
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 £96 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

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.

Breathtaking Ocean View 3BR/2BA in Condado Beach
Enjoy breathtaking ocean views from this fully remodeled 3-bedroom, 2-bathroom apartment located in Condado, one of San Juan’s most desirable beachfront areas. Relax and enjoy the combination of comfort, convenience, and island living. Ideal for family vacations, couples getaways, or trips with friends. The building offers an Olympic-size pool, beach access, gym, and coin laundry. Surrounded by top restaurants, bars, casinos, pharmacies, supermarkets, and nightlife, many within walking distance.
4.83 out of 5 average rating, 145 reviews
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.
4.99 out of 5 average rating, 143 reviews
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.
4.99 out of 5 average rating, 147 reviews
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.
4.99 out of 5 average rating, 100 reviews
Centric Paradise Villa | Pool | Cruise ports
WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. Welcome to our inviting accommodations. Details below. Reach out with any inquiries. This is our spacious suite with a King-size bed and fully equipped kitchenette. Next to Paseo Caribe and Caribe Hilton, dine at nearby restaurants just a 5-min walk away. Between Old San Juan and Condado, experience the heart of the action.
4.84 out of 5 average rating, 107 reviews
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.
4.96 out of 5 average rating, 112 reviews
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.
4.75 out of 5 average rating, 204 reviews
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.
4.93 out of 5 average rating, 142 reviews
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.
4.88 out of 5 average rating, 136 reviews
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).
4.9 out of 5 average rating, 125 reviews
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.
4.98 out of 5 average rating, 235 reviews
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.
4.96 out of 5 average rating, 157 reviewsPopular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Villa Celestial Luxury Home
4.98 out of 5 average rating, 137 reviews
Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
4.9 out of 5 average rating, 288 reviews
Casa Aurea - Cozy House in Centric Metro Area
4.96 out of 5 average rating, 102 reviews
Costa Escondida
4.94 out of 5 average rating, 204 reviews
Casa Ocean PR
4.81 out of 5 average rating, 181 reviews
Traveler’s cozy house | Private Pool Near Airport
4.96 out of 5 average rating, 117 reviews
Casa Hélice 3 min from airport -Placas Solares-
4.94 out of 5 average rating, 112 reviews
Casa Kenia
4.95 out of 5 average rating, 138 reviewsApartment rentals with a pool

Palms & Ocean View 1br 1bth + Pool + Beach Access
4.89 out of 5 average rating, 160 reviews
Romantic Oceanfront Private Patio Full Generator
4.92 out of 5 average rating, 127 reviews
★Luxurious Beachfront Apt in Isla Verde+free pkg★
4.92 out of 5 average rating, 420 reviews
Ocean & City View Studio in Condado, San Juan
4.82 out of 5 average rating, 130 reviews
Isla Verde Beachfront Studio near restaurants,bars
4.95 out of 5 average rating, 193 reviews
Chic Apartment in Ocean Front Condado Condo
4.82 out of 5 average rating, 727 reviews
The best, Amazing Designer Beach Front Loft Apt
4.85 out of 5 average rating, 133 reviews
BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR
4.89 out of 5 average rating, 133 reviewsOther holiday rentals with a pool

Beach Walk / Pool / Backup Power & Water
4.98 out of 5 average rating, 112 reviews
2Lvl CityView Penthouse on Beach, Rennovated 2022
4.9 out of 5 average rating, 164 reviews
Ashford Imperial Condo- Oceanview and Parking
4.92 out of 5 average rating, 171 reviews
Lovely 1 bedroom apartment with private terrace
4.86 out of 5 average rating, 227 reviews
Modern Studio, Spectacular View, Parking On Site
4.96 out of 5 average rating, 441 reviews
Top Suite in San Juan - Private Balcony
4.9 out of 5 average rating, 39 reviews
Old San Juan Retreat - Calle Sol 1
4.89 out of 5 average rating, 38 reviews
Premium Ocean View |Walk to Beach+Washer+Generator
4.96 out of 5 average rating, 24 reviewsWhen is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £249 | £308 | £309 | £248 | £228 | £204 | £195 | £242 | £195 | £142 | £179 | £221 |
| 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
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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





