
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.

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.

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.

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.

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!

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.

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

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!!!

"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.

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.

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
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.

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.
Popular amenities for Playa Santa rentals with a pool
House rentals with a pool

Relax Cabin with Infinity Pool (La Francisca)

Serena Cabin: Saltwater Pool-King Bed-In Puntas

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

Casa Dalila - Luxury Home with Private Pool

Casa Pelícano Rincon

Casa Tsabar: Modern Home with Ocean Views & Pool

Home Gym-Ocean Views- Salt Water Lap Pool-Hammocks

Cayito Del Sol Villa
Apartment rentals with a pool

Caribbean Paradise, private cozy room

"Seas the Day" 2 BR/2BA Beachfront/pool.

Paradise in Boquerón, Puerto Rico

Acqua Boqueron Villa • Comfort & Backup Power

Cozy Penthouse Apt With Pool and a Private Rooftop

Ris at Combate

From the Cabo Rojo Lighthouse Penthouse Retreat- Beach Vibes

HDP oceanfront Villa
Other holiday rentals with a pool

Aqualuna Luxury Paradise / Private Pool

Desecheo Suite II at Ocaso Luxury Villas

Villa Sunset Breeze: Private Pool | Panoramic View

Exotic with private pool! Just 3 min to the beach!

Villa Pazo Sobrino

Disconnect in a tiny house in rural Puerto Rico

Albor Luxury Villa a Delightful tiny home w/ pool

Deer Cabin | Heated Pool & Total Privacy
Destinations to explore
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- La Romana Holiday rentals
- Ponce Holiday rentals
- Buyé Beach
- Playa El Combate
- Playa Jobos
- Montones Beach
- Toro Verde Adventure Park
- Domes Beach
- Los Tubos Beach
- Club Deportivo del Oeste
- Cueva del Indio
- La Guancha
- Yaucromatic
- Museo de Arte de Ponce
- Surfer's Beach
- Gozalandia Waterfall
- Camuy Caves
- Boquerón Beach National Park
- Middles Beach
- Túnel Guajataca
- El Faro De Rincón
- El Paterre
- Playa Córcega
- Parque de Colón
- Museo Castillo Serralles
- Puerto Rico Premium Outlets





