A list by Eva Schulz & Kim Moore. Updated August 2025.
We have created a list with the best private villas in Florida Keys, USA. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
Located in the heart of historic Key West, guests will be 1 minutes’ walk from Duval Street. A heated pool, daily continental breakfast, and free WiFi are provided.
All rooms feature a private bath, small refrigerator, and microwave. Apartments at Key West Villas include a fully-equipped kitchen and seating area.
Key West Villas guests can hire a bicycle and explore Key West. A guest launderette is available as well.
Guests will be within 10 minutes’ walk of The Southernmost Point and the Ernest Hemingway Home and Museum. Mallory Square's shopping and sunset celebrations are also 10 minutes’ walk from the property.
"Please note, rooms are located on a raised ground floor, accessible via a few steps." . Show full description
Located in Key Largo, 5.2 km from Pigeon Key and 8.6 km from John Pennekamp State Park, Hideaway #23 provides spacious air-conditioned accommodation with a balcony and free WiFi. Built in 2020, this 4-star holiday home is within 21 km of Windley Key and 22 km of Theater Of The Sea On Islamorada. The property is non-smoking and is situated 8.7 km from Dolphin Cove.
The holiday home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine and 3 bathrooms with a hair dryer. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.
Upper Matecumbe Key is 26 km from Hideaway #23, while Florida Keys Factory Shops is 49 km away. Miami International Airport is 95 km from the property.Show full description
Featuring a hot tub, The Butterfly Cottage is located in Marathon. The air-conditioned accommodation is 1.8 km from Florida Keys Aquarium Encounters, and guests can benefit from on-site private parking and complimentary WiFi. The holiday home has a hot tub and a shared kitchen.
The spacious holiday home with a terrace and sea views features 3 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. Guests can take in the views of the garden from the patio, which also has outdoor furniture. The holiday home offers bed linen, towels and laundry service.
For guests with children, the holiday home provides indoor and outdoor play areas. Guests can also relax in the garden or in the shared lounge area.
Upper Matecumbe Key is 48 km from The Butterfly Cottage, while Captain Hook S Marina Dive Center is 1.8 km away. Key West International Airport is 79 km from the property.Show full description
Situated in Islamorada in the Florida region and Windley Key reachable within 500 metres, Anglers Reef Paradise features accommodation with free WiFi, barbecue facilities, a private beach area and free private parking. Guests can benefit from a balcony and a year-round outdoor pool. The property is non-smoking and is set 1.2 km from Theater Of The Sea On Islamorada.
Boasting a DVD player, the spacious holiday home has a fully equipped kitchen with a dishwasher, an oven and a microwave, a living room, a dining area, 2 bedrooms, and 2 bathrooms with a walk-in shower. The unit is air conditioned and is comprised of a terrace with outdoor furniture as well as a flat-screen TV with streaming services. For added privacy, the accommodation features a private entrance.
Guests at the holiday home will be able to enjoy activities in and around Islamorada, like fishing. If you would like to discover the area, snorkelling, diving and cycling are possible in the surroundings and Anglers Reef Paradise can arrange a bicycle rental service.
Upper Matecumbe Key is 5.5 km from the accommodation, while Pigeon Key is 16 km from the property. Miami International Airport is 115 km away.Show full description
Opened May 2024. Situated in Key Largo in the Florida region and Pigeon Key reachable within 5.3 km, Vacay Vibes-2 Pools, Pickleball, Coffee Bar, 2 Jacuzzis, Food Truck features accommodation with free WiFi, a children's playground, a private beach area and free private parking. This recently renovated holiday home is located 9 km from John Pennekamp State Park and 9.2 km from Dolphin Cove. American cuisine is served at the restaurant and guests can enjoy an outdoor dining area.
The spacious holiday home with a terrace and garden views has 4 bedrooms, 2 living rooms, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a walk-in shower. The air-conditioned unit at the property features a hot tub and a dressing room. For added privacy, the accommodation has a private entrance and is protected by full-day security.
In the warmer months, you can make use of the barbecue facilities and dine on the private balcony.
The holiday home also provides a pool with a view and a hot tub for guests to relax in. You can play billiards, table tennis and tennis at Vacay Vibes-2 Pools, Pickleball, Coffee Bar, 2 Jacuzzis, Food Truck, and the area is popular for fishing. A baby safety gate is also available at the accommodation, while guests can also relax in the garden.
Windley Key is 21 km from Vacay Vibes-2 Pools, Pickleball, Coffee Bar, 2 Jacuzzis, Food Truck, while Theater Of The Sea On Islamorada is 22 km from the property. Miami International Airport is 96 km away.Show full description
Located in Key Largo, 1.3 km from Harry Harris Park Beach and 4.5 km from Pigeon Key, Nauti Hideaway Ocean Pointe 2314 offers air conditioning. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is set 13 km from Windley Key.
