Explore Top Vacation Rentals in Cudjoe Key, FL

Tree Top Paradise
House
701 Spanish Main Drive 179, Cudjoe Key, FL, FL 33042, USA

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.

Guest Reviews:

- "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."

Atlantic View Luxury Villa with Pool
Villa
125 Colson Dr, Summerland Key, FL, 33042, USA

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.

Guest Reviews:

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

OCEANIA. water front cottage retreat ~
Villa
701 Spanish Main Drive, Cudjoe Key, FL, FL 33042, USA

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 ~.

Guest Reviews:

- "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."

Truly sitting right on the ocean. Ocean's Edge has forever ocean views.
Cottage
Cudjoe Key, Florida, USA

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.

Guest Reviews:

- "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! "

NAUTILUS.ocean front cottage retreat ~
Villa
701 Spanish Main Drive, Cudjoe Key, FL, FL 33042, USA

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 ~.

Guest Reviews:

- "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."

Sea La Vie #197 - Oceanfront, Big Boats Welcome Here!
House
Cudjoe Key, Florida, USA

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.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

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

Guest Reviews:

- "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."

Ocean View with Pool, 4 bedroom Vila Near Key West
Villa
125 Colson Drive, Cudjoe Key, FL, FL 33042, USA

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.

Guest Reviews:

- "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"

Tropical Tides in Cudjoe Key 135
House
Cudjoe Key, Florida, USA

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.

Guest Reviews:

- "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!!"

Turtle Cove Views by Last Key Realty
House
701 Spanish Main Dr #524, Cudjoe Key, FL, 33042, USA

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.

Amenities:

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

Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
House
Cudjoe Key, Florida, USA

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

Guest Reviews:

- "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"

Luxury OceanView Friendly Villa Near Key West
Villa

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.

Amenities:

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

Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Views!
House
Cudjoe Key, Florida, USA

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

Guest Reviews:

- "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!"

Mermaid Magic by Last Key Realty
House
701 Spanish Main Drive #320, Cudjoe Key, FL, 33042, USA

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.

Amenities:

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

Oceanside home, dock,kayaks,bikes,pool,fishing,109
House
Cudjoe Key, Florida, USA

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.

Guest Reviews:

- "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
House
Cudjoe Key, FL, USA

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.

Amenities:

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

Oceanside home, dock,kayaks,bikes,pool,fishing,111
House
Cudjoe Key, Florida, USA

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.

Guest Reviews:

- "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
House
Cudjoe Key, FL, USA

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.

Amenities:

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

Post Card Point #319 - Ocean Views!
House
Cudjoe Key, Florida, USA

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!

Guest Reviews:

- "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!"

Key Lime Time
House
Cudjoe Key, FL, USA

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.

Amenities:

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

Big Blue #230, Canal front - Venture Out
House
Cudjoe Key, Florida, USA

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

Guest Reviews:

- "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!!"

Tidewater Views by Last Key Realty
House
701 Spanish Main Dr #594, Cudjoe Key, FL, 33042, USA

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tidewater Views by Last Key Realty offers 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 away and Mallory Dock 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 offered. For added privacy, the accommodation features a private entrance. Duval Street is 23 miles from the vacation home, while Southernmost Point is 23 miles from the property. Key West International Airport is 21 miles away.

Amenities:

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

Latitude Adjustment #598, Canal front-Ocean Views
House
Cudjoe Key, Florida, USA

Need a “LATITUDE ADJUSTMENT”? This spotless 2 BR, 2 BA stilt home on a 60' wide canal in Venture Out at MM23, on Cudjoe Key awaits your arrival.

Key Features:
*Spacious Bedrooms: Two cozy bedrooms designed for comfort, ensuring restful nights after your adventures.
There is a Queen size bed in the primary bedroom and a Queen size bed in the guest bedroom.
There is also a Queen size sleeper sofa bed in the living room for additional sleeping options.
*There are Smart TVs in both bedrooms and the living room. Wi-Fi and cable are provided.
*Two full Bathrooms, one is located in the primary bedroom, both have standup showers.
*Outdoor Oasis: Enjoy the expansive 35-foot concrete seawall with dock posts, cleats, and a swim ladder. The seawall can accommodate up to a 32' boat—ideal for fishing, sunbathing, or simply enjoying the gentle ocean breeze. Your boat must fit, tip to tip with the motor up, within the 35' of seawall. Stunning canal views in two directions from the covered patio, with a view of the ocean to the northeast. There is a lower level fridge and freezer for your bait and fresh catch, and you will have use of a lockable storeroom under the home, for your dive and fishing gear, or personal items such as suitcases and beach paraphernalia.
*Fish Cleaning Station: For the anglers among you, the dedicated fish cleaning station makes it easy to prepare your catch of the day.
*If fishing isn't in your plans for the day, and lounging and reading a book is more to your liking, there are 2 lounge chairs by the seawall.
*Open Kitchen & Dining: The fully equipped kitchen opens to a welcoming dining area that comfortably seats up to 4 at the table and 2 more at the bar, perfect for family meals or entertaining friends.
*Laundry Facilities: A full size washer and dryer are available within the home, so you can pack light and keep your clothes fresh throughout your stay.
*There are 4 adult bikes for your use.
*The upper deck has outdoor seating for 4-6 and under the house there's a patio set for 6 people.
*A gas grill is provided on the lower patio area facing the canal.
*Sleeps 6 with a queen bed in the primary bedroom, a queen bed in the Guest bedroom, and a queen sleeper sofa in the living room.

Don't pay those crazy Key West hotel rates when you can have much more space and privacy in your own home for less money. This is a great getaway home for couples or families. You may be wondering why these rates are much lower than others during September, October, and Nov. These months are our slowest season and we want this home rented. Please compare, and then take advantage of these great rental rates during the fall.
Other fees not included in the base rental rate are:
Venture Out entrance fee paid upon arrival at the gate: $125. This must be paid by cash or credit card (credit card processing fee applies).
Monroe County and FL state tax: 12.5%
Bluescape Vacation Rentals Booking fee: $75
Damage fee waiver: $55.00
Cleaning fee:150.00
Please no smoking in the home and no pets. We speak French and English.

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 this community as such. VRBO seems to have verbiage that says this is a resort but this is not accurate.
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 all of the amenities here, 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, post office, 2 lighted tennis courts, basketball and bocce courts.
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.

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. 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 11'W x 7'5"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.
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 email a copy of your driver's 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

Guest Reviews:

- "House was quiet, clean, and convenient. Will definitely stay again next year" - "We enjoyed our stay. House was as pictured. Had everything we needed. We had our boat with us, we greatly appreciated the downstairs storage with freezer. We would definitely book again." - "House and property are fantastic" - "This home away from home was perfect for our family of five. Well stocked, very clean, great location, dock was perfect for the boat, and everything as described. Owner is easy to communicate with and very nice. Thank you."

The Mermaid Manor
House

The Mermaid Manor offers accommodations in Cudjoe Key, 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street. With pool views, this accommodation features a balcony and a swimming pool. Mallory Dock is 24 miles from the vacation home and Mallory Square is 24 miles away. Featuring a terrace and sea views, the spacious vacation home includes 4 bedrooms, a living room, satellite TV, an equipped kitchen, and 4 bathrooms with a walk-in shower and a bath. Offering air conditioning, the vacation home offers Blu-ray player, DVD player, and a iPod docking station. The property has an outdoor dining area. Guests are welcome to eat at the on-site restaurant. 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 from the property. Key West International Airport is 21 miles away.

