
Vacation 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.

Gated Parking Heated Pool Generator Beach Walk
Everything you need for an effortless Puerto Rico stay. Minutes to Isla Verde Beach, with pool access and all your beach essentials ready. 🌊 Walk to Isla Verde Beach: close to top spots 🏊♀️ Heated pool access; sparkling clean, perfect to unwind 🧼 Impeccably clean: spotless and exactly as pictured 🔐 Easy, stress-free arrival 🏖️ Beach essentials included: chairs, umbrella, towels + cooler ⚡ Reliable essentials: Power generator backup + water cistern 💬 Super responsive host: fast, attentive

Dream Beachfront Vacation * King Bed * W/D *Parkin
Welcome to our Casa Caribe oceanfront retreat with a breathtaking view from the private balcony infused with a cool island breeze. Let the turquoise water, salty air, and the sound of the waves mesmerize you. Wake up, do yoga, then jump into the warm ocean water or tan on the Isla Verde sand. Enjoy direct beach access, fast WI-FI, and free parking. Walk everywhere. After a trip to Old San Juan or El Yunque Rainforest, enjoy a glass of wine at sunset on the balcony. Leave all your worries behind.

Sol Mate/ Pool, across best hotels in Condado
Enjoy a modern tropical 1 bdr. apt. at building with pool, in Condado's main avenue, across the Vanderbilt and Ocean Club Hotels. Walking distance to the beach, lagoon, many restaurant, stores, pharmacies, bars, amenities and minutes from Old San Juan and the Convention District. Fully equipped kitchen. Beach chairs, towels and cooler. Modern bathroom with shower jets. Nice atmosphere to relax and enjoy a drink with gorgeous view of the sunset in the lagoon. High speed internet and 2 tvs.

💙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

Vista Boriken: 24 Hr. Doorman, Pool, Laundry, Gym
Vista Borinken is located on one of the top floors of the swanky Ashford Imperial, one of the most secure and luxurious buildings in Condado with 24/7 security. Recently renovated, our studio (non-smoking) comfortably sleeps up to 2 guests and boasts beautiful panoramic views of the island, from the mountains to the ocean and has access to a pool, gym, and laundry room. Restaurants, shops, the beach and local parking are all just steps away from the building.

Beach Front, Ocean View & Direct Access to D Beach
Come vacay at 105 Beach House, enjoy the most amazing sunsets, beaches and full moons, with the most diverse variety of restaurants nearby. A fully equipped ocean view beachfront one room apartment, with BBQ's, direct access to the most beautiful beach, pool and playground that will make you want to stay a little longer. Just steps away from sand and salt water. Created with love for you guest. Enjoy Puerto Rico from a different point of view at your home.

Endless Horizon Ocean View 2br Pent House
In the heart of Condado, with direct private access to the Condado beach. The building is surrounded by great restaurants, cafes, and bars. At walking distance, you have supermarkets (5 min), Calle Loiza St. with vibrant nightlife (6 min), and La Placita de Santurce with also great nightlife (15 min). At driving distance, you have the Convention Center & El Distrito (10 min), Old San Juan (15 min), Hato Rey Milla de Oro (15 min), and the airport (15 min).

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.

Manatee Suite | Ocean View | King Bed | Pool
Thank you for considering our place at Condado Lagoon Villa #511. Perfect for exploring Old San Juan and Condado, it boasts a full kitchen and dining area for four. The highlight is the balcony, offering a picturesque view of the “Dos Hermanos” Bridge and Condado Lagoon. It's an idyllic spot for sunrise breakfasts or sunset dinners. We're dedicated to providing an exceptional stay. Feel free to ask any questions!

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!
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Villa Tropical Private pool Wi-Fi and Netflix

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

Casa Minnelli,5 minutes from the airport and beach

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Private Pool•Near Airport•Solar System•Gated Area

Luxury Beach House with Private Pool in Condado

Lake Villa House in Toa Baja, Puerto Rico
Condo rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Ashford Imperial/New, modern, beach condo/King bed

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Ashford Imperial. Best Location.

Ocean Front Getaway

Ashford Imperial Ocean View 1 bed

Beach Front

Condado Del Mar Suite 1110"
Other vacation rentals with a pool

#3 - 2BR w/ Pool, Parking, Laundry, walk 2 Beach

Boho Tropical Oasis | 3 BR+Pool

⭐️SPECTACULAR CHIC STUDIO PROFESSIONALLY SANITIZED⭐️

Beach Vacay!

"San Juan Escape at Solemare"

Japandi Loft-Private Pool & Outdoor Shower | Osaka

My Solemare Suite Resort-Style Isla Verde PR

Jungle Bungalow | 1BR Suite | Private Plunge Pool
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,238 | ﺩ.ﺇ 1,528 | ﺩ.ﺇ 1,531 | ﺩ.ﺇ 1,583 | ﺩ.ﺇ 1,025 | ﺩ.ﺇ 852 | ﺩ.ﺇ 970 | ﺩ.ﺇ 1,201 | ﺩ.ﺇ 970 | ﺩ.ﺇ 705 | ﺩ.ﺇ 889 | ﺩ.ﺇ 1,098 |
| 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 vacation rentals with a pool in Viejo San Juan

Total vacation rentals
Explore 30 vacation rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan vacation rentals start at ﺩ.ﺇ 477 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 vacation 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 Puerto Rico
- El Yunque National Forest
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- Distrito T-Mobile
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