
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$4,177 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.

Ocean View - Best Location - LUX - Santorini Suite
The Santorini Suite is part of the Ashford Imperial Luxury Collection, the newly remodeled suite is designed by a well-known local designer inspired by Santorini Greece. The bluest blues and the whitest whites are showcased while facing a magnificent full frontal ocean view. The only possible thing better than the view is the location (heart of Condado on Ashford Ave.) everything is just a walk away. If you can't find your date check out our “Tropical Suite" by clicking on our host photo.

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.

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.

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.

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

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!

2 Min Beach Walk | Water Cistern | Heated Pool
Vacation without interruptions. Villa Yeriam is equipped with a full backup generator and water cistern, so you can relax knowing you'll have power and running water throughout your stay. 🌊 2-min walk to the beach 🏊 Relax in our heated pool with waterfall ⚡ Full backup generator 💧 Water cistern 🔐 Secure gated property 🚗 Free parking ✈️ 9 minutes from SJU ✌️ Peace of mind

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).

"Stellita Glamping"
Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

Black House
Casita Negra is a magical place (retreat) in the mountains of the metro area of Puerto Rico. The property has a swimming pool, 1 bedroom and 1 bathroom. This Casita is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. Air conditioning is available, although the house captures the country breezes.
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

Unique Luxury Villa: Private Pool & Generator

The Leaves Apartments #2

Luxury Kiarita House • Hill House

Lake Villa House in Toa Baja, Puerto Rico

Nena’s place, Carolina PR w electric generator

Hacienda Azucena, Rio Grande, Yunque Rain Forest
Condo rentals with a pool

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

Amazing Ocean-View / Condado Beach/ Pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Studio in the heart of Condado

Isla Verde Beachfront Studio near restaurants,bars

Beautiful apartment in Condado with beach access!

Lux Beachfront * King Bed * Washer/D * Walk 2 Eat

Palms & Ocean View 1br 1bth + Pool + Beach Access
Other vacation rentals with a pool

Best location with pool, steps from beach!

King Suite Steps from the Beach w/ Parking

Casa Encanto Rainforest Retreat

Tierra Linda TreeHouse Private Pool & River

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

Casa Lola | Trendy Ocean View Studio

Ashford Imperial Condo- Oceanview and Parking

Blue lagoon
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$39,680 GYD | G$40,306 GYD | G$41,768 GYD | G$37,592 GYD | G$35,712 GYD | G$35,294 GYD | G$36,130 GYD | G$36,756 GYD | G$33,832 GYD | G$31,744 GYD | G$34,668 GYD | G$37,383 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 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
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- Isla Verde Beach West
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Sun Bay Beach
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
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- Things to do Puerto Rico
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