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Family-friendly vacation rentals in Viejo San Juan

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Viejo San Juan

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Condo in San Juan

4.89 out of 5 average rating, 445 reviews

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.

Apartment in San Juan

4.92 out of 5 average rating, 232 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.

A bright bedroom features a spacious bed with a light quilt and neatly arranged towels in pastel colors. The room opens to a private terrace through double doors, showcasing outdoor seating and greenery. A piece of artwork adds a touch of personality to the space.

Apartment in San Juan

4.87 out of 5 average rating, 252 reviews

Cozy Terraza on Sol St - Solar powered

A charming one bedroom & one bathroom apartment is located on the second floor of our colonial house on Sol Street, a quiet residential area in Old San Juan. Located in a quiet residential area, above our colonial house. It's a bright and stylish apartment with high ceilings, a fully equipped kitchen with a gas stove, coffee-maker, microwave, toaster oven and large refrigerator, hi-speed wifi, and private ¨terraza¨ with a lush garden. Powered by solar panels, plus a water cistern on the roof.

A modern living area is presented with a neutral color scheme. A large, flat-screen television is mounted on the wall, accompanied by a cozy sofa and a small coffee table. A wooden dining table is positioned nearby with a simple vase, enhancing the functional space.

Condo in San Juan

4.84 out of 5 average rating, 159 reviews

★Violeta★Luxury Private Rooftop in Old San Juan

Violeta is our apartment located in the heart of Old San Juan. From here you have access to over a dozen restaurants and world famous bars walking distance. Enjoy watching a movie on the living room or bedroom, working from home on our dedicated space or impress cooking or ordering food. Entire apartment is air-conditioned for your convenience. The apartment has a lovely rooftop that overlooks the Cathedral. Enjoy breathtaking sunsets, sit down and read a book or just chill at the jacuzzi.

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

4.94 out of 5 average rating, 139 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.

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

4.94 out of 5 average rating, 239 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.

An airy living space features high ceilings and terra cotta tile flooring. A stylish console table is positioned against the wall, complemented by framed artwork. Comfortable seating is provided by a cozy armchair and additional chairs, with large windows allowing natural light to fill the area.

Apartment in San Juan

4.89 out of 5 average rating, 440 reviews

The Balconies, Old San Juan Best location!!

Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two full futons. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

A cozy living area features a sleek day bed and a wooden trunk as a coffee table. Two upholstered chairs are placed beside a black shelving unit. Exposed beams and a light-colored wall contribute to the spacious feel, while an arched doorway leads to an adjoining room.

Apartment in San Juan

4.81 out of 5 average rating, 190 reviews

Charming Luna apartment

This Charming Luna apartment is a cozy 1 bedroom 1 bathroom apartment with a queen day bed in the living area, located in the heart of Old San Juan. It has a fully equipped kitchen with Wi-Fi and a TV on the bedroom. This vacation rental is perfect for a couple, group of friends or small family seeking to explore and enjoy what the San Juan area has to offer, from historic forts to a myriad of restaurants and bars. This location is convenient to the pharmacy and full grocery as well.

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

4.88 out of 5 average rating, 334 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.

Apartment in San Juan

4.97 out of 5 average rating, 137 reviews

Stunning Getaway Penthouse @the❤of OSJ

Old-World-Meets-New Penthouse, 1 master suite, 1 full bathroom, 2 large terraces, 1 overlooks the Bay of San Juan and the other the 2nd oldest chapel in America and final resting place of famous explorer Juan Ponce de Leon. Located in the center of it all, no need to walk long distances. PDF file provided with recommended places to visit, like nearby beaches, historical sites, restaurants and other places to help you prepare better for your vacation

A cozy living area is presented with a gray sofa, accented by vibrant orange pillows. A wooden dining table with four chairs is visible, along with a tall fridge against the wall. Natural light filters through windows adorned with decorative arches.

Apartment in Old San Juan

4.81 out of 5 average rating, 192 reviews

Elegant and modern apartment in Old San Juan

This apartment is efficiently located right in the center of everything. High ceiling, spacious, fully furnished, equipped kitchen and rooms! You can easily walk around the old city or quickly get taxis or UBERS. Our place was recently renewed! Be the first to enjoy it! Near the apartment there are lots of great restaurants, bars, convenient stores, historic spots, plazas, a pharmacy and a supermarket. -The apartment is located at the second floor-

A view from the unit showcases the serene waters of Condado Bay, framed by large glass windows. The bright blue sky, dotted with fluffy clouds, enhances the calming atmosphere. The distant skyline of San Juan can be seen across the bay, adding a picturesque backdrop.

