
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 2,090 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 159,480 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 510 rentals that welcome pets

Rentals with dedicated workspaces
1,290 properties have a dedicated workspace

Wifi availability
2,060 of San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across San Juan rentals

4.7 Average rating
San Juan stays receive an average rating of 4.7 out of 5 from guests

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.

Blue lagoon
Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a swimming pool, a barbecue and an emergency electric generator, as well as a jetty for fishing with a view of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There's a yacht on the pier that can accommodate two more guests at an extra cost. To add this service, please contact the host. For bookings of three nights or more, you get one hour of free use of a jet ski.

Casa Reyes
Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

Pristine 4 bdrm (all private) steps to beach/golf
Indulge in a breathtaking getaway nestled in the plush private golf/spa resort, Hyatt Regency Grand Reserve. The only resort in PR to host the Puerto Rico Open. This exquisite 4-bedroom (all bedrooms are private), 3 1/2 bath villa boasts scenic views of the lush El Yunque rainforest, a turquoise sea, 2 Tom Kite golf courses & a private pool. Gated, resort-style villas in Rio Grande, just 25 minutes from the SJU airport, 10 minutes from the El Yunque rain forest, and 35 minutes from San Juan.

Case Del Sole Duplex w/ Solar-Powered Backup
Welcome to San Juan! This 4-Bed 2-Bath second floor home is centrally located to provide you accessibility to everything you want to do in San Juan PR and close municipalities. When you're not exploring the island, the house has a gorgeous pool & outdoor chairs for an entertaining day. Great place for small family gatherings and couples vacations, but fully equipped as well as needed for long-term rentals. Now, with Solar-Powered backup system and Tesla batteries, prepared for the unexpected.

Water Cistern • Mid-Century Modern House
No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. 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.

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.

Ocean Park Beachfront & Pool | 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.

Beachfront Apt. Ocean-Facing Bed & City Views+Pool
Water utility available 100% ✅ 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. Centric destination nearby Culebra & Vieques port 🛥️ Bio Bay and El Yunque. Laundry on site.

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.

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.

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.

The Leaves Apartments #2
We have an Electric Generator 🔌 (you won't run out of power) and a 💦 Water Tank. House with a 🏊♀️ SHARED Pool with other apartments. From this accommodation you will enjoy easy access to make your stay more pleasant. Just 5 minutes from the international airport, restaurants, shopping malls, beaches just 7 minutes away, gyms, pharmacies, supermarkets, hotels and casinos.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Tropical Villa Private pool Wi-Fi and Netflix

Hacienda Azucena, Río Grande, Yunque Rainforest

Traveler’s cozy house | Private Pool Near Airport

Private Pool•Power/Water Backup•Near Airport•Gated

Blessed Home…

Urban Paradise

Hidden Coast
Apartment rentals with a pool

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Dream Retreat 2br 2bth + Ocean View + Beach Access

Ocean & City View Studio in Condado, San Juan

Isla Verde Beachfront Studio near restaurants,bars

Beachfront 3 Bdrm Gem in *Isla Verde * Walk 2 Eat

Eco-Luxury in Isla Verde | Beachfront Penthouse Apartment

NEW! Oceanview condo, Private entrance to beach!

Las Casitas, Panoramic Ocean View - Fajardo, PR
Other holiday rentals with a pool

The Nightingale's Terrace

Pelican Suite | Ocean View | Pool | King Bed

Fabulous Ocean Views /Private Infinity Pool /4 BR

Ocean Park 2BR Penthouse Beach Pool

Romantic Chalet with Pool by the River

Luxury Villa: PrivatePool, Generator&Water Cistern

Enchanted Pool Beach House

The Opus Residence Luxury Home in San Juan
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £141 | £143 | £148 | £136 | £132 | £131 | £128 | £131 | £120 | £113 | £123 | £133 |
| 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
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- Rentals with pools Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Plaza Las Americas
- Punta Bandera Luquillo PR
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Hacienda Campo Rico
- Balneario de Luquillo
- Cond Ashford Imperial





