Discover Luxury Houses and Villas in Florida Keys, FL

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Florida Keys, FL villas

Luxury Florida Keys, FL Vacation Houses and Villas

The Butterfly Cottage - Certified Butterfly Sanctuary - Ocean View Hot Tub - Authentic Keys Charm - Florida Keys, FL
8.9 25 reviews

The Butterfly Cottage - Certified Butterfly Sanctuary - Ocean View Hot Tub - Authentic Keys Charm

house, Marathon
Just 1.1 miles from Florida Keys Aquarium Encounters and Captain Hook S Marina Dove Center, this luxury house in Marathon offers an exclusive escape.
Enjoy 1210 square feet of space with 3 bedrooms, 2 bathrooms, and a private hot tub, perfect for up to 15 guests seeking a premium stay.
Tipsy Turtle - Amazing, Updated Villa On Duck Key! - Florida Keys, FL
9.7 95 reviews

Tipsy Turtle - Amazing, Updated Villa On Duck Key!

house, Duck Key
Offering proximity to the serene waters of the Florida Keys, Tipsy Turtle provides an exclusive Florida Keys lifestyle in a tranquil district.
This 900 sq ft luxury accommodation comfortably hosts 4 guests, featuring 2 bedrooms, 2 bathrooms, a full kitchen, and a terrace for an upscale experience.
Spectacular Waterfront Escape - Coral Lagoon #8 - Florida Keys, FL
10 3 reviews

Spectacular Waterfront Escape - Coral Lagoon #8

house, Marathon
Prime waterfront within Coral Lagoon Resort and Marina, this fully renovated luxury house in Marathon offers instant access to Atlantic and Gulf waters via Vaca Cut.
Enjoy family-friendly island living with a swimming pool, garden, and parking, just minutes from Coco Plum and Bahia Honda beaches.
Bay Harbor Lodge - Florida Keys, FL
9.4 906 reviews

Bay Harbor Lodge

house, Key Largo
Just 5 miles from Pennekamp Coral Reef State Park, this luxury Key Largo lodge offers an exclusive retreat with an on-site beach and nightly sunset views.
Guests can enjoy a seasonally heated outdoor pool and concierge services, ensuring a premium stay at this welcoming Key Largo destination.
Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West - Florida Keys, FL
8.6 103 reviews

Old Florida Style, Dockage, Swimming Pool (Shared), Just 20 Miles From Key West

cottage, Cudjoe Key
On Summerland Key, this cottage offers a luxury Keys experience just 20 miles from Key West, providing exclusive access to two swimming pools, a dock, and the seawall.
This welcoming 750 sq ft cottage accommodates four guests with two queen bedrooms and a full kitchen, perfect for enjoying nearby Florida Keys Beaches and the Coupon Bight Aquatic Preserve.
Rv Grove - Florida Keys, FL
9.8 82 reviews

Rv Grove

house, Homestead
Just 30 minutes from the Florida Keys and Everglades National Park, this luxury Homestead house offers an exclusive retreat.
This 2-bedroom, 1-bathroom house accommodates up to 4 guests with a well-equipped kitchen and private yard, ensuring a comfortable and connected stay.
Epic Everglades & Florida Keys Adventure Basecamp - Florida Keys, FL
No reviews

Epic Everglades & Florida Keys Adventure Basecamp

house, Florida City
Just 2 miles from Florida Keys Factory Shops, this luxury Homestead vacation home offers an exclusive escape with premium amenities.
Enjoy 1920 square feet of upscale comfort in this four-bedroom, three-bathroom residence, featuring a private swimming pool and air conditioning for your relaxation.
South Miami Gem - Mini Golf, Pool Table, Pool, Bbq L28 - Florida Keys, FL
9.0 2 reviews

South Miami Gem - Mini Golf, Pool Table, Pool, Bbq L28

house, Cutler Bay
Just 11 miles from Coral Castle and 16 miles from Miami International Airport, this luxury house in Cutler Bay offers an exclusive escape.
Enjoy 1400 square feet of premium living space, featuring 7 bedrooms, 4 bathrooms, a private swimming pool, and a generous garden for ultimate relaxation.