The spacious holiday home with a patio and sea views features 2 bedrooms, a living room, a TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hot tub. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.
Nauti Hideaway Ocean Pointe 2314 conveniently has an outdoor pool.
Theater Of The Sea On Islamorada is 14 km from the accommodation, while John Pennekamp State Park is 17 km away. Miami International Airport is 104 km from the property.Show full description
Mar Y Sol Ocean Front, a property with massage services, is situated in Key West, 2.6 km from Southernmost Point, 3.2 km from Ernest Hemingway Home and Museum, as well as 3.3 km from Duval Street. The air-conditioned accommodation is 600 metres from Smathers Beach, and guests can benefit from private parking available on site and free WiFi. The holiday home has a sauna and a lift.
The spacious holiday home has 3 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with cable channels, a dining area, a fully equipped kitchen, and a balcony with sea views. For added privacy, the accommodation features a private entrance.
Sightseeing tours are available in the vicinity of the property.
Key West Aquarium is 4 km from the holiday home, while Mallory Dock is 4.1 km from the property. Key West International Airport is 2 km away.Show full description
Opened October 2023. Boasting air-conditioned accommodation with a private pool, sea view and a patio, Super Snapper lux w/Heated Pool, Tiki, Dock, Lanai is situated in Marathon. The property features quiet street views and is 3.2 km from Florida Keys Aquarium Encounters and 50 km from Upper Matecumbe Key. The holiday home also features free WiFi, free private parking and facilities for disabled guests.
The spacious holiday home is located on the ground floor and features 3 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Guests can enjoy a meal on an outdoor dining area while overlooking the pool views. The holiday home offers bed linen, towels and laundry service.
For those times when you'd rather not dine out, you can choose to cook on the barbecue.
You can play darts and mini-golf at the holiday home, and bike hire and car hire are available. Super Snapper lux w/Heated Pool, Tiki, Dock, Lanai has a sun terrace and a picnic area.
Captain Hook S Marina Dive Center is 3.4 km from the accommodation, while A Deep Blue Dive Center is 4.6 km away. Key West International Airport is 78 km from the property, and the property offers a paid airport shuttle service.Show full description
Set in Key West, 1.4 km from Rest Beach and 1.7 km from Ernest Hemingway Home and Museum, St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock offers a garden and air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The holiday home features an outdoor swimming pool and a lift.
The spacious holiday home with a patio and sea views has 4 bedrooms, a living room, a TV, an equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a bath. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.
Guests at St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock will be able to enjoy activities in and around Key West, like cycling.
Duval Street is 1.7 km from the accommodation, while Southernmost Point is 2.1 km from the property. Key West International Airport is 2 km away.Show full description
Set in Key Colony Beach, 2.7 km from Florida Keys Aquarium Encounters and 47 km from Upper Matecumbe Key, Downhome Cabin by the Canal offers air conditioning. Including an outdoor pool, this holiday home also has a restaurant. The property is 500 metres from the city centre and 1.1 km from Sunset Park Beach.
The holiday home has 2 bedrooms, 2 bathrooms, bed linen, towels, a TV with satellite channels, a dining area, a fully equipped kitchen, and a patio with sea views. The property has an outdoor dining area.
Guests at the holiday home will be able to enjoy activities in and around Key Colony Beach, like cycling. A children's playground is also available for guests at Downhome Cabin by the Canal.
A Deep Blue Dive Center is 1.6 km from the accommodation, while Captain Hook S Marina Dive Center is 2.8 km from the property. Key West International Airport is 83 km away.Show full description
Set in Marathon, Casa Blue Flamingo - In the Florida Keys - minutes from the beach offers accommodation with private pool, free WiFi and free private parking for guests who drive. This holiday home features air-conditioned accommodation with a patio. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace or simply kick back and relax.
The holiday home is fitted with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are featured in the holiday home. The accommodation is non-smoking.
Florida Keys Aquarium Encounters is 2.2 km from the holiday home, while Upper Matecumbe Key is 49 km away. Key West International Airport is 79 km from the property.Show full description
Situated just 400 metres from Smathers Beach in Key West, Somewhere on the beach features a getaway with massage services, outdoor pool, free WiFi, and a lift. The air-conditioned accommodation is 2.6 km from Southernmost Point. The property is non-smoking and is located 3.3 km from Ernest Hemingway Home and Museum.
The spacious holiday home with a balcony and sea views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hot tub. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.
Sightseeing tours are available around the property.
