
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$4,182 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.

Island Living: Beachfront Ocean View w/Parking
Hi. Looking for a beachfront apartment? Look no further! This is a beachfront 1 bedroom apartment that sleeps 2 in the best beach in San Juan! 15min from Old San Juan, 7min from the Airport, near shops, restaurants, hotels, casinos, nightlife, and a vibrant walking district. Hear the ocean waves, feel the breeze, enjoy the sun! The building has a private beach entrance, basketball court, tennis court (currently closed), pool, gazebos, bbq area, and more! Welcome to the Island Living experience!

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!

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.

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.

Casa Kenia
Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.

Great 1 bedroom apt in Condado area w/pool
Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA.

Spectacular! Roof Pool, 10 steps to Beach, Groups
My place is 10 steps to the Ocean park beach, family-friendly activities, volley on the beach, kitesurf, windsurf, full of restaurants walking distance, nightlife, public transport, 10 min. to the airport. If you come with pets we need to know in advance and you will pay $200 per pet upon arrival in cash. I have free parking upon request before arrival. High velocity WIFI. 24/7 care and water tanks and plant (since Maria the companies cut water and electricity often)

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.

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!

The Leaves Apartments #2
Tenemos Generador Eléctrico 🔌 (no te quedarás sin luz) y Cisterna de 💦 agua. Casa con Piscina 🏊♀️ COMPARTIDA! con otros apartamentos. Desde este alojamiento disfrutaras del fácil acceso para hacer de su estadia una mas placentera. A solo 5 minutos del aeropuerto internacional, restaurantes, centros comerciales, playas a solo 7 minutos, gimnasios, farmacias, supermercados, hoteles y casinos.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Casa Reyes

Renald's Place

Hidden Coast

Blessed Home…

Unique Luxury Villa: Private Pool & Generator

Luxury Beach House with Private Pool in Condado

Hacienda Azucena, Rio Grande, Yunque Rain Forest

Ana's place
Condo rentals with a pool

The best, Amazing Designer Beach Front Loft Apt

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Ocean View Luxury Condo

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Isla Verde Beachfront Studio near restaurants,bars

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

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

Beachfront * King Bed * Washer/D Walk Everywhere
Other vacation rentals with a pool

Guaynabo, Private pool, billiard room.

"San Juan Escape at Solemare"

En Casa de Tío

Villa Respira

Vacation home with Private Pool, Patio and Sundeck

Villa Bali I King Suite Private Pool Heated

Location Escape

Luxury Studio/ Full Ocean View in Condado
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$39,729 GYD | G$40,356 GYD | G$41,820 GYD | G$37,638 GYD | G$35,756 GYD | G$35,338 GYD | G$36,174 GYD | G$36,802 GYD | G$33,874 GYD | G$31,783 GYD | G$34,711 GYD | G$37,429 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
- Carabali Rainforest Park
- Playa Puerto Nuevo
- 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
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- Things to do Puerto Rico
- Sports activities Puerto Rico
- Sightseeing Puerto Rico
- Food and drink Puerto Rico
- Nature and outdoors Puerto Rico
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