
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.

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.

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.

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.

Beach Walk / Pool / Backup Power & Water
Walk to Isla Verde Beach, spend the day by the ocean, and come back to a heated pool. Villa Valeria combines a prime location with backup power and water, so your Puerto Rico vacation stays comfortable from arrival to departure. 🌴 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

Traveler’s cozy house | Private Pool Near Airport
Welcome to La Casa del Viajero! Cozy house with unique design, 2 bedrooms with direct access to the pool and outdoor area to relax. Located in a quiet neighborhood, less than 10 minutes from San Juan Airport (by car). Close to beaches, restaurants and tourist areas such as Old San Juan, Isla Verde, Condado and Piñones. Easy access to the PR-66 to Luquillo, Río Grande and the East Coast.

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 (Green Island)
🏝️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

Blessed Home…

Hacienda Azucena, Río Grande, Yunque Rainforest

Casa Aurea - Cozy House in the Metro Center Area

Hidden Coast

Casa Va-Le | 4BR | Private Pool | 2 King Beds

Tropical Villa Private pool Wi-Fi and Netflix

Private Pool•Power/Water Backup•Near Airport•Gated
Apartment rentals with a pool

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Breathtaking Ocean View 3BR/2BA in Condado Beach

Ocean & City View Studio in Condado, San Juan

Designer Oceanview 3 Bedroom + Beach Access & Pool

Beachfront 2b/2b * Walk 2 Eat * Isla Verde Beach

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

Isla Verde Beachfront Studio near restaurants,bars

Rare Beachfront Getaway w Pool, Gym, + Balcony!
Other holiday rentals with a pool

Magical! Ocean view Cabana w/ Pool Spa on mountain

Casa Encanto Rainforest Retreat

Design Suite「 POOL」Walk to Beach | DUNA by DW

Stylish- 2 bedroom Beach Apt- Isla Verde

Casa Ambar | Tropical Escape 5 min 2 Airport/Beach

The Opus Residence Luxury Home in San Juan

*NEW Infinity House near El Yunque (private pool)

Private Rainforest Home/4BR /Sleeps 12/Heated Pool
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £140 | £142 | £148 | £135 | £131 | £130 | £128 | £130 | £120 | £112 | £123 | £132 |
| 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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- 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
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico





