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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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Guest favourite
Home in Cabo Rojo
4.94 out of 5 average rating, 151 reviews

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.

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
4.95 out of 5 average rating, 153 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
Home in La Parguera
4.97 out of 5 average rating, 138 reviews

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.

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, 108 reviews

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!

Superhost
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
4.9 out of 5 average rating, 418 reviews

Rancho del Gigante Cabin

About this space Welcome to Rancho del Gigante, a meeting place between nature and your inner self. You'll find a small cabin with stunning mountain views. Rancho del Gigante invites you to immerse yourself in this romantic adventure for adventurers, couples or travelers. Just 30 minutes from Ponce, one of Puerto Rico's cities. FULLY FIXED AND PRIVATE ACCESS. The cabin has no houses around it, you will be totally immersed in an estate with a private gate.

Guest favourite
Home in Guánica
4.93 out of 5 average rating, 475 reviews

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

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, 127 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, 323 reviews

"Sun Gate" "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
Apartment in Boquerón
4.99 out of 5 average rating, 160 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.

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, 151 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
5.0 out of 5 average rating, 206 reviews

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.

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, 550 reviews

Spectacular private cabin with heated pool.

Relax in a private, rustic and elegant cabin, ideal for a couple's getaway. Enjoy spectacular views of the San Sebastián mountains and a heated pool just for you. The property includes a gazebo, campfire area, and outdoor spaces full of tranquility. Minutes from great restaurants and beautiful rivers. A unique experience of comfort, nature and privacy.

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