everything! Only a few steps to the well appointed Marina Store and Marina. Take a very short stroll to the community pool and hot tub for a nice relaxing swim or soak. The Tennis Courts, Pickle Ball Courts and Bocce Courts are right across from the pool as well. Plenty of activities to keep you busy outside in the gorgeous Florida Keys Weather!

Key Features:
*Spacious Bedrooms: Two cozy bedrooms designed for comfort, ensuring restful nights after your adventures.
There is a King size bed in the primary bedroom and two twin beds that will be set up as a King size bed. Please let us know prior to your arrival if you would like the guest bedroom set up as 2 twins or a king size bed.
*Two full Bathrooms, one is located in the primary bedroom, both have standup showers.
*Outdoor Oasis: Enjoy the expansive 35-foot concrete seawall that can accommodate up to a 32' boat ideal for fishing, sunbathing, or simply enjoying the gentle ocean breeze.
*Fish Cleaning Station: For the anglers among you, our dedicated fish cleaning station makes it easy to prepare your catch of the day.
*Open Kitchen Dining: The fully equipped kitchen opens to a welcoming dining area that comfortably seats up to 6, perfect for family meals or entertaining friends.
*Laundry Facilities: A washer and dryer are available within the home, so you can pack light and keep your clothes fresh throughout your stay.

Whether you're here for a weekend getaway or an extended vacation, our waterfront retreat promises a unique blend of relaxation and adventure. Explore the local attractions, enjoy the water activities, or simply kick back and enjoy the stunning views from your patio.
Sorry, this home does not allow for pets.

A 4-seater electric golf cart is available for an additional fee: $50 per day, $250 per week, or $750 per month. Perfect for cruising around Venture Out and exploring the community with ease. Please contact the rental manager to add this to your reservation.

Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in resort-style amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts.
Adventure beyond the gates for a bite to eat at some of Florida Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away!
Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.

Located inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply).

Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 25'L x 9'W x 7'10"H. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay.

Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

Book your stay today and experience the beauty of waterfront living!

- "Vary nice property. Alot of security on golf carts. Retirement community" - "We stayed for 4 days and enjoyed every minute. The place was nicely decorated with a GIANT TV for later in the evening. The neighborhood was great! We went into Key West several nights and it was an easy commute!" - "The community is quiet and the views were amazing." - "The location of this property was great and the home was spotless. It’s right next to the store, pool and boat ramp. We loved seeing all the fish and beautiful views. This was a easy drive to Key West too!"

Offering garden views, Key Lime Time in Cudjoe Key features accommodations and a garden. This vacation home provides air-conditioned accommodations with a patio. The vacation home offers pool views, an outdoor pool, and free Wifi is available throughout the property. Each unit features a balcony, a fully equipped kitchen with a dishwasher, a dining area, and a TV, while the private bathroom includes a walk-in shower and a hair dryer. An oven, a microwave, and toaster are also offered, as well as a coffee machine. At the vacation home, the units have bed linen and towels. Guests at the vacation home will be able to enjoy activities in and around Cudjoe Key, like cycling. Ernest Hemingway Home and Museum is 23 miles from Key Lime Time, while Duval Street is 23 miles from the property. Key West International Airport is 21 miles away.

Air Conditioner • Parking • Sports/Activities • Balcony/Terrace • Child Friendly • View • Other • Security/Safety • Laundry • Guest Services • Pool • Barbecue/Outdoor Cooking

Welcome to BIG BLUE #230 in the Gorgeous Florida Keys!

Introducing this beautiful vacation home located in the serene Lower Keys, available for your spring to fall getaway. Nestled within the gated community of Venture Out, this property offers a wealth of amenities for a perfect sunny escape. Relax by the heated pool or enjoy a refreshing swim in the saltwater swimming lagoon. Engage in friendly competition with pool, ping pong, tennis, or pickleball. If you're in the mood for some fun, gather your group for a game of bocce! Don't worry if you forgot a book; there is a well-stocked library with plenty of options to choose from. For families, there's a playground and a kiddie pool to keep the little ones entertained. Explore the scenic bike paths along the Overseas Highway with the four adult bikes provided.

With two bedrooms and two baths, this home comfortably accommodates up to six guests in a king bed, queen bed, and queen sleeper sofa. Situated on a 60' wide canal, you'll have direct access to the water, with a 33' seawall dock perfect for your boat up to 30'. The dock features cleats, bumpers, a fish cleaning table, and a swim ladder for your convenience. Please ensure your boat fits tip to tip with the motor up within the 33' space. Guests will also have access to a storeroom equipped with a bait freezer and space for dive and fishing gear.

Enjoy the outdoors on the two covered decks—one overlooking the street and the other facing the tranquil canal. Additional seating is available under the home, and both upper and lower decks feature outdoor seating with a gas grill for your dining pleasure. The kitchen is fully stocked with everything needed for home-cooked meals, and smart TVs are available in both bedrooms and the living room. Stay connected with complimentary WiFi. Please note to adhere to the maximum occupancy of six guests as per Venture Out rules, and kindly request no pets or smoking on the premises. A three-night minimum stay is required, with a seven-night minimum during Lobster Season. We look forward to welcoming you to BIG BLUE #230 for an unforgettable Florida Keys experience!
We would like all potential guests to be aware that this home is located in a private and individually owned residential condominium and NOT A RESORT, therefore we ask that all guests treat our community as such.
If your group is larger than 6 persons, we have another property just 5 doors away on the same canal, which sleeps 4. The Property Name is Blue Mind #225. These homes are not connected, but a very short, easy walk down the road so your group could stay within steps of each other.

Adventure beyond the gates for a bite to eat at some of Florida Key's favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away! Nearby you have Bahia Honda State Park or tour the Civil War fort at Ft. Zachery Taylor Park in Key West. There's amazing snorkeling on Looe Key. You may take a tour from just a couple of islands away.
Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the water's edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.

Additional fees:
12.5% tax (5% lodging tax and 7.5% county sales tax), $150 cleaning fee, $75 booking fee, and a non-refundable $55 accidental damage fee. The Venture Out fee, paid at the gate upon arrival, is $125.00 and must be paid by debit or credit card. One vehicle is allowed to park at the home (NO exceptions). There are additional fees for parking an extra car, etc, but there is no guarantee of availability. We have a list of off site parking nearby, for your boat trailer and/or 2nd vehicle.

Must follow all the Rules and Regulations during your stay.
To ensure that you are protected, as well as the owner, we offer a $55 Damage Waiver Insurance. If you chose to opt out of the Damage Waiver a refundable $1,500 Security Deposit will be collected. Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.

Parking:
Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 19L X 10W. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

- "We enjoyed spending a week at Big Blue. The hosts set us up with good instructions and their expectations were communicated clearly. We hope to do it again next year. " - "Beautiful property. Very clean and well stocked with towels and kitchenware. There was a few Karens at the pool but other than that the pool was sparkling clean." - "We had garbage for weather, but this little place was so nice and well worth it! The fishing right out back was a ton of fun and loved dinner and morning coffee on the deck overlooking the canal. Thank you again!!"