Vacation rentals in Cudjoe Key, FL

About: This waterfront vacation home is situated in Cudjoe Key, within walking distance of Venture Key, Venture Out Keys, and Out Key. It has excellent location and cleanliness ratings, and very good user ratings.

The house has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It has a floor area of 730 square feet. It features a well-equipped kitchen, a spa tub, laundry facilities, a tennis court, a swimming pool, a jacuzzi, and parking. It also has air conditioning, internet, and allows pets.

About: Oceanfront Oasis is an oceanfront apartment located in Venture Out Resort on Cudjoe Key, just minutes away from Key West and Marathon. It has excellent user, location, and cleanliness ratings.

This apartment accommodates up to 6 guests with 2 bedrooms, 1 bathroom, a fully equipped kitchen, and comfortable couches for additional sleeping. Guests can enjoy a breathtaking ocean view from the backyard, 4 bikes, a 2-person kayak, a heated swimming pool, a hot tub, tennis courts, and more.

About: This waterfront cottage in Cudjoe Key is a perfect accommodation for travelers seeking tranquility and privacy. It is surrounded by lush greenery and offers stunning views of the water. The resort has received very good user ratings, indicating its high quality and guest satisfaction.

The cottage features two bedrooms, two bathrooms, and a floor area of 820 square feet, providing ample space for up to four guests. It is fully equipped with amenities such as a private balcony, spa tub, arcade/game room, barbecue grills, fully equipped kitchen, DVD player, and more. Guests can enjoy the swimming pool, Jacuzzi, terrace, garden, spa, and tennis court, making it an ideal choice for relaxation and entertainment.

About: This waterfront vacation home is situated in Summerland Key, within walking distance of Venture Key (0.3 mi) and Venture Out Keys (0.4 km). It has excellent user, location, and cleanliness ratings.

The 860-square-foot house has 2 bedrooms, 2 bathrooms, and a sofa bed for additional sleeping capacity. It features a fully equipped kitchen, an outdoor pool and spa tub, a children's pool, an arcade/game room, a sauna, a spa, a tennis court, and a garden.

About: Cudjoe Key apartments are located in Venture Out Resort, 19 miles from Key West. The location offers waterfront living with access to resort amenities, such as a pool, Jacuzzi, tennis courts, and a playground. The apartment has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. The apartment has been recently renovated and has a comfortable living space.

The apartment has a private patio with sunrise views, a full kitchen, air conditioning, and a private laundry facility. The apartment has received very good user ratings and excellent location and cleanliness ratings.

About: This canal-front apartment is situated in a gated community on Cudjoe Key, 23 miles from Key West. It offers guests excellent user, location, and cleanliness ratings.

The apartment has 2 bedrooms and 2 bathrooms, and can accommodate up to 6 guests. It features a fully equipped kitchen, linens, two private bed/bath suites, a large pool, and a hot tub. Guests can enjoy boating, fishing, swimming, kayaking, tennis, and pickleball. The apartment is also pet-free and child-friendly, with an airbed available upon request.

About: This waterfront vacation home is located just a 10-minute walk from Venture Key and Venture Out Keys, with proximity to Upper Sugarloaf Key and Florida Keys Beaches. It has excellent cleanliness and location ratings with very good user ratings.

The 2-bedroom, 1-bathroom vacation home features a full kitchen, a private pool, a terrace with stunning water views, and access to a tennis court. It accommodates up to 6 guests, has a smoke-free environment, and accepts pets.

About: This waterfront cottage in Cudjoe Key is the perfect place to relax and enjoy the beautiful scenery. With its private outdoor pool and spa tub, barbecue grills, and stunning views, you'll have everything you need for a perfect vacation.

The cottage has 2 bedrooms and a sofa bed, so it can accommodate up to 6 guests. It also has a fully equipped kitchen, free WiFi, and a smoke-free environment. With excellent user, location, and cleanliness ratings, you can be sure that you'll have a comfortable and enjoyable stay.

