
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 $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.

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.
ValueLocationNearby

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.
FamilyValueIndoor spaces

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).
LocationValueDecor

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.
LocationFamilyLaundry

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.
FamilyLocationComfort

Epic Ocean View, 23 floor, Balcony & Free Wi-fi
The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.
ValueLocationPool

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.
ValueLocationCleanliness

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.
LocationValueBeach

Isla Verde • Modern Oceanfront • Prime Location
Experience oceanfront living in Isla Verde, where your 17th-floor apartment offers sweeping views of the lagoon and city skyline. Just an elevator ride from the sand, this elegant retreat is surrounded by renowned dining🥂, vibrant nightlife 🎶 , and coastal charm. Designed for comfort and ease, it includes high-speed WiFi, private parking🅿️ , backup power⚡️, and thoughtful touches for a refined stay—perfect for couples or small families.
FamilyValueCheckout

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).
ValueFamilyHospitality

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)
🏝️Apartment Steps of the Beach 🏖️😎 🛫3 minutes Away from Airport ✈️ Deja Blue is an amazing recently remodeled BeachFront Apartment with 2 bedrooms and 1 bath on Isla Verde Beach. You will love the views from every room in the apartment and our recently renovated living room and kitchen. Enjoy morning or sunset walks on the beach.
FamilyValueAmenities

Villa Estrella PR (near Airport & Beach)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
ValueFamilySleep quality
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

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

Villa Celestial Luxury Home
FamilyValueLaundry

Casa Hélice 3 min from airport -Placas Solares-
ValueFamilyPool

Casa Ocean PR
ValueLocationQuiet

Casa Reyes
LocationFamilyAccess

Casa Aurea - Cozy House in the Metro Center Area
FamilyValueComfort

Casa Kenia
FamilyValueView

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

Beachfront & Pool at the Best Location in Condado
FamilyValueGetting around

Ocean & City View Studio in Condado, San Juan
ValueFamilyCleanliness

Isla Verde Beachfront Studio near restaurants,bars
LocationFamilyKitchen

Romantic Oceanfront Private Patio Full Generator
FamilyValueDecor

★Luxurious Beachfront Apt in Isla Verde+free pkg★
LocationValueTV

Ashford Imperial. Best Location. We have water
FamilyValueHot tub

Beautiful apartment in Condado with beach access!
FamilyLocationAmenities

Beach Condo | Near Airport | Free Parking & Pool
FamilyLocationHospitality
Other holiday rentals with a pool

Best location with pool, steps from beach!
ValueFamilyCheckout

Ocean Park 2BR Penthouse Beach Pool
ValueFamilyComfort

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

Beach Vacay!
FamilyLocationSleep quality

Ashford Imperial Condo- Oceanview and Parking
FamilyLocationParking

Casa Arena | Elegant Ocean Views
ValueLocationCheckout

2Lvl CityView Penthouse on Beach, Rennovated 2022
ValueLocationCheck-in

Beach Walk / Pool / Backup Power & Water
ValueFamilyCheckout
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 | $581 NZD | $717 NZD | $718 NZD | $577 NZD | $531 NZD | $475 NZD | $455 NZD | $563 NZD | $455 NZD | $331 NZD | $417 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
- Condo rentals Viejo San Juan
- Family-friendly rentals Viejo San Juan
- House rentals Viejo San Juan
- Hotel rooms Viejo San Juan
- Boutique hotels Viejo San Juan
- Apartment rentals Viejo San Juan
- Rentals with a hot tub Viejo San Juan
- Rentals with beach access Viejo San Juan
- Waterfront rentals Viejo San Juan
- Pet-friendly rentals Viejo San Juan
- 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