Amenities:

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

Rise And Shine On The Water
House
Cudjoe Key, Florida, USA

Spectacular sunrise view! Room to park one vehicle, but we do have a free overflow lot if needed. Community amenities include tennis, pickle ball, bocce ball, heated pool, hot tub, designated swim area, pool table, ping pong, & darts. We provide bedding, towels, pots & pans, GRILL, TV in living room & one bedroom. We will also have boat bumpers installed all along the concrete dock that will accommodate a 40' boat. We offer 100% money back if your rental is in the projection cone of a named hurricane.

Living room has a pull out couch.
We require the main renter to provide their home address, email address, ID, and the names of all other guests that will be staying on the property. Any extra, unlisted guests will forfeit this rental immediately with no money back or deposit returned.

Guest Reviews:

- "We had a ball and loved the place" - "Beautiful location and home! Our host Mitch was very responsive and helpful." - "I have stayed at Venture Out before. This property was outstanding. Mitch was so accommodating and even when we wanted to rent a boat he recommended that we not at this time due to weather. He was absolutely right as strong winds would have made it a bad experience. When others would be happy to take the money he cared about our safety. The home had stunning views and was super clean and nice Will definitely be returning."

Pelican's Roost, Waterfront comfort at Venture Out
House
701 Spanish Main Drive Unit 454, Cudjoe Key, FL, FL 33042, USA

Featuring free bikes, Pelican's Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key. This beachfront property offers access to a balcony, tennis at the tennis court, free private parking, and free Wifi. The vacation home offers a pool with a view with a fence, as well as a hot tub and a 24-hour front desk. Offering a terrace and sea views, the vacation home includes 2 bedrooms, a living room, flat-screen TV, an equipped kitchen, 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. During warmer months, you can make use of the barbecue facilities and eat on the private patio. Yoga classes and fitness classes are provided at the fitness room in house. For guests with children, the vacation home features kids pool, an indoor play area, and outdoor play equipment. A private beach area is available on-site, and both cycling and hiking can be enjoyed close to Pelican's Roost, Waterfront comfort at Venture Out. Ernest Hemingway Home and Museum is 23 miles from the accommodation, while Duval Street is 23 miles from the property. Key West International Airport is 21 miles away.

Guest Reviews:

- "My besties mom is terminal. She’s a proud Conch, born and raised. This was her chance to go back and say goodbye for the" - "Absolutely terrific!" - "The house had a warm feeling the moment we walked in. Soft music and the tv streaming fish." - "Would stay again- nice and comfortable" - "Great location, quiet and central."

Lower Keys paradise
House
Cudjoe Key, Florida, USA

Two bedroom 1 bathroom house .
New on market, new furniture, new appliances, new painting.
Have a breakfast with view on Atlantic ocean!
Master bedroom has queen bed, huge walking closet with lots of shelves, room to put away your luggage. Also storige for sleeper sofa bed sheets, blankets and extra pillows. Kids will enjoy bunk beds with best view in the house walking through the room you will get to nice quiet sitting area outside.
Living room has two sofas only one of them is pull out with queen mattress.
Bathroom has walking shower and entire bathroom is pretty spacious with plenty towels.
New washer and dryer with additional storage above with beach towels.
Kitchen is spacious with full size stove , microwave and dishwasher side by size stainless steel refrigerator with icemaker. Kitchen is fully stock for your comfort.
In front of the house is an other comfort sitting area with gas grill.
After all this house is in very popular gated community Venture out, with 2 heated pools, jacuzzi, playground, tennis and basketball courts. Community center offers pool tables, darts, books and lots of board games.
Two boat ramps are available with pressure washing machine when u clean off your boat or trailer.
Community store offers little bit of everything you need due your stay.
Only one car can be park by the house, other one as well as a boat trailer is subject to extra charge $5 per night collected by association.
When arriving you will need to register in office and pay $125 one time fee per your stay( not per person!) collected by association for all amenities.

Guest Reviews:

- "We had a great time staying at this property. This is the second year in a row that we stayed in the Venture Out community in Cudjoe Key, and the second year in a row renting a property from this owner. The house was spacious and well stocked for our family of 4. Our kids are 11 and 8, so the bunk beds worked perfectly for them. The community has activities to help keep the kids entertained, and we had an amazing time snorkeling in Looe Key. The owner of the property is responsive and easy to work with. We would definitely recommend this community/property/owner to others looking for a fun vacation in the FL Keys."

Dock Holiday
House
Cudjoe Key, FL, USA

Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street. The vacation home has access to a restaurant. The vacation home has a children's playground and a hot tub. 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. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Cudjoe Key, like cycling. In addition to an outdoor pool, Dock Holiday also provides kids pool. Southernmost Point is 23 miles from the accommodation, while Key West Aquarium is 24 miles away. Key West International Airport is 21 miles from the property.

Guest Reviews:

- "A nice stay near the ocean." - "Fair, but too expensive; the "extra" fees made it too high."

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.
Cottage
Cudjoe Key, Florida, USA

1Bd/1Ba Highrise Unit

Located in a gated community, just 20 miles from Key West, this cottage is the perfect place if you are looking to lay back, relax, and re-energize after a day of adventures and activities during your time in paradise. If you are looking for peace and quiet in a safe environment, this is the place for you.

This cozy chalet has all the comforts of a home. It offers a bright and comfortable living room, 2 TVs with access to log into applications, Wi-fi, washer and dryer, kitchen equipped with everything you need to prepare your meals at home, a cozy master bedroom with ample closet space and a sofa bed for an extra guest in the living room.

Enjoy the breeze from the keys on the spacious porch equipped with a dining area and comfortable chairs and end the day in the private patio surrounded by a beautiful and well-kept garden with comfortable chairs to rest and an additional dining room where you can enjoy a delicious barbecue.

Our home is located in the Venture Out, on Kemp Channel, which is one of the most accessible boating channels to both the beautiful back country, as well as a quick, ten-minute ride to the open Atlantic, coral reefs, and world-famous Looe Key National Marine Sanctuary.

Beautiful open water views abound! Easy access to great fishing, catching lobsters, boating, scuba diving and snorkeling. Amenities include a marina with store, boat ramps, swimming pool, spa, tennis courts, and much more, in a gated 24-hour security resort. Cudjoe Key is close to both Key West and Marathon in the section of the Florida Keys known as the Lower Keys. This provides easy access to events such as the offshore powerboat races, sailing regattas, fishing tournaments, Fantasy Fest, Star Party, and many more. The Lower Keys include well-known destinations such as Big Pine Key, Summerland, and Sugarloaf.

Check in after 4pm on date of arrival and Check-out is 10am on departure date.

Please note that maximum occupancy for this property is 3 people. There is a queen bed in the bedroom and a sleeper sofa in the living room which can accommodate an extra guest if necessary.

No pets are allowed. No smoking is allowed inside the property and no smoking is allowed on the terrace. No inappropriate conduct or partying will be tolerated.

The property is monitored by security guards. Violation of any of these rules are grounds for security to ask you to leave immediately without a refund.

ADDITIONAL CHARGES:

Venture Out charges a one-time resort fee upon entry of ($125.00), payable at the gate upon arrival. When you arrive at Venture Out , you will go to the Venture Out Office (or the Guard Gate if it is after hours) to pay the fee and to receive your parking pass. Credit Card or Cash only are accepted for this fee.

Only one car is permitted at each lot. Transportation vehicles must fit in the driveway or will have to be moved into overflow parking for a small nightly fee. If you have an extra car you will need to park in the overflow parking lot and pay the appropriate nightly fee up to 14 days maximum pending availability.

