
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 2,010 vacation rentals in San Juan

Nightly prices starting at
San Juan vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 150,600 verified reviews to help you choose

Family-friendly vacation rentals
870 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,150 properties have a dedicated workspace

Wi-Fi availability
1,990 of San Juan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Juan rentals

4.8 Average rating
San Juan stays are highly rated by guests—averaging 4.8 out of 5!

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.

Gated Parking Heated Pool Generator Beach Walk
Everything you need for an effortless Puerto Rico stay. Minutes to Isla Verde Beach, with pool access and all your beach essentials ready. 🌊 Walk to Isla Verde Beach: close to top spots 🏊♀️ Heated pool access; sparkling clean, perfect to unwind 🧼 Impeccably clean: spotless and exactly as pictured 🔐 Easy, stress-free arrival 🏖️ Beach essentials included: chairs, umbrella, towels + cooler ⚡ Reliable essentials: Power generator backup + water cistern 💬 Super responsive host: fast, attentive

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!

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
12th floor corner space with Exclusive Bedroom 🛌 facing the ocean and private balcony. Enjoy the best sunrises and sunsets from our location. Direct beach access 🏝️and pool 🏊♂️ Breathtaking ocean and city view’s from all areas of the apartment. Fully equipped apartment & scenic walkable destination with restaurants, bar’s, live music & coffee shops. 30 minutes from SJ ✈️ and centric from Culebra & Vieques port 🛥️ Bio Bay 🚣♂️ and El Yunque. Laundry on site. Easy to get around 🚶♂️🚕

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.

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

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.

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.

Luxury waterfront villa with dock and heated pool
Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Mid-Century Modern house
Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Villa Tropical Private pool Wi-Fi and Netflix

Casa Minnelli,5 minutes from the airport and beach

Hidden Coast

Luxury Casa Caliad

The Leaves Apartments #2

Hacienda Azucena, Rio Grande, Yunque Rain Forest

Nena’s place, Carolina PR w electric generator

Large house with a private pool
Condo rentals with a pool

Amazing Ocean-View / Condado Beach/ Pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ocean View/Mountain Setting 3 - Owners Suite

Isla Verde Beachfront Studio near restaurants,bars

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

Beachfront * King Bed * Washer/D Walk Everywhere

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

Tierra Linda TreeHouse Private Pool & River

Island Living: Beachfront Ocean View w/Parking

Blue lagoon

Villa Bali I King Suite Private Pool Heated

Private Roof with Pool and Garden

Jungle Bungalow | 1BR Suite | Private Plunge Pool

Top Suite in San Juan - Private Balcony

*NEW Infinity House near El Yunque (private pool)
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,747 GYD | G$40,374 GYD | G$41,839 GYD | G$37,655 GYD | G$35,772 GYD | G$35,354 GYD | G$36,191 GYD | G$36,818 GYD | G$33,889 GYD | G$31,797 GYD | G$34,726 GYD | G$37,446 GYD |
| 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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- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Flamenco Beach
- Isla Verde Beach West
- Liquillo Beach
- Puerto Rico Convention Center
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Playa de Luquillo
- La Pared Beach
- Toro Verde Adventure Park
- Playa Puerto Nuevo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Los Tubos Beach
- Plaza Las Americas
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Sun Bay Beach
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Things to do San Juan
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- Sightseeing San Juan Region
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- Things to do Puerto Rico
- Sightseeing Puerto Rico
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