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.

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Guest favourite

Home in Punta Santiago

4.98 out of 5 average rating, 141 reviews

Lake and Beach Village, Humacao

Casa privada completamente amueblada y equipada para 6 personas, aire acondicionado en toda la casa, marquesina cerrada para 2 autos, piscina,BBQ de gas, TV 50 pulgadas con Netflix, Internet Wifi, Nevera,lavadora, secadora, estufa, microondas, cafetera, utensilios de cocina, ollas, calderos, vasos, platos etc. Ropa de cama y toallas limpias. Muy cerca de la Reserva Natural de Humacao, y cerca de el Malecón de Naguabo, donde encontrarás una excelente oferta gastronómica con excelente vista al mar

Guest favourite

Condo in Machos

4.9 out of 5 average rating, 157 reviews

Oceanview Vista Bahía Penthouse near Marina-Ferry

Enjoy your island escape at "Vista Bahía Penthouse" in Costa Esmeralda. There is something special about Ceiba – sleeping away from the hustle and bustle of everyday life and only minutes away from multiple activities and places you will enjoy. 3 to 5 minutes to marina, beaches, restaurants, shopping, and more. Wake up to sunrises right outside your window. The condo features 3 bedrooms air-conditioned, kitchen with all the convenience. Relax on the private rooftop with ocean panoramic views!

Guest favourite

Tiny home in Vieques

4.95 out of 5 average rating, 182 reviews

Baez Haus Tiny Treehouse at Finca Victoria

This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

Superhost

Rental unit in CEIBA

4.88 out of 5 average rating, 146 reviews

Hacienda Torres Paradise of Nature - Villa Limon

2 bedroom, 1 bathroom apartment in the middle of a 40 acre private property with peaceful ambiance. We have very friendly farm dogs that are loose and will interact with guests. Seasonal fruits are available for your delight when available mangoes avocados, breadfruit, guava, coconuts, starfruit. You will be serenated by birds during the day and coquis at night! 5 min access to highway #53. Near beaches, marinas, restaurants, ferry to Culebra and Vieques islands and Roosevelt Roads Airport.

Superhost

Rental unit in Ceiba

4.87 out of 5 average rating, 132 reviews

Mountainside Ocean View Pool/Family Fun Ferry

Experience Puerto Rico's rainforest at our mountaintop apartment. Coqui's and owls create a natural background at night. 1 full apartment including garage parking. Full kitchen, full bedroom, living room converts to a queen bed. 18' pool with ocean view 12' gazebo. 3 acres of trails to hike, trampoline, and zip line for children. kayak and beach equipment. transportation to ferry available. Our boat is also available seek a water adventure. very kid friendly - must be ok with dogs.

Guest favourite

Home in Culebra

4.93 out of 5 average rating, 411 reviews

Casa Maya @ Hilltop (private infinity plunge pool)

If you’re craving Caribbean romance, come home to Casa Maya, where the magic of Culebra melds with a touch of passionate India. You’ll gaze out at the blue Bay from the infinity plunge pool, the wrap-around deck, and even inside, from the full kitchen, the king bedroom, and the bathroom. You’ll savor a rainfall shower in a grotto of stones from nearby Flamenco Beach, and candlelit dinners under the Milky Way. “Maya” means “illusion” in Hindi. You’ll pinch yourself to make sure it’s real!

Superhost

Loft in Vieques

4.86 out of 5 average rating, 177 reviews

Spacious Loft with Ocean View and Private Patio

This tropical hideaway, designed by acclaimed architect John Hix, is a tranquil oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean to the north and the Caribbean to the south. The loft features a private terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Guest favourite

Holiday home in Vieques

4.99 out of 5 average rating, 92 reviews

Casa Borinquen

This homey vacation rental is a brand new construction and is a great place to enjoy the outdoors. The interiors feature a modern design, a full kitchen, full bathroom, outdoor shower, and sleeps 3 people. Listen to the sound of the coquis at night and enjoy the tropical breve e, relaxing in the beautiful plunge pool or grilling on the outdoor deck, surrounded by lush palms, fruit trees (breadfruit, lemons, bananas, plantains, cashews), and herbs (mint, sweet peppers, oregano).

Guest favourite

Home in Vieques

4.95 out of 5 average rating, 111 reviews

Location, Location, Location with Pool

House, 3 Bedroom, 2 full Bathrooms, Sleeps 6 Casa Angie is a newly renovated home across the street from the ocean and a 3-minute walk to the Malecon in the fishing village of Esperanza. The Malecon is a boardwalk fronting the ocean with restaurants, bars and boutique shops, along with water sports rentals. Our Casa with its brand new kitchen is completely equipped for your convenience; whither dining in or barbecuing by the pool, you will surely enjoy your island experience.

Superhost

Rental unit in Vieques

4.84 out of 5 average rating, 273 reviews

SoliMar Guest Studios Verde Unit/POOL/Sea View

Welcome to SoliMar Guest Studios We are centrally on island in between Isabel & Esperanza overlooking the Caribbean! SoliMar is less than ¼ mile from the Wildlife Preserve entrance, which is home to Vieques’ best beaches! SoliMar sits on two-acres that are yours to explore. With 7mango trees, horses & iguanas roaming about, relaxing hammock, poolside patio, and a POOL! One of the few that accepts 1 night stays! Different discounts activated when staying 2+ nights!

Guest favourite

Cottage in Vieques

4.99 out of 5 average rating, 194 reviews

Casa Corona - Amazing Views, Pool, Close to Beach

Experience this newly renovated home with constant ocean breezes and breathtaking views of the Corona Reef, Culebra and the "Big Island." This cozy cottage offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. Enjoy the ocean-facing plunge pool and outdoor shower. Located just past the former W Resort on a private fenced/gated lot that's minutes from everything (airport, ferry, restaurants, beaches and shopping).

Guest favourite

Home in Vieques

5 out of 5 average rating, 6 reviews

Martineau Beach Haven

Steps from the ocean, immerse yourself in a unique beach experience on Vieques Island, Puerto Rico, where luxury meets nature in perfect harmony. This eclectic villa offers a one-of-a-kind retreat, blending luxurious amenities with the raw beauty of the island. Surrounded by pristine nature, including lush gardens and direct beach access, this oasis promises a serene escape like no other.