There is no jet ski trailer parking available. Boat trailer parking may be available, subject to availability and for a fee. The rates are $5-$10 per night depending on size.

NO COMMERCIAL VEHICLES ALLOWED. THERE IS NO GUARANTEE, IMPLIED OR OTHERWISE, THAT VENTURE OUT WILL PROVIDE ANY OVERFLOW PARKING SPACES FOR ADDITIONAL UNIT BOAT TRAILERS OR VEHICLES. PLEASE PLAN ACCORDINGLY.

IF YOU ARRIVE WITH MORE THAN THE MAXIMUM ALLOWED IN THE RENTAL UNIT, YOU WILL NOT BE PERMITTED INTO THE PARK AND NO REFUND WILL BE ISSUED.

COVID-19-Related Information:

- Additional cleaning measures are being enforced at all units so NO EARLY CHECK INS or OUTS will be accommodated so we can have the maximum amount set to sanitize each unit properly for the safety of our guests. CHECK IN TIMES are 4 PM and OUT 10 AM please make your travel accommodations accordingly or book a day earlier / later if arriving early or departing late.

- No baggage holding will be allowed

- All additional back up supplies and additional bedding will be removed from each unit to avoid cross contamination.

AMENITIES:

Essentials
Internet
Linens provided
Towels provided
Air conditioning

Kitchen
Microwave
Refrigerator
Dishes & Utensils
Coffee Maker
Kitchen
Stove
Toaster
Oven
Grill

Pool & Spa
Communal Pool
Communal Spa (for adults only)

Entertainment
Television

Laundry
Washing Machine
Clothes Dryer

Suitability:
Minimum Age limit for Renters

Occupancy:
3 person maximum capacity - ENFORCED

Guest Reviews:

- "Basic off water unit in VO. Communication was easy, unit was clean, all the basic amenities were covered. If I didn't need dockage, I wouldn't hesitate to rent again." - "Beautiful cottage very nicely decorated. Enjoyed our stay and would stay again. Owner promptly responded to texts. Everything was in working order. Quiet neighborhood. Perfect!" - "The home was very clean and beautifully decorated with all essentials one would need. We had coffee on the patio every morning. It was very quiet/peaceful with a beautiful view. The amenities in the complex were great! The pool area was wonderful and we met some very nice people. Jessica was quick to respond with all of our questions and very accommodating."

Island Oasis ~ YOUR Paradise Awaits!
House
701 Spanish Main Drive, Cudjoe Key, FL, FL 33042

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodations with access to a hot tub. Guests may go for a swim in the private pool. Private parking can be arranged at an extra charge. With direct access to a balcony with sea views, the air-conditioned vacation home consists of 2 bedrooms and a fully equipped kitchen. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation has a private entrance and is protected by full-day security. The vacation home has a picnic area where you can spend the day outdoors. 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.

Guest Reviews:

- "A very pleasant little house in a quiet resort"

Waterfront beach house with boat ramp
House
Summerland Key, Florida, USA

Waterfront home with private boat ramp. Cozy remodeled 2 bedroom 2 bath (plus bonus room and outdoor shower). Enjoy bikes, paddle boards, and snorkeling off the dock. Balcony deck to watch amazing sunsets. 3 person hot tub. Close enough to Key West to enjoy a night out and far enough to relax and watch the sunsets from the porch. World class dining down the road.. Nightly Rate is based on 28 day minimum night stay. No rental arbitrage allowed.

Guest Reviews:

- "Check in was easy. Questions were answered quickly. House was stocked with all the essentials. Quiet neighborhood. We enjoyed beautiful sunsets, lots of fishing, and late night walks. Great place to unwind and enjoy family time. Hope to return again someday. Thank you for a great stay." - "So glad we booked here - the house was great and the access to the fishing in the backcountry was easy. We had a flats boat and the launch from the house was super easy. Used the kayak, SUPs and bikes lots. Would recommend without hesitation."

Red Grouper Getaway
House
Cudjoe Key, FL, USA

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Red Grouper Getaway offers air-conditioned accommodation with a balcony and free WiFi. This holiday home features accommodation with a patio. The holiday home has 3 bedrooms, a TV with cable channels, an equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a walk-in shower. Towels and bed linen are offered in the holiday home. If you would like to discover the area, cycling is possible in the surroundings. Southernmost Point is 37 km from the holiday home, while Mallory Square is 37 km from the property. The nearest airport is Key West International Airport, 33 km from Red Grouper Getaway.

Amenities:

Parking • Pet Friendly • Laundry • Internet • Child Friendly • Air Conditioner • Balcony/Terrace

Emerald Seas - Florida Keys Ocean Front Paradise!
Villa
Cudjoe Key, Florida, USA

Welcome to our Florida Keys Ocean Paradise, Emerald Seas!
Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views, morning, noon and night! Emerald Seas embodies the best features of the fabulous Florida Keys. Enjoy watching sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. Emerald Seas promises to take your breath away every moment with once in a lifetime ocean views.

Emerald Seas is a luxury ocean front 2 bedroom, 2 bathroom vacation getaway in the fabulous Florida Keys with A private 35 ft dock for your boat and amazing waterfront views. Located inside a 24-hour guard gated resort with swimming pool, hot tubs, marina, private boat ramps, tennis, basketball, pickleball, marina store and more. Please note that there is a $125.00 resort/registration fee per booking that is paid directly at the front security entrance gate upon arrival, this fee covers unlimited use of all of the above amenities for you and your guests.
Emerald Seas is approximately 40 minutes from Old Town Key West and Duval Street. Enjoy swimming in crystal clear water right from the property. All the toys are included at no charge for our guests enjoyment (use at your own risk), as our guest, you will have use of 2 Kayaks, paddle board, fishing rods, swim ladder into the sea, as well as 2 beach cruiser bicycles that you can use to bike to the pool, hot tub, tennis courts, pickleball courts, etc. The amazing coral reefs of the Florida Keys are just a short boat ride away from your dock. For boaters, we have a 35 ft boat dock on site, with fish cleaning station, bait freezer, dock lines, etc. Everything you need to bring home a fresh Florida Keys catch! After a long day of boating or fun in the sun, kick back and enjoy the gentle ocean breezes while sipping your favorite cocktail with family and friends around the cozy and inviting outdoor sofa and firepit. Come stay at Emerald Seas for your vacation of a lifetime!

Guest Reviews:

- "The owners were awesome bent over backward to help Power was out because an issue with the transformer they brought us a AC unit and generator Place was great we had a awesome time even with my boat sinking the house was a joy to stay in would recommend it 10/10" - "This home is clean, updated, well equipped, great view, amazing hosts and perfect for our stay! I give this home and the host 5 stars! We will definitely stay here again!"

Tranquility in Paradise - Cudjoe
House
21069 5th Avenue, Summerland Key, FL, FL 33042, USA

Tranquility in Paradise - Cudjoe is located in Summerland Key, just 21 miles from Ernest Hemingway Home and Museum and 21 miles from Duval Street. This property offers access to a patio and free private parking. The property offers barbecue facilities and outdoor furniture. With free Wifi, this 3-bedroom vacation home features a satellite flat-screen 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. Guests at the vacation home will be able to enjoy activities in and around Summerland Key, like hiking. Guests at Tranquility in Paradise - Cudjoe can enjoy fishing and canoeing nearby, or make the most of the sun terrace. Southernmost Point is 21 miles from the accommodation, while Key West Aquarium is 21 miles from the property. Key West International Airport is 19 miles away.

