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Vacation 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 favorite
Hut in Hato Viejo
4.98 out of 5 average rating, 243 reviews

Monte Lindo Chalet (Romantic cabin in the woods)

THE ENTIRE PROPERTY FOR TWO GUESTS, EXCEPT THE TWO SECONDARY ROOMS THAT WILL REMAIN CLOSED When you arrive at Monte Lindo Chalet, the first thing you experience is a feeling of deep peace. When you close the gate of the estate you realize the security and privacy of the place. In front of the Chalet you can appreciate a beautiful structure surrounded by lush nature that invites you to be creative. Live the experience you've always dreamed of with your partner and create memories for a lifetime.

Top guest favorite
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, 246 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 favorite
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
4.97 out of 5 average rating, 118 reviews

Loma Del Sol House

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.

Guest favorite
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, 399 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 favorite
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, 120 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 favorite
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.
Villa in Guánica
4.93 out of 5 average rating, 455 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 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 estrellas. Con estacionamiento privado, ‘Carlitos’ Beach House’ es más que un alojamiento, es una escapada romántica única.

Guest favorite
A shaded gazebo is positioned next to a large swimming pool, surrounded by a tiled patio. Lush ferns hang from the gazebo, adding greenery. The pool is illuminated under sunlight, with a clear blue hue, while a garden area and additional seating can be seen in the background.
Home in Guánica
4.82 out of 5 average rating, 301 reviews

"Porta del sol" "with private pool"

Private Home located in the south area of Puerto Rico in excellent area to enjoy the beautiful beaches of Guánica 10 minutes from La Parguera in Lajas PR. There is ample parking and ramp for boats at 3min. includes 2 rooms, private bathroom, Complete kitchen. Large terrace and pool with overlooking the caribbean sea. Very quiet and relaxing place. minutes from restaurants, supermarket, and beautiful beaches.

Top guest favorite
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, 506 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.

Top guest favorite
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, 130 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 favorite
Cabin in Lares
4.99 out of 5 average rating, 152 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.

Top guest favorite
A charming beach house is illuminated at night, showcasing warm lighting along its exterior. Two wooden chairs are positioned invitingly on a gravel pathway, complemented by subtle landscaping and a few potted plants nearby, creating a serene outdoor space.
Home in Ensenada
5 out of 5 average rating, 140 reviews

Coralana - Coral House

Discover a charming coastal retreat. Escape the hustle and bustle and find tranquility in the beautiful beach house. As you step through the gate, you'll be greeted by the serenity and natural beauty of this coastal oasis. Perfect for a revitalizing vacation or a quiet getaway, the house is designed to offer you a cozy and serene experience.

Top guest favorite
An aerial view of the property reveals a modern house surrounded by landscape, with a sparkling pool and outdoor seating beneath a pergola. Soft lighting highlights the welcoming gathering area, creating a serene atmosphere for relaxation.
Tiny home in Añasco
4.94 out of 5 average rating, 179 reviews

Montaña Viva PR

Viva mountain is a magical place surrounded by the big river of Añasco. Here you can restart and make direct contact with nature. It is created with the most delicate details with our guests in mind. Here you can feel the cool breeze of the river, see the birds fly, hear their song and admire the beauty of mother nature.

Popular amenities for Playa Santa rentals with a pool

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