House holiday rentals in Viejo San Juan

Casa Reyes

Welcome to Casa Reyes! A spacious and relaxing family home fully renovated and redesigned to meet our guests’ vacation needs. Casa Reyes offers all the amenities for you and your family to relax on your stay. Located in one of San Juan’s most vibrant neighborhoods, Ocean Park, Casa Reyes is in between the tourist areas of Condado and Isla Verde. It’s walking distance to the beach, fine dining restaurants, clubs, nightlife, and many tourist attractions making it perfect for your vacation stay.

Casa Azul | cistern & battery backup 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.

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.

The Garden Miramar 1 • Best Location Ever

This unique place has its modern-minimalist and chic own style. Our gold decoration bring the space a elegant and sophisticate ambience, spacious, and well located location. Close to everything and at the same time feeling the greenery of our beautiful garden. Walking you have beach, pharmacy, supermarket, restaurants, District T-Mobile, convention center, hangout areas, rooftop and more. The apartment has 2 bedrooms, 1 bathroom, full kitchen and living room. There are beds for 6 people

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.

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Guests keep telling me the photos don't do it justice. A 4BR/2BA that actually breathes — room to spread out, plus common space where everyone lands at night. Big beds, AC throughout, 5 minutes from the airport, short walk to the beach. Calm, safe neighborhood, Old San Juan 10 minutes away. Whole-house generator and an 1,100-gallon water tank , so when the island's power goes, yours stays on. Message me and I'll send my restaurant list before you land.

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.

Lake View | King Beds | Cistern & Solar | Home Gym

Just 15 minutes from the airport and San Juan, Casa Laguna blends convenience with relaxation. Perfect for exploring Puerto Rico or unwinding, it features plush, air-conditioned spaces, multiple large smart TVs, and two luxurious king-size beds. For work or fitness, enjoy a quiet office and garage gym. With solar panels, the home provides uninterrupted comfort even during power outages. Casa Laguna is your ideal retreat for a memorable stay.

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.

Coastal-Hip Family Friendly Home

Casa Pomarrosa is a coastal, urban, beachy, hip, family friendly home with charm. In a residential street, just 2 blocks from the ocean (the popular Ocean Park Beach), and around the corner from shops & restaurants galore, the home provides a local living experience for families. The home is set in an artsie and eclectic area referred to as Calle Loiza/Ocean Park.

Classic Miramar House, in the heart of San Juan

Charming historic home in the heart of Miramar, featuring cozy and elegant decor, perfect for a romantic getaway, special occasion, or a relaxing family vacation. Enjoy a prime location just steps from restaurants, shops, and everything you need. Take a short walk to the scenic San Juan Bay Lagoon, ideal for a peaceful stroll or a paddle board session on the water.