413 Best cottages in Florida Keys, FL

About: This waterfront cottage on Duck Key offers a secluded retreat near Little Conch Key, Walkers Island, and Curry Hammock State Park. It has received rave reviews for its location, cleanliness, and amenities.

The 3-bedroom, 3-bathroom cottage spans 1390 square feet and accommodates up to 8 guests. It features a fully equipped kitchen, outdoor pool, garden, and private dock. Guests can enjoy nearby attractions, relax in the serene surroundings, or simply soak up the sun on the private terrace.

About: This secluded cottage is located in a private neighborhood at mile marker 76.7 in Islamorada, Village of Islands, near Caloosa Cove Marina and Robbie's Marina. Guests have rated its location and cleanliness as excellent.

The cottage can accommodate up to 4 guests and features a fully stocked kitchen, a spacious living area, a communal heated swimming pool, a garden, a spa, parking, and a "Starter Pack" of essential supplies. A pack n play crib and a highchair are available upon request.

About: This cottage is located in Duck Key, a small island in the Florida Keys, 63 miles from Key West. The area is known for its laid-back atmosphere, beautiful beaches, and abundant wildlife.

The cottage has received excellent ratings for its location, cleanliness, and amenities.

The cottage has 2 bedrooms, 2 bathrooms, and a futon, and can accommodate up to 6 guests.

Guests can enjoy the use of complimentary kayaks, bicycles, and a BBQ grill, as well as a boat slip. The cottage also has a balcony and porch overlooking the water, perfect for relaxing and enjoying the views.

About: This cottage is located in Marathon, within 1 mile of Crane Point Museum and Nature Center, Florida Keys Country Club, Fishermen's Community Hospital, and Sombrero Beach. It's in a quiet area, perfect for a relaxing getaway.

The cottage has received very good user ratings and excellent location and cleanliness ratings. The accommodations are spacious, and the cottage has a kitchen with a fridge, freezer, microwave oven, and dishwasher. It also has air conditioning, a swimming pool, a terrace/balcony, a garden, a restaurant, a bar, room service, and parking.

This cottage is pet-friendly and family-friendly. It also has free self-parking and multilingual staff. Nearby activities include bar/lounge, barbecue grills, and picnic area.

About: This cottage is located in the heart of Old Town Key West, steps from Duval Street and other attractions. The ambiance is lively and friendly, with plenty of shops, restaurants, and bars nearby.

The cottage has excellent user, location, and cleanliness ratings.

The cottage has a cozy 2-bedroom layout with a sofa bed for additional sleeping capacity.

The cottage has a private patio for outdoor relaxation, a fully equipped kitchen for self-catering, free WiFi, barbecue grills, and a swimming pool.

About: This cottage is in Key Colony Beach, near several beaches and Curry Hammock State Park. It has excellent user, location, and cleanliness ratings.

The cottage has 2 bedrooms, can accommodate up to 4 guests, and has a floor area of 840 square feet.

It has a fully equipped kitchen, 2 bathrooms, a private patio, a washing machine, a TV, air conditioning, a swimming pool, a jacuzzi, a tennis court, and parking.

About: Cottage rental from 867 dollars for up to 5 people with an excellent rating of 100% based on 191 reviews. You will be located in Key West.

Services and facilities: free parking, a barbecue and a garden. Take advantage of the terrace in this accommodation!

About: Located in Islamorada, Village of Islands, this 1-bedroom, 1-bathroom cottage offers breathtaking oceanfront views and a private boat dock. It has received excellent user ratings.

The cottage features a fully equipped kitchen, air conditioning, a terrace, a garden, and parking. Guests can enjoy complimentary use of kayaks and bicycles. The cottage is newly renovated and beautifully decorated.

About: This cottage is located on Cudjoe Key, near Venture Key, Venture Out Keys, and Out Key. It is a peaceful and relaxing place to stay, with beautiful views of the surrounding area.

The cottage has received excellent ratings from previous guests, who have praised its cleanliness, location, and amenities.

The cottage has 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests. It has a floor area of 850 square feet.

The cottage is fully equipped with everything you need for a comfortable stay, including a kitchen with a refrigerator, oven, stovetop, and microwave, as well as a swimming pool, Jacuzzi, terrace, garden, spa, and parking. It also has free WiFi and a patio.

