
Holiday houses 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.

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.

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.

Luxury Romantic Getaway w/Patio & Backup Power
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, & world-renowned bars & night spots. Other details

Design Retreat w/ Stone Outdoor Shower – San Juan
Modern 2BR retreat perfect for two couples or friends. Enjoy island light, polished concrete, and a serene stone outdoor shower set amid tropical greenery. Two queen bedrooms with Smart TVs, cozy living area with AC and a projector for movie nights, plus a private terrace with hammock. Solar power, cistern, and fast Wi-Fi add comfort and peace—your stylish San Juan escape. A rare mix of modern design, tropical light, and thoughtful details — crafted for couples seeking calm and comfort.

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!!

★Dorado★ History & The City Luxury Condo
Dorado is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Golden 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 that overlooks the Cathedral. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

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).

Bayview Loft near Escambron Beach, OSJ + Condado
Modern, open-concept studio with stunning views and abundant natural light. Built in 2010, the building is well-maintained, with a reliable generator for peace of mind. This 1-bathroom space features a fully equipped kitchen, dedicated workspace, and includes a private parking spot. Perfect for both work and vacation, it blends comfort, functionality, and Caribbean charm for a relaxing and convenient stay.
Popular amenities for Viejo San Juan holiday rentals
Other great holiday rentals in Viejo San Juan

Villa Mosaico | Stylish & Modern Boutique 1 BR

Studio near Escambrón Beach | Work-desk & Coffee

Colonial Gem w/ Balcony-Walk to Everything-Old SJ

Historic Old San Juan Gem w/ Balcony & King Suite

Spacious 2BR Ocean View in OSJ, Private Patio

Colonial 2BR OSJ Apt w/Private Patios & Courtyard

65 Fortaleza Apt 1 - Bellisimo!

Bellavista Galleria | Old San Juan
When is the best time to visit Viejo San Juan?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $344 AUD | $292 AUD | $321 AUD | $259 AUD | $234 AUD | $231 AUD | $243 AUD | $262 AUD | $236 AUD | $222 AUD | $246 AUD | $276 AUD |
| 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 $57 AUD per night before taxes and fees

Verified guest reviews
Over 62,280 verified reviews to help you choose

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

Pet-friendly accommodation
Find 120 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
640 of Viejo San Juan holiday rentals include Wi-Fi 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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- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Playa puerto nuevo
- Camuy Caves
- Balneario de Luquillo
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