
Holiday houses in Viejo San Juan
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Quick stats about holiday rentals in Viejo San Juan

Total holiday rentals
Explore 670 holiday rentals in Viejo San Juan

Nightly prices starting at
Viejo San Juan holiday rentals start at $68 NZD per night before taxes and fees

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Over 65,900 verified reviews to help you choose

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

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wi-Fi availability
670 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
Top-rated holiday 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.
LocationValueIndoor spaces

Quiet Romantic Retreat: Walk Everywhere · Historic
Quiet, romantic retreat in the heart of Old San Juan~ walk everywhere, enjoy historic charm, & come home to peace & quiet after a day exploring. ❤️ Tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights • Walk Score 98 ❤️ Warm historic charm with a peaceful atmosphere ❤️ Comfy Queen bed, A/C, fast WiFi, Smart TV, kitchen & self check-in ❤️ Downstairs yoga patio adds to the building's serene atmosphere ❤️ Ideal for couples seeking charm, walkability, and restful nights
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Artsy Loft at Old San Juan PR
The charm of Old San Juan is unique! This cozy artsy loft is in a historic building. 20 ft. high ceilings, very fresh and naturally illuminated. It has marble floors in the lower level and hard wood stairs takes you to the second level where the beautifully designed kitchen, dining area and bedrooms are located. The bedrooms overlook the interior patios of the building. Quiet, comfortable and spacious. It can't be beat! Walking distance to all you need! And keyless entry for a worrisome stay!
LocationFamilyWalkability

Classic Old San Juan •1rst Floor•Best Location•
Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, romantic couples, business travelers, or a family getaway. Easy, well‑lit access, no stairs; arrival will be smooth at any hour. You’ll find a spacious living room, fully equipped kitchen, a brand-new bathroom, and a tranquil interior patio/linai for unwinding after adventuring the old city. Book with us today!
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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.
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Charming Colonial Flat, 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.
FamilyValueAir conditioning

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.
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Quaint Colonial Home Old San Juan
Beautiful Spanish colonial home in the north side of Old San Juan where locals live, you are just steps (one block) from the ocean. Unique opportunity to explore the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Discover this UNESCO World Heritage Site through a mix of historic architecture and contemporary culture. Note: This home is registered with the PR Tourism Company and strictly adheres to all established Health and Safety protocols.
LocationFamilyBeach

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.
ValueFamilyGetting around

Cozy Loft in Old San Juan – Prime Location!
Immerse yourself in the charm of Old San Juan in this stunning Spanish colonial loft! Featuring classic architecture, exposed beams & vibrant tile work, this space offers serenity. Nestled on the cobblestone streets, you're steps from iconic landmarks, exceptional dining & the ocean's edge. Enjoy year round tropical weather and an unbeatable location where culture, beauty and tranquility come together to create unforgettable memories. Come experience the beauty of Old San Juan!
LocationFamilyBathroom

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.
LocationValueSleep quality

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.
ValueFamilyWalkability
Popular amenities for Viejo San Juan holiday rentals
Other great holiday rentals in Viejo San Juan

Romantic San Juan Nightlife / Balcony & King Suite
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Boutique Oasis 2BR in Heart of Old San Juan
FamilyValueIndoor spaces

Old San Juan Gem | Backup Power/Water, Pool + Pkg
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Prime location, charming, spacious, no stairs!
LocationFamilyAmenities

Amazing View to Old San Juan City!
LocationCheckoutSleep quality

Water Tank & Generator- Modern Guaynabo Home w/ Y
LocationFamilyWalkability

Old San Juan Gem, Prime Spot: Patria Historic Loft
LocationFamilyLong stay

#7 Presidential Apartment, City View, Plaza Colon
FamilyLocationGetting around
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 | $413 NZD | $350 NZD | $385 NZD | $340 NZD | $312 NZD | $302 NZD | $292 NZD | $314 NZD | $284 NZD | $267 NZD | $295 NZD | $331 NZD |
| 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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- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Toro Verde Adventure Park
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Los Tubos Beach
- Isla Verde Beach West
- Cueva del Indio
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Museo de Arte de Ponce
- Balneario de Luquillo
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