
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.

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.

Caribbean Paradise, private cozy room
Lajas, Puerto Rico Hotel-Style Private Room Cozy hotel-style private room for up to 3 guests, featuring one queen bed and an armchair bed. Enjoy a private balcony, a swimming pool within the building, laundry service, and relaxing common areas. Located just a 1-minute walk from La Parguera, where you can find water sport rentals, trips to nearby keys, snorkeling, scuba, boat rentals, beautiful beaches, visits to the bioluminescent bay, plus restaurants and nightlife.

Disconnect in a tiny house in rural Puerto Rico
Breakfast included! For reservations made from July 2, 2025. For dates up to 31 dic, 2025. This unique experience offers the perfect blend of rustic charm and modern comfort, allowing you to disconnect from the bustling city life and reconnect with nature. Wake up to the melodies of birds chirping, breathe in the fresh air, and bask in the breathtaking views of the lush green fields. Rate include two guests. Extra guest are extra fee. Tiny House @ Finca Figueroa.

El Backyard: NO cleaning FEE-Pool-WiFi-Netflix
El Backyard offers you to enjoy a space for up to 2 guests where tranquility and calm reign. We are located in a rural area (countryside) but just a few minutes from the most beautiful beaches and most exquisite gastronomic environment. * WiFi * Work area (desk/secretarial chair) * FULL bed (mattress memory foam) * Smoking is allowed (in designated area) * Solar water heater *** Newly installed Projector with Netflix NO VISITORS 🚫 NO PETS 🚫

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!!!

"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.

Carlitos Beach House 4
Descubre ‘Carlitos’ Beach House’ en Guánica, un refugio a pasos de Playa Santa. 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.

Rocky Road Cabin
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 - Casita Coral
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

A DAY OFF at La Parguera

Casa Carey - 3BR house w/heated pool& home theater

Rincón Sea Beach Cottage w/Pool, Steps to Beach!

Bello Amanecer Guest House with Private Pool

Mango Mountain #7 Poolside, Caribbean View, Patio

Serena Cabin: Saltwater Pool-King Bed-In Puntas

Casa Dalila - Luxury Home with Private Pool

★ Beachfront ★ with Infinity Pool & Gated Parking.
Apartment rentals with a pool

Ocean front Pelican Reef Studio, Rincón P.R.

Pet friendly, power System ready Beach side Condo.

Roof Top Ocean view Aguada Rincon

Tropical Sunset Penthouse • Rooftop & Hot Tub

Pelican Beachfront Paradise

Pelican Reef Paradise – Direct Beach Access & View

“Del Faro” Penthouse Retreat- Beach Vibes Condo

The Salty Scape Villa
Other holiday rentals with a pool

Casa María 1 Retreat

Villa Sunset Breeze: Private Pool | Panoramic View

Casa Mikaela, Puerto Rico

Private Beach House/Private Pool/Heated

Blue Coral Villa | Pool | Steps from Buyé Beach

La Cabaña del Cerro (The Hill Cabin). A heated pool

Playera Beach House

VILLA WHITH POOL steps from the buye beach
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- Rentals with a patio Playa Santa
- Rentals with beach access Playa Santa
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- Beachfront rentals Playa Santa
- Waterfront rentals Playa Santa
- Rentals with pools Guánica
- Rentals with pools Puerto Rico
- El Combate Beach
- Playa Mar Chiquita
- Buye Beach
- Playa de Tamarindo
- Bahía Salinas Beach
- Playuela Beach
- Playa Jobos
- Playa Salinas
- Peñón Brusi
- Toro Verde Adventure Park
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- Los Tubos Beach
- Museo de Arte de Ponce
- Cueva del Indio
- Reserva Marina Tres Palmas
- Surfer's Beach
- Playa La Ruina
- Middles Beach
- Playa de Jauca
- Los Tubos Surf Beach
- Arecibo Observatory
- Panteon Nacional Roman Baldorioty de Castro
- Playa Pelícano




