
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 $20 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.

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
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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!
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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.
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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.
LocationValueQuiet

Ashford Imperial Condo- Oceanview and Parking
Stay in our remodeled Condado apartment on Ashford Ave, just steps from the beach, top restaurants, bars, casinos, and shopping. Enjoy 24-7 security, pool, and private parking. Only 5 miles from SJU airport. Perfect for beach lovers, Old San Juan explorers, or rainforest adventurers, our apartment puts the island’s highlights at your doorstep. Whether you’re soaking up the sun, tasting local cuisine, or exploring historic streets, this Condado location makes every moment unforgettable.
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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.
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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.
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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.
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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
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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.
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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.
LocationValueParks

Traveler’s cozy house | Private Pool Near Airport
¡Bienvenidos a La Casa del Viajero! Acogedora casa con diseño único, 2 habitaciones con acceso directo a la piscina y área al aire libre para relajarte. Ubicada en un vecindario tranquilo, a menos de 10 min del Aeropuerto de San Juan (en automóvil). Cerca de playas, restaurantes y zonas turísticas como Old San Juan, Isla Verde, Condado y Piñones. Fácil acceso a la PR-66 hacia Luquillo, Río Grande y la Costa Este.
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Popular amenities for San Juan rentals with a pool
House rentals with a pool

Casa Hélice 3 min from airport -Placas Solares-
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Hacienda Azucena, Río Grande, Yunque Rain Forest
LocationFamilyBreakfast

Luxury Villa: PrivatePool, Generator&Water Cistern
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Casita Negra
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Luxury Casa Caliad
LocationFamilyWalkability

Casa Reyes
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Casa Aurea - Cozy House in Centric Metro Area
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The Leaves Apartments #2
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Condo rentals with a pool

Isla Verde Beachfront Studio near restaurants,bars
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★Luxurious Beachfront Apt in Isla Verde+free pkg★
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Palms & Ocean View 1br 1bth + Pool + Beach Access
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💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
LocationFamilyDecor

Romantic Oceanfront Private Patio Full Generator
LocationFamilyGetting around

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
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STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH
LocationFamilyQuiet

Breathtaking Ocean View 3BR/2BA in Condado Beach
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Other vacation rentals with a pool

"Stellita Glamping"
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Ocean Park Beachfront & Pool | Steps to the Sand
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2 Min Beach Walk | Water Cistern | Heated Pool
ValueLocationGetting around

Tierra Linda TreeHouse Private Pool & River
LocationFamilyBathroom

Modern oceanfront 2bed 2bath in Isla Verde sleeps6
LocationFamilyNearby

*NEW Infinity House near El Yunque (private pool)
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The Opus Residence Luxury Home in San Juan
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Almendro Signature Suite@El Yunque Luxury Retreat
ValueLocationSleep quality
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $190 | $193 | $200 | $183 | $178 | $176 | $173 | $176 | $162 | $152 | $166 | $179 |
| Avg. temp | 78°F | 78°F | 79°F | 80°F | 82°F | 83°F | 83°F | 83°F | 83°F | 83°F | 81°F | 79°F |
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- Rentals with pools Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- 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
- Mosquito Bay Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Things to do San Juan
- Nature and outdoors San Juan
- Art workshops San Juan
- Sports activities San Juan
- Cultural tours San Juan
- Art and culture San Juan
- Sightseeing San Juan
- Outdoors San Juan
- Landmarks San Juan
- Tours San Juan
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- Entertainment San Juan
- Water sports San Juan
- Food and drink San Juan
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





