Holiday rentals with a pool in Puerto Rico

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.

Private Pool and Entertainment Area at Lunabelapr

Plan a relaxing getaway while enjoying a private pool with sundeck, fire pit, 100-inch screen projector, gazebo, and pool table that are exclusive for the guests of Lunabela. This special place is just a 10-minute drive from both the beach and Guajataca River, and within walking distance to the mall, restaurants, and bakeries, making it easy to plan your visit and explore Isabela. The unit has a fully stocked kitchen, AC, king-size bed, Wi-Fi, TV, free parking space, BBQ grill, and board games.

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.

Casa Dalila - Luxury Home with Private Pool

Welcome to your own private paradise! This stunning 1-bedroom house has a private pool, laundry, fully-equipped kitchen, living room, workspace, and king-sized bed bedroom by the pool. But that's not all – the interior garden provides a lush oasis to escape and unwind. Perfect for couples seeking a luxurious retreat, this home has everything you need for a comfortable and convenient stay. Located in a peaceful neighborhood, with nearby attractions, book now for the ultimate getaway experience!

Sol y Luna Mountain Retreat Hacienda

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Jungle Bungalow | 1BR Suite | Private Plunge Pool

Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

La Casita de Lele

La Casita de Lele offers a space to disconnect from the hustle and bustle of the city, where you can live a country experience. You will find a cozy and unique atmosphere with a panoramic view to enjoy the nature and tranquility that is experienced in the mountains of the island. La Casita de Lele is minutes away from shops and exploration areas. In addition, it is located near the Gastronomic Route of the 149 of PR. Come, Disconnect, Breathe and Live. Dare to live as Lele lived.

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

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.