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Vacation rentals in Viejo San Juan

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Top-rated vacation rentals in Viejo San Juan

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Top guest favorite
A quaint indoor balcony area is showcased, featuring a round glass table surrounded by woven chairs. A vase of tropical flowers adds a touch of color. In the background, a well-lit bedroom is visible through shuttered doors.
Condo in San Juan Antiguo
4.89 out of 5 average rating, 449 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.

Guest favorite
A modern kitchen equipped with stainless steel appliances is complemented by a large wooden dining table. Two sets of brown French doors open to a charming balcony. The interior features high ceilings with exposed beams and polished marble floors.
Apartment in San Juan Antiguo
4.97 out of 5 average rating, 228 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 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.🚫

Guest favorite
Apartment in San Juan Antiguo
4.92 out of 5 average rating, 235 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 favorite
A bright bedroom features a spacious bed with a light quilt and neatly arranged towels in pastel colors. The room opens to a private terrace through double doors, showcasing outdoor seating and greenery. A piece of artwork adds a touch of personality to the space.
Apartment in San Juan Antiguo
4.87 out of 5 average rating, 254 reviews

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.

Guest favorite
A spacious bedroom features a wooden bed with a white quilt and decorative pillows. Yellow walls provide a bright backdrop, while framed artworks add character. A mirror and a blue nightstand are present, alongside a small basket and a white rug, with natural light filtering through the window.
Condo in San Juan Antiguo
4.94 out of 5 average rating, 142 reviews

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.

Top guest favorite
A spacious terrace is showcased, featuring a sectional sofa with colorful cushions and a coffee table. A large umbrella provides shade, with a view of the sky and ocean in the background. The patterned terracotta floor complements the outdoor seating area.
Apartment in San Juan Antiguo
4.94 out of 5 average rating, 244 reviews

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.

Superhost
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 Antiguo
4.91 out of 5 average rating, 422 reviews

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"

Superhost
An airy living space features high ceilings and terra cotta tile flooring. A stylish console table is positioned against the wall, complemented by framed artwork. Comfortable seating is provided by a cozy armchair and additional chairs, with large windows allowing natural light to fill the area.
Apartment in San Juan Antiguo
4.89 out of 5 average rating, 444 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!!

Guest favorite
An inviting living area features a spacious white sofa, accent tables, and decorative mirrors on the golden wall. An open kitchen is visible in the background, showcasing modern appliances and a dining table with upholstered chairs, enhancing the stylish design and ambiance.
Condo in San Juan Antiguo
4.92 out of 5 average rating, 142 reviews

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.

Guest favorite
The living area features a cozy grey sofa adorned with yellow pillows, complemented by a wooden dining table. A vibrant artwork hangs on the wall, while a Smart TV is positioned nearby. Natural light illuminates the space from a front door with decorative wooden details.
Condo in San Juan Antiguo
4.83 out of 5 average rating, 191 reviews

★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.

Superhost
A vibrant street view reveals charming buildings painted in yellow and other pastel colors, framed by fluffy clouds in a blue sky. The cobblestone road runs through the scene, showcasing parked cars and a glimpse of local life.
Condo in San Juan Antiguo
4.91 out of 5 average rating, 246 reviews

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.

Top guest favorite
A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.
Home in San Juan Antiguo
4.95 out of 5 average rating, 201 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, San Juan Antiguo vacation rentals

Quick stats about vacation rentals in Viejo San Juan

  • Total rentals

    650 properties

  • Nightly prices starting at

    $20 before taxes and fees

  • Total number of reviews

    57K reviews

  • Family-friendly rentals

    260 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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