Apartment in San Juan

4.84 out of 5 average rating, 108 reviews

Pelican Suite | Ocean View | Pool | King Bed

Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.

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Popular amenities for Viejo San Juan family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern living area is depicted with a spacious blue sofa facing a wall-mounted Smart TV. A wooden coffee table sits atop a textured area rug. Soft, light-filtering curtains frame the window, lending a cozy ambiance to the room.

Condo in San Juan

4.92 out of 5 average rating, 203 reviews

San Juan-Condado Ashford Ave. Best Studio!

An aerial view captures a transparent bubble room, complemented by a cozy outdoor seating area and a jacuzzi spa. Surrounding lights create a warm ambiance, while a patterned rug adds a decorative touch to the outdoor space.

Dome in Toa Alta

4.86 out of 5 average rating, 640 reviews

Bubble Room, Spa, breakfast, View, kitchen, Wifi.

A bright sleeping area features a spacious bed with white linens, complemented by gray accent pillows. The room is adorned with light-colored walls, sheer curtains, and a small dining set, creating a relaxing atmosphere. Soft lighting from bedside lamps enhances the inviting feel.

Guest suite in Cangrejo Arriba

4.96 out of 5 average rating, 191 reviews

Tropical Hideaway a short walk to Isla Verde beach

A panoramic view captures the coastline and vibrant sea, with sandy beaches extending along the shore. The image showcases the juxtaposition of urban buildings and lush greenery, framed by a clear blue sky and scattered clouds.

Condo in Cangrejo Arriba

4.9 out of 5 average rating, 444 reviews

ESJ Tower beachfront airport free park amazingView

A tranquil hot tub is featured with bubbling water, surrounded by lush greenery and a vibrant neon sign that reads 'Pufku R.' The warm lighting creates a relaxing ambiance, inviting guests to unwind in a serene setting.

Apartment in San Juan

4.85 out of 5 average rating, 332 reviews

SecretSpot

An outdoor space is presented with a structured wooden pergola and a circular hot tub at its center. The surrounding gravel floor is complemented by potted plants. A vibrant mural featuring the Puerto Rican flag decorates the wooden fence, creating a lively backdrop.

Apartment in Carolina

4.93 out of 5 average rating, 120 reviews

5 minutes from airport outdoor bathtub, sleep 3

Top guest favorite

A panoramic view of the coastline is presented, featuring calm waters reflecting the skyline of Condado. Modern buildings rise in the background, balanced by green vegetation along the shore. A mix of cloud cover and blue sky contributes to the tranquil atmosphere.

Apartment in San Juan

4.9 out of 5 average rating, 195 reviews

Swimming pool, WiFi, parking, close to the beach

A modern open-concept living space is highlighted, featuring a sleek kitchen with stainless steel appliances and a countertop for dining. The seating area includes a sectional sofa facing a mounted TV. Decorative plants and minimalistic furniture add to the contemporary design.

Home in San Juan

4.95 out of 5 average rating, 150 reviews

The Paradise of Valencia “Jacuzzi privado”

Family- and pet-friendly home rentals

A spacious bedroom is highlighted by large windows allowing natural light to flood in. A comfortable bed with neutral-colored linens is positioned against a modern gray headboard. A minimalist nightstand sits beside the bed, completing the clean and contemporary design.

Condo in San Juan

4.93 out of 5 average rating, 153 reviews

Luxury Loft in Central San Juan with Free Parking

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

4.88 out of 5 average rating, 379 reviews

The Hidden Gem- 1 BR Apt- Old San Juan

Top guest favorite

A vibrant outdoor space features a blend of blue and orange walls adorned with decorative elements. Green plants and hanging decorations create a lush ambiance, while a small table with chairs provides a cozy seating area. The ground is painted in a warm red tone.

Guest suite in San Juan

4.97 out of 5 average rating, 101 reviews

Cozy apartment with patio

A private outdoor area features vibrant blue chairs set on a red-painted surface. Potted plants surround the space, adding greenery. A decorative gate provides access, with light filtering through the plant leaves, creating a serene atmosphere.

