Holiday houses in San Juan Antiguo

Ocean View Loft | by Old San Juan | Free Parking

Experience panoramic lagoon and city views from this elegant 9th-floor loft between Condado and Old San Juan. Designed for comfort and style, it features a queen bed, full kitchen, in-unit laundry, free parking, central A/C; backup power generator and water cistern. Enjoy hotel-style amenities, a modern gym, and a secure building with 24-hour staff — the perfect base for exploring Puerto Rico in luxury. Two guests, extra guests is prohibited. Those who stay against the rules pay $50 per night.

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.

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

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!

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.

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.

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.

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.

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.

#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

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.

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.