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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.

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Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 262 reviews

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.

Top guest favourite
A serene resort-style pool is surrounded by landscaped gardens and palm trees, reflecting the calm waters of the lagoon. Lounge chairs are positioned along the deck, inviting relaxation beneath the clear sky, while the distant city skyline adds a modern touch to the tranquil setting.
Flat in Santurce
4.94 out of 5 average rating, 118 reviews

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!

Top guest favourite
The serene private patio features a shallow plunge pool surrounded by tropical plants and decorative stones. A textured green outdoor shower is visible, and a low wall separates the space from the vibrant greenery beyond, creating a secluded retreat for relaxation.
Bungalow in Santurce
4.99 out of 5 average rating, 122 reviews

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.

Guest favourite
A panoramic view of Isla Verde Beach reveals golden sands stretching along a vibrant turquoise sea. The coastline is dotted with palm trees, and the distant city skyline adds to the picturesque setting under a bright blue sky with scattered clouds.
Apartment in Carolina
4.89 out of 5 average rating, 127 reviews

💙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.

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 179 reviews

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

Guest favourite
A spacious bedroom features a comfortable bed adorned with soft pillows and an artistic mural reflecting tropical themes. Natural light floods the room through glass doors, which offer a view of the ocean. A cozy seating area complements the vibrant decor.
Apartment in Santurce
4.92 out of 5 average rating, 133 reviews

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.

Top guest favourite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Flat in Santurce
4.99 out of 5 average rating, 287 reviews

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.

Guest favourite
A private balcony features a wooden table and two matching chairs, overlooking the tranquil lagoon waters. A small plant is placed at the center of the table, with vibrant blue skies and distant city views creating a serene backdrop.
Flat in San Juan
4.79 out of 5 average rating, 104 reviews

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.

Guest favourite
A well-lit studio space features a queen size bed with a white coverlet, complemented by a modern seating area with a grey sofa. A flat-screen TV is mounted on the wall above a low cabinet. Natural light filters through softly textured window treatments.
Apartment in Santurce
4.92 out of 5 average rating, 161 reviews

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.

Superhost
A custom soaking tub is set in a sunlit corner, surrounded by greenery and textured walls. A tall plant stands nearby, accompanied by a terracotta pot. Natural light filters through the overhead skylight, casting soft shadows across the space.
Hotel room in Santurce
4.87 out of 5 average rating, 132 reviews

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.

Top guest favourite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5 out of 5 average rating, 163 reviews

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!

Guest favourite
The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.
Home in San Juan
4.89 out of 5 average rating, 117 reviews

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

When is the best time to visit Viejo San Juan?

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Avg. price£255£315£316£327£211£176£200£248£200£145£183£227
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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 £98 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

  • Wifi availability

    30 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

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