Serene Retreat With Private Dock, Pool, Washer Dryer, & Canal Access
3 10
house , Marathon
This Marathon holiday home offers a private dock and canal access, located approximately 5.5 kilometres from Florida Keys Aquarium Encounters and Seven Mile Bridge, and within 6.5 kilometres of Captain Hook S Marina Dive Centre. This spacious 166 square metre property features three bedrooms and two bathrooms, accommodating up to 19 guests with an in-unit washer and dryer, a kitchen equipped with a fridge, microwave oven, and dishwasher, and a private swimming pool.
9.8 55 reviews
Florida Keys
01/09 – 04/09
£241/nighttotal: £723 (3 )
Palm Cottage - Sleeps 4 - Escape The Cold; Our Pool Is Heated!
1 2
cottage , Cudjoe Key
Palm Cottage, a two-bedroom holiday home in Summerland Key, is situated within 2km of Florida Keys Beaches, Crab Key, and Pye Key, offering easy access to these attractions and the Coupon Bight Aquatic Preserve within 10km. This 45-square-metre self-catering property sleeps four guests and boasts a private patio, swimming pool, garden, and fully equipped kitchen including a washing machine; free Wi-Fi is also provided.
Florida Keys
24/07 – 27/07
£1219/nighttotal: £3657 (3 )
Spacious Getaway With Pool
5 14
house , Palmetto Bay
This Palmetto Bay residence is situated 12.2 kilometres from the University of Miami and 14.5 kilometres from Cocowalk Shopping Centre, offering a convenient base for exploring the area. This expansive property, covering 430 square metres, features five bedrooms, four bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, and a garden, comfortably accommodating up to sixteen guests with complimentary WiFi and billiard facilities for entertainment.
9.6 4 reviews
Florida Keys
04/08 – 07/08
£379/nighttotal: £1137 (3 )
Imagine In The Keys - Venture Out Unit 073
2 4
cottage , Cudjoe Key
This Cudjoe Key waterfront holiday home, situated 3.9km from Florida Keys Beaches and 9.7km from Upper Sugarloaf Key and Upper Sugarloaf Sound, offers stunning water views and direct water access. The 74 square metre property boasts two bedrooms, two bathrooms, a private patio, swimming pool, jacuzzi, and barbecue facilities, sleeping up to six guests.
9.6 5 reviews
Florida Keys
01/09 – 04/09
£206/nighttotal: £618 (3 )
Flamingo Flats Ocean Pointe 5306
2 2
house , Tavernier
Flamingo Flats Ocean Pointe 5306, situated in Key Largo, offers convenient access to Harry Harris Park Beach (a 2.4km walk), Pigeon Key (4.5km), and Windley Key Fossil Reef Geological State Park (14.3km). This two-bedroom, two-bathroom property boasts 77 square metres of living space, sleeps six guests, and includes a private patio with ocean views, a swimming pool, Jacuzzi, and fully equipped kitchen with dishwasher.
9.6 155 reviews
Florida Keys
26/07 – 01/08
£332/nighttotal: £1992 (6 )
2br/1ba Serene Cozy Cottage Of Shady Palms In Islamorada With Heated Pool
2 4
cottage , Islamorada, Village of Islands
This charming cottage is situated in Islamorada at mile marker 76.7, just a short drive from Caloosa Cove Marina at mile marker 73.5 and Robbie's Marina, offering a peaceful retreat in the Shady Palms community. The cottage boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The property features two bedrooms, making it ideal for families or groups of up to four. Guests can enjoy amenities such as a communal heated pool, a fully equipped kitchen, a private garden, a spa, and a starter pack with essential supplies.
9.5 92 reviews
Florida Keys
04/08 – 07/08
£179/nighttotal: £537 (3 )
Everglades Organic Farm Oasis
1 4
gîte , Florida City
This three-bedroom gîte is situated in a secluded rural setting near Florida City, just a short walk from the Everglades National Park and a 15-minute drive (24 km) from shopping facilities. The property offers a peaceful escape with a garden, parking, and a fully equipped kitchen, perfect for families or groups of up to six guests.
