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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 $185 AUD per night before taxes and fees

  • Verified guest reviews

    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.

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Top Guest favourite
A modern living area features a comfortable sectional sofa, adorned with decorative pillows. A coffee table holds a platter of fresh fruit and two colorful glasses. Large windows allow natural light to fill the space, revealing views of the surrounding cityscape.
Apartment in Santurce
5 out of 5 average rating, 112 reviews

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.

Top Guest favourite
Home in San Juan
4.97 out of 5 average rating, 99 reviews

Casa Aurea - Cozy House in the Metro Center Area

Casa Aurea is a charming and cozy retreat that comfortably accommodates up to eight guests, offering everything you need for a relaxing stay in a prime location. Just minutes from Plaza Las Américas, you’ll be close to top restaurants, shopping, and entertainment. Whether you’re visiting with family or friends, Casa Aurea is the ideal place to unwind by the pool or set out to explore all the area has to offer. Come experience the perfect blend of comfort, convenience, and Caribbean charm!

Top Guest favourite
Townhouse in Santurce
4.99 out of 5 average rating, 141 reviews

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.

Guest favourite
A private outdoor area is illuminated by string lights, creating a warm ambiance at night. The pool, featuring shimmering blue lights, is bordered by sleek lounge chairs. A modern barbecue grill is visible in the distance, surrounded by lush greenery and a clean, well-maintained pathway.
Home in Carolina
4.95 out of 5 average rating, 134 reviews

Casa Kenia

Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.

Guest favourite
A rooftop pool area is featured with a small turquoise pool and an open terrace overlooking the ocean. Comfortable seating options are present, including lounge chairs and a shaded area with a cushioned sofa. Lush greenery and distant palm trees enhance the tranquil setting.
Apartment in Santurce
4.85 out of 5 average rating, 256 reviews

Spectacular! Roof Pool, 10 steps to Beach, Groups

My place is 10 steps to the Ocean park beach, family-friendly activities, volley on the beach, kitesurf, windsurf, full of restaurants walking distance, nightlife, public transport, 10 min. to the airport. If you come with pets we need to know in advance and you will pay $200 per pet upon arrival in cash. I have free parking upon request before arrival. High velocity WIFI. 24/7 care and water tanks and plant (since Maria the companies cut water and electricity often)

Guest favourite
A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.
Home in Carolina
4.98 out of 5 average rating, 131 reviews

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

Guest favourite
Home in Carolina
4.99 out of 5 average rating, 183 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, 290 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.

Top Guest favourite
A light-filled sleeping area features a spacious bed with crisp linens and a decorative pillow. Large windows provide views of the surrounding area, while sheer curtains allow natural light to filter in. A bedside lamp and a small table add functional decor to the space.
Apartment in Santurce
4.97 out of 5 average rating, 237 reviews

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.

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, 133 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, 170 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!

Top Guest favourite
Condo in Santurce
4.9 out of 5 average rating, 301 reviews

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

When is the best time to visit Viejo San Juan?

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Avg. price$480 AUD$593 AUD$594 AUD$614 AUD$397 AUD$330 AUD$376 AUD$466 AUD$376 AUD$274 AUD$345 AUD$426 AUD
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