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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, 285 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, 103 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
A vibrant display of bougainvillea blooms frames the entrance to a serene outdoor space. A rustic seating area with wooden furniture is visible, alongside a private pool surrounded by lush greenery, creating a peaceful ambiance in the tropical garden setting.
Place to stay in Cabo Rojo
4.95 out of 5 average rating, 203 reviews

Exotic with private pool! Just 3 min to the beach!

Unwind at this stunning Caribbean paradise. For a tropical hideaway, this rental retreat in Boquerón, PR is surrounded by exotic plants in a lush garden setting with a private pool. Just 3 minutes away from downtown where the sunsets are endless and majestic. The warmest and calm beaches on the west side of the island are just 5 minutes away. The rustic ambiance will make you enjoy the mojitos made by you. The ingredients are provided by Casa Mojito. Time to escape to the Caribbean!!

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
4.94 out of 5 average rating, 145 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.

Top Guest favourite
An outdoor space features a cozy seating area with two dark chairs positioned around a wooden picnic table. The area is surrounded by gravel and shaded by a large tree, with a turquoise awning providing additional cover.
Home in Ensenada
4.94 out of 5 average rating, 117 reviews

Caño Azul

Un espacio familiar cerca de la playa. Su ubicación particular de Casita Caño Azul te ofrece la oportunidad de disfrutar de un concierto de gallos principalmente en horas de la mañana. Si quieres disfrutar de esta experiencia tan cultural y puertorriqueña, este es el lugar perfecto para compartir y crear hermosos recuerdos. Además, disfruta de la vida silvestre que rodea la casita, escuchando el cantar de los pajaros, respirando el aire salino y conectando con la naturaleza.

Top Guest favourite
Home in La Parguera
4.98 out of 5 average rating, 132 reviews

DAY OFF at La Parguera

Welcome to Day Off, a cozy coastal-style home located in a peaceful community in La Parguera. It's the perfect getaway for families, couples, or friends looking to relax and create lasting memories in the southwest of PR. Enjoy a spacious backyard with pool, BBQ area, Wi-Fi, and a fully equipped kitchen. Our location is ideal—just minutes from pharmacies, supermarkets, bakeries, restaurants, beaches, the attractions that La Parguera has to offer.

Guest favourite
Home in Guánica
4.93 out of 5 average rating, 468 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
An aerial view captures a serene pool surrounded by lush greenery and palm trees. The area features lounge chairs for relaxation, and the surrounding landscape showcases a variety of trees and plants, creating a peaceful atmosphere.
Cabin in San Sebastián
4.97 out of 5 average rating, 127 reviews

Deer Cabin | Heated Pool & Total Privacy

🌿 Private Romantic Escape in Nature Deer Cabin is the perfect getaway for couples looking to relax, reconnect, and enjoy complete privacy surrounded by nature. Enjoy a private heated pool, cozy outdoor bed, fire pit area, air conditioning, and a fully equipped kitchen for a comfortable and unforgettable stay. Every corner is designed for peace, romance, and relaxation under the stars. At Deer Cabin, you don’t just stay… you experience.

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, 126 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 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, 318 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 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, 540 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
Condo in Boquerón
4.99 out of 5 average rating, 150 reviews

Tropical Sunset Penthouse • Rooftop & Hot Tub

Newly renovated penthouse with three private parking spaces. The master bedroom has a balcony, and the home includes a fully equipped kitchen, smart TVs, and luxury bathrooms. Enjoy 360° views from the rooftop terrace with private hot tub. The property offers a main and children’s pool, basketball court, and playground. Just a five-minute walk to Combate Beach, restaurants, bars, and a public boat ramp.

Popular amenities for Playa Santa rentals with a pool

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