Amenities:

Pet Friendly • Sports/Activities • Security/Safety • Internet • Oceanfront • Balcony/Terrace • Other • Parking • Barbecue/Outdoor Cooking • Fireplace/Heating • Guest Services • Ocean View

Getaway to the Quiet Florida Keys
House
Cudjoe Key, Florida, USA

2 Bedroom, 2 Bathroom with Hot Tub & Large Boat Dock
This is a beautiful 2 bedroom, 2 bathroom house located in quiet Cudjoe Gardens. The house includes a hot tub, large 100 ft. dock with fish cleaning station and is equipped with water and electric, laundry room, and boat trailer parking! The spacious Master Bedroom includes a walk-in tub/shower. Bedroom #2 has a queen bed and private bathroom.
The kitchen is fully equipped with plenty of room for you to cook up the fresh catch of the day. There is plenty of parking for boat trailers and extra vehicles. Just down the street is a marina with a boat ramp for your convenience. Whether you relax in the hot tub with a cool drink or out on the water for some fishing until sunset, you are sure to enjoy your stay here. Not to mention, the location of this beautiful property is great and only 20 miles to Key West!

Guest Reviews:

- "We’ve stayed here twice. It feels like home. The owners do everything to make your vacation memorable." - "The house is convenient to good fishing, restaurants, grocery shopping, golf at Key West,and it’s quiet and peaceful . It’s only 20 minutes to Key West! It’s nicely decorated and clean. I would not hesitate to book it again. The hosts are very accommodating and it was a perfect winter getaway. Highly recommend this for your next vacation!"

Serenity Now Seaside Escape - Brand New Build!
House
Cudjoe Key, FL, USA

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Serenity Now Seaside Escape - Brand New Build! offers accommodations with access to a hot tub. This property offers a saltwater pool, free Wifi, and free private parking. Duval Street is 23 miles away and Southernmost Point is 24 miles from the vacation home. The air-conditioned vacation home is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and a microwave, and 2 bathrooms. A flat-screen TV is offered. The accommodation is non-smoking. Key West Aquarium is 24 miles from the vacation home, while Mallory Dock is 24 miles from the property. Key West International Airport is 21 miles away.

Amenities:

Wellness Facilities • Ocean View • Parking • Pool • Air Conditioner • Security/Safety • Oceanfront • Barbecue/Outdoor Cooking • View • Internet • Guest Services • Laundry

44ft Seawall at Sportsman's Paradise
House
Summerland Key, Florida, USA

44ft Seawall at Sportsman's Paradise

True Island Paradise. Brand New in the rental program, this 2020 Stilted 2Bd/2Ba is located on a wide 60' sparkling canal with immediate ocean access in just seconds! 1 king bed and 1 queen bed plus a queen pull out sofa. Mini split air conditioners allow you to set your temperature in each room. The most perfect sportsman's retreat, with everything you will need, with oversized seawall to accommodate PLUS SIZE BOAT! Features a newly poured sprawling 44' concrete dock, equipped with dock posts, mooring whips, fish cleaning table, cleats and swim ladder. 20 and 30 amp receptacles at dock. Use of the downstairs locking enclosure, the 350# per day commercial ice maker and large chest freezer is available for guests. Being an oversized lot, there is more room to enjoy the outdoors, with a spacious side yard garden oasis, surrounded by tropical oversized planters to add privacy, while at night, lounge around and view the stars and moon under the clear night sky. Share a cocktail or two with your friends at the “Tipsy Turtle Bar” downstairs. High speed internet and cable tv installed and also wired for Directv. Just bring your directv box(s) to enjoy all your programming from home. Walk or drive to The Square Grouper without ever getting on U.S.1. A mural called "My Happy Wall" was hand painted by a local artist, and depicts the beauty of our natural surroundings, from roosters and flamingos to a conch house, a dingy boat, to turquoise blue waters, this wall will make you smile!

SECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETS,
7 DAY MINIMUM LOBSTER SEASON, WIFI IN REC HALL, OVERFLOW
PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.
VO REGISTRATION FEE effective Jul 1, 2023 of $125.00DUE UPON ARRIVAL CASH OR CC ONLY. PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.

Guest Reviews:

- "Nice property, did have a few dead bugs on arrival and they came and sprayed right away. Otherwise very clean and kitchen was well stocked! Neat downstairs area by the water and great restaurants nearby." - "The property was welcoming, clean, and comfortable. The bikes are fun to ride to the pool or ocean swim spot. Every resident (that we came in contact with) of Venture Out was nice, and I'm sure they knew we were tourists. Only a 25 minute drive to Key West was a plus for this location as well. There are fish in the canals that can be caught and at the ocean swim spot. Great spot for our family of 4. One of the boys slept on the pull out couch and it was comfortable, no bar in the back. We will consider this property or another one in Venture out for our next visit."

Newly built home in Cudjoe Key
House
430 Pattison Drive, Cudjoe Key, FL, FL 33042, USA

Newly built home in Cudjoe Key is located in Cudjoe Key, just 21 miles from Ernest Hemingway Home and Museum and 21 miles from Duval Street. With pool views, this accommodation features a balcony. There's an outdoor pool and guests have access to free Wifi, free private parking, and an electric vehicle charging station. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a bath and bathrobes. A flat-screen TV with streaming services is available. The vacation home offers bed linen, towels, and laundry service. For guests with children, the vacation home offers outdoor play equipment. Southernmost Point is 21 miles from Newly built home in Cudjoe Key, while Key West Aquarium is 22 miles from the property. Key West International Airport is 19 miles away.

Amenities:

Parking • Ocean View • Security/Safety • Child Friendly • Accessibility • Pool • Guest Services • Laundry • Other • Ev Charge Station • Sports/Activities • Air Conditioner

Venture Out 2 Bedroom
House
Cudjoe Key, Florida, USA

Our cute, comfortable and cozy 2 bedroom 1 bath cottage is located in beautiful Venture Out just 19 miles to Key West and a 9 minute drive to the world famous Bahia Honda Beach. The unit offers a queen bed, a full bed, fully stocked kitchen with dishwasher, Keurig coffee maker, outside gas grill , washer and dryer in unit. The unit is spacious and bright with a very large outside deck for entertaining. Free WIFI and a 55 inch smart TV. We are pet friendly. Have a boat or extra car? We have options for your boat, trailer, and extra car within ½ mile of Venture Out with no extra fees!
Venture Out offers many activities such as tennis, basketball, bocce ball, pickle ball, playground and a recreation hall with free WIFI, lending library, ping pong and games. On site is fuel, a marina store and boat ramp. There is also an amazing 80 foot in length heated swimming pool and hot tub. Only a short walk to the county bus stop. 7 day minimum required.
The community charges a security/registration fee upon arrival to the renter. The fee will be $116.28 plus $8.72 in tax. This fee is not included in your reservation.

Guest Reviews:

- "We had a great stay and we highly recommend this property to others!" - "Location is perfect, close to Key West as well as other keys. Shopping close by as well" - "Nice" - "It was fine. The neighbor was very hateful.!" - "the property is new and comfortable, & the location is amazing, with boat access and an ocean-pool (goggles are a must so you can see the lobsters, shrimps, & stingrays hanging out along the walls!). there are plenty of sandy beaches within a 20 minute drive of the property. our host was lovely, very easy to communicate with, & went out of her way to accomodate us. i can’t wait to stay here again!!"

Oceanview Retreat with 60ft Seawall
House
701 Spanish Main Dr #198, Cudjoe Key, FL, FL 33042, USA

Oceanview Retreat with 60ft Seawall offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street. This property offers access to a terrace, tennis at the tennis court, free private parking, and free Wifi. The vacation home features a pool with a view and full-day security. 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. Guests can take in the views of the sea from the balcony, which also has outdoor furniture. The accommodation is non-smoking. During warmer months, you can make use of the barbecue facilities and eat on the private patio. 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 from the property. Key West International Airport is 21 miles away.

