Holiday rentals with a pool in Florida

Esperanza Casita, Pool, Walk to Beach & Top Food

- Adults Only (18+) - Pool Hours 7am–7pm - Max 2 Adults (No Visitors) - Cold AC & Hot Water - New Queen Bed, TV, Microwave, Small Fridge - Beach Towels, Chairs, Snorkel Gear - No Tuesday Arrivals - 2-Night Min Fri & Sat - No Pets / No Smoking - Small Bags Recommended (Big Bags Fit Under Bed) - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches, top restaurants & music. Relax after a day in the sun or enjoy a night out. For 20+ years, Coco Loco has been the choice for the perfect adult getaway.

Cielo Studio tranquility w/pool in rural location

The space is quiet and tucked away in the breezy hillside of Monte Carmelo. Rest your eyes on the views of the Caribbean, and rest your feet in the plunge pool. The plunge pool has great views for ultimate relaxation. Wifi throughout the property can also make the lounge chair swing, deck and pool areas productive as well. Monte Carmelo is a barrio that requires you to have your own transportation, and is centrally located between downtown Isabel and the ocean front restaurant row of Esperanza

At The Waves - Ocean Front Villa 1 bed/1 bath unit

At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, with a queen size bed and is fully equipped. It has, a refrigerator, stovetop, microwave, coffee maker, dishwasher, dishes, utensils, cookware, and more. There is an air conditioner in the bedroom, ceiling fans in all rooms. ASK ABOUT LONG TERM STAY DISCOUNTS.

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.

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!

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.

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).

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.