Family-friendly vacation rentals in Viejo San Juan

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Top-rated family-friendly rentals in Viejo San Juan

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Guest favorite

A spacious living area features a patterned blue rug beneath a comfortable sofa and two upholstered chairs. A large wall-mounted TV is positioned opposite the seating. The dining area, visible in the background, includes a table set for four, seamlessly integrated with a modern kitchen.

Condo in San Juan Antiguo

4.87 out of 5 average rating, 138 reviews

Historic Gem in the Heart of Old San Juan

Stay right here! And feel at home in our gorgeous 1 Bedroom Suite with living room including a dinner table for 4 persons (usable as a work space), step out balcony with partial port view, equipped kitchen, patio space for one hammock, separate bedroom including two queen size beds to sleep up to four persons, vanity area & shower room including a toilet & bathtub. The with great taste decorated apt. also counts on free Wi-Fi, a smart TV to watch Netflix plus a washer/ dryer. No desk available

Guest favorite

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.

Apartment in San Juan Antiguo

4.92 out of 5 average rating, 228 reviews

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.

Guest favorite

A spacious bedroom features a wooden bed with a white quilt and decorative pillows. Yellow walls provide a bright backdrop, while framed artworks add character. A mirror and a blue nightstand are present, alongside a small basket and a white rug, with natural light filtering through the window.

Condo in San Juan Antiguo

4.94 out of 5 average rating, 132 reviews

Colonial Luxury in the Heart of the Old San Juan

Live in the heart of the colonial city of the historic Old San Juan. Explore its narrow streets with centuries of history while enjoying of all the day and night life in this touristic zone. This apartment has an enviable location in the center of all points of interest, restaurants, bars and even night life. From this apartment you may walk to all points in the zone from El Morro Castle to the Cruise port and more. This luxury like apartment offer a colonial style with modern amenities.

Guest favorite

A spacious terrace is showcased, featuring a sectional sofa with colorful cushions and a coffee table. A large umbrella provides shade, with a view of the sky and ocean in the background. The patterned terracotta floor complements the outdoor seating area.

Apartment in San Juan Antiguo

4.93 out of 5 average rating, 230 reviews

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.

Top guest favorite

A charming garden pathway is illuminated by soft string lights, creating a serene setting. Lush tropical plants frame the walk, and a wooden table with chairs is positioned on the red tiled floor, inviting guests to relax in this peaceful outdoor space.

Guest suite in Santurce

4.94 out of 5 average rating, 298 reviews

Garden Oasis, Steps to the Beach

We are located steps from beautiful Ocean Park Beach. This 1 bedroom/1 bath 2nd floor apartment is nestled among tropical flowers, orchids and foliage. It includes an equipped kitchen, linens and a futon in living area - plus a new bathroom and A/C. The garden is gorgeous!!!! Coquis serenade you in the evening plus the fountain and wind chimes are devine. There are boogie boards, a kayak and even paddleball. Amazing restaurants and a variety of bars are just a block away on Calle Loiza.

Top guest favorite

The spacious studio features a large king-sized bed dressed in white linens, complemented by decorative pillows. A comfortable seating area is arranged beside a round mirror and modern artwork. Natural light illuminates the room, creating a bright and airy environment.

Condo in Isla Verde

4.96 out of 5 average rating, 710 reviews

Sea View, ON Beach, 5 min. to Airport, 15th Floor

Million-dollar view— Book now! 5-min. drive from SJU Airport. STEPS from the beach (less than 1 min. walk from lobby). Fully equipped 15th-floor studio, perfect spot to enjoy stunning PR sunsets 🇵🇷. ✅ 1 free parking in the garage 🅿️ ✅ Self check-in anytime after 3 PM ✅ Free luggage storage before check-in & after check-out 🧳 ✅ 24/7 supermarket a 10-minute walk away ✅ Lobby coffee shop & bar 🧺 Paid laundry machines in basement. ❌ No pool ❌ No early check-in. No late check-out.

Guest favorite

A comfortable living area is furnished with a futon and an armchair adorned with bright cushions. Art on the wall adds a touch of color, and natural light filters through wooden shutters, creating a cozy atmosphere in the space.

Apartment in San Juan Antiguo

4.88 out of 5 average rating, 329 reviews

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.

Superhost

A bright living area features a light-colored sectional sofa paired with a round coffee table. Large sliding doors open to a balcony showcasing ocean views. The space is enhanced by a ceiling fan and a stylish mirror, while natural light highlights the ceramic flooring.

Condo in Santurce

4.83 out of 5 average rating, 524 reviews

Luxury Oceanviews/ Condado /San Juan

Modern and recently remodeled one bedroom apartment with the ideal location in the heart of Condado that will please your mind with its breathtaking ocean views. Stroll down Ashford Avenue where exquisite eateries and opulent shopping await. World-renowned brands such as Cartier, Louis Vuitton, Gucci, Salvatore Ferragamo, and more have a presence on the Avenue, as well as luxury hotels, casinos and gorgeous beaches.

Guest favorite

A cozy seating area is highlighted by a light-colored futon adorned with vibrant cushions. A round table is set with a potted plant, surrounded by wooden chairs. Exposed brick walls add texture, while a floor lamp provides soft lighting in the space.

Apartment in San Juan Antiguo

4.85 out of 5 average rating, 171 reviews

Old San Juan with Parking, 1 Bedr Apt

Our very basic vacation rental in beautiful Old San Juan was built 200 years ago across the street from what used to be the city's gunpowder deposit. It was built 20 feet away from the street for security reasons. Nowadays this space provides a very much needed parking and a green area. We are in the residential part of the Old City and within walking distance to every point of interest.

Guest favorite

Condo in San Juan Antiguo

4.89 out of 5 average rating, 294 reviews

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.

Superhost

A modern living area features a dark sofa with accent pillows, a patterned rug, and a stylish coffee table. The adjacent kitchen includes stainless steel appliances and light wood cabinetry. Natural light fills the space through glass doors leading to a small outdoor area.

Apartment in San Juan Antiguo

4.88 out of 5 average rating, 376 reviews

The Hidden Gem- 1 BR Apt- Old San Juan

This is a cozy one bedroom, one bathroom apartment with a full size bed, toiletries included and fresh clean bath towels and beach towels. It has a fully equipped kitchen with everything you need from pots & pans to oils & spices. A living / dining room area with a sofa and dining table that sits 4. A small cozy terrace with a bistro table & chairs under a nice trellis garden.

Guest favorite

A colorful street scene features buildings with vibrant exteriors in shades of purple, blue, and pink. Balconies with decorative railings add charm, while cobblestone pathways invite exploration. A resident walks along the street, contributing to the lively neighborhood atmosphere.

Apartment in San Juan Antiguo

4.92 out of 5 average rating, 233 reviews

First Level Charming Calle Cruz Apt

First floor! No stairs, front of building! In Calle de la Cruz, brings you an authentic feeling of the daily life in Viejo San Juan. Its high ceilings, wood beams and doors transport you to a another time. Great local restaurants just steps away! "Flexible check in" means check in: 10 am to midnight. Overnight check in available if night is paid.