
Family-friendly holiday rentals in Viejo San Juan
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Top-rated family-friendly rentals in Viejo San Juan
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Colonial Old San Juan Apartment
Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

Cozy Historic Ruin Apartment
Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

Del Cristo Tiny Studio @the❤ofOSJ
Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Supermarket, shops, restaurants and bars close by. Just a few steps from some of the oldest structures in PR and America like El Convento, San Juan Baptiste Cathedral & La Capilla de Cristo. Close to other Forts, Museums & more. We are about a 20 minute drive from the airport and closest beach is either a 20 minute walk or 5 minute drive. This place is good for couples, solo adventurers and business travelers.

In the Heart of Old San Juan!
Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

The Balconies, Old San Juan Best location!!
Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two sofa beds. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

★Rojo★In the Middle of Old San Juan Luxury Condo
Rojo is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Red you will enjoy the old city experience. Our apartment is very convenient when it comes to accommodation since it has a separate bedroom with a queen bed, Smart TV on living room and bedroom, dedicated workspace and a balcony. Very quiet and peaceful apartment. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

Casita del Sol☀️couples’ HOUSE-rooftop, water views
Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

Classic Old San Juan; Best Location
Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Pelican Suite | Ocean View | Pool | King Bed
Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.

Posada Amparo - Apartment 1
Small private studio for two, located on Cristo Street in Old San Juan. Includes private entrance, A/C, ceiling fan, WiFi, 32" TV, free Netflix, full loft bed, futon couch, kitchenette (with oven, stove, sink, fridge and microwave oven), two closets, full bathroom, towels and toiletries.

Cozy & Lovely 1 bdr apt at Old San Juan
Take it easy at this unique and tranquil getaway. Connect with yourself while enjoying the magic of Old San Juan. This special space provides you the opportunity of getting the best of both worlds, tranquility to relax inside and the greatest outdoor activities at the best location.

Cozy apartment in the heart of Old San Juan
Peaceful and cozy place, brings you an authentic daily life feeling in Viejo San Juan. Centrally-located near best local restaurants, plazas and shopping. Enjoy a relaxing space after discovering the city. Third-floor apartment with stairs access only.
Popular amenities for Viejo San Juan family-friendly rentals
Family-friendly home rentals with a hot tub

Ocean Couple

THE ESCAPE - Modern 1 BR apt with jacuzzi room

Ocean Views Studio 1| 4 Guests | Relaxing

5 minutes from airport outdoor bathtub, sleep 3

SecretSpot

ESJ Tower beachfront airport free park amazingView

Swimming pool, WiFi, parking, close to the beach

Modern Guesthouse w/ Yard, Bathtub, and Spa
Family- and pet-friendly home rentals

Luxury Loft in Central San Juan with Free Parking

The Hidden Gem- 1 BR Apt- Old San Juan

San Sebastian and Cruz Apt. 10

Cozy apartment with patio

Joyfulgarden Studio, few blocks from the beach!

Sunrise Loft: King Bed, Washer-Dryer & Ocean Views

New and central apartment Free WiFi & Netflix

IslaVerde Private Apt-Close to beach/airport/park.
Family-friendly home rentals with a pool

Best location with pool, steps from beach!

"Stellita Glamping"

King Suite Steps from the Beach w/ Parking

Rare Beachfront Getaway w Pool, Gym, + Balcony!

Villa Estrella PR (near Airport & Beach)

Beautiful apartment in Condado with beach access!

Paseo Arce Guest House #1 · Modern & Open-Concept

Direct beach access... best spot in Condado
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $543 AUD | $459 AUD | $462 AUD | $420 AUD | $361 AUD | $344 AUD | $375 AUD | $400 AUD | $352 AUD | $344 AUD | $388 AUD | $448 AUD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Viejo San Juan

Total holiday rentals
Explore 260 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $31 AUD per night before taxes and fees

Verified guest reviews
Over 19,050 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
260 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

4.8 Average rating
Viejo San Juan stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Family-friendly rentals San Juan Region
- Family-friendly rentals Puerto Rico
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