Amenities:

Oceanfront • Pool • View • Security/Safety • Ocean View • Parking • Guest Services • Barbecue/Outdoor Cooking • Hot Tub • Air Conditioner • Sports/Activities • Balcony/Terrace

Oceanfront Home With Large Private Deck with boat dockage
House
Summerland Key, Florida, USA

Enjoy boating, swimming or just the ocean view in the greatest of privacy. Dinner and entertainment in Key West is a short drive or 7-minute walk to the county bus ride away. Enjoy walking or bicycle riding in a quiet peaceful neighborhood and even walk to lunch or dinner at the nearby local restaurant Square Grouper. 31 ft dock for your boat with water and electric at dock. See our other VRBO properties listing numbers 2784733 and our newest one 3023197 !

Guest Reviews:

- "Beautiful sunsets every night. Property manager was awesome. Will be back." - "We had a great time and enjoyed our stay at this property. The house was great with ample room and closet space. The kitchen and bathrooms were well stocked, and there were bikes, kayaks, paddleboards, etc. for us to use outdoors. The dock was perfect for our 30 foot boat, and there was plenty of room under the house for our boating supplies. The view was amazing, and the property manager was exceptional. She was flexible and so easy to work with, and she had a variety of cold beverages waiting for us when we checked in. We definitely recommend this property and will plan to stay there again."

Atlantic Ocean Views - Venture Out 579
House
cudjoe key, Florida, USA

Atlantic Ocean Views - Venture Out 579
Lovely Stilt 2Bd/2Ba with 35' Dockage
This beautiful sparkling clean 2Bd/2Ba stilt home is located right off the open water to offer amazing open water views and offers elevated living from the main floor for great tropical breezes from every room in the home! A fisherman's delight, the dock is 35' in length and is equipped with dock posts, fish table, swim ladder and cleats. Downstairs under the open air breezeway offers lounge chairs for relaxing by the water's edge. Under the covered patio is a concrete table with benches for your outdoor enjoyment. Swim or fish right from the seawall. For your convenience we are providing you with access to the storage room to stow your fishing and diving equipment.

The main living room is open and bright with high ceilings and is surrounded by windows and sliding glass door that leads to the covered porch for outdoor dining and to absorb those gorgeous tropical views. Kitchen offers full line of appliances with center island dining area. Living room features a spacious open floor plan with flat screen television, FREE in house wireless internet and sleeper sofa. Master bedroom features a queen bed with mirrored closet doors, private full size bathroom. Guest bedroom features a queen size bed with access to a covered patio, full bathroom access and mirrored closet storage.

Additional amenities include central air conditioning with heat, ceiling fans, tile floor, washer, dryer, dishwasher, microwave, BBQ grill, storage room, covered parking, 3 kayaks, 1 bicycle.

SECURITY DEPOSIT REQUIRED, NO SMOKING, NO PETS,
7 DAY MINIMUM LOBSTER SEASON, FREE WIFI IN REC HALL,
OVERFLOW PARKING IS NOT GUARANTEED. IT IS A FIRST COME, FIRST SERVE LOT AND CANNOT BE RESERVED AHEAD OF TIME.

VO REGISTRATION FEE $113.00- **EFF 71-23 new fee is $125**DUE UPON ARRIVAL CASH OR CREDIT CARD ONLY PAID DIRECTLY TO VENTURE OUT WHEN YOU ARRIVE.

Guest Reviews:

- "All though we are from South Florida we try to travel to the Keys once a year. This is the second year in row we stayed here and if we return next year we will try and stay at this house again. Great location that is easy to get in an out of with the boat and has a great view. Also the house is clean and has just about everything you need for your stay." - "I would highly recommend this house. It had everything we needed, we loved the location, very clean and the views from the porch were amazing. The only thing we were disappointed in was the number of bikes. It advertises 4 bikes but there were only 2 so we were not able to ride bikes together (family of 3). We would definitely stay again!"

WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT!
House
Cudjoe Key, Florida, USA

Your WATERFRONT Keys getaway!! Updated appliances & fixtures, this 2BR/2BA elevated property that won’t disappoint! Fully stocked kitchen/bathrooms. Never ending activities for your group at the Venture Out, a gated community with oversized pool, hot tub, pickle ball/tennis/basketball courts, fishing, lobstering, biking, kayaking, boating! Launch your boat from the private ramp and tie it up on our 35’ seawall! Situated between Key West & Marathon, this property is THE PLACE!

***OF NOTE THEY DO CHARGE A $125 ENTRANCE FEE WHICH COVERS ALL AMENITIES** But, welcome to your own personal oasis here in Venture Out! A long established short term/long term rental resort chalked full of amenities to keep you enjoying your time away. The spot is located only a short 20 miles, or 30 minute drive, from the Key West International Airport and city itself!

This location offers two bedrooms and two bathrooms complete with a fully stocked kitchen appointed with updated appliances, a dining area with a table for 6, in-unit washer and dryer, and a large living room with a pull out Queen sleeper/sofa couch.

The home has been recently fully renovated and updated to provide you with all of the niceties of a modern vacation paradise. This includes Rokus for Netflix/Hulu/Amazon usage with each TV in the living room and both bedrooms, LED/Bluetooth controlled living room vent with music playing capabilities, adjustable LED ceiling fans/lights, and (of course) an adorable LED neon sign along our shiplap kitchen accent wall for those group pictures “for the gram”!

We also provide on site for your group’s entertainment cornhole/bags, an oversized connect four, board games/cards, two kayaks, and bicycles.

The 35’ sea wall is available for you at all times during your stay to tie up your personal boat or jet skis!!

THE DETAILS:

MASTER BEDROOM offers a king bed, bedside end tables with charging USB ports, a mounted 55” inch smart TV, and off suite bathroom.

GUEST BEDROOM has a queen bed, bedside tables, dresser, and 40” smart TV.

BOTH BATHROOMS include a shower and are stocked with shampoo/conditioner/body soap. The closets are stocked with bath towels, hand towels, and beach towels for your stay! First bathroom is located in the common hallway, while the second bathroom is on-suite in the master bedroom.

THE KITCHEN includes a full set of cutlery and dishware for 6+. It is also supplied with baking pans, pots, baking sheet and baking dishes, mixing bowls, spatulas and mixing spoons.

The Hamilton FlexBrew coffee maker allows you to make a regular pot of coffee for the group- or individualized K cups if you prefer to bring your own kind from home! The kitchen is appointed with a new refrigerator with ice freezer below, dishwasher, and smart microwave and oven.

THE UPPER DECK PATIO is the best spot to enjoy the sunset or sunrise with a cup of coffee! The swivel chairs make it a relaxing way to start or end your days!

THE LOWER PATIO is where you will find all of the fun- the chic patio space comfortably seats 6 around the grill area. Grill out, hang out, and throw some bags or take your other half on at Connect 4! Later on you could get out onto the water in the two provided kayaks or go on an evening bicycle ride through the park and area with your group.

Come down and stay awhile! Enjoy a comfortable place to rest your head at night while you explore the many dive spots, boating activities, water sports, resort amenities, and adjoining Keys on either end during the sunny days!

Guest Reviews:

- "What a great slice of paradise! Beds were soooo comfortable and the place had all the amenities! We loved going to Key West and relaxing in the pool!!! Next time, we’ll bring the boat and take advantage of the water when we’re able to stay longer! Highly recommend this place!" - "Wonderful gated community to stay with family. Everything as expected but please be aware that you do have to climb stairs to enter the property if you have elderly people with you. Would stay here again."