About: This cottage is located in a peaceful neighborhood on Key Largo, within walking distance of a Tiki bar and rental services, and two miles from Bakers Cay. It is surrounded by exotic plants and has an excellent user, location, and cleanliness rating.

The cottage has 2 bedrooms, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, laundry facilities, an orchid garden, a BBQ, and adult bicycles. It is also close to Everglades National Park and John Pennekamp State Park.

About: This cottage is located on Duck Key, Marathon, in the Middle Keys. It is near Key West and Key Largo, which are easily accessible.

It is impeccably clean and comfortable with beautiful decor and has an excellent user rating.

This 2-bedroom, 1-bathroom cottage has a floor area of 1210 square feet and can accommodate up to 6 guests.

It has a garden, spa, parking, air conditioning, internet, a kitchen with a fridge and microwave oven, and exclusive use of 23' ComPac sailboats.

About: This cottage is located in Marathon, near Sombrero Beach, Publix, Walgreens, and restaurants. It is a quiet and peaceful area, perfect for a relaxing vacation. The cottage has received excellent user ratings, with guests praising its cleanliness, comfort, and amenities.

The cottage has one bedroom, one bathroom, and a floor area of 550 square feet. It can accommodate up to four guests. The cottage is fully equipped with a kitchen, linens, towels, a smart TV with Netflix, a washer and dryer, and air conditioning. It also has a swimming pool, a terrace/balcony, a garden, and parking.

The cottage is unique because it has a direct channel to open water, just three lots from the ocean. This makes it ideal for boating and watersports enthusiasts. The cottage is also close to Sombrero Beach, which has picnic pavilions, a playground, a volleyball court, restrooms, and showers.

About: This cottage is located in Conch Key, Mile Marker 63, on the bayfront, offering a beautiful view of the water from the balcony and porch. It is conveniently located near Key West, State Parks, and fishing hotspots.

This property is highly rated by previous guests.

With a floor area of 1780 square feet and a guest capacity of 8, this cottage has 4 bedrooms, 2 bathrooms, a queen-size bed in each bedroom, and a futon couch.

Guests can enjoy the use of a sailboat, kayaks, bicycles, and a BBQ grill, as well as a fully equipped kitchen.

About: This pet-friendly cottage is located on the waterfront in Cudjoe Key, near Venture Key and Florida Keys Beaches (2.4 mi). It's in a quiet area with stunning views of the water.

Rated very good by previous guests, this 800-square-foot cottage features 2 bedrooms, 1 bathroom, and a sofa bed in the living room, accommodating up to 6 guests.

Enjoy waterfront access, a fully equipped kitchen, a spa tub, barbecue grills, a terrace, a garden, and free WiFi throughout the property. Venture Key offers opportunities for kayaking, fishing, and paddleboarding.

About: Cottage from $114 for up to 2 guests with an excellent rating of 98% based on 167 reviews. You will stay in Marathon.

Facilities and services include free parking, a barbecue and a spa. This accommodation also has air conditioning!

About: This charming cottage is located in Cudjoe Key, near Venture Key, Venture Out Keys, and Out Key. It is a 15-minute walk from nearby attractions and is right by the sea.

The cottage has received excellent ratings for its location, cleanliness, and user experience.

The cottage has 2 bedrooms, 2 bathrooms, and a floor area of 850 square feet. It can accommodate up to 6 guests.

It features a fully equipped kitchen, a spa tub, barbecue grills, a patio, free WiFi, air conditioning, a swimming pool, a jacuzzi, a terrace/balcony, a garden, a spa, a tennis court, and parking.

About: Cottage listing with an excellent rating of 91% based on 124 reviews. You will stay in Cudjoe Key.

Services and facilities include a spa, a garden and a fridge. Take advantage of the air conditioning in this accommodation!

About: This 2-bedroom, 2-bathroom waterfront cottage is located in Cudjoe Key, near Venture Key, Venture Out Keys, and Out Key. It has an excellent user rating, location rating, and cleanliness rating.

The cottage can accommodate up to 6 guests and features a fully equipped kitchen, a sofa bed for additional sleeping space, an outdoor pool and spa tub, barbecue grills, free WiFi, and a terrace/balcony. Guests can also enjoy the sauna, tennis court, and garden.

About: This cottage is located in Cudjoe Key, near Sugarloaf Key and Upper Sugarloaf Sound. It is surrounded by a tropical garden and has private beach access.

The cottage has received very good user ratings.

