Holiday rentals with a pool in Playa Santa

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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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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

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!

4.94 out of 5 average rating, 109 reviews

Guest favourite

Home in Cabo Rojo

PR Rental Paradise Beach Front House

PR Rental Paradise This Beach front house with nautical and sea decorations, have great space for group travel family and friends. Fully equipped with everything you need for your vacation; beach access, private pool, patio with gazebo BBQ and pool bar. Located in one of the most charming coastal cities in PR., you can be instantly transported to a very relaxing coastal location close to tourist spots such as the lighthouse, the salt flats and beautiful beaches with unforgettable sunsets.

4.94 out of 5 average rating, 153 reviews

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

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!!

4.95 out of 5 average rating, 210 reviews

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

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.

4.95 out of 5 average rating, 155 reviews

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

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.

4.94 out of 5 average rating, 130 reviews

Top Guest favourite

Home in La Parguera

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.

4.97 out of 5 average rating, 140 reviews

Guest favourite

Home in Guánica

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

4.93 out of 5 average rating, 477 reviews

Top Guest favourite

Apartment in La Parguera

La Parguera apartamento

Amplio apartamento con un acogedor balcón, 2 habitaciones y un baño completo. Un fabuloso balcón, el lugar perfecto para disfrutar de la brisa después de un largo día de aventura. La Parguera es conocida por sus actividades como: snorkeling, excursiones impresionantes, buceo y ir a los cayos. Puedes alquilar botes y es perfecto para llevar tu Kayak, Paddle Board y jetski.. Las mejores playas de Puerto Rico están cerca de la Parguera.

4.95 out of 5 average rating, 151 reviews

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

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!!!

4.96 out of 5 average rating, 127 reviews

Superhost

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

"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.

4.82 out of 5 average rating, 326 reviews

Top Guest favourite

Cabin in Lares

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.

5.0 out of 5 average rating, 216 reviews

Guest favourite

Cabin in San Sebastián

Monte Sereno · Private Heated Pool Retreat

Escape to a private and romantic getaway with a heated pool, stunning mountain views and total privacy. Just minutes from rivers, waterfalls and local dining, this modern retreat is designed for couples looking to relax and disconnect. Enjoy peace of mind with a backup generator, water cistern and solar heater for a comfortable and uninterrupted stay.

4.96 out of 5 average rating, 105 reviews