About: This Cudjoe Key cottage is located in Summerland Key, within 3 miles (5 kilometers) of Upper Sugarloaf Key, Venture Out Keys, and Out Key. It has excellent user ratings.

The 750-square-foot, 2-bedroom, 1-bathroom cottage accommodates up to 4 guests. It features air conditioning, a fully equipped kitchen, free WiFi, a TV, access to a shared outdoor pool, and barbecue grills.

About: This waterfront cottage in Cudjoe Key offers breathtaking ocean views and a private garden with barbecue grills for outdoor relaxation and entertainment. It's conveniently located within easy reach of major tourist attractions in Cudjoe Key, making it an ideal base for exploring the island.

With a very good user rating, this cottage features a fully equipped kitchen with modern appliances, a private garden, and barbecue grills. It has two bedrooms, one bathroom, and a guest capacity of four. The cottage also offers free Wi-Fi, a TV, a washing machine, and air conditioning for added convenience and comfort.

About: This waterfront cottage in Cudjoe Key offers stunning views, a private outdoor pool, and a lush garden for outdoor gatherings. It's within 3 miles of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key. The cottage has a very good user rating.

The cottage has 2 bedrooms, 1 bathroom, and a floor area of 750 square feet. It can accommodate up to 4 guests. It has a fully equipped kitchen, a comfortable living area, and amenities like a washing machine and dishwasher. Guests can enjoy barbecue grills for al fresco dining and a smoke-free environment.

About: Venture Out apartment is located in the gated Venture Out Community, Cudjoe Key, close to Bahia Honda State Park, the National Key Deer Refuge, and Sombrero Beach. It has excellent user, location, and cleanliness ratings.

This cozy one-bedroom apartment accommodates up to 4 guests. It features a newly updated kitchen, a living room with a futon, and an outdoor patio. Guests can enjoy access to the community's heated pool, hot tub, tennis courts, marina, and gated security.

About: This two-bedroom apartment is located 20 miles from Key West in Cudjoe Key, offering a tranquil retreat with open water views from its 17-foot seawall overlooking the Atlantic Ocean. The apartment has received excellent user and location ratings for its cleanliness and amenities. The apartment has a fully equipped kitchen, two bedrooms with queen-size beds, one bathroom, and a queen-size blow-up mattress for additional guests. The gated community offers amenities like a heated pool, hot tub, playground, basketball court, tennis court, and a marina with boat ramps.

About: This family-friendly resort is situated in Summerland Key, nestled between the Florida Keys Beaches and Upper Sugarloaf Key, offering easy access to nearby attractions. It has excellent user ratings and provides a smoke-free environment for a healthier stay.

The Island Paradise offer features a 1-bedroom, 1-bathroom layout with a guest capacity of 4. It includes amenities such as an outdoor pool, a spa tub, an arcade/game room, a garden, barbecue grills, a tennis court, parking, and free internet.

About: This waterfront cottage in Cudjoe Key is a perfect choice for travelers seeking comfort and convenience. It offers stunning ocean views and easy access to nearby beaches and attractions like Venture Key, Venture Out Keys, and Out Key. With a "very good" user rating, this 650-square-foot cottage features 2 bedrooms, 1 bathroom, and a sofa bed, accommodating up to 6 guests.

The cottage boasts a fully equipped kitchen, free WiFi, air conditioning, a swimming pool, a Jacuzzi, and barbecue grills for relaxation and entertainment. It's also pet-friendly and offers parking for your convenience.

About: This 2-bedroom, 2-bathroom vacation home is located in Venture Out Residential Condominium in Cudjoe Key, within walking distance of the pool, hot tub, marina, store, rec hall, and tennis courts. It has excellent user, location, and cleanliness ratings.

The apartment accommodates up to 6 guests and features a fully equipped kitchen, a living room with a pullout queen sleeper sofa and a 60" Smart TV, a master bedroom with a queen bed and a private full bathroom, and a guest bedroom with a full-size bed. It also has a garden, a swimming pool, a Jacuzzi, parking, and a dock.

About: This waterfront cottage is located in a gated community on Cudjoe Key, 20 miles from Key West. It has excellent user, location, and cleanliness ratings.