Duval Street is 3.4 km from the holiday home, while Key West Aquarium is 3.9 km from the property. Key West International Airport is 2 km away.Show full description
Opened October 2023. Situated in Big Pine Key in the Florida region, key Deer Retreat/direct gulf access/hot tub features accommodation with free WiFi and free private parking. The property is set 31 km from Seven Mile Bridge, 40 km from Captain Hook S Marina Dive Center and 42 km from A Deep Blue Dive Center. The property is non-smoking and is located 40 km from Florida Keys Aquarium Encounters.
Key West International Airport is 49 km from the property.Show full description
Set within the Duck Key district in Duck Key, Beach House Getaway has air conditioning, a patio, and garden views. Both free WiFi and parking on-site are available at the holiday home free of charge. The property offers bike hire and features a garden and sun terrace.
The holiday home is fitted with 2 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a balcony with sea views. Guests can enjoy a meal on an outdoor dining area while overlooking the quiet street views. For added privacy, the accommodation features a private entrance.
For guests with children, Beach House Getaway offers a baby safety gate.
Florida Keys Aquarium Encounters is 14 km from the accommodation, while Upper Matecumbe Key is 34 km from the property. Key West International Airport is 94 km away, and the property offers a paid airport shuttle service.Show full description
Featuring air-conditioned accommodation with a balcony, Lime in the Coconut is located in Marathon. Guests can benefit from a patio and a children's playground. The property features a restaurant with an outdoor dining area.
The spacious holiday home is equipped with 2 bedrooms, 2 bathrooms, bed linen, towels, a TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. For added privacy, the accommodation features a private entrance.
Guests at the holiday home will be able to enjoy activities in and around Marathon, like cycling. The holiday home has a picnic area where you can spend a day out in the open.
Florida Keys Aquarium Encounters is 3 km from Lime in the Coconut, while Upper Matecumbe Key is 50 km away. Key West International Airport is 78 km from the property.Show full description
Situated in Key Largo, 1 km from Harry Harris Park Beach and 5.1 km from Pigeon Key, Ocean View Corner Penthouse Ocean Pointe 5416 offers air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 14 km from Windley Key.
The spacious holiday home with a patio and sea views has 2 bedrooms, a living room, a TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a hot tub. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.
Guests can enjoy the outdoor swimming pool at Ocean View Corner Penthouse Ocean Pointe 5416.
Theater Of The Sea On Islamorada is 15 km from the accommodation, while John Pennekamp State Park is 18 km from the property. Miami International Airport is 104 km away.Show full description
Set in Marathon, 300 metres from Sombrero Beach and 7.9 km from Florida Keys Aquarium Encounters, Marathon Beach House w/ Private Dock offers a garden and air conditioning. This property offers access to a balcony and free private parking. The property is non-smoking and is situated 8 km from Captain Hook S Marina Dive Center.
With free WiFi, this 2-bedroom holiday home offers a flat-screen TV, a washing machine and a fully equipped kitchen with a fridge. Towels and bed linen are featured in the holiday home.
Guests at the holiday home will be able to enjoy activities in and around Marathon, like cycling.
Seven Mile Bridge is 8.1 km from Marathon Beach House w/ Private Dock, while A Deep Blue Dive Center is 9.3 km away. Key West International Airport is 79 km from the property.Show full description
Opened December 2024. Boasting air-conditioned accommodation with a pool with a view, garden view and a patio, Keys Relaxing Getaway-Kawama K5 is set in Key Largo. This beachfront property offers access to a balcony, tennis at the tennis court, free private parking and free WiFi. On clear days, guests can head outside to enjoy the holiday home's outdoor fireplace or simply kick back and relax.
The spacious holiday home with a terrace and lake views has 3 bedrooms, 2 living rooms, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 3 bathrooms with a walk-in shower. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation has a private entrance and is protected by full-day security.
Guests can take advantage of the warm weather with the property's barbecue facilities.
For guests with children, the holiday home offers outdoor play equipment. A private beach area is available on-site and both cycling and canoeing can be enjoyed within close proximity of Keys Relaxing Getaway-Kawama K5.
John Pennekamp State Park is 7.2 km from the accommodation, while Dolphin Cove is 7.4 km from the property. Miami International Airport is 94 km away.Show full description
Featuring air-conditioned accommodation with a balcony, Duck Key Retreat Villa #5105 is located in Duck Key. Guests staying at this holiday home have access to a patio. The property features a restaurant with an outdoor dining area.
The holiday home is equipped with 2 bedrooms, 1 bathroom, bed linen, towels, a TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. For added privacy, the accommodation features a private entrance.
Florida Keys Aquarium Encounters is 14 km from the holiday home, while Upper Matecumbe Key is 34 km away. Key West International Airport is 94 km from the property.Show full description
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