
Holiday rentals with a pool in Viejo San Juan
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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 $224 NZD 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, Wi-Fi 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.

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
3 bedroom/3 bath duplex in trendy Ocean Park/Condado area just steps from the beach! Less than 10 minutes from the airport and Old San Juan, plus: *Own pool *Free parking *Private home gym *Beach gear *Weber gas grill *Full kitchen *Master suite with king bed and office space *Junior suite with queen bed *Third room with double bed *Queen size sofa-bed in living room *AC in every room *Washer/dryer in unit *Gated community Family-friendly, close to nightlife, and the best beach in San Juan!

Water Cistern • Mid-Century Modern House
No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. 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.

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.

Old San Juan Gem | Backup Power/Water, Pool + Pkg
Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

Dream Retreat 2br 2bth + Ocean View + Beach Access
In the heart of Condado, with direct private access to the Condado beach. The building is on Ashford Ave., 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).

Blue lagoon
Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a pool, BBQ and an emergency electric generator, a dock for fishing, and views of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests for an extra cost. To add this service, contact the host. For reservations of three or more nights, you get 1 hour of free jet ski.

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.

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.

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.

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.

Sunrises Near Beaches+Power+Private Balcony
WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. 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.

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

Casa Aurea - Cozy House in the Metro Center Area

Casa Reyes

Private Pool•Power/Water Backup•Near Airport•Gated

Lake Villa House in Toa Baja, Puerto Rico

Casa Hélice 3 min from airport -Placas Solares-

Casa Ocean PR

Traveler’s cozy house | Private Pool Near Airport

Hidden Coast
Condo rentals with a pool

Ocean View 3/2+ Balcony + Pool-San Juan/Condado

Beachfront & Pool at the Best Location in Condado

Condado Beach Vistas… Elevate Your Stay!

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Isla Verde Beachfront Studio near restaurants,bars

Beautiful apartment in Condado with beach access!

Marbella Este beachfront free park airport king B.

Ashford Imperial. Best Location. We have water
Other holiday rentals with a pool

King Suite Steps from the Beach

Ocean Park 2BR Penthouse Beach Pool

2Lvl CityView Penthouse on Beach, Rennovated 2022

Penthouse Beach Retreat

Design Suite「 POOL」Walk to Beach | DUNA by DW

Casa Arena | Elegant Ocean Views

Modern Studio, Spectacular View, Parking On Site

Top Suite in San Juan - Private Balcony
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $580 NZD | $716 NZD | $718 NZD | $576 NZD | $530 NZD | $475 NZD | $454 NZD | $563 NZD | $454 NZD | $330 NZD | $416 NZD | $515 NZD |
| 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
- Family-friendly rentals Viejo San Juan
- House rentals Viejo San Juan
- Hotel rooms Viejo San Juan
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- Apartment rentals Viejo San Juan
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- Rentals with beach access 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
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- La Pared Beach
- José Miguel Agrelot Coliseum
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Hacienda Campo Rico
- Cond Marina Lanais