Luxury Villas with Private Pools in Florida Keys, FL

Among the 4654 accommodations in Florida Keys, FL, here are the 8 best villas and beach houses with a pool

84 M² House ∙ 1 Bedroom ∙ 4 Guests - Florida Keys, FL
No reviews

84 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Tavernier
Offering direct Atlantic Ocean views from its top-floor position in Ocean Pointe Suites Key Largo, this ${accommodationTypeName} is located within a 10-minute drive of Key Largo and Islamorada's premier dining and charter services.
This luxury ${accommodationTypeName} accommodates up to 4 guests with a queen pull-out sofa and features a private balcony, a fully equipped kitchen, and access to resort amenities including a heated pool and hot tub.
Sugarloaf Key Rv Resort & Cottages - Florida Keys, FL
9.1 11 reviews

Sugarloaf Key Rv Resort & Cottages

house, Cudjoe Key
House listing with an excellent rating of 91% based on 11 reviews. You will be based in Cudjoe Key.
Facilities and services: a barbecue, a swimming pool and free parking. Take advantage of the terrace in this house!
Ocean View Corner Penthouse Ocean Pointe 5416 - Florida Keys, FL
9.6 16 reviews

Ocean View Corner Penthouse Ocean Pointe 5416

house, Tavernier
Offering expansive sea vistas, this luxury ocean view corner penthouse in Key Largo's Ocean Pointe is a 12-minute walk from Harry Harris Park Beach.
This premium 910 sq ft accommodation comfortably accommodates 8 guests with 2 bedrooms, 2 bathrooms, a private patio, and direct elevator access.
Florida Keys 3br W/ Perks  No Hidden Fees - Florida Keys, FL
10 2 reviews

Florida Keys 3br W/ Perks No Hidden Fees

house, Duck Key
Adjacent to a golf course in Marathon, Florida Keys, this 3-bedroom townhome villa offers exclusive access to Dolphin Connection and is near Sombrero Beach and Curry Hammock State Park.
This 1320 sq. ft. luxury accommodation provides water views from its balconies and unlimited access to shared outdoor pools, a spa, and fitness center for up to 6 guests.
Relaxing Cottage In Cudjoe - Florida Keys, FL
9.1 70 reviews

Relaxing Cottage In Cudjoe

house, Cudjoe Key
Within the exclusive Venture Out community in Cudjoe Key, this luxury house offers unparalleled access to a heated pool, hot tub, and marina.
Experience premium comfort with 2 bedrooms, 2 bathrooms, and a guest capacity of 4, complemented by a private convenience store and 24-hour gated access.
Ta15 Ocean Pointe #2210 - Florida Keys, FL
8.1 18 reviews

Ta15 Ocean Pointe #2210

house, Tavernier
Conveniently located in Tavernier, TA15 Ocean Pointe #2210 is a 13-minute walk from Harry Harris Park Beach and 3 miles from Pigeon Key.
This luxury accommodation offers a welcoming 2-bedroom, 2-bathroom layout for up to 7 guests, complete with an on-site restaurant and an outdoor swimming pool.
Duck Key *Delight* Private Plunge Pool - Florida Keys, FL
10 153 reviews

Duck Key *Delight* Private Plunge Pool

house, Duck Key
Just steps from Duck Key's tropical activities and fine dining, this luxury townhouse offers an immersive 'Conch life' experience.
This 900 sq ft, 2-bedroom residence comfortably accommodates 4 guests with a plunge pool, high-speed internet, and a lush garden.
Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa - Florida Keys, FL
9.8 407 reviews

Waterfront Luxury Villa 62 With Sunset Views And Boat Slip Villa

house, Marathon
Waterfront luxury Villa 43 in Marathon offers spectacular sunset views, a private boat slip, and is just an 8-minute walk to Florida Keys Aquarium Encounters.
Enjoy 3 bedrooms, 3 bathrooms, a fully equipped kitchen with a dishwasher, and an outdoor pool at this premium, family-friendly accommodation.

