Vacation 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 favorite

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.

LocationFamilyCondition

4.94 out of 5 average rating, 151 reviews

Guest favorite

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!!

FamilyValueTV

4.95 out of 5 average rating, 208 reviews

Top guest favorite

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.

ValueFamilyView

4.95 out of 5 average rating, 153 reviews

Top guest favorite

Home in La Parguera

A 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.

ValueLocationGrill

4.97 out of 5 average rating, 138 reviews

Guest favorite

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

Discover paradise in our Casa Perla! The wooden terrace with a private pool is the perfect space, with a hammock, TV and lake views for unforgettable moments. With 3 bedrooms, it comfortably accommodates up to 9 people. One minute away from Playa Santa and close to gems such as Playa la Jungla, Isla Guilligan, La Parguera, Bahía Bioluminiscente, Finca El Girasol, El Fuerte Caprón, Boquerón and much more. We have backup power with solar panels.Your dream escape awaits!

LocationFamilyCheckout

4.94 out of 5 average rating, 108 reviews

Guest favorite

Home in Guánica

Carlitos Beach House 4

Discover 'Carlitos' Beach House' in Guánica, a retreat just steps from Playa Santa, a four-minute walk away. Our villa for 3-4 people to sleep in a room with a queen-size bed and a full sofa bed next to it. Please consider this detail carefully. It also offers comfort with a mini-kitchen, a modern bathroom and a solar system. Enjoy the patio with pool, full kitchen and barbecue for unforgettable moments under the stars. Private parking inside the facilities

FamilyLocationBreakfast

4.93 out of 5 average rating, 475 reviews

Top guest favorite

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.

ValueLocationWalkability

4.95 out of 5 average rating, 150 reviews

Superhost

Cottage in Guánica

Steps to Playa Santa Pool Table BBQ & Now w Pool

Just steps from Playa Santa, this coastal getaway offers a peaceful retreat for families and beach lovers alike. Enjoy the spacious outdoor area for ultimate relaxation and fun. NOW with pool and many extras! 🏖️ Steps from Playa Santa and La Jungla Beach 💦 Brand new underground pool with gazebo 👧 Fully fenced 🌅 Wrap-around balcony 🎱 Pool table, BBQ, and hammock for fun 📅 Book your beach getaway today Boricua-owned! 🇵🇷

LocationFamilyGetting around

4.83 out of 5 average rating, 115 reviews

Top guest favorite

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

A family space near the beach. Its particular location of Casita Caño Azul offers you the opportunity to enjoy a rooster concert mainly in the morning hours. If you want to enjoy this very cultural and Puerto Rican experience, this is the perfect place to share and create beautiful memories. Also, enjoy the wildlife surrounding the house, listening to the birds singing, breathing the salty air, and connecting with nature.

FamilyValuePool

4.94 out of 5 average rating, 123 reviews

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

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!!!

ValueLocationPool

4.96 out of 5 average rating, 127 reviews

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

"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.

LocationFamilyAmenities

4.82 out of 5 average rating, 325 reviews

Top guest favorite

Cabin in Lares

Rocky Road Cabin / Piscina Climatizada

Take it easy at this unique and tranquil getaway. Luxurious cabin with cozy private facilities, surrounded by nature and mountains in the village of Lares. Rocky Road Cabin provides a cozy and serene environment, ideal for enjoying as a couple, offering rest and tranquility. This cabin is equipped with all the essential amenities to ensure a pleasant stay.

ValueLocationPool

5.0 out of 5 average rating, 208 reviews