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Holiday houses in San Juan Antiguo

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Top-rated holiday rentals in San Juan Antiguo

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

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Guest favourite
Condo in San Juan
4.9 out of 5 average rating, 41 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!

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, 324 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
Home in San Juan
4.93 out of 5 average rating, 107 reviews

Casa Azul | Worry Free - Stay in Old San Juan

Colorful three-level home in the heart of Old San Juan. Located on Callejón El Tamarindo, this colonial-modern home sits within the historic district, surrounded by restaurants, nightlife, and cultural landmarks. Features a cozy private terrace ideal for sunny days or romantic evenings. The property includes a Tesla-powered backup system Plus 150-gal backup water cistern., providing comfort and peace of mind during power outages. A vibrant stay in one of Puerto Rico’s most iconic neighborhoods.

Top Guest favourite
Apartment in San Juan
4.95 out of 5 average rating, 174 reviews

Classic Old San Juan • Best Location • 1rst Floor

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!

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.

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, 462 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 light-filled living area showcases a gray sectional sofa and a blue accent chair. A wooden coffee table with decorative items is centered in the space. A lush plant adds a touch of greenery, while artwork enhances the wall. The staircase leads to an upper level.
Apartment in San Juan
4.94 out of 5 average rating, 128 reviews

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.

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 27 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, 31 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.

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