8.6 165 reviews
Florida Keys
01/09 – 04/09
£208/nighttotal: £624 (3 )
Cottage With Pool And Boat Dockage Just Minutes To Key West!
1 2
cottage , Cudjoe Key
This Cudjoe Key waterfront cottage, situated within 5km of Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offers stunning views and direct water access. The 36 square metre property sleeps two in one bedroom, one bathroom, and boasts a fully equipped kitchen, private terrace, swimming pool, garden, and barbecue facilities.
Florida Keys
26/12 – 03/01
£680/nighttotal: £5440 (8 )
Waterfront Half-duplex With 30-ft. Dock, Sitting Pool, And Private Beach Access
3 10
house , Key Colony Beach
This Key Colony Beach waterfront half-duplex offers direct access to the coastline with a 30-foot dock, private beach access, and is situated 1.2 kilometres from A Deep Blue Dive Centre and 1.8 kilometres from Florida Keys Aquarium Encounters, with Sunset Park Beach a 16-minute walk away. This 142 square metre holiday home accommodates 19 guests across 3 bedrooms and 2 bathrooms, featuring a sitting pool, a balcony with sea views, a well-equipped kitchen with a dishwasher and microwave, and a children's playground.
8.8 96 reviews
Florida Keys
27/06 – 04/07
£204/nighttotal: £1428 (7 )
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West
2 2
cottage , Cudjoe Key
This charming cottage is located on Summerland Key, a short distance from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering a peaceful escape from the hustle and bustle of Cudjoe Key. It has consistently received excellent user ratings, making it a popular choice for travellers seeking a relaxing getaway. The two-bedroom cottage, covering 70 square metres, comfortably accommodates four guests. Enjoy a refreshing dip in the private outdoor pool, cook up a storm in the fully equipped kitchen, and stay connected with free Wi-Fi.
10 3 reviews
Florida Keys
09/07 – 13/07
£330/nighttotal: £1320 (4 )
Tropical 2br2ba Getaway In Gorgeous Key Largo, Marina, Saltwater Lagoon, Pool
2 4
house , Key Largo
This beachfront Key Largo property offers direct access to a marina and saltwater lagoon, situated along the coast for an ideal waterside getaway. This 85 square meter villa accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring air conditioning, a swimming pool, a terrace, garden, tennis court, barbecue facilities, and Wi-Fi.
9.5 116 reviews
Florida Keys
26/07 – 01/08
£139/nighttotal: £834 (6 )
Maria's Farm House
3 4
house , Princeton
Maria's Farm House, a three-bedroom property in Homestead, Florida, is situated 5.5km from Fruit Spice Park and within a 11km radius of Homestead Air Force Base and the Florida Keys Factory Shops. This 139 square metre holiday home sleeps up to 13 guests and features a fully equipped kitchen, two bathrooms, a terrace with garden views, Wi-Fi, private parking, and air conditioning.
Best Florida Keys villas and holiday homes with a pool
Among the 4036 accommodations in Florida Keys, here are the 4 best villas and holiday homes with a pool
9.6 6 reviews
Florida Keys
04/08 – 07/08
£254/nighttotal: £762 (3 )
Key Largo Baha Penthouse Ocean Pointe 1416
1 4
house , Tavernier
Key Largo Baha Penthouse Ocean Pointe 1416, situated in Key Largo, Florida, offers a 77 square metre, two-bedroom, two-bathroom apartment approximately 1.6km from Harry Harris Park Beach and conveniently located for exploring Pigeon Key, Windley Key, and John Pennekamp Coral Reef State Park. This self-catering property sleeps seven guests and boasts a fully equipped kitchen, private patio with ocean views, swimming pool, jacuzzi, free Wi-Fi, and access to a washing machine.
