
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.

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.

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!

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.

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Excellent apartment in a spectacular area of Isla Verde Beach, located on the beach with direct access to it. The apartment has one bedroom suite with King Size bed, second bedroom with two Queen Size beds. There are two full bathroom. Toilette of reception. Fully equipped kitchen with dishwasher, Nespresso, toaster, oven, microwave, etc. It has a breakfast bar. Super comfortable and spacious modern living room. Incredible view of the SEA, balcony with table and chairs.

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

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.

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.

San Juan, Condado Beach view PRIME Location studio
Enjoy easy access to everything from this perfectly located apartment, right on the main strip of San Juan, condado Ashford avenue, within steps to the beach, bars, restaurants, casinos, Hotels (Marriot/La Concha), nightlife and approximately a 10 minute drive from the airport SJU, 5 minute drive to Old San Juan and La Placita de Santurce, the avenue is packed with scooter rentals, stores, etc. FREE PRIVATE PARKING included.

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!

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

Super comfortable Family Home w/ private pool

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

Unique Luxury Villa: Private Pool & Generator

Turquoise Villa Private pool nearby airport

Luxury Beach House with Private Pool in Condado

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Condo rentals with a pool

Modern & Stylish studio, steps to beach, Generator

Isla Verde Beachfront Studio near restaurants,bars

Sunny Beachfront Balcony Apt w/Pkg near Airport

WoW! 6 Min Ride To Airpt | Parking | Security |

Ocean View - Prime Location - Parking - ORO SUITE

Beach Condo | Near Airport | Free Parking & Pool

Oceana | Trendy Ocean View Condo Hotel in Condado

Serenity by the Beach
Other holiday rentals with a pool

King Suite Steps from the Beach w/ Parking

Beach Vacay!

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Ocean Park Beachfront & Pool | Steps to the Sand

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

Water Cistern Beach Walk Heated Pool Generator

Penthouse Beach Retreat

Ashford Imperial Condo- Oceanview and Parking
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 | $487 AUD | $602 AUD | $603 AUD | $623 AUD | $403 AUD | $335 AUD | $382 AUD | $473 AUD | $382 AUD | $278 AUD | $350 AUD | $432 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 $188 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
Destinations to explore
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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
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- Isla Verde Beach West
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Camuy Caves
- Balneario de Luquillo
- Things to do Viejo San Juan
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- 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





