
Apartment holiday rentals in Viejo San Juan
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Quick stats about flat rentals in Viejo San Juan

Total holiday rentals
Explore 400 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 36,800 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

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

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

4.7 Average rating
Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests
Top-rated apartment rentals in Viejo San Juan
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

Historic 2BR~Walk Everywhere• Balconies • King Bed
Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

Casa Rosabella: Romance and Luxury in Old San Juan
Casa Rosabella is an elegant and modern apartment in Old San Juan. One bedroom,one bathroom,fully equipped with modern decor and old colonial charm. Casa Rosabella has everything you need. Modern kitchen with amenities, Inverter A/Cs , Smart TV to stream and WiFi, Washer, Dryer, Balcony and more. Property is on the 2nd floor because of the high ceilings must be prepared and able to climb up to 30 steps. No parking on the property. ⚠️Only Two Guest/Not infant/children/animal/pet friendly.

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.

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.

Morocco Loft Old San Juan
Discover our charming Moroccan-style Home in the heart of Old San Juan! This vibrant city is alive with music, celebration, and joy around every corner. Its cobblestone streets, warm people, and rich culture make it an unforgettable destination. Our space features handcrafted tiles, exotic lamps, and colorful décor throughout. Just steps from historic forts, top restaurants, and unique shops. Experience the magic of Morocco right here in Old San Juan Puerto Rico this is prime location!

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!!

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.

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!

Chic & Chill Old San Juan Studio Best Location
This newly remodeled suite is located in the perfect location to explore Old San Juan. Trendy restaurants, hip bars, coffee shops, cafés and mini market are all less than a block away. This chic and cozy studio features city views from the shared balcony, a very comfortable queen bed, smart TV, air conditioner, emergency water storage tank and a kitchenette with complimentary Puerto Rican coffee and treats.

Hidden Gem in Old San Juan
This is a cozy one bedroom, one bathroom apartment with a queen size bed, toiletries included and fresh clean bath towels and beach towels. It has a fully equipped kitchen with everything you need from pots & pans to oils & spices. A living / dining room area with a sofa and dining table that sits 4. A small cozy terrace with a bistro table & chairs under a nice trellis garden.

Casa Antonio OSJ.
Enjoy a comfortable stay in this beautiful and cozy apartment in the heart of Old San Juan. You can appreciate sunsets and see the arrival of cruise ships from the terrace while enjoying a glass of wine. Casa Antonio is a charming place with an excellent location near restaurants, supermarkets, pharmacies, and stores.
Popular amenities for Viejo San Juan apartment rentals
Weekly apartment rentals

Apartment w/ Private Rooftop | Old SJ | Central AC

Historic Old San Juan Gem w/ Balcony & King Suite

The Viewpoint @ The Cathedral in Old San Juan

YOLY-LunaLuna in the HEART of Old San Juan

La Garita Ocean View at Old San Juan

Historic Romantic Getaway w/Solar Panels & Battery

Old San Juan Ocean View With Outstanding Location

Stylish 2BR in Old San Juan
Private apartment rentals

Tranquil Loft - Walk to Beach | PAZ by DW

All New Luxe at Condado Beach | 2 Kings | PowerGen

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

Prime location, charming, spacious, no stairs!

MOST Beautiful Apt with Patio in OSJ!

#7 Presidential Apartment, City View, Plaza Colon

Cozy Garden | Old San Juan | Near Airport

The Burrow | Old San Juan | Ocean View
Apartment rentals with a hot tub

Sunrise Waterfront Studio Condado Balcony and Pool

Luxury House in Old San Juan

Condado 3BR/2Bath, Rooftop, Hot Tub, Generator

Bella Bahía1 Maravillosa Vista al Mar! 2Beth 2Bath

Amaya Guest House l

Ocean Views Studio 1| 4 Guests | Relaxing

Penthouse Jacuzzi Retreat |Private Nook | Sleeps 4

Hidden Paradise w/HotTub >NEAR Airport & Beaches<
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 | $327 SGD | $258 SGD | $267 SGD | $231 SGD | $206 SGD | $203 SGD | $212 SGD | $222 SGD | $206 SGD | $192 SGD | $210 SGD | $237 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
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