
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 2,090 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 159,480 verified reviews to help you choose

Family-friendly holiday rentals
900 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 510 rentals that welcome pets

Rentals with dedicated workspaces
1,290 properties have a dedicated workspace

Wifi availability
2,060 of San Juan holiday rentals include wifi 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.

Magical! Ocean view Cabana w/ Pool Spa on mountain
This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Great 1 bedroom apt in Condado area w/pool
Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Our concierge/doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA CONDADO.

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.

Ocean Park Beachfront & Pool | Steps to the Sand
This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

Private Rainforest Retreat ~10 min to Playa Azul~
Visiting El Yunque & Bio Bay? 🌺 Koko Kai Cabana is the perfect retreat - right between Luquillo and Fajardo - for exploring the Best of the East Coast 🇵🇷... You'll enjoy quiet, country life in the mountains of Juan Martin. But just 15 mins to Luquillo Beach, 20 to El Yunque or Bio Bay & shopping in Fajardo is only 7 mins down the mountain. We live on site, but the cabana is on the "3rd level" above the pool. It's private and tranquil... and everything is just for you two!

Epic Ocean View, 23 floor, Balcony & Free Wi-fi
The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

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.

Amazing Beachfront Suite: King Bed/Full Kitchen
The luxuries of comfort and convenience right on the beach. • Located in the popular Coral Beach in Isla Verde •1 bedroom, 1 bathroom relaxing beach apartment • 2nd story apartment, closer to the pool and beach, with an amazing balcony. • Oceanfront building - Direct Access to one of the best beaches in the world. • Fully equipped + stocked kitchen with dishwasher. • Washer/dryer in apartment • Onsite parking for 1 vehicle.

King Suite Steps from the Beach w/ Parking
Enjoy a stylish experience at this centrally-located studio. In the heart of the Condado neighborhood. As soon as you walk out the front door you are immediately immersed in the lively energy of Puerto Rico. It's steps from the beach and the neighborhood is filled with delicious restaurants and great bars. Please keep in mind the parking provided is not in the building. It is one block away at the Marriott Hotel.

Design Suite「 POOL」Walk to Beach | DUNA by DW
If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.

Romantic Oceanfront Private Patio Full Generator
This oceanfront loft is in the cosmopolitan neighborhood of Condado (San Juan) and is walking distance to a great variety of restaurants, bars, entertainment venues, water sports, movie theaters, and zip lines. It has the most amazing terrace, partially uncovered, so you can sunbath in style while contemplating the turquoise sea. It offers stunning water views from the inside as well as from its patio.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Tropical Villa Private pool Wi-Fi and Netflix

Pool House by Airport | Central A/C & BBQ Grill

Hidden Coast

Luxury Casa Caliad

Black House

Unique Luxury Villa: Private Pool & Generator

The Leaves Apartments #2

Lake Villa House in Toa Baja, Puerto Rico
Apartment rentals with a pool

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

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

San Juan-Condado Ashford Ave. Best Studio!

Isla Verde Beachfront Studio near restaurants,bars

BEACHFRONT OCEANVIEW CHIC CABIN/POOL+GYM+PKG

Palms & Ocean View 1br 1bth + Pool + Beach Access

Serenity by the Beach
Other holiday rentals with a pool

Contemporary Condado Beach Studio with Ocean View

Casa Encanto Rainforest Retreat

Pelican Suite | Ocean View | Pool | King Bed

Beach Walk / Pool / Backup Power & Water

Casa Lola | Trendy Ocean View Studio

Ashford Imperial Condo- Oceanview and Parking

Corner Condo with Ocean View Balcony

Red Door Lovely 1 Bedroom unit with small patio
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £142 | £144 | £150 | £135 | £128 | £126 | £129 | £132 | £121 | £114 | £124 | £134 |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°C |
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- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Los Tubos Beach
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- La Guancha
- Playa puerto nuevo
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