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Holiday rentals with a pool in Playa Santa

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Playa Santa

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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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, 269 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.

Guest favourite
A wooden terrace features comfortable seating arrangements and a private pool. String lights enhance the ambiance above, while a Puerto Rican flag is displayed prominently. The view of the surrounding landscape and lake creates a serene atmosphere, perfect for relaxing moments.
Home in Ensenada
4.94 out of 5 average rating, 101 reviews

Beach House w Pool - Playa Santa

¡Descubre el paraíso en nuestra Casa Perla! La terraza en madera con piscina privada es el espacio perfecto, con hamaca, TV y vistas al lago para momentos inolvidables. Con 3 habitaciones, acoge cómodamente hasta 9 personas. A un minuto de distancia de Playa Santa y cerca de joyas como Playa la Jungla, Isla Guilligan, La Parguera, Bahía Bioluminiscente, Finca El Girasol, El Fuerte Caprón, Boquerón y mucho más. Contamos con backup de energía con paneles solares.¡Tu escape de ensueño te espera!

Guest favourite
An outdoor area features a spacious pool surrounded by lush greenery. A covered gazebo with a bar and seating area is visible, complemented by a television mounted on the wall. Bright blue skies and distant mountains provide a scenic backdrop.
Home in San Sebastián
4.95 out of 5 average rating, 133 reviews

Loma Del Sol House

Now with Pool Heater Escape to the charming countryside of San Sebastián and discover a retreat where tranquility and natural beauty blend perfectly. This cozy getaway offers breathtaking views and golden sunsets that paint the sky. Relax in three comfortable bedrooms that accommodate up to ten guests. Enjoy a splendid pool and a charming gazebo, perfect for gathering with friends and family. Grill your favorite meats on the BBQ, creating unforgettable memories under the starry sky.

Superhost
A rustic jacuzzi area is framed by wooden walls lined with green accents. Natural light filters through small arch windows, reflecting off the tiled floor and illuminating the inviting space. The glimpse of the blue pool can be seen beyond, enhancing the tranquil atmosphere.
Guest house in Mayagüez
4.87 out of 5 average rating, 341 reviews

Imperial Rustic

Es un penthouse rustico, la piscina y el jaccuzy son totalmente exclusivo para los huespedes, el check in 3 pm y el check out 12 pm Tiene un jaccuzy rustico y varias terazzas, donde pueden contemplar el paisaje de la naturaleza. Tiene un cuarto matrimonial y otro cuarto en el segundo nivel muy romantico para parejas, tiene una cama en el exterior, bbq, hamaca, columpio, sillas reclinables mecedoras, luces en las terrazas y en los cuartos, entre otros para su disfrute.

Guest favourite
A wooden deck leads to a private pool area. Bright blue chairs surround a dining table, providing a space for outdoor relaxation. Lush greenery can be seen in the background, enhancing the vibrant outdoor setting.
Home in Guánica
4.93 out of 5 average rating, 463 reviews

Carlitos Beach House 4

Descubre ‘Carlitos’ Beach House’ en Guánica, un refugio a pasos de Playa Santa 4 minutos caminando . Nuestra villa para 3-4 personas a dormir en una habitación con cama queen y al lado un sofá cama full,consideren bien este detalle .Adicional ofrece confort con una mini-cocina, baño moderno y sistema solar. Disfruta del patio con piscina, cocina completa y barbacoa para momentos inolvidables bajo las estrella. Estacionamiento privado dentro de la facilidades

Top guest favourite
A tranquil outdoor pool is surrounded by lush tropical foliage, providing a serene atmosphere. The clear water reflects the vibrant greenery nearby. A glimpse of a rustic yellow house can be seen in the background through the plants.
Tiny home in Añasco
4.93 out of 5 average rating, 413 reviews

Disconnect in a tiny house in rural Puerto Rico

Experience the perfect harmony of rustic charm and modern comfort at Tiny House @ Finca Figueroa. Escape the city to reconnect with nature, waking up to bird melodies and breathtaking views of lush, rolling fields. This intimate sanctuary is designed for two guests (included in the rate), with the option to add guests for a small additional fee. Breathe in the fresh air and rediscover tranquility in your own private, green paradise.

