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

Ocean View 21st Floor with Parking
Conveniently located on the most upscale avenue in the San Juan Metro area. This bright, elegantly-furnished 21 floor studio is your home away from home situated in the heart of bustling & hip Condado (across the street from the Marriott Hotel & Casino). We completed full renovations in 2015 with a brand-new kitchen & bathroom, new floor-to-ceiling windows, new furniture, lighting and large closet. The studio apartment consists of a compact kitchen, comfortable yet chic living/dining area with a futon that folds out to sleep 2 & 2 matching side chairs.

Sol Mate/ Pool, Lagoon view and steps to the Beach
Enjoy a modern tropical 1 bdr. apt. at building with pool, in Condado's main avenue, across the Vanderbilt and Ocean Club Hotels. Walking distance to the beach, lagoon, many restaurant, stores, pharmacies, bars, amenities and minutes from Old San Juan and the Convention District. Fully equipped kitchen. Beach chairs, towels and cooler. Modern bathroom with shower jets. Nice atmosphere to relax and enjoy a drink with gorgeous view of the sunset in the lagoon. High speed internet and 2 tvs.

Ashford Imperial Condo- Oceanview & parking
Remodeled apartment with 24/7 security, pool, 5 min walk to beach & private parking. Just 5 miles from SJU airport, makes your arrival and departure easy. Whether you're here to enjoy the beach, visit Old San Juan or explore the rainforest, our location is unbeatable. Right on Ashford Ave., just steps from the beach and in the heart of Condado, you'll be surrounded by the best restaurants, bars, casino, outdoor activities and shopping. Perfect for an unforgettable stay in Puerto Rico.

Ocean Views Studio 1| 4 Guests | Relaxing
5 STARS" – PRIME LOCATION IN PUERTO RICO! Oceanfront corner apartment with balcony for expansive views, perfectly situated in the heart of San Juan. Enjoy walking access to Old San Juan, Condado, and Paseo Caribe—a vibrant area filled with restaurants, shops, and live music. Relax on the balcony with a glass of wine as you watch the waves, or unwind at the building’s pool, jacuzzi, and tropical gardens. Just steps away, a large lagoon awaits for kayaking and paddle boarding adventures.

Ocean Park: Beach Front Luxury Town House
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.

Beachfront Condo with Balcony 15 min from San Juan
Marvera is located just 5 minutes away from the SJU airport, our cozy OCEANFRONT one-bedroom, one-bathroom retreat is the perfect escape for both relaxation and adventure. Our prime location is only steps aways from Isla Verde beach and offers easy access to nearby hotels, casinos, and a variety of restaurants. For history enthusiasts, the charming streets and iconic landmarks of El Viejo San Juan are just a short 15 minute drive away. Follow us on IG @airbnbmarvera for videos!

Condado Beach Front - Free Parking & Netflix
Beautiful beachfront studio located at the Condado del Mar Condo complex, beach cabana section. It comes with one parking. The complex has two (2) pools right beside the beach, an olympic size and a small one for children. Other amenities include 24-hour security service, a BBQ area, tennis court, gym, game room with ping pong, air hockey and pool tables. Also close to the building lobby you could find a coin laundromat and a convenience store with luggage storage services.

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.

King Suite Steps from the Beach w/ Parking
Enjoy a stylish experience at this centrally-located studio. In the heart of the Condado neighborhood. As soon as you walk out the front door you are immediately immersed in the lively energy of Puerto Rico. It's steps from the beach and the neighborhood is filled with delicious restaurants and great bars. Please keep in mind the parking provided is not in the building. It is one block away at the Marriott Hotel.

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.

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!

Contemporary Condado Beach Studio with Ocean View
Newly renovated studio apartment directly across the street from easily accessible Condado Beach in San Juan. It's less than 10 minutes away from the airport and centrally located within walking distance to restaurants, bars, casinos and shops. Enjoy the beautiful ocean views from the balcony, and the many amenities this property offers, including a “work from home” space.
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool

MY BEAUTIFUL SUMMER

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Villa turquesa Piscina privada cerca aeropuerto

Blessed Home…

The Leaves Apartments #2

Lake Villa House in Toa Baja
Apartment rentals with a pool

Isla Verde-Alambique Beach Modern Condominium

Isla Verde Beach-Pool/New/ Downtown

Ashford Imperial/New, modern, beach condo/King bed

Breathtaking Ocean View/ Beach Front Condado

ESJ Tower beachfront airport free park amazingView

*NEW* OCEAN VIEW l KING BED l PARKING - ORO SUITE

#the coral beach bum

Beach Front
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…

Beachfront Retreat in San Juan

Romantic Oceanfront Private Patio Full Generator

Luxury OceanFront @ 17th Floor Condado

Historic House in San Juan w private pool & pkg

Beach Front Romantic Getaway!
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $526 SGD | $547 SGD | $534 SGD | $561 SGD | $363 SGD | $302 SGD | $344 SGD | $426 SGD | $344 SGD | $280 SGD | $405 SGD | $434 SGD |
| 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 Viejo San Juan

Total holiday rentals
Explore 40 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $208 SGD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Viejo San Juan holiday rentals include wifi access

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

4.7 Average rating
Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Waterfront rentals Viejo San Juan
- Boutique hotels Viejo San Juan
- Hotel rooms Viejo San Juan
- Rentals with a patio Viejo San Juan
- Flat rentals Viejo San Juan
- Rentals with a hot tub Viejo San Juan
- House rentals Viejo San Juan
- Rentals with a washing machine and dryer Viejo San Juan
- Family-friendly rentals Viejo San Juan
- Apartment rentals Viejo San Juan
- Smoking-friendly rentals Viejo San Juan
- Pet-friendly rentals Viejo San Juan
- Fitness-friendly rentals Viejo San Juan
- Rentals with beach access Viejo San Juan
- Rentals with outdoor seating Viejo San Juan
- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- Liquillo Beach
- Distrito T-Mobile
- Playa del Dorado
- Praia de Luquillo
- Playa Mar Chiquita
- Playa de Vega
- Playa Sun Bay
- Peñón Brusi
- Carabali Rainforest Park
- Rio Mar Village
- Playa Puerto Nuevo
- Playa de Cerro Gordo
- Coco Beach Golf Club
- Toro Verde Adventure Park
- Playa Maunabo
- Playa Puerto Real
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Playa el Convento
- Beach Planes
- Balneario Condado
- La Pared Beach
- Stream Thermal Bath
- Museo de Arte de Ponce
- Things to do Viejo San Juan
- Things to do San Juan Region
- Nature and outdoors San Juan Region
- Sports activities San Juan Region
- Sightseeing San Juan Region
- Tours San Juan Region
- Entertainment San Juan Region
- Food and drink San Juan Region
- Art and culture San Juan Region
- Things to do Puerto Rico
- Nature and outdoors Puerto Rico
- Food and drink Puerto Rico
- Wellness Puerto Rico
- Tours Puerto Rico
- Sports activities Puerto Rico
- Sightseeing Puerto Rico
- Art and culture Puerto Rico
- Entertainment Puerto Rico




