
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.

Blue lagoon
Diviértete con toda la familia en este alojamiento con estilo. Lugar espacioso y lujoso. Tiene picina, BBQ y generador eléctrico, de emergenmuelle para pescar con vista a Isla Verde. También cuenta con rampa para tirar botes , tv en todos los cuarto y sala , internet y bocinas bluetooth. Tiene un yate en el muelle que puede hospedar 2 huéspedes más con un costo extra para añadir este servicio comunícalo con el anfitrión y con reserva de tres o más noches tienes 1 horas de motora acuática gratis

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️
You will love staying in this chic apartment that was carefully re-designed with a lot of passion & love ❤️. Rest assured that we take cleaning and sanitizing procedures very seriously and our Housekeeping Manager is freak about it. With beautiful blue sky & ocean views during the day and a magnificent city view during the night, just 10min from SJU airport, it will be your perfect spot is to enjoy the island at it's best. Walk and enjoy the beach, Casinos, Restaurants and shops around Condado.

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!

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 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!

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.

Hacienda Azucena, Río Grande, Yunque Rain Forest
An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

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.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Casa Reyes

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

Luxury Casa Caliad

Costa Escondida

Casita Negra

Private Pool•Near Airport•Solar System•Gated Area

Luxury Villa: PrivatePool, Generator&Water Cistern

Lake Villa House in Toa Baja
Apartment rentals with a pool

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

Isla Verde Beach-Pool/New/ Downtown

Deja Blue BeachFront Apartment @ Isla Verde

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Isla Verde Beachfront Studio near restaurants,bars

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

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Serenity by the Beach
Other holiday rentals with a pool

Amazing Ocean View 13 Studio+Generator+Pool

Ocean Park Beachfront & Pool | Steps to the Sand

Tierra Linda TreeHouse Private Pool & River

Great 1 bedroom apt in Condado area w/pool

Villa Vista Hermosa, Rio Grande Puerto Rico

Design Suite「 POOL」Walk to Beach | DUNA by DW

2 Min Beach Walk | Water Cistern | Heated Pool

Ashford Imperial Condo- Oceanview and Parking
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 | £149 | £136 | £133 | £131 | £129 | £131 | £121 | £113 | £124 | £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
- 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
- Rentals with an accessible-height bed San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Aparthotel rentals San Juan
- Beachfront rentals San Juan
- Townhouse rentals San Juan
- Flat rentals San Juan
- Rentals with beach access San Juan
- House rentals San Juan
- Pet-friendly rentals San Juan
- Waterfront rentals San Juan
- Rentals with a hot tub San Juan
- Rentals with a kayak San Juan
- Rentals with a patio San Juan
- Villa rentals San Juan
- Guest house rentals San Juan
- Rentals with a cinema San Juan
- Mansion rentals San Juan
- Private suite rentals San Juan
- Rentals with a sauna San Juan
- Tiny house rentals San Juan
- Family-friendly rentals San Juan
- Rentals with an accessible-height toilet San Juan
- Cabin rentals San Juan
- Holiday home rentals San Juan
- Beach house rentals San Juan
- Apartment 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
- Serviced apartment rentals San Juan
- Hostel rentals San Juan
- Rentals with lake access 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
- Isla Palomino
- Things to do San Juan
- Nature and outdoors San Juan
- Sports activities San Juan
- Art and culture San Juan
- Sightseeing San Juan
- Tours San Juan
- Entertainment San Juan
- Food and drink 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





