
Holiday rentals with a pool in San Juan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Juan
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Beachfront 2b/2b * Walk 2 Eat * Isla Verde Beach
LOCATION LOCATION LOCATION! Stylish beachfront 2 bedroom 2 full baths at the super popular Marbella del Caribe, the best and most popular building of Isla Verde Beach (best urban beach in the world according to USA Today). In the heart of Isla Verde, within easy walking distance to endless options for dining and nightlife. 10 mins from SJU Airport, 15 mins from Old San Juan. No need to rent a car, but has 1 parking. Building has 24/7 security, pool, basket, playground and direct beach access.

ATELIER 277 San Juan, Puerto Rico.
Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

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.

Casa Encanto Rainforest Retreat
This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

La Casita: Private Heated Pool W/ Ocean Views
Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Jungle Bungalow | 1BR Suite | Private Plunge Pool
Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

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.

Glamping at Relaxing Atmosphere In Nature
Glamping at Relaxing Atmosphere In Nature (RAIN) provides a serene and private getaway where you can relish the magic of the rainforest, with the calming sounds of rain, birds, and the Coqui's call. Our latest cabin is outfitted with all the comforts to ensure your glamping experience is unforgettable. Comfortably immerse yourself in the forest's flora and fauna. Escape the bustle of modern life and unwind. We embrace and celebrate diversity; all are welcome!

Manatee Suite | Ocean View | King Bed | Pool
Thank you for considering our place at Condado Lagoon Villa #511. Perfect for exploring Old San Juan and Condado, it boasts a full kitchen and dining area for four. The highlight is the balcony, offering a picturesque view of the “Dos Hermanos” Bridge and Condado Lagoon. It's an idyllic spot for sunrise breakfasts or sunset dinners. We're dedicated to providing an exceptional stay. Feel free to ask any questions!

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.

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).

Villa Estrella PR (near Airport & Beach)
Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.
Popular amenities for San Juan rentals with a pool
House rentals with a pool

Casona Mirimou-Country and Beach House!

La Pompa Beach House Beautiful Residence with Pool

Renald's Place

Luxury Casa Caliad

Unique Luxury Villa: Private Pool & Generator

Hidden Lighthouse Pool & Jacuzzi Ocean View in Fajardo

Lake Villa House in Toa Baja, Puerto Rico

Hacienda Azucena, Río Grande, Yunque Rain Forest
Condo rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Ashford Imperial. Best Location.

Luxury Junior Suite

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

Lux BEACH FRONT 19th Floor 1BR w/Pool & PK

NEW! Breathless, Studio w/ Beachfront Sunset view!

Apartment in Isla Verde, Carolina

Saint Tropez Great Apartment & Location
Other holiday rentals with a pool

Luxury by the Beach Apartment+Pool+Hot Tub

Modern Studio in Condado

Waterfront serenity in the heart of the city…

"San Juan Escape at Solemare"

Steps from the beach Minutes from SJU Heated pool

Casita Hydra • Private Pool • Near Airport & Beach

Family Home| Pool|Near to The Airport +Solar Panel

Japandi Loft-Private Pool & Outdoor Shower | Osaka
When is the best time to visit San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 AUD | $261 AUD | $264 AUD | $254 AUD | $242 AUD | $239 AUD | $244 AUD | $249 AUD | $229 AUD | $215 AUD | $234 AUD | $253 AUD |
| 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 |
Quick stats about holiday rentals with a pool in San Juan

Total holiday rentals
Explore 2,230 holiday rentals in San Juan

Nightly prices starting at
San Juan holiday rentals start at $28 AUD per night before taxes and fees

Verified guest reviews
Over 142,220 verified reviews to help you choose

Family-friendly holiday rentals
830 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,240 properties have a dedicated workspace

Wi-Fi availability
2,190 of San Juan holiday 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
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- Flamenco Beach
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Rio Mar Village
- Playa Puerto Nuevo
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Isla Verde Beach West
- José Miguel Agrelot Coliseum
- Cueva del Indio
- Plaza Las Americas
- Balneario del Escambrón
- Playa puerto nuevo
- San Patricio Plaza
- Cond Marbella del Caribe Este
- Sun Bay Beach
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