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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 striking A-frame house is illuminated at night, showcasing its wooden exterior and large glass front doors. Lush greenery and neatly arranged stones adorn the pathway leading up to the entrance, while subtle lighting enhances the surrounding landscape.
Cabin in Aguadilla
4.97 out of 5 average rating, 179 reviews

Blackandwoodcabin Cabin/ chalet in Aguadilla

Cualquier actividad privada, reunión, celebración, fiesta, boda, recepción o evento similar está sujeto a cargos adicionales y debe coordinarse con antelación. Es imprescindible obtener la aprobación previa por escrito de la administración. Los eventos no autorizados están estrictamente prohibidos. Piscina de agua salada, jacuzzi. Un cuarto con tina . Un cuarto con sofá cama y televisor. Cocina completa, microondas. Lavadora y secadora. Planta eléctrica, cisterna de agua. Iluminación nocturna .

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, 252 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
Cabin in San Sebastián
4.98 out of 5 average rating, 110 reviews

Deer Cabin – Heated Pool – Romantic Getaway

Escápate a una experiencia privada en medio de la naturaleza 🌿✨ Deer Cabin es el lugar perfecto para desconectarte del ruido, reconectar contigo y vivir momentos inolvidables en pareja. Disfruta de una piscina climatizada completamente privada, una acogedora cama exterior rodeada de naturaleza y áreas diseñadas para relajarte bajo las estrellas. Cada rincón está pensado para crear paz, romance y exclusividad. Aquí no vienes solo a hospedarte… vienes a sentir.

Top 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
4.97 out of 5 average rating, 123 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.

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, 121 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
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, 457 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.

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, 513 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
4.97 out of 5 average rating, 132 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
Cabin in Lares
4.99 out of 5 average rating, 158 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 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, 148 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 favourite
A charming tiny cabin constructed with wood is situated beside a vibrant blue pool, featuring steps leading into the water. The light-colored patio extends towards the cabin, framed by lush greenery under a clear blue sky. French doors open to welcome guests inside.
Guest house in María Antonia
4.97 out of 5 average rating, 683 reviews

Cabin by the pool (privacy, bbq, a/c)

Escape to nature in your own private tropical cabin — where the beach breeze meets the peaceful stillness of the Guánica Dry Forest. This charming wooden hideaway is completely separate from the main house, offering true privacy and comfort for couples or small groups looking to unwind.

Top guest favourite
The exterior of a modern house is featured, showcasing minimalist architecture with large windows and a light-colored façade. A pathway lined with white stones leads to the entrance, complemented by artificial grass areas. The bright blue accent wall adds subtle color to the inviting entrance.
Home in La Parguera
4.97 out of 5 average rating, 118 reviews

A DAY OFF at La Parguera

Day Off is located in Parguera, Lajas in a quiet community. It is beach-inspired, bright & modern with a home feeling. Has Wi-Fi, Direct TV, is fully equipped and close to pharmacies, supermarkets, bakeries, restaurants, shops & beaches. Best for families or a group of friends.

Popular amenities for Playa Santa rentals with a pool

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