
Holiday rentals with a pool in Florida
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Florida
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida rentals with a pool
House rentals with a pool

Whispering Palms Villa

HIDDEN PARADISE, SPECTACULAR OCEAN VIEW, GETAWAY!

Oasis Beautiful Designer Private Pool & Gardens.

Beachfront Villa surrounded by Ocean w/pool

Casa Sol with Stunning Pool near Ferry

Private Retreat w/ Pool, Stunning Views & Wildlife

Skyfall House @ Vieques

Vieques Pearl Cozy House
Apartment rentals with a pool

Apartment with Ocean View near Ceiba FerryTerminal

Oceanview Vista Bahía Penthouse near Marina-Ferry

Pearl of the East|Ceiba| Vieques | Ferry | Culebra

Ocean View Penthouse Condo with A/C in every Room

Marbella | Beach & Mountain Views, Pool, BBQ

Casa Paraiso Beach & Pool Condo Naguabo-Hucares

Del Mar y Sol - Vacay Your Way

Harbor & Sky: Marina-Ferry Hub
Other holiday rentals with a pool

Casa Cata with pool and amazing views, sleeps 4

Island Girl is Magnificent. Steps to the Beach

Sandia Beach House: 4 bedroom, pool, vistas

Caribbean Oasis: 5BR Villa with Stunning Views

Hacienda Perseverance: Family Paradise in Vieques

Hillside home with fantastic ocean views!

Ocean front home w/pool for 4 – CASA OCEANA in VQS

Beachfront retreat with heated pool @ Culebra
Destinations to explore
- Punta Cana Holiday rentals
- San Juan Holiday rentals
- Santo Domingo De Guzmán Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Este Holiday rentals
- La Romana Holiday rentals
- Bayahibe Holiday rentals
- Juan Dolio Holiday rentals
- Carolina Holiday rentals
- Culebra Holiday rentals
- Samana Holiday rentals
- Saint Thomas Holiday rentals
- Waterfront rentals Florida
- Villa rentals Florida
- Beachfront rentals Florida
- Rentals with beach access Florida
- Pet-friendly rentals Florida
- Rentals with a washing machine and dryer Florida
- House rentals Florida
- Rentals with a patio Florida
- Rentals with outdoor seating Florida
- Family-friendly rentals Florida
- Flat rentals Florida
- Guest house rentals Florida
- Rentals with pools Puerto Rico
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
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- Mansion Rentals United States
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- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
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- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
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- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Rio Mar Village
- Mosquito Bay Beach
- Coki Beach
- Oppenheimer Beach
- Praia de Luquillo
- Liquillo Beach
- Peter Bay Beach
- Distrito T-Mobile
- Gibney Beach
- Caneel Bay Beach
- Playa Sun Bay
- Playa el Convento
- Secret Harbor Beach
- The Saint Regis Bahia Golf Course
- Playa Puerto Real
- Playa Maunabo
- Coco Beach Golf Club
- Beach Planes
- La Fortaleza
- Playa de los Cabes