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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
Hut in Hato Viejo
4.98 out of 5 average rating, 218 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 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
4.98 out of 5 average rating, 198 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.

Superhost
A serene view captures the calm waters of La Parguera, with sailboats anchored gently bobbing in the bay. Lush greenery lines the shoreline, providing a contrast to the blue sky scattered with soft white clouds.
Apartment in La Parguera
4.82 out of 5 average rating, 169 reviews

Caribbean Paradise, private cozy room

Lajas, Puerto Rico Hotel-Style Private Room Cozy hotel-style private room for up to 3 guests, featuring one queen bed and an armchair bed. Enjoy a private balcony, a swimming pool within the building, laundry service, and relaxing common areas. Located just a 1-minute walk from La Parguera, where you can find water sport rentals, trips to nearby keys, snorkeling, scuba, boat rentals, beautiful beaches, visits to the bioluminescent bay, plus restaurants and nightlife.

Guest favourite
A cabin-style structure is nestled among lush green palm and banana trees, surrounded by a dense tropical landscape. The building features a deck with railings, offering a cozy space to enjoy nature. Sunlight filters through the foliage, creating a serene environment.
Tiny home in Añasco
4.93 out of 5 average rating, 377 reviews

Disconnect in a tiny house in rural Puerto Rico

Breakfast included! For reservations made from July 2, 2025. For dates up to 31 dic, 2025. This unique experience offers the perfect blend of rustic charm and modern comfort, allowing you to disconnect from the bustling city life and reconnect with nature. Wake up to the melodies of birds chirping, breathe in the fresh air, and bask in the breathtaking views of the lush green fields. Rate include two guests. Extra guest are extra fee. Tiny House @ Finca Figueroa.

Top guest favourite
Flat in Monte Grande
4.97 out of 5 average rating, 206 reviews

El Backyard: NO cleaning FEE-Pool-WiFi-Netflix

El Backyard offers you to enjoy a space for up to 2 guests where tranquility and calm reign. We are located in a rural area (countryside) but just a few minutes from the most beautiful beaches and most exquisite gastronomic environment. * WiFi * Work area (desk/secretarial chair) * FULL bed (mattress memory foam) * Smoking is allowed (in designated area) * Solar water heater *** Newly installed Projector with Netflix NO VISITORS 🚫 NO PETS 🚫

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, 115 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!!!

Top guest favourite
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, 291 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.

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, 465 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 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
4.96 out of 5 average rating, 105 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.

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.
Villa in Guánica
4.93 out of 5 average rating, 444 reviews

Carlitos Beach House 4

Descubre ‘Carlitos’ Beach House’ en Guánica, un refugio a pasos de Playa Santa. 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.

Top guest favourite
Cabin in Lares
5 out of 5 average rating, 108 reviews

Rocky Road Cabin

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 favourite
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, 113 reviews

Coralana - Casita Coral

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.

Popular amenities for Playa Santa rentals with a pool

  1. Airbnb
  2. Puerto Rico
  3. Guánica
  4. Playa Santa
  5. Rentals with pools