9.0 62 reviews
Florida Keys
27/06 – 04/07
£205/nighttotal: £1435 (7 )
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West
2 2
cottage , Cudjoe Key
This waterfront property is located on Cudjoe Key, just a short distance from Upper Sugarloaf Key, Upper Sugarloaf Sound, and Venture Key, offering easy access to the surrounding attractions. It has received excellent user ratings, making it a popular choice for travellers. The cottage spans 70 square metres and comfortably accommodates up to four guests in its two bedrooms and one bathroom. Guests can enjoy a range of amenities, including a fully equipped kitchen, a washing machine, air conditioning, Wi-Fi, a garden, a swimming pool, and a barbecue grill.
9.8 322 reviews
Florida Keys
04/08 – 07/08
£202/nighttotal: £606 (3 )
Casa Fish Llc
2 4
house , Key Largo
This yacht is situated in Key Largo, Florida, just a short walk from the north pool and a short drive from the south pool, offering easy access to the area's attractions. The property has received excellent ratings for user experience, location, and cleanliness. The yacht features two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a garden, and parking, as well as direct access to a saltwater lagoon for swimming and snorkeling.
9.6 251 reviews
Florida Keys
01/09 – 04/09
£191/nighttotal: £573 (3 )
New Waterfront 2/1 Cabin With Loft At Bonefish Bay
3 2
cabin , Key Colony Beach
This charming cabin is situated in the heart of the Florida Keys, offering easy access to all the attractions and restaurants the area has to offer. The location is perfect for exploring the beauty of the Keys, with its stunning beaches and crystal-clear waters. The cabin can comfortably accommodate up to six guests, providing a spacious and cosy retreat. It is fully equipped with a kitchen, bathroom, air conditioning, and a swimming pool, ensuring a comfortable and enjoyable stay.
Best Florida Keys villas and holiday homes with a kitchen
Florida Keys
26/12 – 03/01
£1433/nighttotal: £11464 (8 )
Surfstream Edge
1 10
house , Marathon
This villa is situated near Marathon Airport, 2.25 kilometres from Florida Keys Aquarium Encounters and approximately 48 kilometres from Upper Matecumbe Key. This spacious 204 square metre property accommodates 19 guests with 3 bathrooms, a well-equipped kitchen, air conditioning, a swimming pool, jacuzzi, garden, and on-site parking, all offering complimentary WiFi and sea views from the patio.
9.6 164 reviews
Florida Keys
04/08 – 07/08
£422/nighttotal: £1266 (3 )
Free Golf Cart Free Kayaks Steps To Pool Pickleball
3 4
house , Key Largo
This townhome is located in the Kawama Yacht Club gated community at Mile Marker 100 in Key Largo, approximately 800 metres from Pilot House Marina, 1.6 kilometres from CVS and Walgreens, and 3.2 kilometres from Publix Super Market. It has been rated excellent for location, cleanliness, and user experience. The townhome spans 102 square metres and comfortably accommodates up to eight guests, with three bedrooms and three bathrooms. It offers a range of amenities, including a fully equipped kitchen, a family room with bunk beds, two heated swimming pools, a children's playground, two tennis/pickleball courts, and a golf cart for use within the community.
9.9 80 reviews
Florida Keys
05/08 – 06/08
£715/nightfor 1 night
Miami Oasis With Luxury Spa & Your Own Helicopter
1 13
house , Cutler Bay
This six-bedroom Spanish-style villa is located in South Miami, approximately 16 kilometres from Miami Zoo and Southland Mall. The property, sleeping up to 16 guests, boasts a heated pool, jacuzzi, sauna, fitness centre, and ample parking, plus Netflix-connected TVs and high-speed Wi-Fi throughout.
9.5 6 reviews
Florida Keys
01/09 – 04/09
£196/nighttotal: £588 (3 )
Ocean View Overlooking Marina Ocean Pointe 5305
2 2
house , Tavernier
Ocean Pointe 5305, a two-bedroom house in Key Largo, offers stunning ocean views and is a short drive (approx. 19km) from Harry Harris Park Beach and other attractions including John Pennekamp Coral Reef State Park. This 77 square metre property sleeps seven, features a fully equipped kitchen, private patio, swimming pool, Jacuzzi, and free Wi-Fi, making it ideal for families or groups visiting Tavernier.
Frequently asked questions about villa rentals in Florida Keys
What are the must-see attractions in the Florida Keys?