Casa particular in San Juan

4.89 out of 5 average rating, 131 reviews

Joyfulgarden Studio, few blocks from the beach!

A playful dog sits on a patterned area rug, gazing upwards. Sunlight filters through nearby windows, casting striped shadows across a comfortable sofa adorned with colorful cushions. A toy lies at the dog's feet, adding a touch of vibrancy to the scene.

Home in San Juan

4.89 out of 5 average rating, 152 reviews

Spotless Private Retreat: AC, Balcony & Parking

A private studio apartment is presented with a spacious bed positioned against a neutral wall. An air conditioning unit is mounted above, and a ceiling fan is installed. Decorative plant elements add a touch of greenery. Light filters in through sheer curtains, enhancing the relaxed ambiance.

Apartment in San Juan

4.92 out of 5 average rating, 421 reviews

Wonderful private apartment, 1 bedroom.

A spacious bedroom features a king bed with a textured grey coverlet. Light flows through the window, illuminating two pieces of wall art. A wooden dresser sits against one wall, and a TV is positioned on a stand across from the bed.

Home in San Juan

4.9 out of 5 average rating, 260 reviews

New and central apartment Free WiFi & Netflix

A comfortable bedroom is featured with a spacious bed dressed in white linens and neatly arranged towels on top. A wooden dresser stands against the wall, and a television sits on a small stand. Natural light enters through a partially open door.

Loft in San juan

4.86 out of 5 average rating, 203 reviews

Lovely apartment in the center of San Juan

Family-friendly home rentals with a pool

Top guest favorite

A private outdoor area features a heated pool surrounded by a smooth patio. A hammock hangs nearby under a shaded pergola, while a dining table and lounge chairs are positioned for relaxation. Lush greenery enhances the tranquil atmosphere, offering a serene retreat.

Apartment in San Juan

4.99 out of 5 average rating, 254 reviews

Best location with pool, steps from beach!

Top guest favorite

A bright living area showcases expansive glass doors that open to a private balcony with views of the ocean. Comfortable seating arrangements include a sectional sofa and two outdoor chairs. A modern coffee table sits centrally on a textured rug, enhancing the open and inviting atmosphere.

Condo in Cangrejo Arriba

4.95 out of 5 average rating, 105 reviews

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Top guest favorite

Apartment in Cangrejo Arriba

4.97 out of 5 average rating, 231 reviews

Beach Vacay!

A large swimming pool is visible, surrounded by palm trees and well-maintained landscaping. The clear blue water reflects the sunny sky, with lounge chairs positioned along the poolside. In the background, a view of the beach can be seen, adding to the peaceful atmosphere.

Condo in Cangrejo Arriba

4.95 out of 5 average rating, 166 reviews

Isla Verde Beachfront Studio near restaurants,bars

A serene outdoor space features a sculptural pool surrounded by white walls. A gentle staircase leads up from the pool area. Lush plants are positioned thoughtfully alongside a wooden chair, inviting relaxation under the bright sky.

Hotel room in San Juan

4.88 out of 5 average rating, 118 reviews

Design Suite「 POOL」Walk to Beach | DUNA by DW

The pool area features a large swimming pool surrounded by lounge chairs with blue cushions. Several palm trees provide shade, and a blue umbrella is positioned beside a round table. A soft sunset glow casts a calming ambiance over the scene.

Condo in San Juan

4.85 out of 5 average rating, 337 reviews

Beautiful apartment in Condado with beach access!

A serene view of the outdoor pool is displayed, featuring clear blue water surrounded by well-maintained green grass and palm trees. Lounge chairs are positioned nearby for relaxation, while the backdrop includes a tranquil waterfront scene with distant city buildings.

Apartment in San Juan

4.89 out of 5 average rating, 184 reviews

Vacation mode: La Rada 220!

A spacious outdoor pool is surrounded by lounge chairs, complemented by palm trees swaying gently. The clear blue water reflects the sky, while a patterned table is situated nearby. A fence provides a boundary, enhancing the private feel of the pool area.

Apartment in San Juan

4.87 out of 5 average rating, 255 reviews

Condado Beach Front - Free Parking & Netflix

Quick stats about vacation rentals that are family-friendly in Viejo San Juan

Total rentals
260 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
18K reviews
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
140 properties have a dedicated workspace
Wifi availability
260 properties include access to wifi

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