RV Lot 621 Venture Out
RV Rental
Cudjoe Key, Florida, USA

Experience the tranquility of this freshly landscaped RV lot nestled within Venture Out. This spacious 35' by 70' lot features a 10' by 30' concrete pad, ideal for parking an oversized RV, and comes complete with a private picnic table for al fresco dining. With water and sewer hookups, as well as 50 or 30 amp service, this lot is designed to accommodate your every need. Conveniently located within walking distance of the community's amenities, this lot offers easy access to all that Venture Out has to offer. Situated just across from a scenic common area overlooking the ocean, it provides the perfect spot to savor a morning coffee or a sunset margarita.
Venture Out, a charming community on Cudjoe Key, boasts an array of attractions, including an 80' community pool, tennis courts, a recreation center, a convenient store with boat fueling station, a boat ramp, and laundry facilities.
Please note that a Registration/Check-In Fee of $125 (subject to change) will be charged by Venture Out Security upon arrival. Additionally, parking is available for only one vehicle per unit, and extra parking permits may be obtained from the Guard Station for a nominal nightly fee, subject to availability. It is important to adhere to all Rules and Regulations during your stay. Applicable county and state taxes are collected regardless of the booking platform. Renters must be 25 years or older, and overnight occupancy is limited to a maximum of 6 people, all of whom must be registered with the Rental Manager. Furthermore, up to 2 dogs are permitted per Venture Out Regulations. Check-in time is at 4pm, and check-out time is at 10am.
Check-in time is at 4pm, and check-out time is at 10am unless alternative arrangements have been made with the Property Manager prior to arrival. To safeguard both guests and the property owner, a refundable $150 Security Deposit is required at the time of booking. Additionally, a 4% credit card processing fee will be applied if paying with a credit card. Immerse yourself in the laid-back charm of Cudjoe Key and make the most of your vacation by securing this inviting RV Lot.
The main guest of the reservation will be required to submit a copy of your driver's license to rentals@bluescaperealestate.com for our records.
Venture Out security requires Bluescape Vacation Rentals to pre-register all guests prior to your arrival. The main guest of the reservation will be required to email Bluescape Vacation Rentals all guest's first and last names who will be joining you for your stay at time of booking.
The Rental Agreement is required to be signed within 24 hours from time of booking.
All reservations are subject to final approval from the local Rental Manager.

Guest Reviews:

- "Our stay at Venture Out was amazing. Everyone was very friendly and welcoming. From the booking manager, Tracy, to the security & staff at the store, everyone we encountered all were very friendly & happy. The minor hiccup in the beginning for our lot was quickly resolved and forgotten. Lots to do & see close by & a short drive to Key West. Loved the property pool & hot tub! Plus the property showers & bathrooms were clean & a close walk. We did not want to leave! We will definitely be coming back! Thank you, Katie"

Nice home on Atlantic side of Cudjoe Key!
House
Cudjoe Key, Florida, USA

This home would be the perfect vacation spot for a small family or a group of friends. There are plenty of fun restaurants, tiki bars and even the southern most point of the United States, within a short drive from our home. Bring your own kayaks or motor boat for some fun in the water (this home has a sea wall that you can dock at, but you must bring your own bumpers and mooring)

There are 3 beds and a sleeper sofa in the Livingroom to accommodate 6 guests. There is an outdoor shower by the picnic table and an another restroom in the garage.

No Parties or events
Neighbors value the serenity of a quiet neighborhood. Please follow all Parking, pet restrictions and property boundaries as well as monitor occupancy and noise levels to ensure consistency.
**Do not set the temps below 70 degrees. This will cause the ac to freeze up as they will not be able to cycle on and off. In Florida weather all ac’s can only cool so far with doors constantly being open and closed.**
• Smoking is strictly prohibited inside the home including vaping of any kind and the use of medical marijuana. If smoking outside, please dispose of butts in appropriate containers and do not litter gardens or the yards.
• Garbage and recycling Day is Monday and Thursday. Please place garbage containers curbside on Wednesday night.
• The Sewage System of our home will be damaged if products other than toilet paper are flushed. The following are a few examples of items that cannot be flushed: diapers, bones, sanitary products, coffee grounds, band aids and dental floss.
TV is Wi-Fi streaming only using apps such as Netflix. Please bring your log in information for those apps as you will need them. There is no cable. It is a Roku device which does have the Roku channel for some free tv.
Quiet time is from 9 pm until 7am. Visitors who remain in the home after 9 pm will be considered extra guests and you will be charged as such. Visitors are any persons not listed in the reservation.
• We allow up to 2 pets for an additional fee of $150.00. You can add a third animal for another $50 fee. Our homes will only accommodate up to 3 pets, per reservation. If pets are brought in without our knowledge then a $500 daily fee will be applied or result in immediate eviction with no refunds for remainder of your stay. Please keep pets on leash and please clean up after your pet and dispose of pet waste properly.
• The Barbeque grill has propane. Please clean and turn off tank after each use.
• Please wear shoes at all times when walking on shells in side yard as they are sharp and can cut your feet.
• Please note that Lawn maintenance will be done between the hrs of 7am and Sunset dependent on weather any day of the week.
Disclaimer: there is a security camera at the top of the stairs and the back porch ceiling which are also the porch lights and will be running during your entire stay and result in a fee or immediate eviction if turned off.
To help prevent the spread of Covid-19, we have enhanced our cleaning procedures by blocking off 24 hours before and after a guest has stayed in the home.
PLEASE NOTE: we cannot offer refunds for issues related to insects or weather conditions including but not limited to no wifi, power outages or issues out of our control. Our property is located in a natural environment where insects and changing weather are part of the experience. We appreciate your understanding and hope you enjoy your stay.
No Electric vehicle charging. Please google and use nearest chargers.
**** Owner or manager may stop by ANYTIME to verify number of guests Or maintain Property****

• Check out is 10am.

Guest Reviews:

- "Really enjoyed our stay. I was able to work from the keys while escaping the Iowa winter! Great house in a perfect location. We would definitely rent again." - "My wife and I spent 4 weeks in this house. We had a wonderful visit. The house was very clean and comfortable and the appliances, lamps, bed, shower were all first rate. We loved the Ninja coffee pot and we will buy one soon. The TV in the living room was the biggest one I’ve ever seen. Communications with Tammy and Peter were easy and helpful. The location was perfect-on the canal and very quiet. And it was near everything we wanted to do (paddle in our kayaks, beaches, fish and snorkeling). Key West was always fun. All in all it was one of our best vacation. We recommend it highly."

Grand Opening! New Construction in Venture Out! 3 night minimum stay.
House
Cudjoe Key, Florida, USA

3 Nite Minimum Stay! **5 day minimum for Lobster Fest, July 22-Aug. 13. **

Brand new vacation rental in Venture out near Key West. New Construction. 2 bedrooms / 2 baths.
These are the newest stilt homes with solid 2x6 walls. Large decks for relaxing and dining and some water views. Large covered patio downstairs with plenty of new seating and a giant storage room with a new bait freezer. Inside are all new appliances including dishwasher, microwave, refrigerator with ice maker and full size washer and dryer. With its 9 ft ceilings this home feels large and spacious.

Perfect property for large groups. There are 2 homes available right next to each other. Rent 1 or both. Each house sleeps 6 guests maximum per home.
Short drive to all that the lower and middle keys have to offer. From festivals at Key West to Turtle Hospital tours at Marathon, Best back country ( Gulf Side) fishing in all the Keys, just minutes away.
Boat trailer parking available in special lot nearby.

