Family-friendly holiday rentals in Viejo San Juan

4.9 out of 5 average rating, 489 reviews

A quaint indoor balcony area is showcased, featuring a round glass table surrounded by woven chairs. A vase of tropical flowers adds a touch of color. In the background, a well-lit bedroom is visible through shuttered doors.

Apartment in San Juan

Colonial Old San Juan Apartment

Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

4.9 out of 5 average rating, 100 reviews

★The Boho Suite at Casa of Essence located in the ♥ of Old San Juan★

The newly designed Boho Suite in the heart of Old San Juan offers all the modern amenities you need in a beautiful bohemian oasis. Located in one of the historic buildings of Old San Juan, the Boho Suite is close to everything including bars, restaurants, shops, and tourist attractions. The bedroom offers a spacious feel with high ceilings, a queen size bed, and AC. The living room offers a large flat-screen TV, AC, and has a daybed sofa that converts into 2 twin-size mattresses. This suite comfortably accommodates up to 4 people. The suite also features a Kitchenette area that include a small sink, fridge, microwave, and coffee maker. Please note there is no stove included. The boho inspired bathroom includes a stand up shower and mini toiletries. Composition: bedroom, bathroom Amenities: iron & ironing board, bed linen & towels, satellite tv, air conditioning, elevator, no smoking rooms/facilities, no pets allowed, no parties, enhanced cleaning practices

A light-filled living area features a comfortable beige sofa adorned with colorful accent pillows. A vibrant abstract painting hangs above, complemented by a sleek glass coffee table. Contemporary decor is found nearby, enhancing the modern aesthetic of the space.

4.99 out of 5 average rating, 278 reviews

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.

The bedroom features a spacious bed with soft linens, complemented by a cozy armchair and a decorative area rug. Large arched windows frame the view, allowing natural light to illuminate the space while highlighting the rich wood ceiling and furnishings.

4.96 out of 5 average rating, 213 reviews

Quiet 2BR Loft · Walk Everywhere · King+Queen Beds

Quiet 2BR Loft · Walk Everywhere ❤️ Peaceful retreat in the heart of Old San Juan ❤️ Tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights · Walk Score 98 ❤️ Spacious open loft layout · King & Queen beds, 1½ bathrooms & full kitchen ❤️ Ideal for families, close friends & guests comfortable sharing space ❤️ Historic 200-year-old home with soaring ceilings & Colonial charm ❤️ A/C, fast WiFi, Smart TV, washer/dryer ❤️ Guests love the quiet, comfort & unbeatable location

4.81 out of 5 average rating, 216 reviews

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.

A spacious living room is showcased with a comfortable sofa adorned with orange cushions. An indoor balcony is visible through open doors, allowing natural light to illuminate the area. A large mirror reflects the stylish decor, enhancing the cozy ambiance.

4.92 out of 5 average rating, 278 reviews

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.

4.91 out of 5 average rating, 470 reviews

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.

Home in San Juan

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.

Superhost

Apartment in San Juan

4.81 out of 5 average rating, 712 reviews

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.

4.95 out of 5 average rating, 190 reviews

Classic Old San Juan •1rst Floor•Best Location•

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, couples, business travelers, or families seeking a getaway. Easy, well‑lit access with no stairs — arrival will be smooth at any hour. Enjoy a spacious living room, fully equipped kitchen, brand‑new bathroom, and a tranquil interior patio/lanai for unwinding after exploring the old city. Book today!

A light-filled living area showcases a gray sectional sofa and a blue accent chair. A wooden coffee table with decorative items is centered in the space. A lush plant adds a touch of greenery, while artwork enhances the wall. The staircase leads to an upper level.

4.94 out of 5 average rating, 134 reviews

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.

4.92 out of 5 average rating, 212 reviews

The living area features a comfortable sofa with red accent pillows, complemented by a wall-mounted TV. Natural light filters through two wooden shuttered windows, adding to the relaxed ambiance. A large green plant is positioned near the entrance, enhancing the welcoming decor.

Apartment in San Juan

★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.