Holiday rentals with a pool in Florida

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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

Apartment in Fajardo

4.98 out of 5 average rating, 140 reviews

Encanto del Mar

Encanto del Mar, located in Fajardo, 19 miles from El Yunque Rainforest. The property offers tennis courts and other amenities. Gated parking, Free Wifi, 24 hour Security. The apartment consists of 1 bedroom with a queen bed, 1 bathroom, a lounge couch with pull out queen foam gel bed and extra bedding. The apartment has an ocean view balcony and newly renovated outdoor pool. Many excursions leave from the Villa Marina Harbour next door to the condo. Follow us on Instagram at Encanto_del_mar

Guest favourite

Home in Luquillo

4.98 out of 5 average rating, 104 reviews

Fabulous Ocean Views /Private Infinity Pool /4 BR

Relax at this spacious home with a private heated infinity pool with swim-up bar! With fabulous ocean and rainforest views from two covered decks, this house is family-friendly in a safe gated community only 5 minutes from Luquillo Beach and 15 minutes from the Rainforest. Other nearby activities include world-class golf, bio-bay kayaking, jet skis, ATV, horseback riding, go-karts, snorkeling, scuba diving, ziplining, great restaurants & a casino. Community pool, basketball & tennis courts too!

Guest favourite

Guest suite in Vieques

4.95 out of 5 average rating, 80 reviews

Serene 2 bdrm. Pool w view + perfect for families.

Private, spacious and light-filled 2 bdrm apartment w/ 10-foot ceilings on top of a quiet hill. 3min. from beach and 5 min. from the main town of Isabel Segunda. This property was designed for the view! Every day you will have one of the best views of the island, ocean, Culebra, and the famous Vieques sunset. Enjoy the view from your apartment, your private deck, or your private pool. Outdoor shower, pool and beach gear included. Lg bdrms with comfortable queen beds. Full kitchen+bbq grill.

Guest favourite

Tiny home in Fajardo

4.99 out of 5 average rating, 192 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Guest favourite

Cottage in Vieques

4.99 out of 5 average rating, 91 reviews

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!

Guest favourite

Apartment in Machos

4.84 out of 5 average rating, 56 reviews

Lovely Caribbean Oasis Condo with pool/gym

Your family will enjoy a blissful stay at a tropical paradise. 3 room 2 bathroom apartment with a balcony. Centrally-located near beautiful beaches, delightful restaurants and espectacular views. 5 min. away from the largest Marina in the Caribbean: Safe Harbor Puerto Del Rey. Where you can take catamarans excursions and explore our beautiful Caribbean sea. Also 12 min. away from the ferry you can take to visit Vieques or Culebra. You are just a click away to enjoy the getaway you deserve.

Guest favourite

Home in Fajardo

4.96 out of 5 average rating, 70 reviews

Priv saltwater pool+near beaches amazing home

A paradise away from home located in the eastern town of Fajardo, minutes from the local beaches and marinas, this beautiful and modern family vacation home features 4 rooms and 3 baths. Air conditioned with 7 beds for 12 guests, private SALTWATER pool with safety gate, shower, upper deck adorned with a beautiful painted mural. Various games, activities, pool table and arcade games. BBQ area in a garden surrounding in a quiet neighborhood. Free laundry room. Solar panels for backup power.

Guest favourite

Home in Ceiba

4.9 out of 5 average rating, 112 reviews

Coastal Getaway with Pool, Game Room & Ocean View

This self-sufficient home offers a tranquil residential vibe alongside quick access to most important places in the East Side. We know how important it is to feel comfortable and relaxed when you arrive back from a long day of sightseeing. This idea is what inspired us to provide everyone that stays a place to recharge, relax and enjoy. Our experiences include: personal chef, decorations for any special occasion and picnic dates. Private boat by referral can also be arranged.

Guest favourite

Apartment in Fajardo

4.83 out of 5 average rating, 107 reviews

1 Bedroom 1 Bath Villa at Las Casitas Village

Estaremos encantados de recibirle en nuestro lugar de ensueño. ¡Le encantará nuestro apartamento totalmente moderno y acogedor! Es cómodo y espacioso con balcón con vista al campo de golf y rodeado del más hermoso jardín. Al hospedarse en la Villa, también puede disfrutar de las 3 piscinas que tiene Las Casitas, el pueblo de Fajardo, sus hermosas playas, la comida, su vida y sus alrededores únicos, mientras se hospeda en uno de los mejores lugares de Puerto Rico.

Guest favourite

Home in Fajardo

4.88 out of 5 average rating, 283 reviews

ONE STOP VACATION HOME, w private pool and jaquzzi

ONE STOP VACATION HOMES OFFERS PRIVATE POOL W/ JACUZZI If you are looking for a place where you can relax at the private pool and entertain with family or a few friends at a beautiful place, !your search ends here!. This great property which is located just a few minutes from Seven Sea Beach, Las Croabas, Biobay, Scuba diving, El Yunque Rain Forest, Zipline at the Rain Forest, ATV Riding at Carabali, Luquillo Kioskos and Luquillo Beach.

Guest favourite

Home in Vieques

5 out of 5 average rating, 11 reviews

New on market-Cool Vibe Island Home with a pool!

Kick back and relax in this calm, stylish space. Everything you need for a tranquil, peaceful vacation. *brand new pool! Up and over the hill and you will find yourself at the some of the most beautiful beaches on the Carribean side. Conveniently located off Hwy 200 with access to the super Mercado, gas station, food trucks as well as local restaurants.

Guest favourite

Guest house in Vieques

4.97 out of 5 average rating, 141 reviews

Vieques casita with pool walk to ferry

For adults only intown lovely One bedroom casita walking distance to everything, bank,post office, stores and restaurants, walk to the ferry boat . two blocks from sea glass beach. Your own pool .this is a strict non smoking Located in the middle of lovely town of Isabelle in a compound of rentals sorry no children allowed , cats live outside on property