The Florida Keys offer a plethora of attractions. For natural beauty, you absolutely must visit Dry Tortugas National Park, accessible by boat or seaplane, for its stunning coral reefs and historic fort. Key West is a must-see, with its iconic Southernmost Point Buoy, Ernest Hemingway Home and Museum, and Mallory Square for the sunset celebration. Further up the Keys, Bahia Honda State Park boasts beautiful beaches and a historic bridge, perfect for swimming and relaxing. The Seven Mile Bridge is an architectural marvel and offers incredible views.
Is the Florida Keys known for mountains, beaches, forests, or other types of landscapes?
The Florida Keys are known primarily for their stunning beaches, coral reefs, and the unique landscape of low-lying islands. Think turquoise waters, mangrove forests, and a sub-tropical climate. Mountains are absent; the terrain is very flat.
What are the best holiday homes with a pool in Florida Keys?
What are some surprising and hidden attractions in the Florida Keys?
Many find the less-visited areas of the Keys surprisingly charming. The John Pennekamp Coral Reef State Park offers incredible snorkelling and diving opportunities beyond the usual tourist hotspots. Exploring the backcountry roads reveals hidden coves and secluded beaches. For a unique experience, consider visiting the African Queen, a vintage steamboat featured in a famous film, located in Key Largo.
What are the best holiday homes with a jacuzzi in Florida Keys?
What are some unique ways to learn about the culture of the Florida Keys by engaging with its people?
To truly experience the Keys' culture, engage with the local artists at galleries in Key West, Islamorada, and Marathon. Attend a local event like a Conch Republic Independence Celebration in Key West or a festival celebrating local seafood. Chat with the staff at smaller, family-run businesses; they often have fascinating stories to share about the Keys' history and way of life.
What are the best holiday homes for families and kids in Florida Keys?
How much time should you set aside to thoroughly explore the Florida Keys?
A week allows for a good exploration of the Keys, enabling you to visit Key Largo, Islamorada, Marathon, and Key West, with time for activities. To truly appreciate the slower pace and explore more deeply, two weeks would be ideal. A shorter trip will necessarily focus on fewer areas.
What are the best pet friendly holiday homes in Florida Keys?
Is there anything you might not think to pack for the Florida Keys?
Beyond the usual swimwear and sunscreen, remember reef-safe sunscreen to protect the delicate coral. Pack light clothing suitable for warm, humid weather, but also a light jacket or sweater for cooler evenings. Good walking shoes are essential for exploring, and don't forget insect repellent, especially for the mangrove areas.
What are the best holiday homes with parking in Florida Keys?
What cultural experiences or workshops in the Florida Keys offer something different?
The Florida Keys offer various unique workshops. You could try a conch shell crafting workshop, learning traditional techniques. Several locations offer glassblowing or jewellery-making workshops using local materials. Check local listings for specific offerings during your visit.
Are there any food festivals in the Florida Keys where you can try local food?
While specific dates vary annually, the Florida Keys host several events showcasing local cuisine. Key West's annual Conch Republic Independence Celebration often features food stalls with local dishes. Many restaurants across the Keys hold special events and festivals throughout the year, so checking local listings closer to your visit date is recommended. Look out for events featuring fresh seafood, key lime pie, and other local specialties.
Nearby regions
Best Florida Keys villas and holiday homes with air conditioning
9.7 11 reviews
Florida Keys
27/06 – 04/07
£202/nighttotal: £1414 (7 )
Reel Key Largo Escape Ocean Pointe 5209
2 2
house , Tavernier
Ocean Pointe 5209, Key Largo, offers a two-bedroom house in Tavernier, a 2.4km walk from Harry Harris Park Beach and 4.5km from Pigeon Key. This 77 square metre property sleeps six, boasting a private patio with ocean views, a swimming pool, jacuzzi, and fully equipped kitchen including a dishwasher; free Wi-Fi and on-site parking are also provided.