Luxury Villas with a Jacuzzi in Florida Keys, FL

Breezy Point - Venture Out Unit 199 - Florida Keys, FL
No reviews

Breezy Point - Venture Out Unit 199

cottage, Cudjoe Key
Offering tropical breezes and partial open water views across the street in Summerland Key, this cottage is perfectly situated for exploring Bahia Honda State Park and other Florida Keys attractions.
This 750 sq ft cottage, accommodating up to 6 guests, features 2 bedrooms, 1 bathroom, central air, and a BBQ grill for an upscale, welcoming stay.
5br Miami Villa Pool, Hot Tub & Games - Florida Keys, FL
9.9 86 reviews

5br Miami Villa Pool, Hot Tub & Games

house, Palmetto Bay
Directly on the coast in a prestigious Florida enclave, this luxury villa offers unparalleled privacy and exclusive beach access.
This 5-bedroom, 3-bathroom estate comfortably accommodates 15 guests with a private pool, hot tub, outdoor kitchen, and a comprehensive game room for ultimate entertainment.
Luxury Retreat For Large Groups Near Miami/keys - Florida Keys, FL
10 11 reviews

Luxury Retreat For Large Groups Near Miami/keys

house, Princeton
Just 1 mile from Coral Castle and Everglades National Park, this luxury ranch-style retreat offers a secluded 10-acre private estate with tranquil countryside living.
Experience premium relaxation with a heated swimming pool, jacuzzi, and spa, perfect for nature lovers and corporate retreats in Miami.
Lazy Daze Double King Suite Ocean Pointe 2310 - Florida Keys, FL
9.0 13 reviews

Lazy Daze Double King Suite Ocean Pointe 2310

house, Tavernier
Just a 15-minute walk from Harry Harris Park Beach, this luxury house in Tavernier offers an exclusive escape.
Enjoy 830 square feet of premium comfort with 2 bedrooms, 2 bathrooms, a private pool, and a hot tub for up to 6 guests.
Sunrise Penthouse 3316 Ocean Pointe 1br 2ba - Florida Keys, FL
10 1 review

Sunrise Penthouse 3316 Ocean Pointe 1br 2ba

house, Tavernier
Just a 13-minute walk from Harry Harris Park Beach and 3 miles from Pigeon Key, Sunrise Penthouse 3316 Ocean Pointe offers a luxury stay in Tavernier.
This 910 sq ft, 1-bedroom home accommodates up to 7 guests with a fully equipped kitchen, air conditioning, and a jacuzzi, perfect for an upscale retreat.
Key Largo Home With Spa And Pool - Florida Keys, FL
No reviews

Key Largo Home With Spa And Pool

house, Key Largo
Vacation rental listing. You will be based in Key Largo.
Services and facilities: a kitchen, a washing machine and an iron. You can also relax in the jacuzzi!
Seas The Keys Getaway - Florida Keys, FL
8.7 8 reviews

Seas The Keys Getaway

house, Duck Key
Directly on a private beach in Duck Key, this luxury villa offers stunning sea views, just 6.8 miles from Long Key State Park and 8.7 miles from Florida Keys Aquarium Encounters.
This family-friendly 900 sq ft villa accommodates 10 guests with 2 bedrooms, 2 bathrooms, a full kitchen, a year-round outdoor pool, and a fitness center.
Seapalm Island | Private Beach And Oceanside Dock - Florida Keys, FL
9.7 78 reviews

Seapalm Island | Private Beach And Oceanside Dock

house, Duck Key
Secluded on Seapalm Island Villa near Conch Key, this luxury private island offers exclusive access to white sand beaches and pristine reefs ideal for snorkeling.
Experience supreme comfort and privacy with a private swimming pool, dedicated lounging and dining areas, and seamless indoor-outdoor living for up to 12 guests.

