
Holiday rentals in Viejo San Juan
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Top-rated holiday rentals in Viejo San Juan
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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.

Quiet 2BR Loft · King+Queen Beds · Walk Everywhere
Quiet 2BR Loft · Central Location ❤️ Peaceful retreat in the heart of town—tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights (Walk Score 98) ❤️ Historic 200-yr-old loft with soaring ceilings, tile floors & Colonial charm ❤️ King & Queen beds, 1½ baths, full kitchen & open layout, ideal for families & friends ❤️ A/C, fast WiFi, workspace, Smart TV, washer/dryer & secure self check-in ❤️ Guests rave about spotless comfort, location, quiet nights & caring Superhosts

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 with cable 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.

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.

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.

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!!

Charming Luna apartment
This Charming Luna apartment is a cozy 1 bedroom 1 bathroom apartment with a queen day bed in the living area, located in the heart of Old San Juan. It has a fully equipped kitchen with Wi-Fi and a TV on the bedroom. This vacation rental is perfect for a couple, group of friends or small family seeking to explore and enjoy what the San Juan area has to offer, from historic forts to a myriad of restaurants and bars. This location is convenient to the pharmacy and full grocery as well.

Casa Arcos Blancos - Luxury Romantic Getaway
Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, and world-renowned bars and night spots.

★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.

San Sebastian and Cruz Apt. 10
This area has very few properties—so few, you could count them on one hand. Right in the middle of the action; the apartment is located in the corner of Calle San Sebastián and Calle de la Cruz. It is conveniently located in the center of everything..... bars and restaurants of La Sanse's strip and OSJ's historic attractions. Good choice for those who want to experience both daily nearby attractions and Sanse's vibrant nightlife. Everything here is just steps away.

Old San Juan Ocean View With Outstanding Location
Welcome to “Casa Azulia”, Old San Juan, Puerto Rico. Newly restored luxury apartment, PRIME LOCATION, within a short walking distance to: • 3 min walk to Saint Cristobal Fort. • 10 min walk to El Morro Fort. • 2 min away from the most renowned local bars, restaurants and hangouts. • Just steps away from the apartment the most impressive ocean view walk in the whole city. • Around the corner from where the viral “Despacito” music video was filmed.
Popular amenities for Viejo San Juan holiday rentals
Other great holiday rentals in Viejo San Juan

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Aqua Suite | 1 BR Apt at Old San Juan

Peace of mind

Cozy Loft in Old San Juan – Prime Location!

Tanca Suite - #201

Boutique 2BR Apartment w/Courtyard in Heart of OSJ
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 | $292 SGD | $251 SGD | $245 SGD | $232 SGD | $210 SGD | $207 SGD | $218 SGD | $235 SGD | $212 SGD | $199 SGD | $221 SGD | $248 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 |
Quick stats about holiday rentals in Viejo San Juan

Total holiday rentals
Explore 650 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 57,020 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill 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
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- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa de Luquillo
- Playa las Picuas, Rio Grande
- José Miguel Agrelot Coliseum
- Rio Mar Village
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Playa Puerto Nuevo
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Cueva del Indio
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Balneario del Escambrón
- Isla Verde Beach West
- Playa puerto nuevo
- Arecibo Observatory
- Plaza Las Americas
- Las Paylas
- San Patricio Plaza
- Balneario de Luquillo
- Things to do Viejo San Juan
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- Entertainment San Juan Region
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- Art and culture San Juan Region
- Things to do Puerto Rico
- Tours Puerto Rico
- Sports activities Puerto Rico
- Sightseeing Puerto Rico
- Food and drink Puerto Rico
- Art and culture Puerto Rico
- Nature and outdoors Puerto Rico
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