Florida Keys
27/06 – 04/07
£259/nighttotal: £1813 (7 )
Enchanting Dog-friendly Waterfront Retreat With Pool, Hot Tub, & Amazing Views
1 2
house , Key Colony Beach
This dog-friendly waterfront property in Key Colony Beach is situated 1.7 kilometres from Florida Keys Aquarium Encounters and a 14-minute walk from Sunset Park Beach, placing it 700 metres from the city centre. This 138 square metre holiday home accommodates up to seven guests, offering a private pool, hot tub, air conditioning, a fully equipped kitchen, and a children's playground, alongside internet access and allowing pets.
Florida Keys
05/08 – 06/08
£3048/nightfor 1 night
Waterfront Luxury Home - Tidelands House
8 13
house , Key West
This waterfront luxury residence in Key West is located 8.5 kilometres from the Ernest Hemingway Home and Museum and Duval Street, and 4 kilometres from Key West International Airport. This expansive 372 square meter villa offers 8 bedrooms and 9 bathrooms, accommodating up to 28 guests with amenities including a fully equipped kitchen, air conditioning, a swimming pool, a garden, a fitness centre, and Wi-Fi.
10 6 reviews
Florida Keys
24/07 – 27/07
£2170/nighttotal: £6510 (3 )
Casa Tranquila Miami, A Luxury Ranch-style Retreat
1 14
house , Princeton
Casa Tranquila Miami is located in South Florida, just a short drive from attractions like Coral Castle, Miccosukee casino, and Everglades National Park. This luxurious villa has consistently received excellent ratings for its location, cleanliness, and overall experience. The property offers a choice of six bedrooms in the main house and two additional bedrooms in a separate pool house. Guests can enjoy a range of amenities, including a swimming pool, Jacuzzi, spa, and a spacious garden, perfect for relaxing and entertaining.
Best Florida Keys villas and holiday homes with jacuzzi
9.3 10 reviews
Florida Keys
26/07 – 01/08
£260/nighttotal: £1560 (6 )
Modern And Coastal Ocean Pointe 2307
2 4
house , Tavernier
This Tavernier holiday home, Ocean Pointe 2307 in Key Largo, is situated near Harry Harris Park Beach (a 15-minute walk), Pigeon Key (4.5km), and Windley Key (13km). This 84 square metre property boasts two bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, private patio with sea views, a shared swimming pool, Jacuzzi, garden, parking, and free Wi-Fi.
10 6 reviews
Florida Keys
05/08 – 06/08
£909/nightfor 1 night
6br | Heated Pool | Jacuzzi | Sauna | Beach Area
6 13
house , Cutler Bay
This Cutler Bay villa, near Biscayne National Park and Deering Estate (both within 5km), offers stunning seafront views and easy beach access. The 325 square metre property boasts seven bedrooms, four bathrooms, sleeps sixteen guests, and includes a private pool, Jacuzzi, sauna, tennis court, and a fully equipped kitchen.
8.0 1 review
Florida Keys
04/08 – 07/08
£359/nighttotal: £1077 (3 )
Coral Penthouse Key Largo Ocean Pointe 4216
2 4
house , Tavernier
Coral Penthouse Key Largo Ocean Pointe 4216, situated in Key Largo, offers stunning ocean views and is a short drive (approximately 2.4km) from Harry Harris Park Beach. This two-bedroom, two-bathroom apartment boasts 77 square metres of floor space, sleeps seven guests, and includes a private patio, swimming pool, Jacuzzi, and fully equipped kitchen with dishwasher; free Wi-Fi and cable TV are also provided.
Florida Keys
26/12 – 03/01
£1599/nighttotal: £12792 (8 )
Waterfront Home With Dock, Filet Station, Patio, Balcony, & Cabana Club Access
4 10
house , Key Colony Beach
This waterfront property in Key Colony Beach is situated 400 metres from the city centre, a 11-minute walk from Sunset Park Beach and 2.4 kilometres from Florida Keys Aquarium Encounters. This spacious detached house offers 264 square metres of living space with 4 bedrooms and 4 bathrooms, accommodating up to 23 guests, and features a private dock, a swimming pool, a hot tub, and direct access to the Cabana Club.