Top guest favourite
A charming two-building structure is visible from the street, featuring a white exterior with blue trim. A white fence surrounds the property, and a well-maintained driveway leads to the entrance. Lush green vegetation and palm trees are seen on the property, complementing the clear blue sky.
Home in Guánica
4.96 out of 5 average rating, 124 reviews

Playa Santa Breeze- A relaxing zone (private pool)

This an open studio of about 1,000 square feet for your relaxation during your vacation or as your working space area. We provide full internet of 200 mega in order to fulfill your internet needs..... It stands near excellent white beaches and hiking and mountain bike trails for dream experiences.... We are located right out in of the best trails in the south-west zone!! Just west of the Dry Forest...... @Playa Santa!!!

Guest favourite
An A-frame villa is showcased with a triangular wooden structure, large glass windows, and a welcoming entrance. Lush greenery surrounds the property, enhancing its natural setting. The space is bathed in sunlight, creating an inviting atmosphere for guests.
Villa in Rincón
4.91 out of 5 average rating, 144 reviews

Private Pool Beach Villa -Pepe's Village Moonlight

Experience tropical living in a unique A-frame villa, located only minutes away from Almendro’s Beach. Pepe’s Village offers a unique living environment in a comfortable and luxurious space. We take pride in providing a private area where our guests can feel free to emerge themselves into nature. Each villa has a secluded and fenced outdoor living space with a refreshing pool for the enjoyment of our guests.

Top guest favourite
Large glass doors open to reveal a view of the outdoor pool area, framed by greenery and rolling hills under a bright sky. Natural wood elements in the interior provide a rustic feel, while a comfortable chair offers a cozy spot to relax.
Cabin in Calabazas
4.95 out of 5 average rating, 527 reviews

Spectacular private cabin with heated pool.

Relájate en una cabaña privada, rústica y elegante, ideal para una escapada en pareja. Disfruta de vistas espectaculares a las montañas de San Sebastián y de una piscina climatizada solo para ustedes. La propiedad incluye gazebo, área de fogata y espacios al aire libre llenos de tranquilidad. A minutos de excelentes restaurantes y ríos hermosos. Una experiencia única de confort, naturaleza y privacidad.

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, 139 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.

Top guest favourite
The living area is characterized by a spacious gray sofa positioned in front of a wooden TV stand. A large window is adorned with light gray curtains, allowing natural light to illuminate the room. A dining nook can be seen in the background, alongside a fully equipped kitchen featuring a stainless steel refrigerator.
Cottage in Cabo Rojo
4.88 out of 5 average rating, 361 reviews

Lovely “Casita de Campo” with private pool

Tired of being at home? Enjoy a sweet holiday away from routine! Come to this farmhouse-style cottage where you can relax and spend your days in a space full of charm and character. Enjoy the Puerto Rican sun out by the pool, have lunch outside on the picnic table, or simply enjoy your time in a relaxing environment surrounded by nature. And if you like the beach, it is just a short drive away!

Top guest favourite
Cabin in Lares
4.99 out of 5 average rating, 177 reviews

Rocky Road Cabin / Piscina Climatizada

Relájate en esta escapada única y tranquila. Cabaña lujosa con acogedoras instalaciones privadas, rodeada de naturaleza y montañas en el pueblo de Lares. En Rocky Road Cabin, se brinda un entorno acogedor y sereno, ideal para disfrutar en pareja, ofreciendo descanso y tranquilidad. Esta Cabaña está equipada con todas las comodidades esenciales para garantizar una estancia placentera.

Popular amenities for Playa Santa rentals with a pool

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