
Family-friendly holiday rentals in Viejo San Juan
Find and book unique family-friendly homes on Airbnb
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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 21,680 verified reviews to help you choose

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
260 of Viejo San Juan holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Viejo San Juan rentals

4.8 Average rating
Viejo San Juan stays are highly rated by guests – averaging 4.8 out of 5!
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.
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1 Bdrm Colonial Style Apt w/balcony
Second-floor colonial-style apt near local bars & restaurants. A private balcony overlooks Calle de la Cruz. Features a fully equipped kitchen, internet, ac, free laundry room on ground level. Note: due to the central location, there is street noise from nearby bars throughout the day and into the night However, the bedroom is located at the back of the apartment, providing a quieter space. Check-in: from 10:00 AM to midnight. Overnight check-in is also possible if the prior night is reserved.
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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.
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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.
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Quaint Colonial Home Old San Juan
Beautiful Spanish colonial home in the north side of Old San Juan where locals live, you are just steps (one block) from the ocean. Unique opportunity to explore the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Discover this UNESCO World Heritage Site through a mix of historic architecture and contemporary culture. Note: This home is registered with the PR Tourism Company and strictly adheres to all established Health and Safety protocols.
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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!!
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Enchanting Spanish Colonial Loft in Old San Juan
Discover the enchantment of Old San Juan in this charming Spanish colonial apartment, perfectly nestled in the historic heart of Puerto Rico’s most iconic city. Walk everywhere, from historic parks and landmarks, restaurants, coffee shops, and shopping. Just steps away from Playa del Capitolio or a longer scenic walk to the Escambron beach and recreation area. The apartment is a tranquil loft insulated from the heat and busy streets when you need a break to recharge on your trip.
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Cozy Loft in Old San Juan – Prime Location!
Immerse yourself in the charm of Old San Juan in this stunning Spanish colonial loft! Featuring classic architecture, exposed beams & vibrant tile work, this space offers serenity. Nestled on the cobblestone streets, you're steps from iconic landmarks, exceptional dining & the ocean's edge. Enjoy year round tropical weather and an unbeatable location where culture, beauty and tranquility come together to create unforgettable memories. Come experience the beauty of Old San Juan!
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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
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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.
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Lively Chic Old San Juan Balcony Suite
This newly remodeled suite is located in the perfect location to explore Old San Juan. Trendy restaurants, hip bars, coffee shops and mini market are all less than a block away. With city views from the balcony, it features high ceilings, comfortable queen bed, smart TV, air conditioner, emergency water storage tank and a fully equipped kitchen with complimentary Puerto Rican coffee and treats.
Indoor spacesKitchenLong stay

*NEW* Relax Outdoor Bathtub, Walk To Beach
Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.
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Popular amenities for Viejo San Juan family-friendly rentals
Family-friendly home rentals with a hot tub

Pelican Suite | Ocean View | Pool | King Bed
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Studio A Few Steps from San Juan Bay
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Ocean Views Studio 1| 4 Guests | Relaxing
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5 minutes from airport outdoor bathtub, sleep 3
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Stunning Penthouse @the❤of OSJ
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Penthouse Jacuzzi Retreat |Private Nook | Sleeps 4
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Luxury waterfront villa with dock and heated pool
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Hidden Paradise w/HotTub >NEAR Airport & Beaches<
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Family- and pet-friendly home rentals

Historic 1BR with Old San Juan at your Doorstep
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San Sebastian and Cruz Apt. 10
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Hidden Gem in Old San Juan
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Luxurious beach apt/ w to beach/ and FP generator
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Ocean Park Beachfront & Pool | Steps to the Sand
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Retro 1BR w/ Disco Ball | MOOD HAUS by DW
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Don Charlie Building Apartment 3
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2BR La Placita + Parking + Water Tank | Sleeps 6
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Family-friendly home rentals with a pool

Best location with pool, steps from beach!
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Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen
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Villa Tropical Piscina privada Wifi y Neflix
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King Suite Steps from the Beach w/ Parking
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Villa Estrella PR (near Airport & Beach)
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Beach Walk / Pool / Backup Power & Water
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Lake Villa House in Toa Baja, Puerto Rico
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Beautiful Retreat w. Pool and Perfect Location
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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 | $483 SGD | $385 SGD | $410 SGD | $355 SGD | $305 SGD | $291 SGD | $317 SGD | $339 SGD | $297 SGD | $282 SGD | $323 SGD | $371 SGD |
| 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 washing machine and dryer Viejo San Juan
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- Rentals with a hot tub Viejo San Juan
- Rentals with pools Viejo San Juan
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- Pet-friendly rentals Viejo San Juan
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- Family-friendly rentals San Juan Region
- Family-friendly rentals Puerto Rico
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- Playa de Luquillo
- La Pared Beach
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Los Tubos Beach
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Museo de Arte de Ponce
- Playa puerto nuevo
- Isla Palomino
- Camuy Caves
- 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





