
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!

One of a Kind Villa w/ Private Pool & Views in SJ
Grace yourself and experience the sunset like you’ve never before while enjoying the tranquility and fresh air of the mountain. Our villa is one of (3) units at Loma View House. The property is perfectly tucked away in the hills while amazingly close to everything you need. It is a gem for those who wish to experience Puerto Rico on a deeper level, away from the tourist trap. Not only is it beautifully furnished, the apartment has the perfect private pool…paradise only 10mins away from SJU.

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.

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.

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.

Casa Kenia
Disfruta de una experiencia con estilo en este alojamiento céntrico, elegante y divertido . Estamos a tan solo 8 minutos de el aeropuerto, 10 minutos del Mall of San Juan, 20 minutos del viejo San Juan y 9 minutos de Condado y sus playas. English Enjoy a great experience in this centrally located, stylish, loving, comfortable and well equipped home. Located near Luis Munoz Marin airport. Minutes from beautiful beaches, restaurants, shops, the Condado area and Old San Juan.

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.

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.

Casa Encanto Rainforest Retreat
Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

2 Min Beach | Backup Power | Heated Pool
Everything you need; nothing to worry about; a vacation without interruptions. Walk to Isla Verde Beach, relax in the heated pool, and enjoy backup power and running water throughout your stay. Beach chairs, towels, and a cooler are ready before you arrive. Inside you'll find a spotless modern villa with full A/C, fast Wi-Fi, free parking, easy self-check-in, and everything you need for a stress-free Puerto Rico getaway.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Casa Reyes

Villa Tropical Piscina privada Wifi y Neflix

Luxury Casa Caliad

Costa Escondida

Casita Negra

The Leaves Apartments #2

Lake Villa House in Toa Baja

Hacienda Azucena, Río Grande, Yunque Rain Forest
Apartment rentals with a pool

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH

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

The best, Amazing Designer Beach Front Loft Apt

Deja Blue BeachFront Apartment @ Isla Verde

Isla Verde Beachfront Studio near restaurants,bars

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

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Other holiday rentals with a pool

Beachfront Isla Verde Condo | 5 Min to SJU Airport

King Suite Steps from the Beach w/ Parking

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Tierra Linda TreeHouse Private Pool & River

Pelican Suite | Ocean View | Pool | King Bed

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Blue lagoon

Villa Bali I King Suite Private Pool Heated
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £141 | £143 | £148 | £134 | £127 | £125 | £128 | £131 | £120 | £113 | £123 | £133 |
| 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 |
Destinations to explore
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- Rentals with pools Puerto Rico
- 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
- Los Tubos Beach
- San Patricio Plaza
- 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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- Things to do Puerto Rico
- Food and drink Puerto Rico
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