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Historic Colonial Flat, 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.

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.

1 Normal water service Best Location OSJ (1 of 11)

Trotamundos... is located in the history rich Old San Juan. San Jose Street is in the nightlife epicenter of the city. It has restaurants, bars and cultural sites, just steps away. We include air conditioning, hot water, en suite bathroom, shampoo, soap, towels and beach chairs and towels. There is private small living room area. The sofa bed is for a third and/or fourth guest. In the event that two guests want to sleep apart there is a 5$ extra linen fee.This room does not have windows.

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.

★Rojo★In the Middle of Old San Juan Luxury Condo

Rojo is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Red 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. Very quiet and peaceful apartment. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

Charming Spanish House in Exclusive Street

Stay in a beautifully restored colonial home in the heart of Old San Juan. Featuring high ceilings, elegant archways, a tropical interior courtyard, and air-conditioned bedrooms, this historic residence blends old-world charm with modern comfort. Walk to El Morro, La Fortaleza, Paseo de la Princesa, Plaza de Armas, restaurants, shops, and local attractions. Enjoy exclusive access to the entire home, easy self-check-in, and excellent local experience.

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.

Ocean View Loft Penthouse in Old San Juan

Sol 13 | Rooftop Loft Above Old San Juan Above the rooftops of Old San Juan, the city slows down. Ocean-view loft penthouse with a private rooftop terrace, soaring ceilings, a floor-to-ceiling library, and an exceptionally comfortable king bed. Sunrises, sea breezes, and space rarely found in the historic district. Third-floor walk-up (the final flight is steep), but a short climb to another world.

La catedral 🇵🇷 (Old San Juan)😍

This apartment is located in beautiful old San Juan, calle San José. It's a one bedroom apartment ( one queen bed and a futon in the living area) A.C in all the apartment. 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!!

Posada Amparo - Apartment #2

Small private studio for two, facing Cristo Street in Old San Juan. Includes private entrance, A/C, ceiling fan, WiFi, 32" TV, free Netflix, queen sized bed, kitchenette (with oven, gas range, sink, fridge and microwave oven), two closets, full bathroom, towels and toiletries.

Old World Charm @the❤ofOSJ

Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Just a few steps from some of the oldest structures in PR; El Convento, San Juan Baptiste Cathedral & la Capilla de Cristo. We're also close to other Forts, Museums, Restaurants and more.