
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 2,010 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 150,600 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 470 rentals that welcome pets

Rentals with dedicated workspaces
1,150 properties have a dedicated workspace

Wi-Fi availability
1,990 of San Juan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Juan rentals

4.8 Average rating
San Juan stays are highly rated by guests—averaging 4.8 out of 5!

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.

Beautiful apartment in Condado with beach access!
Beautiful studio apartment. Includes 1 queen + 1 twin Murphy bed (maximum: 3 guests). Also, the apartment has a washer/dryer. The condo features a pool, gym, tennis court, mini-market, and private beach access. The studio can be converted into two rooms with a door divider. The view from the sliding windows is to the city. Only one parking space is available with security. Great spot within walking distance of bars, restaurants, a supermarket, and ATMs. Feel free to contact me for any questions.

NEW! 3 Bedroom 2 Bath Townhouse! GREAT LOCATION! 5min from Isla Verde & Airport! Walk to Mall of SJ to Shop & Eat!
Bienvenidos a Casa Vílla Olímpica! Two level townhouse w/everything you need for your Puerto Rico stay! ✅Flexible Check In/Out Available ✅WiFi ✅Dedicated Parking ✅A/C & Smart TV Every BDRM ✅Walk to Mall of San Juan ✅Beach Essentials ✅Above Ground Pool Convenient 5 min drive to SJU airport & easy access to major highways to travel E or W of the island 🚘5Min to Isla Verde/Hobie Beach 🚘10Min to Condado/Calle Loíza/La Placita 🚘15Min to Old San Juan 🚘45Min to Fajardo 🚘60Min to Culebra Ferry

Island Living: Beachfront Ocean View w/Parking
Hi. Looking for a beachfront apartment? Look no further! This is a beachfront 1 bedroom apartment that sleeps 2 in the best beach in San Juan! 15min from Old San Juan, 7min from the Airport, near shops, restaurants, hotels, casinos, nightlife, and a vibrant walking district. Hear the ocean waves, feel the breeze, enjoy the sun! The building has a private beach entrance, basketball court, tennis court (currently closed), pool, gazebos, bbq area, and more! Welcome to the Island Living experience!

*Luxurious Ocean Front Hotel Like Suite 1Bedrm Pkg
Luxurious, Hotel Like Suite! Fully Remodeled One bedroom Ocean Front Apt. This Apt is Fabulous! Great Taste! With Two New AC * Livingroom: Queen Size Sofa Bed with Ocean Front View, Sliding Glass Doors, New AC, Smart TV, WIFI, Ceiling Fans. * Bedroom; Queen Size Bed, Ocean View, New AC inside bedroom, In room private Bathroom entrance and closet. Condo Pool, Direct Beach Access Gate, One Assigned Parking space inside Condo, Great location between the Hotels, CVS, Markets, Rests,watersports .

Enchanted Pool Beach House
Take it easy at this tropical and peaceful getaway with a private pool where is only for the guest staying at the house. The house is 5 minutes away from many beaches like La Pared Beach, Playa Azul, Costa Azul Beach, Balneario La Monserrate Luquillo and Northeast Ecological Corridor. 10 minutes away from Bioluminescent Bay and Seaven Seas Beach in Fajardo. Also 15 minutes away from El Yunque National Forest in Rio Grande and 5 minutes from Caribbean Cinemas Theater, Shopping mall and Pharmacy.

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

Great 1 bedroom apt in Condado area w/pool
Enjoy a stylish experience at this centrally located apt. close to everything, making it easy to plan your visit. It’s in the heart of the Condado area right on the main avenue. The building has a wonderful pool, 24/7 doorman service and a gym. Parking is not available with this unit. Our concierge/doorman will check you into the bldg and will require ID. You must be 21 y/o or older to check-in. If at any time you need to store your luggage, search online: BOUNCE STORAGE MAGDALENA.

King Bed Loft | by Old SJ & Escambrón Beach | Pool
Keep it simple at this peaceful and centrally-located place. Condado is one of San Juan's high-end areas packed with tourists, so people are on the street 24/7. This listing is next to Old San Juan, Escambrón Beach, and many other prime attractions! The building has a backup generator and water cistern in case of power and/or water outages. The unit is for two guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

Ocean View/Mountain Setting 3 - Owners Suite
This is Ocean View/Mountain setting 3, the Owners Suite. A fully functioning 600 square foot Villa with full kitchen featuring stainless steel appliances, concrete counter tops, porcelain tile floors, a large walk in shower with Rain showerhead, a 4-poster teak queen size bed with luxury pillowtop mattress, walk in closet. A large balcony featuring sweeping ocean front view, fronts this gorgeous Villa. Located near the pool, garden & outdoor features.

Beachfront * King Bed * Washer/D Walk Everywhere
Welcome to Casa Centro, in the heart of Isla Verde (San Juan's nicest beach), walking distance to restaurants, beach bars, nightlife, and more. It is a fully remodeled beachfront property with the most finest touches and in a very lively area. One bedroom w/ king bed, full sofa bed, washer & dryer, parking and beachfront pool, it also has 24/7 security. No need to rent a car. 10 mins from San Juan Airport.

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!
Popular amenities for San Juan rentals with a pool
House rentals with a pool

La Pompa Beach House Beautiful Residence with Pool

Hidden Coast

Blessed Home…

Lake Villa House in Toa Baja, Puerto Rico

Luxury Kiarita House • Hill House

Beautiful home & private pool, 9 min walk to beach

Hacienda Azucena, Rio Grande, Yunque Rain Forest

Fabulous Ocean Views /Private Infinity Pool /4 BR
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Ocean View Luxury Condo

BEST Beachfront • King Bed • Full Kitchen •Wash&Dr

Cozy One Bedroom Condado+Pool

Luxurious ocean view studio

Ocean & City View Studio @ Coral Beach

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Designer Oceanview 3 Bedroom + Beach Access & Pool
Other vacation rentals with a pool

Guaynabo, Private pool, billiard room.

Ocean Getaway! Ocean View+Pool+Hot Tub

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Black House

Luxury Bay view Ocean Villa

Couples Delight

The Sleep N' Splash Studio

Waterfront Getaway Prime Location+Balcony+Pool
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 661 | ﺩ.ﺇ 628 | ﺩ.ﺇ 621 | 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 San Juan Region
- Rentals with pools Puerto Rico
- Flamenco Beach
- Isla Verde Beach West
- Liquillo Beach
- Puerto Rico Convention Center
- Distrito T-Mobile
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Playa de Luquillo
- La Pared Beach
- Toro Verde Adventure Park
- Playa Puerto Nuevo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Los Tubos Beach
- Plaza Las Americas
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Sun Bay Beach
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
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- Things to do Puerto Rico
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