
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!

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
12th floor corner space with Exclusive Bedroom 🛌 facing the ocean and private balcony. Enjoy the best sunrises and sunsets from our location. Direct beach access 🏝️and pool 🏊♂️ Breathtaking ocean and city view’s from all areas of the apartment. Fully equipped apartment & scenic walkable destination with restaurants, bar’s, live music & coffee shops. 30 minutes from SJ ✈️ and centric from Culebra & Vieques port 🛥️ Bio Bay 🚣♂️ and El Yunque. Laundry on site. Easy to get around 🚶♂️🚕

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.

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.

Isla Verde Beachfront Studio near restaurants,bars
Free parking.Direct private access to the Beach. Very comfortable and bright studio apartment with sea partial view and city view. Exclusive access to the pool. Just step outside and jump in the beach. You will find beach-lounge and umbrella rental, food kiosks, Jetski rental, banana boat and lot of fun. Condo is locate within walking distance of hotels,shops and restaurants(fast food as well fine/casual dining,excellent local cuisine)bars, casinos,pharmacy & ATM

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

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.

Water Cistern Beach Walk Heated Pool Generator
⚡ Reliable essentials: Power generator backup + water cistern Villa Valeria is a modern apartment on the Isla Verde edge with a heated pool in a gated community. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU Reserve today and make your Puerto Rico trip smooth, stylish, and steps from the beach.

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.

Design Suite「 POOL」Walk to Beach | DUNA by DW
If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

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

Tropical Villa Private pool Wi-Fi and Netflix

Casa Reyes

Black House

Hidden Lighthouse Pool & Jacuzzi Ocean View in Fajardo

Luxury Beach House with Private Pool in Condado

Lake Villa House in Toa Baja, Puerto Rico

Luxury Kiarita House • Hill House
Apartment rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

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

Amazing Beachfront Suite: King Bed/Full Kitchen

Condado - Ashford Imperial - Epic ocean views

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

Beach Condo | Near Airport | Free Parking & Pool
Other holiday rentals with a pool

Contemporary Condado Beach Studio with Ocean View

King Suite Steps from the Beach w/ Parking

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Pelican Suite | Ocean View | Pool | King Bed

Great 1 bedroom apt in Condado area w/pool

Blue lagoon

The Best View of PR with infinity pool with Heater

Beautiful Retreat w. Pool and Perfect Location
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £144 | £146 | £152 | £136 | £130 | £128 | £131 | £133 | £123 | £115 | £126 | £136 |
| 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
- Higüey Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Cabarete Holiday rentals
- Aguadilla Holiday rentals
- Bayahibe Holiday rentals
- Rentals with a firepit San Juan
- Rentals with an accessible-height toilet San Juan
- Pet-friendly rentals San Juan
- Beach house rentals San Juan
- Rentals with an accessible-height bed San Juan
- Aparthotel rentals San Juan
- Townhouse rentals San Juan
- Flat rentals San Juan
- Rentals with beach access San Juan
- Fitness-friendly rentals San Juan
- House rentals San Juan
- Hostel rentals San Juan
- Ski-in/ski-out rentals San Juan
- Smoking-friendly 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
- Cabin rentals San Juan
- Villa rentals San Juan
- Beachfront rentals San Juan
- Holiday home rentals San Juan
- Family-friendly rentals San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Rentals with a washing machine and dryer San Juan
- Loft rentals San Juan
- Rentals with a sauna San Juan
- Waterfront rentals San Juan
- Private suite rentals San Juan
- Mansion rentals San Juan
- Apartment rentals San Juan
- Serviced apartment rentals San Juan
- Tiny house rentals San Juan
- Rentals with an EV charger San Juan
- Beach apartment rentals San Juan
- Hotel rooms San Juan
- Rentals with a patio San Juan
- Rentals with lake access San Juan
- Rentals with a kayak 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
- Toro Verde Adventure Park
- Carabali Rainforest 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
- Things to do San Juan
- Food and drink San Juan
- Tours San Juan
- Entertainment San Juan
- Sports activities San Juan
- Nature and outdoors San Juan
- Art and culture San Juan
- Sightseeing San Juan
- Things to do San Juan Region
- Food and drink San Juan Region
- Nature and outdoors San Juan Region
- Tours San Juan Region
- Sightseeing San Juan Region
- Entertainment San Juan Region
- Sports activities San Juan Region
- Art and culture San Juan Region
- Things to do Puerto Rico
- Entertainment Puerto Rico
- Sports activities Puerto Rico
- Wellness Puerto Rico
- Tours Puerto Rico
- Nature and outdoors Puerto Rico
- Sightseeing Puerto Rico
- Food and drink Puerto Rico
- Art and culture Puerto Rico