The cottage has two bedrooms, two bathrooms, and a fully equipped kitchen. It can accommodate up to five guests. Amenities include a swimming pool, Jacuzzi, garden, parking, and access to a marina, tennis courts, and more.

About: This cottage is located in the south end of Summerland Key Park, close to an open water common area, offering serene views and easy access to nature. It has an excellent user rating and can accommodate up to 4 guests in 2 bedrooms and 1 bathroom, with a floor area of 800 square feet.

The cottage features a large patio with table, chairs, and lounge chairs, a private courtyard with table, chairs, and lounge chairs, central air conditioning, a full-size washer and dryer, 2 flat-screen televisions, a BBQ grill, a DVD player, and free in-house wireless internet. It is also close to Coupon Bight Aquatic Preserve and Bahia Honda State Park, offering opportunities for snorkeling, kayaking, and other water activities.

About: This waterfront cottage in Summerland Key is just 20 miles from Key West and offers expansive open water views. It has received excellent ratings from previous guests.

The cottage has two bedrooms with queen-sized beds and two bathrooms, and can accommodate up to six guests. It also has a fully equipped kitchen, central air conditioning, Wi-Fi, streaming cable, and a BBQ grill. Guests have access to a gated community with a marina, heated pool, hot tub, and tennis court.

About: Overlooking a canal with direct access to the Atlantic Ocean, this apartment in Cudjoe Key offers a unique location for fishing and boating enthusiasts. With excellent user, location, and cleanliness ratings, it provides a comfortable and well-maintained space for up to 6 guests. The apartment features a spacious lanai with stunning canal views, a well-equipped kitchen, and a storage room for additional space. Guests can also enjoy the convenience of an on-property store, beach chairs, and bikes for exploration.

About: This waterfront vacation home in Cudjoe Key offers stunning views of Upper Sugarloaf Key and Upper Sugarloaf Sound, just 2 miles away. With excellent user ratings, this family-friendly home is pet-friendly and provides a comfortable stay for up to 6 guests.

The 1190 square foot home features 2 bedrooms, 3 bathrooms, a fully equipped kitchen, and a private outdoor pool. Guests can also enjoy the fitness center, garden, terrace, and free WiFi. Barbecue grills are available for outdoor cooking, and the smoke-free environment ensures a healthier stay.

About: This oceanfront vacation home in Cudjoe Key offers breathtaking views and a private outdoor pool for relaxation. It's just 2 miles from Upper Sugarloaf Key and 2.4 miles from Upper Sugarloaf Sound, making it an ideal base for exploring the area.

The house has an excellent user rating and features a spacious 2-bedroom layout with a comfortable 1190 square feet of floor area and a guest capacity of 6. It also includes a fully equipped kitchen, free WiFi, a fitness center, a beautiful garden, and barbecue grills for memorable cookouts.

About: This waterfront cottage in Summerland Key offers a unique and relaxing getaway for families and groups. Just a 10-minute walk from Venture Key and 2.4 miles from Florida Keys Beaches, this cottage boasts excellent user, location, and cleanliness ratings.

With 870 square feet of floor space, the cottage features 2 bedrooms, 2 bathrooms, and a guest capacity of 6. Amenities include a private outdoor pool and spa tub, an arcade/game room, a fully equipped kitchen, free Wi-Fi, and ample outdoor space with barbecue grills.

About: This eco-friendly luxury villa in Cudjoe Key is 21 miles from Key West's Ernest Hemingway Home and Museum. The villa has four bedrooms, a fully equipped kitchen, and a comfortable living area that includes satellite TV.

The villa offers stunning ocean views from the private balcony, a serene garden, a swimming pool, a private dock, and parking. Guests can enjoy fishing, boating, and other water activities from the private dock. The villa also has air conditioning, internet, and a dishwasher for convenient meal preparation.

About: This resort is located in Summerland Key, within walking distance of popular attractions like Venture Key and Venture Out Keys. It has excellent user ratings.

