House holiday rentals in Viejo San Juan

4.94 out of 5 average rating, 110 reviews

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.

A private outdoor area features a turquoise pool surrounded by smooth stone flooring. Comfortable seating with tropical-patterned cushions is positioned nearby, alongside potted plants. Natural light filters in, enhancing the tranquility of the space.

4.9 out of 5 average rating, 290 reviews

Steps to Beach, 3BR/3BA, Own Pool, Parking, Gen

3 bedroom/3 bath duplex in trendy Ocean Park/Condado area just steps from the beach! Less than 10 minutes from the airport and Old San Juan, plus: *Own pool *Free parking *Private home gym *Beach gear *Weber gas grill *Full kitchen *Master suite with king bed and office space *Junior suite with queen bed *Third room with double bed *Queen size sofa-bed in living room *AC in every room *Washer/dryer in unit *Gated community Family-friendly, close to nightlife, and the best beach in San Juan!

Superhost

A cozy bedroom is visible through a full-length mirror, featuring a king bed with clean linens and decorative pillows. A plant adds a touch of greenery beside the bed. The bamboo accent wall enhances the warm atmosphere created by soft lighting.

4.88 out of 5 average rating, 145 reviews

~ Garden Nook ~ King Bed - AC - Patio - Loiza -

Enjoy your vacation in Puerto Rico in your very own casita within walking distance of the beach. This quaint stay is one of four units in a house on a central and lively street in San Juan. Just 1 block away from Loiza Street, and 2 blocks away from the beach. You can walk to great food trucks, restaurants, bars, yoga studios and more. This property has 1 bedroom with a king bed, a living room with a full futon, a kitchen with the basic amenities, a sparkling clean bathroom, and a small patio.

The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.

4.9 out of 5 average rating, 125 reviews

Water Cistern • Mid-Century Modern House

No need to worry about unexpected water outages, the house has an automatic water cistern that keeps the water running if service is interrupted. Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people.

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.

4.91 out of 5 average rating, 473 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.

An open kitchen and living area are visible, featuring modern white cabinetry and a sleek countertop. Two gold bar stools are positioned at the counter, which complements the chic décor. Natural light fills the space through large windows, highlighting the marble flooring.

4.91 out of 5 average rating, 291 reviews

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

4.93 out of 5 average rating, 183 reviews

Villa Luchetti @ Condado Beach, 1000mbs WiFi

Walking distance to everything! You are IN Condado (not Ocean Park or Punta Las Marías), the upper class neighborhood in San Juan. This house sits only 450 meters from Condado Beach and 250 meters from Ahford ave. Where all the hotels, casinos, restaurants, bars and pubs are. It has 1,000 mega download and upload internet, ac in all bedrooms and living area. Close to Old San Juan, Isla Verde, and SJU Airport. Condado Beach, San Juan is about 45 minutes from the El Yunque Rainforest

A serene outdoor space presents a heated pool surrounded by lush greenery. Comfortable seating is located under an umbrella on a wooden deck, while a large planter with tropical plants adds a natural touch. The setting is enhanced by vibrant pink flowers climbing the walls.

4.99 out of 5 average rating, 101 reviews

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.

An open-concept kitchen features modern appliances, including a refrigerator and stacked washer-dryer. A wooden island with shelves provides additional workspace. A dedicated desk sits beside a window, while a small plant adds a touch of color to the light-filled area.

4.98 out of 5 average rating, 167 reviews

Walk 2 Beach! Gated prkg |Renovated! Bright & Cozy

Experience a cozy stay in our renovated 1-bedroom house, just a 5-minute walk to Ocean Park Beach and half a block from vibrant Calle Loíza. Enjoy free gated parking, a modern kitchen, washer-dryer, AC, ceiling fans, and a dedicated workspace. With two TVs, excellent internet, and beach essentials included, you'll have everything you need. Immerse in local culture and conveniently explore nearby attractions. If you don’t want to rent a car, you can easily walk or use Uber.

4.98 out of 5 average rating, 150 reviews

A dining area is presented with a large wooden table surrounded by six chairs. Natural light fills the space through large windows, which are dressed with sheer curtains. Green plants add a touch of vibrancy, and a pendant light hangs overhead, softly illuminating the setting.

Home in Carolina

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.

Superhost

Sturdy wooden double doors are set against a soft blue wall, bordered by elegant wrought iron grilles. Lush greenery from a nearby potted plant adds a touch of nature, complementing the colonial-style architecture. The entrance features stone tiles that enhance the welcoming ambiance.

4.86 out of 5 average rating, 241 reviews

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.