
Vacation 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.

Cacimar House - Pool, Privacy and Sleeps 6
Welcome to Cacimar House - 10 min to South Shore Beaches and 5 min to Isabel Segunda. Cacimar House offers Pool, Privacy, Location, Quality Furnishings, Attentive House Managers. Perfect for Couples, Families and Friends. 3 bedrooms with two Queens and one King for up to 6 people. 3 bathrooms. Air conditioning in bedrooms. Other rooms include: open kitchen, living room , separate dining room, ping pong room, screened in porch and laundry room. Excellent wi-fi, satellite TV and stereo equipment.

Surf Side, Private Salt Water Pool, Ocean View
Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.

Casa Tesoro-pool home. Walk to beaches/restaurants
Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.

Casa Blanca with pool, tropical garden and rooftop
Experience a true authentic Caribbean vacation at our recently renovated home with a pool, rooftop and newly installed gorgeous tropical garden. Enjoy beautiful sunrise from the front of the house, the colorful sky during sunset hours from the rooftop and have a peaceful sleep with a subtle sound of the waves from the Atlantic ocean. Your family will be close to everything when you stay at this centrally-located place whether you are commuting from the airport, ferry terminal or Esperanza.

Private Pool Bar with Panoramic View! 5* A/C, WiFi
Designed as a private paradise for two adults only, Bonita Vista is centrally located and easy to get to, yet very private. This new hillside retreat features a large covered pool bar with breathtaking views overlooking the Vieques National Wildlife Refuge and the Caribbean Sea. Artifacts from the sugar cane era offer connection to Vieques history. An afternoon poolside slips easily into sunset cocktail hour and dinner from the grill, a swim under the stars or magical moonrise over the bay!

Casa Borinquen
The perfect place to unwind and enjoy the outdoors. Designed with a modern touch, it features a fully equipped kitchen, full bathroom, outdoor shower, and accommodates up to 3 guests. Relax in the beautiful plunge pool, enjoy a barbecue on the terrace, and fall asleep to the soothing sounds of the coquí frogs, surrounded by lush tropical greenery. Sweet and friendly little cats may occasionally stroll through the outdoor areas, adding to the natural charm and warm ambiance of the property.

Vieques ocean view eco villa+pool
-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

Eco Hideaway with Ocean Views 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.

Esperanza 1 BR Apt, Pool, Walk to Beach & Top Food
Adults Only Island Escape (Unit #1) Welcome to Coco Loco, an adults only (18+) getaway just 1½ blocks from the beach, restaurants, live music, and everything Esperanza has to offer. Perfect for couples or solo travelers looking to relax after a day exploring Vieques. ✔ Queen Bed ✔ Cold A/C + Fans ✔ Smart TV ✔ Hot Water ✔ Beach Chairs, Towels & Snorkel Gear ✔ Shared Pool & Tropical Yard For 20+ years, Coco Loco Guesthouse has welcomed guests for a laid back island vacation.

Home for 9 with Pool and Solar Panels in Vieques!
Spectacular modern and stylish home in Vieques Island! This spacious home will provide the perfect retreat for you and your group. The house consist of 3 bedrooms and 2 baths, a fully stocked kitchen and a new and stylish outdoor patio with pool. Your Vacation are secured with us as we have a Solar Energy System and a water cistern. The home can host up to 9 guest, including children. You will be minutes from Restaurants, National Parks and Reserves, and beaches to enjoy.

Casa Amor Home Esperanza Salt Pool- close to Beach
Casa Amor in Esperanza hills is a dream escape. A case of privacy, offering two fully separate suites, an outdoor dinning area with views of the of the ocean, saltwater pool, and BBQ. Breezes are free! A lovely outdoor shower for a rinse under the stars, a hammock for lazy afternoons… From the pool and gardens, you’ll find ocean views. (Clothing optional) It’s private and peaceful! Tucked into a safe locals’ neighborhood, three blocks from the nearest beach.

Casa Tolteca:4BR-Salt Water Pool - Tropical Garden
Spacious 4-bedroom family villa set on a private ½-acre hilltop surrounded by lush tropical gardens. This modern home offers ocean views, cooling breezes, and total privacy ideal for families seeking space and comfort. Enjoy a 30-ft saltwater pool for swimming and relaxing, an open layout perfect for spending time together, and multiple bedrooms for parents, kids, and grandparents. Quiet, safe, uncrowded, yet close to beaches, dining, and local attractions
Popular amenities for Florida rentals with a pool
House rentals with a pool

Casa Aramana

Casa Cumbre - Spectacular views, location and pool

El Saco Country House

Casa Sol with Stunning Pool near Ferry

Private 2-Acre Retreat with Pool & Sunset Views

Skyfall House @ Vieques

Sandia Beach House: Pool, Views and Fun

Vieques Pearl Cozy House
Other vacation rentals with a pool

At The Waves - Oceanfront - Lower 2 beds/2 baths

Mockingbird Hill House

Casa Cata with pool and amazing views, sleeps 4

270* Ocean View, Saltwater Pool Private Villa

Private pool Island Home with AC 2 bed 2 bath

Vieques Garden House - Oasis: Relax w/ SUV & Pool

Sands Beachfront Downstairs Ocean View & Pool

Vieques Villa Gallega - Oceanview w/Infinity Pool
Destinations to explore
- San Juan Vacation rentals
- Higüey Vacation rentals
- Punta Cana Vacation rentals
- Santo Domingo Este Vacation rentals
- Las Terrenas Vacation rentals
- Santo Domingo Vacation rentals
- Fajardo Vacation rentals
- La Romana Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Dominicus Vacation rentals
- Guesthouse rentals Florida
- Rentals with outdoor seating Florida
- House rentals Florida
- Rentals with beach access Florida
- Beachfront rentals Florida
- Waterfront rentals Florida
- Pet-friendly rentals Florida
- Apartment rentals Florida
- Rentals with a washer and dryer Florida
- Family-friendly rentals Florida
- Rentals with a patio Florida
- Villa rentals Florida
- Rentals with pools Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Magens Bay Beach
- Rio Mar Village
- Coki Beach
- Honeymoon Beach
- José Miguel Agrelot Coliseum
- Secret Harbor Beach
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Limetree Beach
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Peter Bay Beach
- Museo de Arte de Puerto Rico
- Coral World Ocean Park





