
Holiday 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.

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 Galloza - 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!

Idyllic Beachfront Penthouse w/Private Plunge Pool
The space and plunge pool is for your private use. Beachfront & remodeled floor-to-ceiling. Awake to sea views from the bedroom & step out onto a wraparound terrace for panoramic views of an endless blue horizon. Cook on a built-in grill and dine alfresco in a sheltered indoor-outdoor space. Stargaze from patio chairs after nightfall. * A whole-house generator & huge water cistern safeguard us against most storms. * Note that this is the Top Unit of a 3 unit property. Adults Only Please!

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.

Vista Linda Haus
At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Casa Encanto Rainforest Retreat
This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

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.
Popular amenities for Puerto Rico rentals with a pool
House rentals with a pool

Buyé Beach Villa

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

A Romantic Ocean View, Heated Pool & Generator

Villa Estrella PR (near Airport & Beach)

Mountain Retreat • Private Pool • Nature + Peace

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

Oceanfront 4BR w/ Private Pool + Beach Access

Romantic Casa Diaz | Private Pool + Ocean Views
Apartment rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Beautiful Beachfront Condo in Isla Verde / San Juan

Breathtaking Ocean View/ Beach Front Condado

Beachfront & Pool at the Best Location in Condado

Beachfront * King Bed * Washer/D Walk Everywhere

Beachfront Luxury @ Mar Chiquita
Other holiday rentals with a pool

Instantes 3 Cozy Cabin Getaway

Contemporary Condado Beach Studio with Ocean View

King Suite Steps from the Beach w/ Parking

Private Beach House/Private Pool/Heated

Beautiful View Chalet

Spectacular private cabin with heated pool.

Villa Renata ⛵️Beachfront house🏝 private Pool 🏝

Costa Solana II - Beachfront Villa & Private Pool
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