
Holiday rentals with a pool in Viejo San Juan
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Quick stats about holiday rentals with a pool in Viejo San Juan

Total holiday rentals
Explore 30 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $185 AUD per night before taxes and fees

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Over 1,080 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Viejo San Juan holiday rentals include Wi-Fi access

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

4.6 Average rating
Viejo San Juan stays receive an average rating of 4.6 out of 5 from guests
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.

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️
You will love staying in this chic apartment that was carefully re-designed with a lot of passion & love ❤️. Rest assured that we take cleaning and sanitizing procedures very seriously and our Housekeeping Manager is freak about it. With beautiful blue sky & ocean views during the day and a magnificent city view during the night, just 10min from SJU airport, it will be your perfect spot is to enjoy the island at it's best. Walk and enjoy the beach, Casinos, Restaurants and shops around Condado.

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 CONDADO.

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.

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.

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

OCEAN FRONT, 5 STAR LOCATION
Studio apartment featuring a queen-size bed and a sofa bed for kids, right in the heart of San Juan. Next to Paseo Caribe, an exciting area with a variety of restaurants and shops, and adjacent to the Caribe Hilton Hotel, where you can dance in the lively lobby bar. Enjoy breathtaking views and a prime location: a 20-minute walk or a quick 6-minute Uber to Old San Juan, 15 minutes from the airport, and just 10 minutes to Condado. Walk to two nearby beaches.

Rare Beachfront Getaway w Pool, Gym, + Balcony!
Ocean Park Beach is right at your doorstep. Every color and detail in this studio apartment is inspired by the mesmerizing sunsets of Puerto Rico, offering a stay that's as visually stunning as it is comfortable. Wake up each morning in a bedroom where the view of the ocean from your bed is as stunning as the sunrise colors in the sky. Your balcony is the perfect romantic backdrop for a tranquil morning coffee or an enchanting evening under the stars.

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!

Condado Beach Views by Cesar 2501
Welcome to Condado Beach Vistas 2501 — one of San Juan's most breathtaking sky-high retreats. Perched on the 25th floor of a premier Condado building, this beautifully appointed 640 sq ft studio offers a panoramic 270-degree view that stretches from the shimmering Atlantic Ocean and Condado Beach to the misty mountain peaks of Puerto Rico's interior and the sparkling cityscape of San Juan below.
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Casa Aurea - Cozy House in the Metro Center Area

La Pompa Beach House Beautiful Residence with Pool

Hidden Coast

Private Pool•Near Airport•Solar System•Gated Area

Luxury Villa: PrivatePool, Generator&Water Cistern

The Leaves Apartments #2

Lake Villa House in Toa Baja, Puerto Rico

Casa Helice 3 min from airport -Placas Solares-
Condo rentals with a pool

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Studio in the heart of Condado

Romantic Oceanfront Private Patio Full Generator

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

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

Ocean View - Prime Location - Parking - ORO SUITE

Breathtaking Ocean View 3BR/2BA in Condado Beach
Other holiday rentals with a pool

LUXURY PLACE IN CONDADO Ashford Imperial Pool Open

King Bed Loft | by Old SJ & Escambrón Beach | Pool

Beach Walk / Pool / Backup Power & Water

Premium Ocean View |Walk to Beach+Washer+Generator

Ashford Imperial Condo- Oceanview and Parking

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Beautiful Retreat w. Pool and Perfect Location

Red Door Lovely 1 Bedroom unit with small patio
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $480 AUD | $592 AUD | $594 AUD | $613 AUD | $397 AUD | $330 AUD | $376 AUD | $465 AUD | $376 AUD | $273 AUD | $344 AUD | $426 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 |
Destinations to explore
- Condo rentals Viejo San Juan
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- Rentals with pools San Juan Region
- Rentals with pools Puerto Rico
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- 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
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- La Guancha
- Isla Palomino
- Playa puerto nuevo
- Things to do Viejo San Juan
- Things to do San Juan Region
- Nature and outdoors San Juan Region
- Sports activities San Juan Region
- Art and culture San Juan Region
- Sightseeing San Juan Region
- Food and drink San Juan Region
- Tours San Juan Region
- Entertainment San Juan Region
- Things to do Puerto Rico
- Food and drink Puerto Rico
- Entertainment Puerto Rico
- Tours Puerto Rico
- Sightseeing Puerto Rico
- Nature and outdoors Puerto Rico
- Art and culture Puerto Rico
- Wellness Puerto Rico
- Sports activities Puerto Rico