Other Properties also available for any budget. Contact for more info.
Venture Out Resort has been a popular destination among vacationers. The amenities include: 24 hour security, Lighted tennis courts, Olympic-sized heated pool, kiddie pool, spa Jacuzzi, ping pong, bocce ball courts, shuffleboard courts, lighted basketball court, children's playground, pool table, darts, Marina complete with 2 ramps, gas, store, ATM and fish cleaning station, boat trailer parking onsite, open water picnic areas, ocean front Tiki Hut, lending library, post office - and MORE - ALL IN A GATED COMMUNITY with a mixture of RV sites and manufactured homes where you can feel safe and secure.
Check-in at 4pm.
Check out at 11am.

*PLEASE READ**
Venture Out charges a one-time entrance fee per unit/ reservation of $125 which covers the duration of your stay, payable directly to Venture Out on arrival. This fee covers all 6 guests staying in each home. This is completely separate to your payment made to VRBO. Please be aware that there is a credit card fee at the gate.

PARKING:
There is room to park one vehicle in the driveway at the property. Additional vehicle's may be parked on site for an additional $5 per night. Boat/ trailer storage is available on site for an additional $10 per night, both payable to Venture Out Resort on arrival. Renters and owners coming into the park will be restricted to one (1) additional overflow parking spot. This means you have your one transportation vehicle on your lot, and / or one (1) additional paid overflow parking spot, if available. You may use the additional overflow parking spot for either one (1) boat trailer or one (1) additional vehicle, but you will not be able to park both. The additional paid overflow parking is NOT GUARANTEED. Venture Out will not be responsible to try and accommodate or locate any accommodations for any extra boats, trailers, or additional vehicles if there is no parking available.

No pets allowed for this property.

Host is not liable as some park amenities
may not always be available due to repairs, maintenance, closures or utility outages.

Guest Reviews:

- "We stayed 4 nights. This unit was much nicer than the pictures show. Essentially everything was immaculate and brand new. The resort was also much nicer than we expected. Would definitely stay again!" - "The property was very clean, comfortable, and the resort is a very pleasant place to stay. Mike was a superb host who showed flexibility with date changes because the roads to the Keys were all closed. I really recommend this place to stay. "

LATITUDE ADJUSTMENT
House
Cudjoe Key, Florida, USA

Need a “LATITUDE ADJUSTMENT”? Our spotless 2 BR, 2 BA stilt home on a 60’ wide canal in VO at MM23, on Cudjoe Key awaits your arrival. Sleeps 6 with a queen bed in the master, queen bed in the 2nd bedroom, and a queen sleeper sofa in the living room. There are smart TVs in both bedrooms and the living room. Stunning canal views in two directions from the covered patio, with a view of the ocean to the northeast. The gated community of Venture Out offers a short drive to Key West (23 mi.) & many activities without leaving the park, such as a heated pool, kiddie pool, hot tub, salt water swimming, playground, bocce, tennis, & pickle ball courts, pool table, and ping pong. We have 4 adult bikes for your use. 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. Park your boat at your front door. Our 35’ seawall is perfect for all your boating needs, with dock posts, cleats, swim ladder and fish cleaning table. Your boat must fit, tip to tip with the motor up, within the 35'. We have a lower level fridge and freezer for your bait and fresh catch, and you will have use of our lockable storeroom under the home, for your dive and fishing gear, or personal items such as suitcases and beach paraphernalia. The upper deck has outdoor seating for 4-6 and under the house there’s a patio set for 6 people. A gas grill is provided on the lower patio area facing the canal. If fishing isn't in your plans for the day, and lounging and reading a book is more to your liking, we have 2 lounge chairs by the seawall. Wifi and cable are included in the rent as well as full size washer and dryer. Parking for one vehicle is allowed under the home (no exceptions). When space is available, we have parking in our overflow lot for an additional fee, depending on the size of the vehicle. Our on-site Realtor handles the rental details and we are both available for all of your questions before and after your arrival. The reason we have only one review is when we switched to a new rental company the 45+ 5-star reviews that we had transferred to their VRBO listing. I am happy to share their site so that you may see that rating.

Don't pay those crazy Key West hotel rates when you can have much more space and privacy in your own home for less money. This is a great getaway home for couples or families. You may be wondering why our rates are much lower than others during September, October, and Nov. These months are our slowest season and we want our place rented. Please compare, and then take advantage of these great rental rates during the fall.
Other fees not included in the base rental rate are:
Venture Out entrance fee paid upon arrival at the gate: $125. This must be paid by debit or credit card.
Monroe County and FL state tax: 12.5%
Agent processing fee: $75.00
Damage fee waiver: $55.00
Cleaning fee:150.00
Additional parking fee: please inquire based upon size of vehicle. Additional parking is first come first served and not guaranteed. Our Realtor will give you alternative parking options ahead of time. Please no smoking in the home and no pets. We speak French and English.

We would like all potential guests to be aware that we are a private and individually owned residential condominium and NOT A RESORT, therefore we ask that all guests treat our community as such. VRBO seems to have verbiage that says we are a resort but this is not accurate.

LOBSTER SEASON 2025 DEAL - DUE TO AN UNEXPECTED CANCELLATION. PLEASE SEND AN INQUIRY TO FIND OUT MORE.

Guest Reviews:

- "We enjoyed our stay. House was as pictured. Had everything we needed. We had our boat with us, we greatly appreciated the downstairs storage with freezer. We would definitely book again." - "House and property are fantastic" - "This home away from home was perfect for our family of five. Well stocked, very clean, great location, dock was perfect for the boat, and everything as described. Owner is easy to communicate with and very nice. Thank you."

Galleon Getaway #533- Oceanfront Community
House
Cudjoe Key, Florida, USA

Welcome to Galleon Getaway #533, a charming 2-bedroom, 1-bath home located in a gated oceanfront community. The primary bedroom offers a cozy queen bed, while the second bedroom features a twin-over-full bunk—perfect for kids or extra guests. The kitchen includes a six-seat dining table, making it easy to enjoy casual meals together.
Step outside to your large private backyard, a peaceful space to unwind with a book or fire up the charcoal grill for a relaxed evening under the stars. Whether you're here to explore or simply slow down and soak up the island vibes, Galleon Getaway is the perfect home base for your Keys adventure.
This is a pet friendly home that allows up to 2 dogs with a $250 pet fee per pet. Rental manager must be notified at time of booking.
**Due to ongoing electrical upgrades within the community, some amenities may be unavailable during your stay, and there may be interruptions in electrical service during repairs. Please contact us before booking for estimated closure and repair dates.

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 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!
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.

