
Holiday rentals with a pool in Viejo San Juan
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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.
FamilyValueAccess

Luxury Beach House with Private Pool in Condado
Enjoy a local experience at this centrally-located home in Condado. Walking distance to anything you may need. Two blocks away from Ocean Park beach. The house is newly renovated. Beautifully designed with attention to details. Every bedroom has its own en-suite bathroom. The property includes a full power generator and water cistern in case of outages. A state-of-the-art BBQ and pool (4 feet deep) area for guests enjoyment. Parking space for 1 car. **No events or parties allowed.**
FamilyValueNearby

Beautiful Retreat w. Pool and Perfect Location
What could be better than walking out your door and being only steps from the water right on Ashford Ave, this prime location has it all! Nestled between the beach and the lagoon, this sun-filled, studio apartment has everything you need with inviting spaces, soft earthy décor, a fully equipped kitchen and a luxe king bed. Old San Juan, restaurants and shops are all just mins away or live your best beach lifestyle with kayaking, paddleboarding and so much more all right on your doorstep!
LocationFamilyLaundry

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.
LocationFamilySleep quality

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
ValueLocationPool

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.
LocationValueLong stay

Sunrises Near Beaches+Power+Private Balcony
Welcome to our property, a contemporary haven that lives up to its name. Situated on the 5th floor of the Condado Lagoon Villas I, this east-facing condominium is an integral part of the opulent high-end complex that houses the renowned Caribe Hilton Hotel and the stylish award winning Paseo Caribe. This exquisite space offers a single king-sized bed, a fully equipped kitchen and breathtaking vistas. Embark on your Puerto Rican escapade right here.
ValueLocationQuiet

Water Cistern Beach Walk Heated Pool Generator
⚡ Reliable essentials: Power generator backup + water cistern Villa Valeria is a modern apartment on the Isla Verde edge with a heated pool in a gated community. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU Reserve today and make your Puerto Rico trip smooth, stylish, and steps from the beach.
FamilyLocationGetting around

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.
LocationValueBeach

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.
FamilyValueOutdoor spaces

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!
ValueFamilyBarbecue

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).
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Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool
ValueLocationShared spaces

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
FamilyLocationCondition

Black House
ValueLocationView

Unique Luxury Villa: Private Pool & Generator
ValueFamilyBarbecue

The Leaves Apartments #2
LocationFamilyNearby

Luxury Kiarita House • Hill House
ValueFamilyQuiet

Lake Villa House in Toa Baja, Puerto Rico
ValueLocationCondition

The Coral · Isla Verde · Pool 4BR Gated Community
LocationValuePool
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
ValueLocationKitchen

Condado, Walk to the Beach, on Ashford Avenue
LocationValueCleanliness

San Juan-Condado Ashford Ave. Best Studio!
ValueLocationLaundry

Studio in the heart of Condado
FamilyValueTV

Beautiful apartment in Condado with beach access!
LocationValueBeach

Breathtaking Ocean View/ Beach Front Condado
LocationFamilyBiking

Sunny Beachfront Balcony Apt w/Pkg near Airport
ValueLocationWalkability

Palms & Ocean View 1br 1bth + Pool + Beach Access
LocationValueQuiet
Other holiday rentals with a pool

Waterfront Studio | Pool | Near Beach & Old SJ
LocationValueHot tub

Beach Vacay!
FamilyLocationView

Ocean Park Beachfront & Pool | Steps to the Sand
LocationValueComfort

Great 1 bedroom apt in Condado area w/pool
ValueLocationLayout

Romantic Oceanfront Private Patio Full Generator
ValueFamilyPool

Penthouse Beach Retreat
LocationValueHospitality

Ashford Imperial Condo- Oceanview and Parking
LocationFamilyAccess

Old San Juan Gem | Backup Power/Water, Pool + Pkg
LocationValueIndoor spaces
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 | $481 AUD | $594 AUD | $596 AUD | $616 AUD | $398 AUD | $331 AUD | $377 AUD | $467 AUD | $377 AUD | $274 AUD | $346 AUD | $427 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 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 $186 AUD per night before taxes and fees

Verified guest reviews
Over 930 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

4.7 Average rating
Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests
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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
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- Cueva del Indio
- Museo de Arte de Ponce
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