
Vacation rentals in Viejo San Juan
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Viejo San Juan
Guests agree: these stays 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.

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.🚫

San Juan Ocean views, Luxury LOFT,
Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

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.

Cozy Terraza on Sol St - Solar powered
A charming one bedroom & one bathroom apartment is located on the second floor of our colonial house on Sol Street, a quiet residential area in Old San Juan. Located in a quiet residential area, above our colonial house. It's a bright and stylish apartment with high ceilings, a fully equipped kitchen with a gas stove, coffee-maker, microwave, toaster oven and large refrigerator, hi-speed wifi, and private ¨terraza¨ with a lush garden. Powered by solar panels, plus a water cistern on the roof.

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.

Quaint Colonial Home Old San Juan
Beautiful Spanish colonial home in the north side of Old San Juan where most residents live. One block (steps) from the ocean. Unique opportunity to discover the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Old San Juan is a UNESCO World Heritage Site where colonial architecture mixes with contemporary Puerto Rican culture. “My house is registered at the PR Tourism Company and follows the Health and Safety measures enacted in May 2020"

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!!

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.

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.
Popular amenities for Viejo San Juan vacation rentals
Other great vacation rentals in Viejo San Juan

Elegant and modern apartment in Old San Juan

Spacious Apartment in the Heart of San Juan

Morocco Loft Old San Juan

*NEW* Relax Outdoor Bathtub, Walk To Beach

Grand Ocean View Loft

Historic House in San Juan w private pool & pkg

Deluxe Ocean View | Beach | Pool | Generator

Bayview Loft near Escambron Beach, OSJ + Condado
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 | $323 CAD | $278 CAD | $271 CAD | $257 CAD | $231 CAD | $229 CAD | $229 CAD | $223 CAD | $210 CAD | $209 CAD | $220 CAD | $260 CAD |
| 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 vacation rentals in Viejo San Juan

Total vacation rentals
Explore 650 vacation rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan vacation rentals start at $28 CAD per night before taxes and fees

Verified guest reviews
Over 56,610 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 110 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
330 properties have a dedicated workspace

Wifi availability
640 of Viejo San Juan vacation 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
Destinations to explore
- Rentals with beach access Viejo San Juan
- Waterfront rentals Viejo San Juan
- House rentals Viejo San Juan
- Rentals with a washer and dryer Viejo San Juan
- Pet-friendly rentals Viejo San Juan
- Condo rentals Viejo San Juan
- Rentals with a patio Viejo San Juan
- Family-friendly rentals Viejo San Juan
- Apartment rentals Viejo San Juan
- Fitness-friendly rentals Viejo San Juan
- Rentals with outdoor seating Viejo San Juan
- Rentals with pools Viejo San Juan
- Hotel rentals Viejo San Juan
- Rentals with a hot tub Viejo San Juan
- Smoking-friendly rentals Viejo San Juan
- Boutique hotel rentals Viejo San Juan
- Liquillo Beach
- Praia de Luquillo
- Playa del Dorado
- Distrito T-Mobile
- Playa Mar Chiquita
- Playa de Vega
- The Saint Regis Bahia Golf Course
- Playa Sun Bay
- Carabali Rainforest Park
- Playa Puerto Nuevo
- Peñón Brusi
- Rio Mar Village
- Toro Verde Adventure Park
- Coco Beach Golf Club
- Playa de Cerro Gordo
- Playa Maunabo
- Los Tubos Beach
- Playa Puerto Real
- Playa el Convento
- Punta Bandera Luquillo PR
- Beach Planes
- Balneario Condado
- Stream Thermal Bath
- La Pared Beach
- Things to do Viejo San Juan
- Things to do San Juan Region
- Food and drink San Juan Region
- Sports activities San Juan Region
- Nature and outdoors San Juan Region
- Art and culture San Juan Region
- Sightseeing San Juan Region
- Entertainment San Juan Region
- Tours San Juan Region
- Things to do Puerto Rico
- Sightseeing Puerto Rico
- Sports activities Puerto Rico
- Food and drink Puerto Rico
- Tours Puerto Rico
- Wellness Puerto Rico
- Art and culture Puerto Rico
- Entertainment Puerto Rico
- Nature and outdoors Puerto Rico