
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 £96 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

Wifi availability
30 of Viejo San Juan holiday rentals include wifi 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.

Casa Reyes
Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

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.

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.

OCEAN FRONT, 5 STAR LOCATION
Studio apartment featuring a queen-size bed and a sofa bed for kids, right in the heart of San Juan. Next to Paseo Caribe, an exciting area with a variety of restaurants and shops, and adjacent to the Caribe Hilton Hotel, where you can dance in the lively lobby bar. Enjoy breathtaking views and a prime location: a 20-minute walk or a quick 6-minute Uber to Old San Juan, 15 minutes from the airport, and just 10 minutes to Condado. Walk to two nearby beaches.

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).

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.

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

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).

Ocean & City View Studio in Condado, San Juan
Studio with ocean and city views in the heart of Condado, steps from the beach, restaurants, shops, casinos and nightlife. Building amenities include pool, tennis court, gym, game room, reading room, laundry room, lobby market and 24/7 security. Water during rationing: Building reserve system maintains water service during scheduled interruptions.

Deja Blue BeachFront Apartment @ Isla Verde
🏝️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.
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Villa Celestial Luxury Home

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

Casa Aurea - Cozy House in Centric Metro Area

Casa Hélice 3 min from airport -Placas Solares-

Costa Escondida

Villa Estrella PR (near Airport & Beach)

Casa Kenia

Casa Ocean PR
Apartment rentals with a pool

Romantic Oceanfront Private Patio Full Generator

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Heart of Condado with City View- Free parking

Isla Verde Beachfront Studio near restaurants,bars

The best, Amazing Designer Beach Front Loft Apt

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

Beachfront & Pool at the Best Location in Condado

Beautiful apartment in Condado with beach access!
Other holiday rentals with a pool

2Lvl CityView Penthouse on Beach, Rennovated 2022

Red Door Lovely 1 Bedroom unit with small patio

Beach Vacay!

Ashford Imperial Condo- Oceanview and Parking

Centric Paradise Villa | Pool | Cruise ports

Top Suite in San Juan - Private Balcony

Premium Ocean View |Walk to Beach+Washer+Generator

Old San Juan Retreat - Calle Sol 1
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 | £250 | £309 | £309 | £248 | £228 | £205 | £196 | £243 | £196 | £142 | £179 | £222 |
| 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
- Apartment rentals Viejo San Juan
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- Rentals with a hot tub Viejo San Juan
- Rentals with beach access Viejo San Juan
- Waterfront rentals 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
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico
- Cond Marina Lanais





