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Vacation rentals with a pool in San Juan

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in San Juan

  • Total vacation rentals

    Explore 2,090 vacation rentals in San Juan

  • Nightly prices starting at

    San Juan vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 159,480 verified reviews to help you choose

  • Family-friendly vacation rentals

    900 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 510 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,290 properties have a dedicated workspace

  • Wi-Fi availability

    2,060 of San Juan vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    San Juan's top spots, include Distrito T-Mobile, Paseo de la Princesa, and Museo de Arte de Puerto Rico

Top-rated rentals with a pool in San Juan

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright outdoor area features a rectangular pool surrounded by light-colored tiles. White walls enhance the spacious feel, while an adjoining open-air space reveals a modern kitchen area with a shaded seating area. Lush greenery provides a natural accent, complemented by a clear blue sky.
Home in Santurce

Casa Reyes

Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

LocationFamilyComfort

4.99 out of 5 average rating, 144 reviews
Top guest favorite
Condo in Luquillo

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

Enjoy breathtaking ocean and city views from this corner 12th-floor fully equipped beachfront apartment. The exclusive ocean-facing bedroom features a private balcony, perfect for morning coffee, sunrises/sunsets, and relaxing to the sound of the waves. Enjoy the added convenience of a pool 🏊‍♂️ and direct beach 🏖️ access for a refreshing break. Located near restaurants and local food trucks, and just a short drive from El Yunque, Bio Bay, and the ferry terminal to Culebra and Vieques.

FamilyLocationBathroom

4.89 out of 5 average rating, 444 reviews
Guest favorite
The modern two-story home features a clean, contemporary design with large windows and a welcoming entrance. Lush palm trees are planted in the front yard, complementing the well-maintained landscaping. A driveway and garage are visible, providing convenient parking options.
Home in San Juan

Case Del Sole Duplex w/ Solar-Powered Backup

Welcome to San Juan! This 4-Bed 2-Bath second floor home is centrally located to provide you accessibility to everything you want to do in San Juan PR and close municipalities. When you're not exploring the island, the house has a gorgeous pool & outdoor chairs for an entertaining day. Great place for small family gatherings and couples vacations, but fully equipped as well as needed for long-term rentals. Now, with Solar-Powered backup system and Tesla batteries, prepared for the unexpected.

LocationFamilyLaundry

4.82 out of 5 average rating, 269 reviews
Guest favorite
The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.
Home in San Juan

Water Cistern • Mid-Century Modern House

No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people.

LocationValueParks

4.9 out of 5 average rating, 125 reviews
Top guest favorite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo

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.

FamilyLocationLayout

4.99 out of 5 average rating, 274 reviews
Guest favorite
Home in San Juan

Casa Aurea - Cozy House in Centric Metro Area

Casa Aurea is a charming and cozy retreat that comfortably accommodates up to eight guests, offering everything you need for a relaxing stay in a prime location. Just minutes from Plaza Las Américas, you’ll be close to top restaurants, shopping, and entertainment. Whether you’re visiting with family or friends, Casa Aurea is the ideal place to unwind by the pool or set out to explore all the area has to offer. Come experience the perfect blend of comfort, convenience, and Caribbean charm!

LocationFamilyLaundry

4.96 out of 5 average rating, 102 reviews
Top guest favorite
An aerial view showcases a modern hacienda set on a spacious lawn surrounded by lush greenery and mountains. The property features a turquoise pool and a shaded outdoor seating area, all under a clear blue sky adorned with scattered clouds.
Home in Carolina

Hacienda w/Pool | 18 min Airport | Ocean+Mntn View

✈️ 18 minutes from the airport & 🏖️ 20 minutes from top beaches 🏡 1-acre retreat with ocean & El Yunque mountain views 🏊 35’ x 15’ pool + gazebo, BBQ & hammock 🎮 Game room with Pacman arcade, foosball & more 🛏 5 bedrooms, 7 beds, 4 bathrooms, 2 kitchens – sleeps up to 14 🍽 Fully equipped kitchen + multiple lounging areas ⚡ Fast WiFi, A/C throughout, gated parking & washer/dryer 🪑 Beach chairs, towels & cooler for your outings 📍 Minutes from restaurants, shops & top attractions

LocationValueHospitality

5.0 out of 5 average rating, 100 reviews
Guest favorite
Casa particular in Santurce

Blue lagoon

Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a pool, BBQ and an emergency electric generator, a dock for fishing, and views of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests for an extra cost. To add this service, contact the host. For reservations of three or more nights, you get 1 hour of free jet ski.

ValueLocationBeach

4.93 out of 5 average rating, 113 reviews
Guest favorite
A private outdoor area is illuminated by string lights, creating a warm ambiance at night. The pool, featuring shimmering blue lights, is bordered by sleek lounge chairs. A modern barbecue grill is visible in the distance, surrounded by lush greenery and a clean, well-maintained pathway.
Home in Carolina

Casa Kenia

Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.

ValueLocationTV

4.95 out of 5 average rating, 138 reviews
Guest favorite
A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.
Home in Carolina

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

LocationValueBackyard

4.99 out of 5 average rating, 136 reviews
Guest favorite
Villa in Santurce

Rainbow Luxury Villa Beach House 🏝

Spacious Villa - Beach House with Pool/BBQ Located in awesome Punta Las Marias, Isla Verde, San Juan ( BEACH ENTERTAINMENT DISTRICT OF THE CITY !!! ) Our 4Bedrooms / 3 bathrooms Villa is ready to accommodate up to 15 people ! We are located 30 steps away from the beach, 5 Minutes from Airport, 10 Minutes from La Placita (Party complex) & 15 Minutes from Old SanJuan. Power generator available upon request for an extra charge.

LocationFamilyLaundry

4.95 out of 5 average rating, 238 reviews
Guest favorite
A modern living room features turquoise accent walls, a comfortable sofa adorned with decorative pillows, and a neutral area rug. A coffee table sits in the center, surrounded by a few decorative elements. A Smart TV is mounted on the wall, and ambient lighting enhances the space.
Condo in Carolina

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Enjoy your Caribbean dream vacation in this luxury hotel-style apartment in the heart of Isla Verde. Amazing views from your own balcony of the ocean and city. You will be in the heart of the tourist area with direct access to the beach and surrounded by everything you need to complete your vacation. There are close hotels and within walking distance, there are plenty of restaurants, car rentals, and souvenir shops.

FamilyValueLayout

4.92 out of 5 average rating, 423 reviews

Popular amenities for San Juan rentals with a pool

When is the best time to visit San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 698ﺩ.ﺇ 709ﺩ.ﺇ 735ﺩ.ﺇ 672ﺩ.ﺇ 654ﺩ.ﺇ 646ﺩ.ﺇ 635ﺩ.ﺇ 646ﺩ.ﺇ 595ﺩ.ﺇ 558ﺩ.ﺇ 610ﺩ.ﺇ 657
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