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

Total vacation rentals
Explore 2,090 vacation rentals in San Juan

Nightly prices starting at
San Juan vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

Verified guest reviews
Over 159,480 verified reviews to help you choose

Family-friendly vacation rentals
900 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 510 rentals that welcome pets

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

Wi-Fi availability
2,060 of San Juan vacation rentals include wi-fi 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.

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.

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.

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.

Blue lagoon
Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a pool, BBQ and an emergency electric generator, a dock for fishing, and views of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests for an extra cost. To add this service, contact the host. For reservations of three or more nights, you get 1 hour of free jet ski.

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!

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.

Rainbow Luxury Villa Beach House 🏝
Spacious Villa - Beach House with Pool/BBQ Located in awesome Punta Las Marias, Isla Verde, San Juan ( BEACH ENTERTAINMENT DISTRICT OF THE CITY !!! ) Our 4Bedrooms / 3 bathrooms Villa is ready to accommodate up to 15 people ! We are located 30 steps away from the beach, 5 Minutes from Airport, 10 Minutes from La Placita (Party complex) & 15 Minutes from Old SanJuan. Power generator available upon request for an extra charge.

★Luxurious Beachfront Apt in Isla Verde+free pkg★
Enjoy your Caribbean dream vacation in this luxury hotel-style apartment in the heart of Isla Verde. Amazing views from your own balcony of the ocean and city. You will be in the heart of the tourist area with direct access to the beach and surrounded by everything you need to complete your vacation. There are close hotels and within walking distance, there are plenty of restaurants, car rentals, and souvenir shops.

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.

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).

Deja Blue BeachFront Apartment @ Isla Verde
🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Casa Kenia

Traveler’s cozy house | Private Pool Near Airport

Blessed Home…

Hacienda Azucena, Río Grande, Yunque Rain Forest

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

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

Casa Caliad • Pool House • San Juan

Casa Aurea - Cozy House in Centric Metro Area
Condo rentals with a pool

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

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

Isla Verde Beachfront Studio near restaurants,bars

Breathtaking Ocean View 3BR/2BA in Condado Beach

Ocean View Luxury Condo

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

The best, Amazing Designer Beach Front Loft Apt

NEW! Oceanview condo, Private entrance to beach!
Other vacation rentals with a pool

Magical! Ocean view Cabana w/ Pool Spa on mountain

"Stellita Glamping"

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

The Nightingale's Terrace

The Opus Residence Luxury Home in San Juan

*NEW Infinity House near El Yunque (private pool)

Villa Oasis Tropical

Vacation Oasis | Pool + Solar Energy +Cistern
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 698 | ﺩ.ﺇ 709 | ﺩ.ﺇ 735 | ﺩ.ﺇ 672 | ﺩ.ﺇ 654 | ﺩ.ﺇ 646 | ﺩ.ﺇ 635 | ﺩ.ﺇ 646 | ﺩ.ﺇ 595 | ﺩ.ﺇ 558 | ﺩ.ﺇ 610 | ﺩ.ﺇ 657 |
| 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
- La Pared Beach
- José Miguel Agrelot Coliseum
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Hacienda Campo Rico