It has 2 bedrooms, 1 bathroom, and an open-plan living area with comfortable furnishings.

The cottage's unique features include a waterfront location with a private dock, a spacious deck with outdoor seating and dining areas, a fully equipped kitchen with modern appliances, a private beach, and kayak and paddleboard rentals.

About: This waterfront cottage is located in Cudjoe Key, near the Venture Key, Venture Out Keys, Out Key, Upper Sugarloaf Key, and Florida Keys Beaches. It has very good user ratings.

The cozy 2-bedroom cottage has a guest capacity of 6 and includes a sofa bed. It features a private outdoor pool and spa tub, a fully equipped kitchen, free WiFi, a terrace/balcony, a garden, a tennis court, and parking. Guests can enjoy outdoor barbecue grills for al fresco dining.

About: Accommodation for up to 6 guests with an excellent rating of 98% based on 103 reviews. Your accommodation will be based in Cudjoe Key.

Facilities and services include a coffee place, a ping pong table and a pool table. Enjoy free parking with this accommodation in Cudjoe Key!

About: This cottage is a waterfront vacation rental located in Key Largo, near Baker's Cay Resort Beach and John Pennekamp Coral Reef State Park. It has excellent user ratings.

It has 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a terrace or balcony, a garden, a spa, a tennis court, and parking. The cottage also has a private dock and is close to major tourist attractions and landmarks.

About: Accommodation for up to 8 guests with a good rating of 80% based on 1 reviews. You will be based in Islamorada, Village of Islands.

Services and facilities: an iron, a dish washer and a fridge. Enjoy free parking with this accommodation in Islamorada, Village of Islands!

About: This secluded cottage is located in a gated ocean-side paradise in Key Largo, near the Dolphin Center. It has excellent user, location, and cleanliness ratings.

The cottage can accommodate up to 8 guests and has three large bedrooms with en-suite full bathrooms.

It features a private oasis with a pool, kayaks, putting green, and backyard beach, as well as volleyball, cornhole, horseshoes, fishing from the dock, a private pitch/putt green, bikes, a chickee hut for barbecuing, and a fire pit for roasting marshmallows.

About: This cottage is located in the heart of Islamorada, Village of Islands, near Founders Park and Annes Beach. It's surrounded by a tropical ambiance and offers easy access to the city center and historical landmarks.

The cottage has excellent user, location, and cleanliness ratings.

It features two bedrooms with queen beds and a pull-out sleeper sofa in the living room, accommodating up to 5 guests.

Guests can enjoy a fully equipped kitchen, a shared heated pool, a communal ramp for kayaking and paddleboarding, free access to Founders Park beach and amenities, a free electric ride service within Islamorada, complimentary beach chairs and key lime treats.

About: This cottage is located in Summerland Key, a 10-minute drive from Bahia Honda Park. It is within walking distance of Tonio's Seafood Shack and has easy access to Key West for nightlife and dining.

The cottage has an excellent user rating.

The cottage has 1 bedroom, 1 bathroom, and a floor area of 550 square feet. It can accommodate up to 4 guests.

The cottage has a kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, and a garden. It also has a communal outdoor pool and covered patio with a gas grill, boat and trailer parking space, and is close to boat ramps for various boat sizes.

About: This cozy 2-bedroom cottage is located in the heart of Islamorada, Village of Islands, near fishing spots and sunset views. It has excellent user, location, and cleanliness ratings.

The cottage has a floor area of 950 square feet and can accommodate up to 4 guests. It features a fully equipped kitchen, a private porch and backyard area, a security camera, a community heated pool, and on-site bicycles for exploring.

About: This cottage is located in a quiet and peaceful RV resort in Big Pine Key, surrounded by nature and adorable deer. It is conveniently located near Bahia National Park and Key West, offering easy access to the area's top attractions.

The cottage has received excellent user ratings, praising its coziness and ample space for families. It can accommodate up to 4 guests in its 2 bedrooms with queen beds and a day sleeper with 2 singles.

The cottage features a fully equipped kitchen, a private swimming pool, a garden, and an outdoor patio with rattan furniture and a grill. Guests can also rent bikes and kayaks for exploring the area.

About: This cottage is located in Cudjoe Key, near Venture Key, Venture Out Keys, Out Key, and Florida Keys Beaches (2.4 mi/3.9 km). It has very good user ratings.

