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Holiday rentals in Viejo San Juan

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Top-rated holiday rentals in Viejo San Juan

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in San Juan
4.9 out of 5 average rating, 481 reviews

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.

Top guest favourite
A cozy living area is highlighted by two comfortable leather sofas and a wooden coffee table adorned with books and decorative items. A staircase leads to the upper level, while colorful artwork brightens the wall above. Accent lamps provide warm lighting throughout the space.
Loft in San Juan
4.99 out of 5 average rating, 318 reviews

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!

Guest favourite
Flat in San Juan
4.96 out of 5 average rating, 202 reviews

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

Top guest favourite
Loft in San Juan
4.96 out of 5 average rating, 236 reviews

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🙏🏻

Top guest favourite
Flat in Old San Juan
4.96 out of 5 average rating, 256 reviews

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.

Top guest favourite
Flat in San Juan
4.81 out of 5 average rating, 206 reviews

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.

Guest favourite
Flat in San Juan
4.92 out of 5 average rating, 272 reviews

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.

Guest favourite
A spacious living area showcases elegant archways and large windows, allowing natural light to fill the room. A comfortable sofa is positioned next to a modern dining table, with stylish chairs around it. Decorative elements include a sculpture and mirrors, enhancing the aesthetic.
Apartment in San Juan
4.92 out of 5 average rating, 151 reviews

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

Guest favourite
An open kitchen area is framed by arches, leading to a charming interior courtyard. Green plants and a small dining set are visible, providing a serene atmosphere. The kitchen features light cabinetry and stainless-steel appliances, contributing to a bright and inviting space.
Home in San Juan
4.91 out of 5 average rating, 454 reviews

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.

Superhost
The open living space features colorful Moroccan tiles and a staircase leading to the loft. A dining table for two is positioned beside a well-equipped kitchen. Cozy floor cushions are scattered throughout, and artistic wall decor enhances the vibrant atmosphere.
Flat in San Juan
4.87 out of 5 average rating, 100 reviews

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!

Guest favourite
Flat in San Juan
4.88 out of 5 average rating, 488 reviews

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!!

Top guest favourite
Home in San Juan
4.95 out of 5 average rating, 229 reviews

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 holiday rentals

When is the best time to visit Viejo San Juan?

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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 £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • 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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