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 22'Lx10'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.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

Amenities:

Tv • Pool • Kitchen • Sports/Activities • Hot Tub • Parking • Wellness Facilities • Laundry • Internet • Security/Safety • Other • Bedding/Linens

Cudjoe Key Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Cudjoe Key – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Tree Top Paradise 701 Spanish Main Drive 179, Cudjoe Key, FL, FL 33042, USA 189 4.0 8.8 30 Click here
Atlantic View Luxury Villa with Pool 125 Colson Dr, Summerland Key, FL, 33042, USA 982 3.0 10.0 1 Click here
OCEANIA. water front cottage retreat ~ 701 Spanish Main Drive, Cudjoe Key, FL, FL 33042, USA 826 4.0 9.4 16 Click here
Truly sitting right on the ocean. Ocean's Edge has forever ocean views. Cudjoe Key, Florida, USA 478 2.0 10.0 8 Click here
NAUTILUS.ocean front cottage retreat ~ 701 Spanish Main Drive, Cudjoe Key, FL, FL 33042, USA 908 4.0 9.2 16 Click here
Sea La Vie #197 - Oceanfront, Big Boats Welcome Here! Cudjoe Key, Florida, USA 411 2.0 9.8 7 Click here
Ocean View with Pool, 4 bedroom Vila Near Key West 125 Colson Drive, Cudjoe Key, FL, FL 33042, USA 810 4.0 10.0 3 Click here
Tropical Tides in Cudjoe Key 135 Cudjoe Key, Florida, USA 421 2.0 10.0 5 Click here
Turtle Cove Views by Last Key Realty 701 Spanish Main Dr #524, Cudjoe Key, FL, 33042, USA 513 4.0 7.0 1 Click here
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5 Cudjoe Key, Florida, USA 376 10.0 228 Click here
Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Views! Cudjoe Key, Florida, USA 616 10.0 195 Click here
Mermaid Magic by Last Key Realty 701 Spanish Main Drive #320, Cudjoe Key, FL, 33042, USA 875 4.0 10.0 1 Click here
Oceanside home, dock,kayaks,bikes,pool,fishing,109 Cudjoe Key, Florida, USA 495 10.0 174 Click here
Parrotfish Pointe Cudjoe Key, FL, USA 301 4.0 1 Click here
Oceanside home, dock,kayaks,bikes,pool,fishing,111 Cudjoe Key, Florida, USA 549 10.0 155 Click here
Hawkins Lookout Cudjoe Key, FL, USA 304 4.0 1 Click here
Post Card Point #319 - Ocean Views! Cudjoe Key, Florida, USA 984 10.0 49 Click here
Key Lime Time Cudjoe Key, FL, USA 363 4.0 1 Click here
Big Blue #230, Canal front - Venture Out Cudjoe Key, Florida, USA 428 10.0 47 Click here
Tidewater Views by Last Key Realty 701 Spanish Main Dr #594, Cudjoe Key, FL, 33042, USA 424 4.0 1 Click here
Latitude Adjustment #598, Canal front-Ocean Views Cudjoe Key, Florida, USA 301 10.0 46 Click here
Rise And Shine On The Water Cudjoe Key, Florida, USA 662 10.0 36 Click here
Pelican's Roost, Waterfront comfort at Venture Out 701 Spanish Main Drive Unit 454, Cudjoe Key, FL, FL 33042, USA 303 3.0 9.2 15 Click here
Lower Keys paradise Cudjoe Key, Florida, USA 317 10.0 35 Click here
Dock Holiday Cudjoe Key, FL, USA 293 3.0 7.6 5 Click here
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West. Cudjoe Key, Florida, USA 255 10.0 31 Click here
Island Oasis ~ YOUR Paradise Awaits! 701 Spanish Main Drive, Cudjoe Key, FL, FL 33042 386 3.0 7.4 5 Click here
Waterfront beach house with boat ramp Summerland Key, Florida, USA 185 10.0 18 Click here
Red Grouper Getaway Cudjoe Key, FL, USA 311 3.0 1 Click here
Emerald Seas - Florida Keys Ocean Front Paradise! Cudjoe Key, Florida, USA 703 10.0 18 Click here
Tranquility in Paradise - Cudjoe 21069 5th Avenue, Summerland Key, FL, FL 33042, USA 156 1 Click here
Getaway to the Quiet Florida Keys Cudjoe Key, Florida, USA 195 10.0 15 Click here
Serenity Now Seaside Escape - Brand New Build! Cudjoe Key, FL, USA 469 1 Click here
44ft Seawall at Sportsman's Paradise Summerland Key, Florida, USA 350 9.0 13 Click here
Newly built home in Cudjoe Key 430 Pattison Drive, Cudjoe Key, FL, FL 33042, USA 583 1 Click here
Venture Out 2 Bedroom Cudjoe Key, Florida, USA 301 10.0 12 Click here
Oceanview Retreat with 60ft Seawall 701 Spanish Main Dr #198, Cudjoe Key, FL, FL 33042, USA 608 1 Click here
Oceanfront Home With Large Private Deck with boat dockage Summerland Key, Florida, USA 429 10.0 11 Click here
Atlantic Ocean Views - Venture Out 579 cudjoe key, Florida, USA 392 10.0 9 Click here
WATERFRONT Seaside Sanctuary in the Keys with 35' SEAWALL FOR YOUR BOAT! Cudjoe Key, Florida, USA 646 10.0 9 Click here
RV Lot 621 Venture Out Cudjoe Key, Florida, USA 139 10.0 7 Click here
Nice home on Atlantic side of Cudjoe Key! Cudjoe Key, Florida, USA 223 10.0 6 Click here
Grand Opening! New Construction in Venture Out! 3 night minimum stay. Cudjoe Key, Florida, USA 401 10.0 6 Click here
LATITUDE ADJUSTMENT Cudjoe Key, Florida, USA 320 10.0 2 Click here
Galleon Getaway #533- Oceanfront Community Cudjoe Key, Florida, USA 587 1 Click here

Note: The prices for each Vacation-Rentals in Cudjoe Key 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

Vacation rentals in Cudjoe Key that include a pool include:

  • Tree Top Paradise.- Review Count: 30, Rating: 8.8
  • Atlantic View Luxury Villa with Pool.- Review Count: 1, Rating: 10.0
  • OCEANIA. water front cottage retreat ~.- Review Count: 16, Rating: 9.4

These vacation rentals in Cudjoe Key provide spa or wellness access:

  • Tree Top Paradise.- Review Count: 30, Rating: 8.8
  • Turtle Cove Views by Last Key Realty.- Review Count: 1, Rating: 7.0
  • Mermaid Magic by Last Key Realty.- Review Count: 1, Rating: 10.0

Family-friendly vacation rentals in Cudjoe Key include:

  • Tree Top Paradise.- Review Count: 30, Rating: 8.8
  • Atlantic View Luxury Villa with Pool.- Review Count: 1, Rating: 10.0
  • OCEANIA. water front cottage retreat ~.- Review Count: 16, Rating: 9.4

Pet-friendly vacation rentals in Cudjoe Key include:

  • Tree Top Paradise.- Review Count: 30, Rating: 8.8
  • Atlantic View Luxury Villa with Pool.- Review Count: 1, Rating: 10.0
  • Ocean View with Pool, 4 bedroom Vila Near Key West.- Review Count: 3, Rating: 10.0

Vacation rentals in Cudjoe Key with private or on-site parking include:

  • Tree Top Paradise.- Review Count: 30, Rating: 8.8
  • Atlantic View Luxury Villa with Pool.- Review Count: 1, Rating: 10.0
  • OCEANIA. water front cottage retreat ~.- Review Count: 16, Rating: 9.4

Some of the best Vacation Rentals in Cudjoe Key are:

  • Tree Top Paradise.- Review Count: 30, Rating: 8.8
  • OCEANIA. water front cottage retreat ~.- Review Count: 16, Rating: 9.4
  • NAUTILUS.ocean front cottage retreat ~.- Review Count: 16, Rating: 9.2

Some of the popular Vacation Rentals in Cudjoe Key are:

  • Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5.- Review Count: 228, Rating: 10.0
  • Luxurious Oceanfront Home on Beach, Dock, Heat/Cool Pool, Kayaks, Bikes, Views!.- Review Count: 195, Rating: 10.0
  • Oceanside home, dock,kayaks,bikes,pool,fishing,109.- Review Count: 174, Rating: 10.0