
Holiday rentals with a pool in Puerto Rico
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Puerto Rico
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Casa Lola PR
In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Hacienda Lucero: Your Tropical Lakefront Escape
Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

Sol y Luna Mountain Retreat Hacienda
Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Vista Linda Haus
At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Exotic with private pool! Just 3 min to the beach!
Unwind at this stunning Caribbean paradise. For a tropical hideaway, this rental retreat in Boquerón, PR is surrounded by exotic plants in a lush garden setting with a private pool. Just 3 minutes away from downtown where the sunsets are endless and majestic. The warmest and calm beaches on the west side of the island are just 5 minutes away. The rustic ambiance will make you enjoy the mojitos made by you. The ingredients are provided by Casa Mojito. Time to escape to the Caribbean!!

Private Rainforest Retreat ~10 min to Playa Azul~
Visiting El Yunque & Bio Bay? 🌺 Koko Kai Cabana is the perfect retreat - right between Luquillo and Fajardo - for exploring the Best of the East Coast 🇵🇷... You'll enjoy quiet, country life in the mountains of Juan Martin. But just 15 mins to Luquillo Beach, 20 to El Yunque or Bio Bay & shopping in Fajardo is only 7 mins down the mountain. We live on site, but the cabana is on the "3rd level" above the pool. It's private and tranquil... and everything is just for you two!

BlackecoContainer Finca RiCarDi
Eco-friendly container house is harmoniously integrated into a private estate, offering a rustic and sustainable design. Built with recycled materials, panoramic views of the surroundings. Its interior combines wood and metal, creating a warm and cozy atmosphere. In addition, it has solar energy and rainwater collection systems, promoting a self-sufficient lifestyle in tune with nature. Ideal for those seeking an ecological and serene refuge. Unheated pool.

Escape Puerto Rico | Luxury Dome + Pool + Views
Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

KeiCabin Romantic Getaway with a view of the City
Outrageously beautiful modern cabin perched above the beautiful city of Cayey. Brand new with luxurious finishes, pool, deck and outdoor sitting areas. KeiCabin is a paradise with a city view, outdoor fire pit, direct access to a water ravine, heather pool, outdoor bed and other’s amenities. We have a beautiful, equipped kitchen with a quartz countertop. We have an interior hammock chair and for a romantic dinner an outdoor table under the trees.

Deer Cabin | Heated Pool & Total Privacy
🌿 Private Romantic Escape in Nature Deer Cabin is the perfect getaway for couples looking to relax, reconnect, and enjoy complete privacy surrounded by nature. Enjoy a private heated pool, cozy outdoor bed, fire pit area, air conditioning, and a fully equipped kitchen for a comfortable and unforgettable stay. Every corner is designed for peace, romance, and relaxation under the stars. At Deer Cabin, you don’t just stay… you experience.

Luna Escondida
We are the first independent concept experience hostel in Puerto Rico located in Barranquitas. We've designed a space that makes you feel like you're on the moon. We have a furnished black dome over 20 feet, an Infinity pool with heater, a fire pit, a relaxation waterfall, Wi-Fi, TV, movie apps, board games, and more. The experiences are fully controlled with Alexa. Every person who arrives becomes a tourist astronaut on the island.

Casa Piedra: Oceanfront House.
One of the most calm and romantic houses available in Rincon, Puerto Rico. Watch the dawn and/or sunset over the ocean from the terrace or without leaving your bed. Swim laps in the pool or out to the reef in front of the house. Casa Piedra is close enough to everything, but private enough to be in your own world. Ask about massages on-site while listening to the waves, and many other options.
Popular amenities for Puerto Rico rentals with a pool
House rentals with a pool

Serene Mountain Escape | Casa Serena Private Pool

Villa Estrella PR (near Airport & Beach)

Serena Suite / by Casa Santiago

Beautiful House, 24/7 Security, Gated Community

Loma Del Sol House

Oceanfront 4BR w/ Private Pool + Beach Access

Secluded Coffee Farmhouse w/ Heated Pool & Chimney

Monte Niebla, a piece of heaven in the mountains
Apartment rentals with a pool

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Roof Top Ocean view Aguada Rincon

Isla Verde Beachfront Studio near restaurants,bars

Tropical Sunset Penthouse • Rooftop & Hot Tub

Beachfront Luxury @ Mar Chiquita

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Oceanfront Paradise and Kikita's Beach, Dorado
Other holiday rentals with a pool

Magical! Ocean view Cabana w/ Pool Spa on mountain

Modern Interior Pool Suite

Villa Renata ⛵️Beachfront house🏝 private Pool 🏝

Monte Lindo Chalet (Romantic cabin in the woods)

Chalet De Los Vientos (Chalet of the Winds)

Luxury waterfront villa with dock and heated pool

Home relaxing nature in Cayey

“CASA ROARK” is a one-of-a-kind oceanfront chalet.
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