
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
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

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.

Casa Encanto Rainforest Retreat
This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

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

Glamping at Relaxing Atmosphere In Nature
Glamping at Relaxing Atmosphere In Nature (RAIN) provides a serene and private getaway where you can relish the magic of the rainforest, with the calming sounds of rain, birds, and the Coqui's call. Our latest cabin is outfitted with all the comforts to ensure your glamping experience is unforgettable. Comfortably immerse yourself in the forest's flora and fauna. Escape the bustle of modern life and unwind. We embrace and celebrate diversity; all are welcome!

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!

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).

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

Super comfortable Family Home w/ private pool

Tropical Villa Private pool Wi-Fi and Netflix

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Turquoise Villa Private pool nearby airport

Luxury Beach House with Private Pool in Condado

The Leaves Apartments #2
Apartment rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Ocean View Luxury Condo

Ashford Imperial. Best Location.

Isla Verde Beachfront Studio near restaurants,bars

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

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

Serenity by the Beach

Dream Beachfront Vacation * King Bed * W/D *Parkin
Other holiday rentals with a pool

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Tierra Linda TreeHouse Private Pool & River

Villa Sunset | Walk to Beach · Hyatt · El Yunque

En Casa de Tío

Blue lagoon

Davide, Colinas del Yunque *Paraiso Escondido*

Villa Bali I King Suite Private Pool Heated

My Solemare Suite Resort-Style Isla Verde PR
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £139 | £136 | £138 | £133 | £126 | £125 | £127 | £130 | £119 | £112 | £122 | £132 |
| 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 |
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 2,010 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at £15 per night before taxes and fees

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

Family-friendly holiday rentals
870 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 470 rentals that welcome pets

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

Wifi availability
1,990 of San Juan holiday rentals include wifi 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
Destinations to explore
- Punta Cana Holiday rentals
- Santo Domingo Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Este Holiday rentals
- Bayahibe Holiday rentals
- Cabarete Holiday rentals
- La Romana Holiday rentals
- Carolina Holiday rentals
- Juan Dolio Holiday rentals
- Culebra Holiday rentals
- Saint Thomas Holiday rentals
- Little Saint James Holiday rentals
- Flat rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Rentals with lake access San Juan
- Townhouse rentals San Juan
- Beachfront rentals San Juan
- Smoking-friendly rentals San Juan
- Pet-friendly rentals San Juan
- Aparthotel rentals San Juan
- Ski-in/ski-out rentals San Juan
- Rentals with an EV charger San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Apartment rentals San Juan
- Rentals with a firepit San Juan
- Waterfront rentals San Juan
- Rentals with a hot tub San Juan
- Family-friendly rentals San Juan
- Holiday home rentals San Juan
- Beach house rentals San Juan
- Villa rentals San Juan
- Rentals with a kayak San Juan
- Hostel rentals San Juan
- Beach apartment rentals San Juan
- Hotel rooms San Juan
- Tiny house rentals San Juan
- Mansion rentals San Juan
- Rentals with a patio San Juan
- Rentals with an accessible-height bed San Juan
- Loft rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Rentals with an accessible-height toilet San Juan
- Cabin rentals San Juan
- Rentals with a sauna San Juan
- Serviced apartment rentals San Juan
- Private suite rentals San Juan
- Guest house rentals San Juan
- Rentals with a cinema San Juan
- Rentals with outdoor seating San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Flamenco Beach
- Isla Verde Beach West
- Rio Mar Village
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Playa Puerto Nuevo
- Carabali Rainforest Park
- El Yunque National Forest
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- José Miguel Agrelot Coliseum
- Plaza Las Americas
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Balneario del Escambrón
- San Patricio Plaza
- Playa puerto nuevo
- Things to do San Juan
- Nature and outdoors San Juan
- Tours San Juan
- Sports activities San Juan
- Art and culture San Juan
- Food and drink San Juan
- Sightseeing San Juan
- Entertainment San Juan
- Things to do San Juan Region
- Sports activities San Juan Region
- Food and drink San Juan Region
- Nature and outdoors San Juan Region
- Art and culture San Juan Region
- Entertainment San Juan Region
- Sightseeing San Juan Region
- Tours San Juan Region
- Things to do Puerto Rico
- Sports activities Puerto Rico
- Tours Puerto Rico
- Food and drink Puerto Rico
- Nature and outdoors Puerto Rico
- Sightseeing Puerto Rico
- Entertainment Puerto Rico
- Art and culture Puerto Rico




