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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, 221 reviews

Monte Lindo Chalet (Cabaña romántica en el bosque)

TODA LA PROPIEDAD PARA DOS HUÉSPEDES,MENOS LAS 2 HABITACIONES SECUNDARIAS QUE PERMANECERÁN CERRADA Cuando llegas a Monte Lindo Chalet, lo primero que experimentas es una sensación de profunda paz. Al cerrar el portón de la finca te daz cuenta de la seguridad y privacidad del lugar. Frente al Chalet puedes apreciar una hermosa estructura rodeada de exuberante naturaleza que los invita a ser creativos. Vive la experiencia que siempre haz soñado junto a tu pareja y crea memorias para toda la vida.

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, 203 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 favorite
An aerial view captures a wooden cabin surrounded by lush greenery, showcasing a private swimming pool and a winding pathway. Tropical plants and trees create a serene atmosphere, while the cabin features a modern roof and is set against a backdrop of mountains.
Cabin in Juan González
4.91 out of 5 average rating, 369 reviews

Cabaña Rancho del Gigante

Acerca de este espacio Bienvenidos a Rancho del Gigante un punto de encuentro entre la naturaleza y tú ser interno. Encontrarás una pequeña cabaña con impresionantes vistas de las montañas. Rancho del Gigante te invita a sumergirte en esta aventura romántica para aventureros, pareja o viajeros. A solo 30 min de Ponce una de las ciudades de Puerto Rico. ACCESO COMPLETAMENTE ARREGLADO Y PRIVADO. La cabaña no tiene casas alrededor, estará totalmente inmerso en una finca con portón privado.

Superhost
A bright mezzanine area features four single beds with white bedding, surrounded by wooden walls and a high ceiling. Two surfboards are mounted on the walls, and ample natural light filters through large windows, providing an airy atmosphere.
Home in Playa Santa, Guanica
4.85 out of 5 average rating, 126 reviews

Casa Mikaela - Puerto Rico

Chalet styled Beach House completely furnished. Two air-conditioned bedrooms with 4 beds, plus a non-air-conditioned ( ceiling fan ) mezzanine area with additional 4 single beds. Two bathrooms with shower and a fully equipped kitchen. Private small Pool ( 15' x 15' ) 3' depth, terrace and nice landscape patio. Located at 4 minutes walking distance from 3 different beaches. including "Playa Santa del Caribe Beach", one of the best kept secret beaches of the Caribbean.

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, 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 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, 292 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 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, 468 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
4.96 out of 5 average rating, 108 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 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, 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 favorite
Cabin in Lares
5 out of 5 average rating, 113 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 favorite
An aerial view of a spacious home surrounded by lush greenery. The pink-roofed structure features a central pool area, complete with lounge chairs. The property is set amidst tropical landscaping, enhancing the serene atmosphere of the location.
Home in Adjuntas
4.98 out of 5 average rating, 254 reviews

Secluded Coffee Farmhouse w/ Heated Pool & Chimney

Owned 100% by a local family from Adjuntas, PR—two women veterans and a former firefighter—Hacienda del Holandés is a mountain escape on a working coffee farm. Fall asleep to the Coquí, wake to birdsong, sip coffee with stunning views, relax in the heated pool, and end your day by the fire pit or chimney. Perfect for unwinding, exploring, and reconnecting. BOOK NOW!

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, 116 reviews

Coralana - Casita Coral

Descubre un refugio costero encantador. Escapa del bullicio y encuentra tranquilidad en la hermosa casita de playa. Al cruzar el portón, te recibirán la serenidad y la belleza natural de este oasis costero. Perfecta para unas vacaciones revitalizantes o una escapada tranquila, la casita está diseñada para ofrecerte una experiencia acogedora y serena.

Popular amenities for Playa Santa rentals with a pool

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