Nearby regions

Luxury Vacation Homes with a Balcony in Florida Keys, FL

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Florida Keys, FL.

Stunning Waterfront Condo With Double Balconies - Florida Keys, FL
No reviews

Stunning Waterfront Condo With Double Balconies

house, Tavernier
Steps from Harry Harris Park Beach, this luxury waterfront condo in Tavernier offers double balconies and elevator access.
This premium 930 sq ft accommodation sleeps 7, featuring a fully equipped kitchen, a private entrance, and access to a swimming pool and hot tub.
Epic Everglades & Florida Keys Adventure Basecamp - Florida Keys, FL
No reviews

Epic Everglades & Florida Keys Adventure Basecamp

house, Florida City
Vacation house to rent. Your accommodation will be located in Florida City.
Facilities and services: air conditioning, a swimming pool and an iron. This house in Florida City is ideal for families.
Waterfront Island Escape With Private Plunge Pool - Florida Keys, FL
9.8 145 reviews

Waterfront Island Escape With Private Plunge Pool

house, Duck Key
Centrally located at Mile Marker 61 on Duck Key, this luxury villa offers convenient access to Key West and local Florida Keys attractions.
This 2-bedroom, 2.5-bath villa comfortably sleeps 6 and boasts a private plunge pool overlooking a turquoise canal, ideal for relaxation.
Villa 5020 On Duck Key Boat Slip Available - Florida Keys, FL
9.6 207 reviews

Villa 5020 On Duck Key Boat Slip Available

house, Duck Key
Located within Duck Key’s most exclusive island neighborhood, this luxury townhome offers direct access to watersports, charter fishing, and waterfront restaurants.
This 2-bedroom, 2.5-bathroom accommodation provides a serene couples retreat or family getaway with a rear deck boasting breathtaking sunset views.
Heavenly Hideaway Ocean Pointe 3306 - Florida Keys, FL
10 1 review

Heavenly Hideaway Ocean Pointe 3306

house, Tavernier
Just a 15-minute walk from Harry Harris Park Beach, Heavenly Hideaway Ocean Pointe 3306 in Tavernier offers a luxury escape with a private balcony.
This welcoming 860 sq ft, 2-bedroom, 2-bathroom ${accommodationTypeName} accommodates up to 8 guests and features a swimming pool and hot tub.
6br | Heated Pool | Jacuzzi | Sauna | Beach Area - Florida Keys, FL
10 6 reviews

6br | Heated Pool | Jacuzzi | Sauna | Beach Area

house, Cutler Bay
Offering an exclusive Miami villa oasis, this luxury accommodation in Cutler Bay is conveniently located near Zoo Miami and Black Point Marina.
This 3500 sq ft, 6-bedroom home accommodates 16 guests with a heated swimming pool, jacuzzi, sauna, and high-speed WiFi.
Cabins At Bonefish Bay - Florida Keys, FL
9.4 133 reviews

Cabins At Bonefish Bay

cabin, Marathon
Centrally located in Marathon, this cabin is just 0.6 miles from Curry Hammock State Park and within 3 miles of Sunset Park Beach and Coco Plum Beach.
Enjoy a luxury stay with complimentary bicycles, gas grills, and a picnic area, alongside fully equipped kitchens and on-site laundry facilities.
Saltair Loft Ocean Pointe 2 Br 2 Ba 1411 - Florida Keys, FL
9.3 3 reviews

Saltair Loft Ocean Pointe 2 Br 2 Ba 1411

house, Tavernier
Just a 13-minute walk from Harry Harris Park Beach, this luxury house in Tavernier offers an exclusive escape with a private hot tub and patio.
Enjoy an upscale stay with a 900 sq ft, 2-bedroom, 2-bathroom layout accommodating up to 8 guests, complete with free WiFi and air conditioning.
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