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Holiday rentals with a pool in Viejo San Juan

Find and book unique homes with a pool on Airbnb

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

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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Guest favourite
Apartment in Santurce
4.97 out of 5 average rating, 100 reviews

Pineapple Suite 1BR | Pool + SunDeck | Ocean Park

Our Pineapple Suite is a 1-BR apartment with a private entrance located on the ground floor tucked behind our lush tropical garden as part of our exclusive multi-unit property that we call Beach Hous! We are located between two amazing beaches, both less than a two minute walk from Beach Hous! This apartment has a queen size bedroom with a private ensuite bathroom and views of the pool. The property has an automatic full-power backup generator and two cisterns. Max occupancy is 3 guests.

Guest favourite
A Puerto Rican flag waves gently near a rocky shoreline, with vibrant blue ocean waters and lightly rolling waves in the background. The sandy beach extends along the coast, contrasting with the dark rocks, under a bright blue sky sprinkled with soft clouds.
Condo in Santurce
4.94 out of 5 average rating, 177 reviews

Condado, Walk to the Beach, on Ashford Avenue

Located in the heart of Condado, San Juan directly on Ashford Avenue! This condo is in one of the liveliest and most tourist-friendly areas of the entire island! It’s filled with bars, restaurants, casinos, shopping, and amazing beaches. And the beach is steps away! Located across from the San Juan Marriott Resort and Stellaris Casino. The condominium has amenities including a pool, a small gym, and a laundromat. Security 24/7. 10-15 minute taxi/Uber ride from San Juan’s airport (SJU).

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.

Guest favourite
Apartment in Santurce
4.95 out of 5 average rating, 148 reviews

Red Door Lovely 1 Bedroom unit with small patio

In the middle of Santurce, San Jorge St, Urban area of San Juan. Located few steps to La Terraza de Bonanza, Sal si Puedes, Salvation Army Office, San Jorge Children Hospital, Pavia Hospital, Hotel San Jorge, Sul, Asia de Lima Rest, El Huevo rest, La Taberna Selfie, Budah Pizza, La Carreta Rest, Pueblo Supermarket, Banks and much more. Close to Lote 23, Ciudadela at Santurce, Universidad Sagrado Corazon, Beaches and Condado area. You don’t need rent car, UBER/Scooter are available.

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.
Condo 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

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.
Apartment 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.
Apartment 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.

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).

Top Guest favourite
A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.
Home in Carolina
4.98 out of 5 average rating, 218 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

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$489 AUD$603 AUD$604 AUD$625 AUD$404 AUD$336 AUD$383 AUD$474 AUD$383 AUD$278 AUD$351 AUD$433 AUD
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