
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.

#6 - Gallery Suite, Artists' House
Cozy & fully equipped room for 2 guests with A/C, private bathroom & WIFI in the historical Puerta de Tierra, next to Old San Juan, Condado & Miramar. > 1-min to breakfast spot > 5-min to grocery mkt or pharmacy > 10-min to Playa Peña & Capitol Bldg > 10-min to Escambrón Surf Beach > 15-min to Playita Condado > 15-min to Plaza Colon > 5-min Uber to El Morro, Condado, La Placita, Cerra Art St, Theaters Perfect for smart travelers: safe, clean & great value to explore PR! *Please read reviews :)

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.

Dolce Oasis: Centric and cozy studio @ Isla Verde
Cozy and centric apartment @ Isla Verde with direct access to this beautiful beach (beachfront building). Just 5 minutes away from SJU International Airport. Several restaurants and eating places @ walking distance. A bank right across the street and a supermarket just a 2 minute walk. - 10 minutes from Condado/Ashford Ave. - 15-18 minutes from Old San Juan Historic Site - 15 minutes from Hato Rey Financial District - 15-18 minutes away from Plaza Las Americas (biggest mall of the Caribbean)

Colonial Luxury in the Heart of the Old San Juan
Live in the heart of the colonial city of the historic Old San Juan. Explore its narrow streets with centuries of history while enjoying of all the day and night life in this touristic zone. This apartment has an enviable location in the center of all points of interest, restaurants, bars and even night life. From this apartment you may walk to all points in the zone from El Morro Castle to the Cruise port and more. This luxury like apartment offer a colonial style with modern amenities.

Old San Juan PH with Ocean View Private Terrace
**Ocean View Terrace PH in Old San Juan** Welcome to your dream getaway in the heart of Old San Juan! This luminous penthouse offers the best views of the historic city, where you can soak in the breathtaking sunrises and sunsets from your own spacious, private ocean view terrace. This charming one-bedroom penthouse is designed for comfort and relaxation in the heart of Old San Juan. Come enjoy the rich history, colorful architecture, and vibrant culture that this iconic city has to offer.

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!!

IslaVerde Private Apt-Close to beach/airport/park.
Power Generator/ cistern. PRIVATE APT. Close to beach and airport! Relax in this boho unit. 5 min driving to the airport, close enough for a quick transfer but located in a dead end, tranquil street; 5 min walking to the beach; 10 min driving to Old San Juan. Enough parking in front of properties. Near recreational park, tennis and basketball court. Full bed, TV, coffee maker, fridge, microwave, single stove top, and Wi-Fi. Beach chairs, towels, umbrella provided. Ground floor.

★Dorado★ History & The City Luxury Condo
Dorado is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Golden 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 that overlooks the Cathedral. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

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.
Popular amenities for Viejo San Juan family-friendly rentals
Family-friendly home rentals with a hot tub

San Juan-Condado Ashford Ave. Best Studio!

Tropical Hideaway a short walk to Isla Verde beach

SecretSpot

5 minutes from airport outdoor bathtub, sleep 3

ESJ Tower beachfront airport free park amazingView

Swimming pool, WiFi, parking, close to the beach

PENTHOUSE WITH TWO PRIVATE AMAZING TERRACE

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

Isla Verde Beach-Pool/New/ Downtown

Luxury Loft in Central San Juan with Free Parking

The Hidden Gem- 1 BR Apt- Old San Juan

Cozy • Fast WiFi • TV • AC • Tesla backup • Beach

Bay View Suite

Joyfulgarden Studio, few blocks from the beach!

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

Luxury Caribbean Condo (Atlantis) - 2-BDR/2-BATH
Family-friendly home rentals with a pool

Best location with pool, steps from beach!

Isla Verde-Alambique Beach Modern Condominium

Isla Verde Beachfront Studio near restaurants,bars

BEACHFRONT OCEANVIEW CHIC CABIN/POOL+GYM+PKG

Ocean View 21st Floor with Parking

Beautiful apartment in Condado with beach access!

Ashford Imperial Condo- Oceanview & parking

Luxury waterfront villa with dock and heated pool
Quick stats about holiday rentals that are family-friendly in Viejo San Juan
Total rentals
260 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
19K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wi-Fi availability
260 properties include access to Wi-Fi
Destinations to explore
- Boutique hotel rentals Viejo San Juan
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- Family-friendly rentals San Juan Region
- Family-friendly rentals Puerto Rico
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