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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.

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Guest favourite
An A-frame cabin is nestled amongst lush greenery, featuring a spacious deck with two white chairs and a circular table. Soft lights illuminate the cabin's exterior, creating a cozy ambiance. Mist envelops the surrounding landscape, enhancing the serene atmosphere.
Cabin in Matón Abajo
4.93 out of 5 average rating, 179 reviews

Instantes 3 Cozy Cabin Getaway

Welcome to Instantes 3, a brand-new, cozy cabin nestled in the heart of nature. Surrounded by breathtaking mountain views and often draped in a mystical fog, this secluded retreat offers the perfect escape from the hustle and bustle of daily life. Enjoy complete privacy as you relax in the peaceful ambiance, reconnecting with nature while soaking in the serene landscape. Whether you’re looking to unwind or explore the nearby trails, Instantes provides an ideal setting for a rejuvenating getaway.

Top guest favourite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.99 out of 5 average rating, 273 reviews

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.

Top guest favourite
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 134 reviews

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.

Top guest favourite
An inviting pool is surrounded by wooden decking, with lounge chairs placed nearby. A covered seating area offers shade and views of the surrounding hills and sky. Lush greenery is visible in the background, enhancing the serene outdoor space.
Home in Cidra
4.98 out of 5 average rating, 123 reviews

Serene Mountain Escape | Casa Serena Private Pool

Casa Serena Country Villa, your peaceful countryside retreat. Wake up to coquis singing and fresh country air. Enjoy wide open outdoor spaces, charming views, and sunsets that take your breath away. Our villa blends rustic tranquility with modern comfort so you can relax without worry. For your safety and convenience, we provide a power generator and water cistern, ensuring peace of mind throughout your stay. Perfect for romantic getaways, family gatherings, or simply unwinding in nature.

Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 260 reviews

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.

Superhost
A hammock is gently swaying between two posts, surrounded by lush greenery and gravel. White lounge chairs are placed nearby, along with a striped umbrella providing shade. The distant ocean and vibrant sky create a serene outdoor retreat.
Tiny home in Aguada
4.94 out of 5 average rating, 322 reviews

Albor Luxury Villa a Delightful tiny home w/ pool

Welcome to Albor!! Incredible private property for couples in the mountains of the town of Aguada, with spectacular views form the top of the mountain to the green wood and the ocean. In this Tiny/container house concept you will enjoy all our amenities such as our private pool, fire pit, bbq grill, outdoor breakfast, and dining area, Wi-Fi, Tv, 1.5 bathrooms, a fully equipped kitchen and a master bedroom with a direct access to the balcony where you will have the most beautiful sunsets.

Top guest favourite
A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.
Tiny home in Naguabo
4.99 out of 5 average rating, 187 reviews

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

Guest favourite
A vibrant display of bougainvillea blooms frames the entrance to a serene outdoor space. A rustic seating area with wooden furniture is visible, alongside a private pool surrounded by lush greenery, creating a peaceful ambiance in the tropical garden setting.
Place to stay in Cabo Rojo
4.95 out of 5 average rating, 202 reviews

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!!

Guest favourite
A modern oceanfront chalet is visible, featuring a pool surrounded by a patio. White lounge chairs and a wooden table are arranged nearby. The structure showcases a spacious design with large windows and a colorful mural. Lush greenery frames the area under a bright blue sky.
Chalet in Puerto Nuevo
4.95 out of 5 average rating, 297 reviews

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

“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Guest favourite
An outdoor terrace area reveals a green sofa accentuated by natural elements. Potted plants and hanging planters frame the space, while a coffee table sits on a stone pathway. A panoramic view showcases mountains and sky, enhancing the connection to nature.
Tiny home in Villalba Arriba
4.91 out of 5 average rating, 211 reviews

La Casita de Lele

La Casita de Lele offers a space to disconnect from the hustle and bustle of the city, where you can live a country experience. You will find a cozy and unique atmosphere with a panoramic view to enjoy the nature and tranquility that is experienced in the mountains of the island. La Casita de Lele is minutes away from shops and exploration areas. In addition, it is located near the Gastronomic Route of the 149 of PR. Come, Disconnect, Breathe and Live. Dare to live as Lele lived.

Guest favourite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 603 reviews

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.

Guest favourite
The serene outdoor space features a lap pool with glowing lights alongside a stone pathway, leading to a house that overlooks the ocean. A vibrant sunset paints the sky, creating a picturesque backdrop against the calm water.
Home in Rincón
4.97 out of 5 average rating, 141 reviews

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.

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