
Vacation rentals with a pool in Viejo San Juan
Find and book unique homes with a pool on Airbnb
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

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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 vacation 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.

Ocean Views Studio 1| 4 Guests | Relaxing
5 STARS" – PRIME LOCATION IN PUERTO RICO! Oceanfront corner apartment with balcony for expansive views, perfectly situated in the heart of San Juan. Enjoy walking access to Old San Juan, Condado, and Paseo Caribe—a vibrant area filled with restaurants, shops, and live music. Relax on the balcony with a glass of wine as you watch the waves, or unwind at the building’s pool, jacuzzi, and tropical gardens. Just steps away, a large lagoon awaits for kayaking and paddle boarding adventures.

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.

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.

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

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.

Condado Home, 4BR/3Bath, Pool, BBQ, Generator
4bed/3bath duplex in trendy Condado area just 5-minute walk from the beach! And, just steps from nightlife and restaurants, plus: *Private Pool *Beach gear *Free street parking *Weber Gas Grill *Full Kitchen *AC in every room *Washer/Dryer in unit *Master suite with king bed *Second room with queen bed *Third room with two twin beds *Junior suite with full bed *Desk and working space Less than 10 minutes from the airport and Old San Juan!

Beach Walk / Pool / Backup Power & Water
Walk to Isla Verde Beach, spend the day by the ocean, and come back to a heated pool. Villa Valeria combines a prime location with backup power and water, so your Puerto Rico vacation stays comfortable from arrival to departure. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU

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.

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.

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).

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
House rentals with a pool

Villa Tropical Private pool Wi-Fi and Netflix

Casa Minnelli,5 minutes from the airport and beach

La Pompa Beach House Beautiful Residence with Pool

Luxury Casa Caliad

Hidden Coast

Private Pool•Near Airport•Solar System•Gated Area

Unique Luxury Villa: Private Pool & Generator

The Leaves Apartments #2
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Isla Verde Beachfront Studio near restaurants,bars

Romantic Oceanfront Private Patio Full Generator

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

Condado Del Mar Suite 1110"

Chic Apartment in Ocean Front Condado Condo

★Luxurious Beachfront Apt in Isla Verde+free pkg★
Other vacation rentals with a pool

King Bed Loft | by Old SJ & Escambrón Beach | Pool

Perfect 2 bdroom loft apt. for a stay in San Juan.

Great 1 bedroom apt in Condado area w/pool

Penthouse Beach Retreat

Lovely 1 bedroom apartment with private terrace

Premium Ocean View |Walk to Beach+Washer+Generator

Ashford Imperial Condo- Oceanview and Parking

Old San Juan Gem | Backup Power/Water, Pool + Pkg
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 |
Destinations to explore
- Condo rentals Viejo San Juan
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- Rentals with a hot tub Viejo San Juan
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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
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- San Patricio Plaza
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- La Guancha
- Playa puerto nuevo
- Isla Palomino
- Things to do Viejo San Juan
- Things to do San Juan Region
- Nature and outdoors San Juan Region
- Sports activities San Juan Region
- Art and culture San Juan Region
- Sightseeing San Juan Region
- Food and drink San Juan Region
- Tours San Juan Region
- Entertainment San Juan Region
- Things to do 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
- Food and drink Puerto Rico





