Some info has been automatically translated. Show original language

Holiday houses in San Juan Antiguo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Juan Antiguo

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

1 of 1 pages1 / 1
Top Guest favourite
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
4.9 out of 5 average rating, 486 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 favourite
Condo in San Juan
4.9 out of 5 average rating, 40 reviews

Newly remodeled! Steps from Old San Juan

Relax with the whole family in this accommodation located 5 minutes by Uber from: Old San Juan, Escambrón beach, restaurants, the Cruise Port, El Morro, Paseo Puerta de Tierra and much more. If you're looking for beaches and historic places, this is the place for you. With an original slab dating back to 1947, this newly remodeled apartment features: a queen size bed, comfortable sofa bed, air conditioning, TV, Internet, equipped kitchen, coffee maker, dining room, fans, and a bathroom. We look forward to seeing you!

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 206 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
A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.
Apartment in San Juan
4.95 out of 5 average rating, 172 reviews

Classic Old San Juan • Best Location • Ground Fl

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!

Top Guest favourite
Apartment in San Juan
5 out of 5 average rating, 9 reviews

Amazing View to Old San Juan City!

Welcome to your private sanctuary above the Atlantic. Perched on the 18th floor of the prestigious Atlantis Condominium, this designer 2-bedroom, 2-bathroom residence offers a rare blend of modern luxury, breathtaking ocean views, and front-row access to Old San Juan’s iconic skyline. From the moment you walk in, you’re greeted by floor-to-ceiling windows framing endless blue horizons—where the ocean, sky, and historic city meet in perfect harmony. This is not just a stay… it’s an experience.

Top Guest favourite
Apartment in San Juan
4.81 out of 5 average rating, 212 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
Apartment in San Juan
4.92 out of 5 average rating, 275 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.

Top 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, 461 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.

Guest favourite
A private rooftop garden features a spacious seating area with a blue sofa next to a wooden coffee table. The area is adorned with decorative plants and a dining table surrounded by white chairs. Shade is provided by a black canopy overhead.
Apartment in San Juan
4.88 out of 5 average rating, 144 reviews

Apartment w/ Private Rooftop | Old SJ | Central AC

Enjoy a stylish experience at this centrally-located PRIVATE apartment with PRIVATE rooftop (no one else has access to unit or rooftop). It is located in the heart of Old San Juan on Sol (Sun) Street, right by most of the nightlife (bars and restaurants). The apartment is close to El Morro, the fort the Spanish Crown used to defend San Juan back in the day. The unit is for six guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 26 reviews

#7 Presidential Apartment, City View, Plaza Colon

Experience luxury in this spacious 3-bedroom apartment, boasting spectacular views of Plaza Colón, Fort San Cristóbal, and the Capitol Building. Enjoy the stunning scenery from your balcony, accessible from both the living room and master bedroom. Prime location in the Old City steps from U go supermarket, piers, restaurants, cafe's, on top of a Beautiful souvenir shop. Museums, Forts El Morro, The Cathedral, are all within walking distance. Close to parking garage

Top Guest favourite
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
4.95 out of 5 average rating, 233 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.

Top Guest favourite
Apartment in San Juan
5 out of 5 average rating, 30 reviews

Romantic San Juan Nightlife / Balcony & King Suite

❤️ Bienvenido a Casa de Amori ❤️ A romantic balcony retreat in the heart of Old San Juan, where cobblestones glow beneath lantern light and church bells echo through centuries of history. Perched above iconic Calle del Cristo, Casa de Amori offers an intimate blend of colonial charm and modern comfort, designed for couples, close friends, and soulful travelers seeking something unforgettable.

Popular amenities for San Juan Antiguo holiday rentals