
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.

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.

Beach Condo | Near Airport | Free Parking & Pool
Luxury beachfront living awaits at Marbella Del Caribe Este Condo! This chic 10th-floor apartment boasts breathtaking ocean views, modern amenities, and direct beach access. Enjoy resort-style living with a pool and lush gardens. Conveniently close to San Juan's attractions. Your Caribbean dream home awaits! The unit is for two guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

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.

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.

Condado Beach Vistas by Cesar 2501
Welcome to Condado Beach Vistas 2501 — one of San Juan's most breathtaking sky-high retreats. Perched on the 25th floor of a premier Condado building, this beautifully appointed 640 sq ft studio offers a panoramic 270-degree view that stretches from the shimmering Atlantic Ocean and Condado Beach to the misty mountain peaks of Puerto Rico's interior and the sparkling cityscape of San Juan below.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Villa Tropical Piscina privada Wifi y Neflix

Costa Escondida

Luxury Casa Caliad

Casita Negra

Unique Luxury Villa: Private Pool & Generator

Lake Villa House in Toa Baja

Hacienda Azucena, Río Grande, Yunque Rain Forest

Casa Hélice 3 min from airport -Placas Solares-
Apartment rentals with a pool

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

Deja Blue BeachFront Apartment @ Isla Verde

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ashford Imperial. Best Location. We have water!

Isla Verde Beachfront Studio near restaurants,bars

Romantic Oceanfront Private Patio Full Generator

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

Coco Lime Studio - Self Check In & Parking
Other holiday rentals with a pool

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

Casa Lola | Trendy Oceanview Studio

Ashford Imperial Condo- Oceanview and Parking

Blue lagoon

Modern oceanfront 2bed 2bath in Isla Verde sleeps6

*NEW Infinity House near El Yunque (private pool)

Sunrises Near Beaches+Power+Private Balcony

Luxurious Beach Condo City View KS Bed, W/D, WiFi
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £143 | £145 | £150 | £135 | £128 | £127 | £130 | £132 | £122 | £114 | £125 | £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 |
Destinations to explore
- Higüey Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Dominicus Holiday rentals
- Humacao Holiday rentals
- Aparthotel rentals San Juan
- Serviced apartment rentals San Juan
- Beachfront rentals San Juan
- Hostel rentals San Juan
- Townhouse rentals San Juan
- Smoking-friendly rentals San Juan
- Rentals with an accessible-height bed San Juan
- Rentals with lake access San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Flat rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Rentals with an EV charger San Juan
- Pet-friendly rentals San Juan
- Waterfront rentals San Juan
- Rentals with a hot tub San Juan
- Rentals with a kayak San Juan
- Villa rentals San Juan
- Rentals with a patio San Juan
- Guest house rentals San Juan
- Rentals with a cinema San Juan
- Rentals with outdoor seating San Juan
- Private suite rentals San Juan
- Mansion rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Rentals with a fireplace San Juan
- Rentals with a sauna San Juan
- Tiny house rentals San Juan
- Cabin rentals San Juan
- Family-friendly rentals San Juan
- Rentals with an accessible-height toilet San Juan
- Holiday home rentals San Juan
- Apartment rentals San Juan
- Beach house rentals San Juan
- Rentals with a firepit San Juan
- Loft rentals San Juan
- Ski-in/ski-out rentals San Juan
- Beach apartment rentals San Juan
- Hotel rooms San Juan
- Rentals with pools San Juan Region
- 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
- 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
- Things to do San Juan
- Nature and outdoors San Juan
- Entertainment San Juan
- Sports activities San Juan
- Food and drink San Juan
- Art and culture San Juan
- Sightseeing San Juan
- Tours San Juan
- Things to do San Juan Region
- Nature and outdoors San Juan Region
- Sports activities San Juan Region
- Art and culture San Juan Region
- Sightseeing San Juan Region
- Food and drink San Juan Region
- Tours San Juan Region
- Entertainment San Juan Region
- Things to do Puerto Rico
- Food and drink Puerto Rico
- Entertainment Puerto Rico
- Tours Puerto Rico
- Sightseeing Puerto Rico
- Nature and outdoors Puerto Rico
- Art and culture Puerto Rico
- Wellness Puerto Rico
- Sports activities Puerto Rico





