
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 $222 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, 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.

Jungle Bungalow | 1BR Suite | Private Plunge Pool
Located just blocks from the vibrant Ocean Park Beach, our chic studio bungalow perfectly combines urban convenience with tropical serenity. Step into your private plunge pool or explore Calle Loiza's bustling streets, famous for eclectic dining and unique shopping. Your queen-sized bed features plush comfort with en-suite bathroom, providing a personal retreat. Enjoy the lush garden patio hanging egg-chairs for serene evenings, making every day of your stay memorable and relaxing.

Beautiful Retreat w. Pool and Perfect Location
What could be better than walking out your door and being only steps from the water right on Ashford Ave, this prime location has it all! Nestled between the beach and the lagoon, this sun-filled, studio apartment has everything you need with inviting spaces, soft earthy décor, a fully equipped kitchen and a luxe king bed. Old San Juan, restaurants and shops are all just mins away or live your best beach lifestyle with kayaking, paddleboarding and so much more all right on your doorstep!

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.

Casa Kenia
Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.

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).

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.

2 Min Beach | Backup Power | Heated Pool
Everything you need; nothing to worry about; a vacation without interruptions. Walk to Isla Verde Beach, relax in the heated pool, and enjoy backup power and running water throughout your stay. Beach chairs, towels, and a cooler are ready before you arrive. Inside you'll find a spotless modern villa with full A/C, fast Wi-Fi, free parking, easy self-check-in, and everything you need for a stress-free Puerto Rico getaway.

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.

Modern oceanfront 2bed 2bath in Isla Verde sleeps6
This stylish newly renovated place to stay is perfect for group trips or families. Steps to the beach and close to everything. Gorgeous views of the ocean and lagoon from the huge balcony. Uber pick up at the lobby. 15 minutes to San Juan and concert venues. 5 minutes from the airport. Hotel San Juan down the street 2 minutes walk. Many restaurants and bars.
Popular amenities for Viejo San Juan rentals with a pool
House rentals with a pool

Casa Reyes

Lake Villa House in Toa Baja, Puerto Rico

Traveler’s cozy house | Private Pool Near Airport

Hidden Coast

Casa Aurea - Cozy House in the Metro Center Area

Casa Hélice 3 min from airport -Placas Solares-

Luxury Villa: PrivatePool, Generator&Water Cistern

Casa Va-Le: Luxury Retreat with Private Pool
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Romantic Oceanfront Private Patio Full Generator

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Breathtaking Ocean View Penthouse

Ocean & City View Studio in Condado, San Juan

Isla Verde Beachfront Studio near restaurants,bars

Serenity by the Beach

Isla Verde Beach-Pool/New/ Downtown
Other holiday rentals with a pool

Centric Paradise Villa | Pool | Cruise ports

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

Spectacular! Roof Pool, 10 steps to Beach, Groups

Blue lagoon

Ashford Imperial Condo- Oceanview and Parking

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

Old San Juan Gem | Backup Power/Water, Pool + Pkg

The Opus Residence Luxury Home in San Juan
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 | $574 NZD | $709 NZD | $711 NZD | $571 NZD | $525 NZD | $470 NZD | $450 NZD | $557 NZD | $450 NZD | $327 NZD | $412 NZD | $510 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
- Distrito T-Mobile
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Puerto Rico Convention Center
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Los Tubos Beach
- Isla Verde Beach West
- Cueva del Indio
- La Guancha
- Museo de Arte de Puerto Rico
- Isla Palomino
- Balneario de Luquillo
- Rio Mar Village
- Cond Ashford Imperial
- Camuy Caves
- Plaza Del Mercado De Santurce
- 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
- Food and drink 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





