
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.
4.93 out of 5 average rating, 112 reviews
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.
4.99 out of 5 average rating, 144 reviews
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.
4.95 out of 5 average rating, 103 reviews
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.
4.82 out of 5 average rating, 269 reviews
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.
4.9 out of 5 average rating, 125 reviews
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.
4.99 out of 5 average rating, 274 reviews
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.
4.99 out of 5 average rating, 150 reviews
Old San Juan Gem | Backup Power/Water, Pool + Pkg
Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.
4.99 out of 5 average rating, 101 reviews
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.
4.9 out of 5 average rating, 136 reviews
Luxury waterfront villa with dock and heated pool
Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!
5.0 out of 5 average rating, 174 reviews
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.
4.99 out of 5 average rating, 136 reviews
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.
4.86 out of 5 average rating, 175 reviewsPopular amenities for San Juan rentals with a pool
House rentals with a pool

Hacienda Azucena, Río Grande, Yunque Rainforest
4.95 out of 5 average rating, 197 reviews
Casa Aurea - Cozy House in the Metro Center Area
4.96 out of 5 average rating, 102 reviews
Casa Kenia
4.95 out of 5 average rating, 138 reviews
Luxury Villa: PrivatePool, Generator&Water Cistern
4.92 out of 5 average rating, 229 reviews
Lake Villa House in Toa Baja, Puerto Rico
4.97 out of 5 average rating, 126 reviews
Traveler’s cozy house | Private Pool Near Airport
4.96 out of 5 average rating, 119 reviews
Private Pool•Power/Water Backup•Near Airport•Gated
4.93 out of 5 average rating, 137 reviews
Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
4.9 out of 5 average rating, 289 reviewsApartment rentals with a pool

★Luxurious Beachfront Apt in Isla Verde+free pkg★
4.92 out of 5 average rating, 423 reviews
Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
4.96 out of 5 average rating, 158 reviews
Dream Retreat 2br 2bth + Ocean View + Beach Access
4.83 out of 5 average rating, 124 reviews
Ocean & City View Studio in Condado, San Juan
4.82 out of 5 average rating, 131 reviews
Beachfront Apt. Ocean-Facing Bed & City Views+Pool
4.89 out of 5 average rating, 444 reviews
Beachfront 2b/2b * Isla Verde * West Marbella *
4.89 out of 5 average rating, 161 reviews
NEW! Oceanview condo, Private entrance to beach!
4.84 out of 5 average rating, 114 reviews
Isla Verde Beachfront Studio near restaurants,bars
4.95 out of 5 average rating, 194 reviewsOther holiday rentals with a pool

Romantic Chalet with Pool by the River
4.96 out of 5 average rating, 102 reviews
Beachfront Luxury @ Wyndham Rio Mar Resort
4.89 out of 5 average rating, 161 reviews
Magical! Ocean view Cabana w/ Pool Spa on mountain
4.98 out of 5 average rating, 357 reviews
Casa Hélice 3 min from airport -Placas Solares-
4.94 out of 5 average rating, 113 reviews
Luxurious Beach Condo City View KS Bed, W/D, WiFi
4.94 out of 5 average rating, 218 reviews
Beach Front, Ocean View & Direct Access to D Beach
4.9 out of 5 average rating, 164 reviews
Best location with pool, steps from beach!
4.99 out of 5 average rating, 297 reviews
Villa Vista Hermosa, Río Grande, Puerto Rico
4.97 out of 5 average rating, 142 reviewsWhen is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £142 | £145 | £150 | £137 | £133 | £132 | £130 | £132 | £121 | £114 | £124 | £134 |
| 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 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