The "Little Gem In Paradise, With Terrace & Private Patio In Resort With Amenities" offer features a 1-bedroom, 1-bathroom cottage with a private garden, barbecue grills, and a balcony. It can accommodate up to 4 guests and includes amenities like a fully equipped kitchen, in-unit laundry facilities, free WiFi, a swimming pool, a tennis court, and parking.

About: This waterfront home on the Atlantic side of Cudjoe Key is just 20 miles from Key West and within easy reach of Big Pine (8 miles) and Bahia Honda State Park (16 miles). With excellent user, location, and cleanliness ratings, this apartment offers a unique and appealing stay for guests visiting Cudjoe Key.

The comfortable 2 bedroom, 2 bathroom layout with a king-size bed in the master bedroom and two twin beds that can convert to a king in the second bedroom can accommodate up to 5 guests. Amenities include a private dock, access to a hot tub, pool, tennis courts, pickleball, basketball, private beach, and community store.

About: Paradise Place is a resort located in the gated Summerland Key, just minutes away from the Atlantic Ocean and the Gulf of Mexico. The resort offers a wide range of amenities, including a swimming pool, Jacuzzi, tennis court, and parking. The resort has excellent user ratings and can accommodate up to 4 guests in 2 bedrooms and 1 bathroom.

Guests can enjoy the waterfront location, with direct access to the Atlantic Ocean from their backyard dock. The resort is also close to popular attractions such as Coupon Bight Aquatic Preserve, Bahia Honda State Park, Key West Visitors Center, and Blue Hole.

About: "Pelicans Roost" is a waterfront apartment located in the Venture Out Resort on Cudjoe Key, 20 miles from Key West and 8 miles from Big Pine Key. It has an excellent user rating.

The apartment has 2 bedrooms and 2 bathrooms, a floor area of 860 square feet, and a guest capacity of 4. It features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a Jacuzzi, a terrace, a garden, and parking. Guests have access to the resort's amenities, including a hot tub, pool, tennis courts, pickleball, basketball, private beach, and community store.

About: This waterfront cottage in Cudjoe Key is a great choice for travelers seeking a relaxing and comfortable stay. It is conveniently located within walking distance of Venture Key and Venture Out Keys, and a short drive from Florida Keys Beaches. The cottage has received very good user ratings, indicating its high level of quality and guest satisfaction.

The cottage offers a spacious 800 square feet of living space with two bedrooms, one bathroom, and a guest capacity of six. It features a fully equipped kitchen, air conditioning, a private spa tub, and a terrace or balcony. Guests can also enjoy access to a swimming pool, barbecue grills, and free WiFi.

About: This waterfront cottage in Cudjoe Key offers a scenic ambiance with proximity to major tourist attractions within 3 miles. With a very good user rating, this 2-bedroom, 1-bathroom cottage accommodates up to 4 guests in 750 square feet of living space.

The cottage features a fully equipped kitchen with modern appliances, a private balcony for outdoor relaxation, a barbecue grill for social gatherings, and amenities such as air conditioning, a swimming pool, a terrace, a garden, and laundry facilities.

About: This vacation home in Cudjoe Key is situated within walking distance of attractions like Venture Key, Venture Out Keys, and Out Key. It has received excellent user ratings.

The house has two bedrooms, two bathrooms, and a floor area of 860 square feet. It can accommodate up to four guests. The house features a fully equipped kitchen, two bathrooms, a washing machine, free WiFi, a TV, a spa tub, and barbecue grills.

About: Venture Out is a waterfront apartment located on Cudjoe Key, 22 miles northeast of Key West. The apartment is in a gated community, and it is pet-friendly. The apartment has excellent user, location, and cleanliness ratings.

Venture Out has two bedrooms, two bathrooms, and 860 square feet of living space. It can accommodate up to six guests. The apartment has a kitchen with a fridge, freezer, microwave oven, and dishwasher. It also has air conditioning, a swimming pool, a jacuzzi, a terrace/balcony, a garden, and parking. Guests have access to community amenities such as a pool, spa, tennis courts, recreational hall, store, and ocean views.