
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, 113 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
Romantic Chalet with Pool by the River
Tierra Linda – A Sanctuary by the Water Immerse yourself in the enchanting surroundings of this new hidden gem in nature. A space designed with love, serenity, and charm, where the river takes center stage. Experience an intimate and natural escape, created for those who wish to reconnect with themselves, their loved ones, and the essence of life. Get ready to discover a new version of magic… flowing at the water’s edge. The Tierra Linda experience continues, and we want you to be part of it.
4.96 out of 5 average rating, 104 reviews
Beachfront Apt. Ocean-Facing Bed & City Views+Pool
Enjoy breathtaking ocean and city views from this corner 12th-floor fully equipped beachfront apartment. The exclusive ocean-facing bedroom features a private balcony, perfect for morning coffee, sunrises/sunsets, and relaxing to the sound of the waves. Enjoy the added convenience of a pool 🏊♂️ and direct beach 🏖️ access for a refreshing break. Located near restaurants and local food trucks, and just a short drive from El Yunque, Bio Bay, and the ferry terminal to Culebra and Vieques.
4.89 out of 5 average rating, 444 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
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!
4.98 out of 5 average rating, 358 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, 275 reviews
Hacienda w/Pool | 18 min Airport | Ocean+Mntn View
✈️ 18 minutes from the airport & 🏖️ 20 minutes from top beaches 🏡 1-acre retreat with ocean & El Yunque mountain views 🏊 35’ x 15’ pool + gazebo, BBQ & hammock 🎮 Game room with Pacman arcade, foosball & more 🛏 5 bedrooms, 7 beds, 4 bathrooms, 2 kitchens – sleeps up to 14 🍽 Fully equipped kitchen + multiple lounging areas ⚡ Fast WiFi, A/C throughout, gated parking & washer/dryer 🪑 Beach chairs, towels & cooler for your outings 📍 Minutes from restaurants, shops & top attractions
5.0 out of 5 average rating, 100 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
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
★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.
4.92 out of 5 average rating, 423 reviews
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.
4.88 out of 5 average rating, 138 reviewsPopular amenities for San Juan rentals with a pool
House rentals with a pool

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
4.9 out of 5 average rating, 290 reviews
Urban Paradise
4.84 out of 5 average rating, 146 reviews
Casa Kenia
4.95 out of 5 average rating, 138 reviews
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
Case Del Sole Duplex w/ Solar-Powered Backup
4.82 out of 5 average rating, 269 reviews
Private Pool•Power/Water Backup•Near Airport•Gated
4.93 out of 5 average rating, 137 reviews
Tropical Villa Private pool Wi-Fi and Netflix
4.89 out of 5 average rating, 125 reviewsApartment rentals with a pool

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR
4.9 out of 5 average rating, 136 reviews
Palms & Ocean View 1br 1bth + Pool + Beach Access
4.89 out of 5 average rating, 163 reviews
Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
4.96 out of 5 average rating, 158 reviews
Amazing Ocean-View / Condado Beach/ Pool
4.91 out of 5 average rating, 202 reviews
Modern & Stylish studio, steps to beach, Generator
4.81 out of 5 average rating, 187 reviews
Isla Verde Beachfront Studio near restaurants,bars
4.95 out of 5 average rating, 194 reviews
Romantic Oceanfront Private Patio Full Generator
4.92 out of 5 average rating, 129 reviews
Heart of Condado with City View- Free parking
4.83 out of 5 average rating, 223 reviewsOther holiday rentals with a pool

Best location with pool, steps from beach!
4.99 out of 5 average rating, 297 reviews
Pelican Suite | Ocean View | Pool | King Bed
4.86 out of 5 average rating, 166 reviews
One of a Kind Villa w/ Private Pool & Views in SJ
4.94 out of 5 average rating, 133 reviews
Modern Studio, Spectacular View, Parking On Site
4.96 out of 5 average rating, 443 reviews
Isla Verde • Modern Oceanfront • Prime Location
4.9 out of 5 average rating, 102 reviews
Luxurious Beach Condo City View KS Bed, W/D, WiFi
4.94 out of 5 average rating, 218 reviews
The Nightingale's Terrace
4.92 out of 5 average rating, 125 reviews
Ashford Imperial Condo- Oceanview and Parking
4.92 out of 5 average rating, 173 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 | £144 | £150 | £137 | £133 | £132 | £129 | £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 |
Destinations to explore
- Higüey Holiday rentals
- Carolina Holiday rentals
- Las Terrenas Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Santo Domingo Holiday rentals
- Fajardo Holiday rentals
- Culebra Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Luquillo Holiday rentals
- Aguadilla Holiday rentals
- Aparthotel rentals San Juan
- Boutique hotels San Juan
- Rentals with breakfast San Juan
- Beachfront rentals San Juan
- Townhouse rentals San Juan
- Flat rentals San Juan
- Rentals with beach access San Juan
- House rentals San Juan
- Pet-friendly rentals San Juan
- Waterfront rentals San Juan
- Rentals with a hot tub San Juan
- Rentals with a kayak San Juan
- Villa rentals San Juan
- Guest house rentals San Juan
- Private suite rentals San Juan
- Mansion rentals San Juan
- Rentals with a sauna San Juan
- Tiny house rentals San Juan
- Family-friendly rentals San Juan
- Cabin rentals San Juan
- Holiday home rentals San Juan
- Beach house rentals San Juan
- Apartment rentals San Juan
- Rentals with an accessible-height toilet San Juan
- Loft rentals San Juan
- Ski-in/ski-out rentals San Juan
- Beach apartment rentals San Juan
- Hotel rooms San Juan
- Serviced apartment rentals San Juan
- Hostel rentals San Juan
- Rentals with an accessible-height bed San Juan
- Rentals with lake access 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
- Puerto Rico Convention Center
- Rio Mar Village
- Distrito T-Mobile
- 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
- Hacienda Campo Rico
- Cond Ashford Imperial
- Isla Palomino
- Museo de Arte de Puerto Rico
- Balneario de Luquillo





