
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$4,180 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.

Exec. Suite Condado 24fl ocean Vast Balc Pool, Pkg
Beautiful studio in dead center prime Condado beach strip, on 24th floor. Perfect for solo travelers , couples and can accommodate 2 children in futon that opens to full size. 20 foot long road balcony, ocean view suite, reserved parking and self check-in. Tall view over ocean. Pool, Wi-Fi, cable, full kitchen, bathroom, walk-in closet, equipped and Business Ready. Open air restaurants, parks, casinos, groceries, dining, nightlife, family activities and the Atlantic Ocean are on block.

⭐️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!

La Pompa Beach House Beautiful Residence with Pool
Whether it's work or a family experience, it's the perfect place. This beautiful property has an excellent location minutes from Punta Salinas Beach and steps from restaurants, supermarkets, pharmacies and nightclubs. La Pompa Beach House is an Eco friendly residence that operates and produces solar energy. Fun, Elegance and Hospitality is a priority that is why we have a beautiful kitchen, private pool, luxury rooms, GYM equipment, parking plus work area. Close to highway and Old San Juan.

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.

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

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.

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).

"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.

Villa Estrella PR (near Airport & Beach)
Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.
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

Black House

The Leaves Apartments #2

Luxury Kiarita House • Hill House

Lake Villa House in Toa Baja, Puerto Rico

Hacienda Azucena, Rio Grande, Yunque Rain Forest

Nena’s place, Carolina PR w electric generator
Condo rentals with a pool

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

Amazing Ocean-View / Condado Beach/ Pool

Modern & Stylish studio, steps to beach, Generator

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Isla Verde Beachfront Studio near restaurants,bars

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

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

Ocean View - Prime Location - Parking - ORO SUITE
Other vacation rentals with a pool

Guaynabo, Private pool, billiard room.

Casita Hydra • Private Pool • Near Airport & Beach

Beach Walk / Pool / Backup Power & Water

Blue lagoon

Villa Respira

Villa Bali I King Suite Private Pool Heated

Jungle Bungalow | 1BR Suite | Private Plunge Pool

*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$39,707 GYD | G$40,334 GYD | G$41,797 GYD | G$37,617 GYD | G$35,737 GYD | G$35,319 GYD | G$36,155 GYD | G$36,782 GYD | G$33,856 GYD | G$31,766 GYD | G$34,692 GYD | G$37,409 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 |
Destinations to explore
- Higüey Vacation rentals
- Punta Cana Vacation rentals
- Santo Domingo Este Vacation rentals
- Las Terrenas Vacation rentals
- Santo Domingo Vacation rentals
- Fajardo Vacation rentals
- La Romana Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Dominicus Vacation rentals
- Humacao Vacation rentals
- Rentals with an accessible height bed San Juan
- Aparthotel rentals San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Rentals with lake access San Juan
- Beachfront rentals San Juan
- Townhouse rentals San Juan
- Smoking-friendly rentals San Juan
- Apartment rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Pet-friendly rentals San Juan
- Rentals with an EV charger 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
- Guesthouse rentals San Juan
- Rentals with a home theater San Juan
- Rentals with outdoor seating San Juan
- Private suite rentals San Juan
- Mansion rentals San Juan
- Rentals with a washer and dryer 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
- Vacation home rentals San Juan
- Beach house rentals San Juan
- Condo rentals San Juan
- Loft rentals San Juan
- Ski-in/ski-out rentals San Juan
- Rentals with a fire pit San Juan
- Beach condo rentals San Juan
- Hotel rooms San Juan
- Serviced apartment rentals San Juan
- Hostel rentals 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
- 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
- San Patricio Plaza
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Museo de Arte de Ponce
- Sun Bay Beach
- Playa puerto nuevo
- Things to do San Juan
- Food and drink San Juan
- Sports activities San Juan
- Nature and outdoors San Juan
- Art and culture San Juan
- Sightseeing San Juan
- Tours San Juan
- Entertainment 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





