
Vacation rentals with a pool in Puerto Rico
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Puerto Rico
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Hacienda Sol y Luna Mountain Retreat
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 PR just 50 min. from Ponce PSE, 1:50 from San Juan SJU.

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.

Hacienda Lucero: Your Tropical Lakefront Escape
Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

Secluded Coffee Farmhouse w/ Heated Pool & Chimney
Owned 100% by a local family from Adjuntas, PR—two women veterans and a former firefighter—Hacienda del Holandés is a mountain escape on a working coffee farm. Fall asleep to the Coquí, wake to birdsong, sip coffee with stunning views, relax in the heated pool, and end your day by the fire pit or chimney. Perfect for unwinding, exploring, and reconnecting. BOOK NOW! ❄️ No A/C: Due to our mountain location, our home does NOT have air conditioning in any rooms or areas. Night temps: 68-70°F.

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.

Casa Aleeza - Pool & Basketball court 5 BDR / 4 Ba
Spacious home to relax and have fun! Casa Aleeza offers a safe and private location that provides everything you need to disconnect and have a great time. The house offers plenty of space and private amenities that includes a pool table, basketball court and a cozy pool with a BBQ Grill. You probably won't want to leave the house... but if you want to, you will be only 15 min away from Rincon, 25 min away from Aguadilla and 3 minutes away from the Pico de Piedra Beach area in Aguada.

“CASA ROARK” is a one-of-a-kind oceanfront chalet.
“CASA ROARK” IS A ONE-OF-A-KIND OCEANFRONT CHALET WITH VIEWS THAT CAN EASILY BE AMONG THE MOST BEAUTIFUL WORLDWIDE. IT IS ONLY A FEW STEPS FROM THE BEACH. THE RECENTLY REMODELED CHALET HAS 4 BEDROOMS, ALL WITH A/C AND 65"TVS; THE 1st MASTER ROOM HAS A KING-SIZE BED AND A TWIN SOFA BED, THE 2nd MASTER BEDROOM HAS A QUEEN SIZE BED, THE 3rd HAS 2 BUNK BEDS AND THE 4th ROOM HAS TWO TWIN SIZE BEDS. YOU HAVE A BEAUTIFUL HEATED POOL OVERLOOKING THE OCEAN. POOL USE IS ONLY FOR OUR GUESTS.

Beautiful House, 24/7 Security, Gated Community
Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 45 min to the airport, 50 min to Old San Juan. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas.

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.

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.

Villa Estrella PR (near Airport & Beach)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
Popular amenities for Puerto Rico rentals with a pool
House rentals with a pool

Serene Mountain Escape | Casa Serena Private Pool

Private 2BR/2.5 BA W. Ocean View & Heated Infinity Pool

Monte Niebla, a piece of heaven in the mountains

Monte Oasis: House & Glamping w/ Pool & Hot Tub

Aires del Campo (Private Climatized Pool)

Hacienda Azucena, Río Grande, Yunque Rain Forest

ONE STOP VACATION HOME, w private pool and jaquzzi

Villa Coralina
Condo rentals with a pool

Pristine 4 bdrm (all private) steps to beach/golf

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

Deja Blue BeachFront Apartment @ Isla Verde

Ocean View Luxury Condo

Beachfront Luxury @ Mar Chiquita

New! Breath Taking View at Las Casitas Village

Oceanfront Luxury @ Wyndham Rio Mar Resort

Blue Pearl-1 Beachfront Retreat@Playa La Pared
Other vacation rentals with a pool

Casa Playa Tropical, Tropical Beach House & Pool

Vista Linda Haus

The Best View of PR with infinity pool with Heater

Montaña Viva PR

La Casita de Lele

Instantes II Heated Private Pool, Scenic Views

Private Pool Cabin for 4 people

Chalet De Los Vientos
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