
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 $28 CAD 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 and kid-friendly amenities

Pet-friendly vacation 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 vacation 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.

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!

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.

Ashford Imperial Condo- Oceanview and Parking
Stay in our remodeled Condado apartment on Ashford Ave, just steps from the beach, top restaurants, bars, casinos, and shopping. Enjoy 24-7 security, pool, and private parking. Only 5 miles from SJU airport. Perfect for beach lovers, Old San Juan explorers, or rainforest adventurers, our apartment puts the island’s highlights at your doorstep. Whether you’re soaking up the sun, tasting local cuisine, or exploring historic streets, this Condado location makes every moment unforgettable.

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.

Epic Ocean View, 23 floor, Balcony & Free Wi-fi
The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.

Isla Verde Beachfront Studio near restaurants,bars
Free parking.Direct private access to the Beach. Very comfortable and bright studio apartment with sea partial view and city view. Exclusive access to the pool. Just step outside and jump in the beach. You will find beach-lounge and umbrella rental, food kiosks, Jetski rental, banana boat and lot of fun. Condo is locate within walking distance of hotels,shops and restaurants(fast food as well fine/casual dining,excellent local cuisine)bars, casinos,pharmacy & ATM

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.

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport
✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Best location with pool, steps from beach!
Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Casa Encanto Rainforest Retreat
Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

Luxury waterfront villa with dock and heated pool
Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Modern oceanfront 2bed 2bath in Isla Verde sleeps6
This stylish newly renovated place to stay is perfect for group trips or families. Steps to the beach and close to everything. Gorgeous views of the ocean and lagoon from the huge balcony. Uber pick up at the lobby. 15 minutes to San Juan and concert venues. 5 minutes from the airport. Hotel San Juan down the street 2 minutes walk. Many restaurants and bars.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Tropical Villa Private pool Wifi and Netflix

Casa Reyes

Pool House by Airport | Central A/C & BBQ Grill

Casa Aurea - Cozy House in the Metro Center Area

Luxury Casa Caliad

Hidden Coast

Luxury Villa: PrivatePool, Generator&Water Cistern

Hacienda Azucena, Río Grande, Yunque Rainforest
Condo rentals with a pool

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

Isla Verde Beach-Pool/New/ Downtown

Isla Verde-Alambique Beach Modern Condominium

The best, Amazing Designer Beach Front Loft Apt

Luxury Junior Suite

Beautiful apartment in Condado with beach access!

Palms & Ocean View 1br 1bth + Pool + Beach Access

Beautiful Remodeled Beachfront Corner Apt
Other vacation rentals with a pool

Contemporary Condado Beach Studio with Ocean View

Romantic Chalet with Pool by the River

King Suite Steps from the Beach w/ Parking

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

Blue lagoon

The Opus Residence Luxury Home in San Juan

Jungle Bungalow | 1BR Suite | Private Plunge Pool

Top Suite in San Juan - Private Balcony
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 CAD | $269 CAD | $279 CAD | $255 CAD | $248 CAD | $245 CAD | $241 CAD | $245 CAD | $226 CAD | $212 CAD | $231 CAD | $249 CAD |
| 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
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Los Tubos Beach
- Isla Verde Beach West
- Mosquito Bay Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Things to do San Juan
- Nature and outdoors San Juan
- Art workshops San Juan
- Sports activities San Juan
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