The cottage has 2 bedrooms, 2 bathrooms, and a floor area of 850 square feet. It can accommodate up to 6 guests.

The cottage features a fully equipped kitchen, free WiFi, a sofa bed, a barbecue grill, a spa tub, a swimming pool, a jacuzzi, and air conditioning. It is also pet-friendly and has parking.

About: This cottage in Marathon is a waterfront property with a private dock and launch for kayaks, in a secluded location with instant water access.

It has 2 bedrooms, 2 bathrooms, and can accommodate up to 6 guests.

It features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a jacuzzi, parking, and internet.

About: This waterfront cottage is located in Cudjoe Key, Florida. It is within walking distance of Venture Key, Venture Out Keys, Out Key, and the Florida Keys Beaches.

The cottage has received excellent user ratings.

It has a floor area of 800 square feet, 2 bedrooms, 1 bathroom, and can accommodate up to 6 guests.

The cottage comes with a private spa tub for relaxation, barbecue grills for outdoor cooking, a fully equipped kitchen, a comfortable living area with a sofa bed, free WiFi, ample parking, a terrace/balcony, a garden, and air conditioning.

About: This Cudjoe Key cottage is located near popular landmarks such as Venture Key, Venture Out Keys, Out Key, and Florida Keys Beaches (2.4 mi). User ratings for this cottage are very good.

The cottage has a floor area of 650 square feet and can accommodate up to 6 guests. It has 2 bedrooms and 1 bathroom.

The cottage is fully equipped with amenities such as a kitchen with a fridge and microwave oven, air conditioning, a swimming pool, a Jacuzzi, parking, and free WiFi. Guests can enjoy outdoor activities such as barbecue grilling and swimming. The cottage also has a private spa tub for relaxation.

About: Located on the south end of Summerland Key, this 2-bedroom cottage is near an open water common area, offering a serene ambiance for a relaxing getaway. The cottage has received excellent user ratings, indicating its high quality and guest satisfaction.

With 800 square feet of floor area, the cottage can accommodate up to 4 guests. It features a full kitchen, central air conditioning, washer and dryer, and 2 flat-screen TVs. Guests can enjoy the outdoor patio furniture, BBQ grill, and access to a private backyard courtyard. The cottage also offers free in-house Wi-Fi, expanded cable, and parking.

About: This charming waterfront cottage is located in the Summerland Key district of Cudjoe Key, offering stunning water views and easy access to local attractions like Coupon Bight Aquatic Preserve and Bahia Honda State Park. With excellent user ratings, this cottage is highly recommended by previous guests.

The cottage features a spacious 800 square feet of living space, with one bedroom and one bathroom, comfortably accommodating up to four guests. It includes a queen bed and a pull-out queen sleeper sofa.

The cottage boasts a fully equipped kitchen with a fridge, microwave oven, dishwasher, and a large center island with barstools, making it ideal for cooking and dining. It also offers a washer and dryer for added convenience. Additionally, guests can enjoy the tropical decor and furnishings, as well as amenities like air conditioning, a swimming pool, a Jacuzzi, a garden, and parking. Unique features include a 35-foot dock with dock posts, cleats, a fish cleaning table, and a swim ladder, providing direct access to the water for fishing and other water activities.

About: This 2-bedroom, 2-bathroom cottage is located in Summerland Key, near Coupon Bight Aquatic Preserve and Bahia Honda State Park. It has a very good user rating.

This cottage has a king and full-size bed in the bedrooms, and a queen sleeper sofa in the living room. It has tile floors, streaming TV, free Wi-Fi, a dishwasher, gas grill, 3 bicycles, and 1 trike. The cottage is close to common ground areas and major tourist attractions.

About: This waterfront cottage is located in Summerland Key, overlooking a wide canal with open water views. It is close to Coupon Bight Aquatic Preserve and Bahia Honda State Park.

It has excellent user ratings.

The cottage has a floor area of 800 square feet, 2 bedrooms, 2 bathrooms, and a guest capacity of 6.

It features amenities such as a swimming pool, Jacuzzi, air conditioning, a kitchen with a fridge, microwave oven, and dishwasher, and free WiFi. It also has a 35' concrete seawall and dock posts for boating, a fish cleaning table, cleats, and a swim ladder. The cottage is pet-friendly and has Tommy Bahama furnishings, high ceilings, laminate wood flooring, and central air conditioning.