Family-friendly vacation rentals in Viejo San Juan

Dreamy Old San Juan Apartment

In the heart of Historic Spanish Colonial City of Old San Juan. This dreamy apartment is located at walking distance from restaurants, shopping, parks, cruise port, museums, historical sites and night live. It's a perfect mixture of antique ambient with modern comfort and amenities. The apartament has 1 bedroom, 1 spacious bathroom, totally equiped kitchen, a dining room with setting for 4 people, a living room with a very comfortable queen sofa bed and air conditioning all over the apartament.

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. (concierge services also available - details below*)

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.

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.

1 Best Location Old San Juan Room 1 (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.

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"

Historic 1BR with Old San Juan at your Doorstep

Our apartment offers easy access to everything Old San Juan has to offer! It's situated a block from the Old San Juan Cathedral and El Convento Hotel, and only a couple of blocks away from the Plaza de Armas, the City Hall, the Fortaleza –Governor’s Mansion- and the famous Calle San Sebastián. It is walking distance to historic sites like the El Morro and the traditional Parque de las Palomas. A short walk will also take you to Paseo La Princesa and the Old San Juan Port.

Colonial Casita HOUSE W/ INTERIOR PRIVATE PATIO

Nestled in the center of historic Old San Juan, this single floor air conditioned house with high ceilings could be a great starting point to explore the city and a refuge to recharge at the end of the day. Like only a few others, this house has a small private interior patio, ideal for chats over coffee and stargazing over wine. Open its ground-level door and you will be steps away on either side from historical sites, restaurants, bars and stores.

Borinquen Villa - Historic Old San Juan

This beautifully renovated condo with A/C throughout is truly a gem in historic Viejo San Juan. Located in the heart of Old San Juan, just off the lively Calle de San Sebastian and footsteps from El Morro, you're always within walking distance of a great time. Whether it's historic landmarks, great restaurants, trendy shops, or lively local bars, you're just a few minutes away.