
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.

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!

WoW! 6 Min Ride To Airpt | Parking | Security |
Just 6 min away from San Juan Airport and 3 min walking to the Isla Verde Beach, this recently renovated apartment comes with all you need to spend some great time in Puerto Rico. Parking available upon request. Walking distance to many restaurants, drugstores, supermarket, hotels, souvenier stores and more. Guests of all backgrounds are welcome with authentic hospitality and open minds. Interactions and encounters with guests are in a respectful manner. Ideal for independent travelers.

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.

Luxurious Beach Condo City View KS Bed, W/D, WiFi
Enjoy a relaxing and fun experience at this centrally-located place. A fully renovated and equipped apartment with an amazing view, swimming pool, famous Beach access, playground, exercise equipment, high speed WiFi for work and enjoyment, basketball and tennis courts. This location is at a walking distance from various restaurants, casinos and pharmacies. Plus it’s near to many mayor attractions, malls and the only USA Rain Forest “el Yunque”. Includes free parking and 24 hour security.

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.

Ocean Park Beachfront Paradise | Steps to the Sand
This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Excellent apartment in a spectacular area of Isla Verde Beach, located on the beach with direct access to it. The apartment has one bedroom suite with King Size bed, second bedroom with two Queen Size beds. There are two full bathroom. Toilette of reception. Fully equipped kitchen with dishwasher, Nespresso, toaster, oven, microwave, etc. It has a breakfast bar. Super comfortable and spacious modern living room. Incredible view of the SEA, balcony with table and chairs.

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!

Beach Front, Ocean View & Direct Access to D Beach
Come vacay at 105 Beach House, enjoy the most amazing sunsets, beaches and full moons, with the most diverse variety of restaurants nearby. A fully equipped ocean view beachfront one room apartment, with BBQ's, direct access to the most beautiful beach, pool and playground that will make you want to stay a little longer. Just steps away from sand and salt water. Created with love for you guest. Enjoy Puerto Rico from a different point of view at your home.

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!
Popular amenities for San Juan rentals with a pool
House rentals with a pool

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Blessed Home…

Turquoise Villa Private pool nearby airport

Luxury Beach House with Private Pool in Condado

Lake Villa House in Toa Baja, Puerto Rico

Hacienda Azucena, Río Grande, Yunque Rain Forest

Large house with a private pool
Apartment rentals with a pool

The best, Amazing Designer Beach Front Loft Apt

Ashford Imperial/New, modern, beach condo/King bed

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

San Juan-Condado Ashford Ave. Best Studio!

Ashford Imperial. Best Location.

Luxury Junior Suite

Isla Verde Beachfront Studio near restaurants,bars

Romantic Oceanfront Private Patio Full Generator
Other holiday rentals with a pool

The Oasis from Condado

Luxury Mountain Chalet w/ Heated -Pool Adults Only

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Tierra Linda TreeHouse Private Pool & River

"San Juan Escape at Solemare"

Island Living: Beachfront Ocean View w/Parking

Walking distance to the beach vibrant tourist area

Davide, Colinas del Yunque *Hidden Paradise*
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $237 SGD | $239 SGD | $230 SGD | $219 SGD | $216 SGD | $222 SGD | $225 SGD | $207 SGD | $195 SGD | $213 SGD | $229 SGD |
| 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 $26 SGD 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
- Little Saint James Holiday rentals
- Saint Thomas Holiday rentals
- Cabin rentals San Juan
- Aparthotel rentals San Juan
- Pet-friendly rentals San Juan
- Hostel rentals San Juan
- Beachfront rentals San Juan
- Mansion rentals San Juan
- Rentals with a patio San Juan
- Holiday home rentals San Juan
- Rentals with an EV charger San Juan
- Smoking-friendly rentals San Juan
- Flat rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Rentals with a sauna San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Townhouse rentals San Juan
- Beach apartment rentals San Juan
- Hotel rooms San Juan
- Rentals with lake access San Juan
- Tiny house rentals San Juan
- Loft rentals San Juan
- Family-friendly rentals San Juan
- Serviced apartment rentals San Juan
- Rentals with an accessible-height bed San Juan
- Beach house rentals San Juan
- Rentals with a washing machine and dryer San Juan
- Rentals with a kayak San Juan
- Private suite rentals San Juan
- Rentals with a firepit San Juan
- Ski-in/ski-out rentals San Juan
- Rentals with an accessible-height toilet San Juan
- Apartment rentals San Juan
- Villa rentals San Juan
- Rentals with a hot tub San Juan
- Guest house rentals San Juan
- Rentals with a cinema San Juan
- Rentals with outdoor seating San Juan
- Waterfront rentals San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Flamenco Beach
- Isla Verde Beach West
- La Pared Beach
- Rio Mar Village
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Carabali Rainforest Park
- Playa Puerto Nuevo
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Plaza Las Americas
- Cueva del Indio
- San Patricio Plaza
- Balneario del Escambrón
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Things to do San Juan
- Food and drink San Juan
- Sports activities San Juan
- Tours San Juan
- Art and culture San Juan
- Sightseeing San Juan
- Entertainment San Juan
- Nature and outdoors San Juan
- Things to do San Juan Region
- Tours San Juan Region
- Food and drink San Juan Region
- Sports activities San Juan Region
- Art and culture San Juan Region
- Sightseeing San Juan Region
- Nature and outdoors San Juan Region
- Entertainment San Juan Region
- Things to do Puerto Rico
- Food and drink Puerto Rico
- Sightseeing Puerto Rico
- Art and culture Puerto Rico
- Entertainment Puerto Rico
- Sports activities Puerto Rico
- Nature and outdoors Puerto Rico
- Tours Puerto Rico





