
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.

Amazing City and Bay Views San Juan Art District
Enjoy a stylish experience at this centrally-located place in Santurce, San Juan minutes from the Coliseum where Bad Bunny will be. Experience true authentic Puerto Rican culture in this urban apartment located in the art district. A short walk to many restaurants, rooftops, and bars and a short drive to the beach. Only 10 min from SJU airport and Old San Juan. With stunning views overlooking the city and bay. Brand new fully renovated, open kitchen and living room concept layout with 3 bdrms.

Cozy and dreamy Old San Juan.
In the heart of Historic Spanish Colonial City of Old San Juan. This cozy apartment is located at walking distance from restaurants, shopping, cruise port, museums, Convention Center, historical sites and night live. It's a perfect mixture of antique ambient with modern comfort and amenities. The apartament has 1 bedroom, 1 bathroom, totally equiped kitchen, a dining room with setting for 4 people, a living room with a very comfortable full sofa bed and air conditioning all over the apartament.

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.

Casa Perfecto : In the Heart of Old San Juan
Welcome to Casa Perfecto! A completely renovated apartment located in the heart of historical Old San Juan. Inside you can make yourself at home by cozying up in the reading nook, or unwinding on the balcony and enjoying the sights and sounds of Old San Juan. Walking distance to historic sights, restaurants, and shops. Walk or catch the bus to the safe, public beach-- Playa El Escambrón. *Please note you must be able to climb stairs. There is no elevator and several flights of stairs.

Apartment w/ Private Rooftop | Old SJ | Central AC
Enjoy a stylish experience at this centrally-located PRIVATE apartment with PRIVATE rooftop (no one else has access to unit or rooftop). It is located in the heart of Old San Juan on Sol (Sun) Street, right by most of the nightlife (bars and restaurants). The apartment is close to El Morro, the fort the Spanish Crown used to defend San Juan back in the day. The unit is for six guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

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.

The Viewpoint @ The Cathedral in Old San Juan
Furnished apartment in Spanish-style building at Calle San Jose, Old San Juan. 1 bedroom, 1 bath, remodeled kitchen, beautiful original marble floor, an interior balcony. Located in the 3rd floor, the hallway that leads you to the apartment, has a magnificent view to the interior garden. A spiral staircase, at the balcony, takes you to the terrace, and another few steps takes you to the mirador (in which the rest of the city can be seen and part of the mainland).
Popular amenities for Viejo San Juan apartment rentals
Weekly apartment rentals

Chic Escape | Soak Tub & Patio | MARU by DW

Historic Old San Juan Gem w/ Balcony & King Suite

Golden Lux Loft Ocean View

Ocean-View Studio in Condado-Steps to the Beach!

Bayview Loft near Escambron Beach, OSJ + Condado

Rooftop Suite, large & fresh balcony

Spacious & Comfy Luxury Condo

Old San Juan Ocean View With Outstanding Location
Private apartment rentals

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

1161 Residence

Studio near Old San Juan | Wi-Fi & Central A/C

Historic Romantic Getaway w/Solar Panels & Battery

Atlantis modern living with panoramic ocean views

Modern Waterfront Suite | Pool + Hot Tub

Garden Boutique | Old San Juan | Near Airport

Indigo Loft Ocean View San Juan
Apartment rentals with a hot tub

Sunrise Waterfront Studio Condado Balcony and Pool

Amazing Ocean View 13 +Studio+Generator+Pool

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

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

Bella Bahía1 Maravillosa Vista al Mar! 2Beth 2Bath

Amaya Guest House l

Boho Design Apartment with private Hot Tub

Penthouse Jacuzzi Retreat |Private Nook | Sleeps 4
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 | $325 SGD | $256 SGD | $265 SGD | $229 SGD | $205 SGD | $202 SGD | $211 SGD | $220 SGD | $205 SGD | $191 SGD | $209 SGD | $236 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
- Waterfront rentals Viejo San Juan
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