
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.

Monte Lindo Chalet (Romantic cabin in the woods)
THE ENTIRE PROPERTY FOR TWO GUESTS, EXCEPT THE TWO SECONDARY ROOMS THAT WILL REMAIN CLOSED When you arrive at Monte Lindo Chalet, the first thing you experience is a feeling of deep peace. When you close the gate of the estate you realize the security and privacy of the place. In front of the Chalet you can appreciate a beautiful structure surrounded by lush nature that invites you to be creative. Live the experience you've always dreamed of with your partner and create memories for a lifetime.

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.

Loma Del Sol House
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.

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.

Disconnect in a tiny house in rural Puerto Rico
Experience the perfect harmony of rustic charm and modern comfort at Tiny House @ Finca Figueroa. Escape the city to reconnect with nature, waking up to bird melodies and breathtaking views of lush, rolling fields. This intimate sanctuary is designed for two guests (included in the rate), with the option to add guests for a small additional fee. Breathe in the fresh air and rediscover tranquility in your own private, green paradise.

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!!!

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 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.

"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.

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.

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.

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.

Coralana - Coral House
Discover a charming coastal retreat. Escape the hustle and bustle and find tranquility in the beautiful beach house. As you step through the gate, you'll be greeted by the serenity and natural beauty of this coastal oasis. Perfect for a revitalizing vacation or a quiet getaway, the house is designed to offer you a cozy and serene experience.
Popular amenities for Playa Santa rentals with a pool
House rentals with a pool

Buyé Beach Villa

A Romantic Ocean View, Heated Pool & Generator

Mango Mountain #6 Design, Pool, Patio, Ocean Views

Casa Doce: Entire Home w/ Heated Pool in Rincón

Casa Las Palmas

Nature Escape, Outdoor Cinema & River Adventure

“Sea House Of Beauty” Beachfront/Pool/AC/Wifi

Casa Blū: Relaxing Ocean View, w pool Home
Condo rentals with a pool

Combate Ocean Breeze in Combate, Cabo Rojo, Puerto Rico

Pet friendly Beach side Condo with Pool!

Tropical Sunset Penthouse • Rooftop & Hot Tub

Acqua Boqueron Villa • Comfort & Backup Power

Beachfront Oasis - Recently remodeled!

From the Cabo Rojo Lighthouse Penthouse Retreat- Beach Vibes

The Salty Scape Villa

Cozy Penthouse Apt With Pool and a Private Rooftop
Other vacation rentals with a pool

Villa Sunset Breeze: Private Pool | Panoramic View

Private Beach house w/ generator & next to beach

The Pelican Suite

Beach House w Pool - Playa Santa

HORNED DORSET- PRIVATE PLUNGE POOL

Lovely “Casita de Campo” with private pool

Cerro Vega "cozy tiny house" Pool with heater

Playa Santa Retreat
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- Rentals with pools Guánica
- Rentals with pools Puerto Rico
- Playa El Combate
- Buyé Beach
- Montones Beach
- Playa Jobos
- Toro Verde Adventure Park
- Los Tubos Beach
- Museo de Arte de Ponce
- Surfer's Beach
- Cueva del Indio
- Domes Beach
- Middles Beach
- Club Deportivo del Oeste
- Arecibo Observatory
- La Guancha
- Gozalandia Waterfall
- Museo Castillo Serralles
- University of Puerto Rico at Mayaguez
- Playa Córcega
- Yaucromatic
- El Paterre
- Camuy Caves
- Túnel Guajataca
- Boquerón Beach National Park
- El Faro De Rincón




