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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 Antiguo

4.89 out of 5 average rating, 447 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.

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.

Apartment in San Juan Antiguo

4.97 out of 5 average rating, 159 reviews

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

Quiet 2BR Loft · Central Location ❤️ Peaceful retreat in the heart of town—tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights (Walk Score 98) ❤️ Historic 200-yr-old loft with soaring ceilings, tile floors & Colonial charm ❤️ King & Queen beds, 1½ baths, full kitchen & open layout, ideal for families & friends ❤️ A/C, fast WiFi, workspace, Smart TV, washer/dryer & secure self check-in ❤️ Guests rave about spotless comfort, location, quiet nights & caring Superhosts

Two blue reclining chairs are situated by a window that opens to a balcony, allowing natural light to fill the space. A small side table rests between the chairs, topped with a decorative vase. A framed artwork hangs on the wall, complementing the room's decor.

Loft in San Juan Antiguo

4.92 out of 5 average rating, 264 reviews

Blue Balcones on Sol St.- solar powered

Charming remodeled 1 bedroom/1 bath on second floor of a colonial house (over 200 years!) on Sol street - our home-. We live downstairs. Se are on a quiet residential street of OSJ. High ceilings. Lots of light. Kitchen equipped, gas stove and large refrigerator. Hi-speed internet (optic fiber). Two private balconies overlooking Sol st. With 17 solar panels and two Tesla batteries no worries about power outages! Water cistern on roof. Walking distance to everywhere in OSJ. You will love it!

A charming building with a purple facade features large arched windows and a wrought iron balcony adorned with greenery. The door is flanked by local merchandise on display, while the Puerto Rican flag adds a vibrant touch. Cobblestone streets enhance the historic ambiance.

Apartment in San Juan Antiguo

4.91 out of 5 average rating, 266 reviews

Del Cristo Tiny Studio @the❤ofOSJ

Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Supermarket, shops, restaurants and bars close by. Just a few steps from some of the oldest structures in PR and America like El Convento, San Juan Baptiste Cathedral & La Capilla de Cristo. Close to other Forts, Museums & more. We are about a 20 minute drive from the airport and closest beach is either a 20 minute walk or 5 minute drive. This place is good for couples, solo adventurers and business travelers.

Apartment in San Juan Antiguo

4.92 out of 5 average rating, 235 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 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 Antiguo

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 Antiguo

4.94 out of 5 average rating, 142 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.

Top 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

4.94 out of 5 average rating, 242 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 Antiguo

4.89 out of 5 average rating, 444 reviews

Los Balcones, 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 sofa beds. 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!!

Apartment in San Juan Antiguo

4.81 out of 5 average rating, 193 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 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 San Juan Antiguo

4.8 out of 5 average rating, 194 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 Antiguo

4.85 out of 5 average rating, 111 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 Santurce

4.92 out of 5 average rating, 204 reviews

San Juan-Condado Ashford Ave. Best Studio!

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 Isla Verde

4.96 out of 5 average rating, 194 reviews

Tropical Hideaway a short walk to Isla Verde beach

Top guest favorite

A balcony features a glass table set with two wine glasses and a bottle of red wine. A small vase with white flowers rests on the table. Lush palm trees and ocean waves are visible in the background under a clear blue sky.

Apartment in San Juan Antiguo

4.81 out of 5 average rating, 280 reviews

Ocean Views Studio 1| 4 Guests | Relaxing

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, 124 reviews

5 minutes from airport outdoor bathtub, sleep 3

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 Hato Rey Central

4.85 out of 5 average rating, 335 reviews

SecretSpot

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 Isla Verde

4.9 out of 5 average rating, 447 reviews

ESJ Tower beachfront airport free park amazingView

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 Santurce

4.9 out of 5 average rating, 195 reviews

Piscina , Wifi, estacionamiento, cerca de la playa

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, 152 reviews

The Paradise of Valencia “Jacuzzi privado”

Family- and pet-friendly home rentals

A modern living area is highlighted by a wall adorned with vertical wooden slats. A flat-screen TV is mounted above a minimalistic black media console. A comfortable gray sofa and a stylish armchair are positioned around a dark dining table, with decorative plants adding a touch of greenery.

Condo in San Juan Antiguo

4.92 out of 5 average rating, 154 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 Antiguo

4.88 out of 5 average rating, 380 reviews

The Hidden Gem- 1 BR Apt- Old San Juan

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 Santurce

4.87 out of 5 average rating, 134 reviews

Joyfulgarden Studio, few blocks from the beach!

The living area features a large white leather sofa paired with a unique side table made of natural wood. An elegant lamp provides soft lighting, while expansive windows showcase panoramic views of the surrounding landscape, including the evening sky transitioning to twilight.

Loft in San Juan Antiguo

4.94 out of 5 average rating, 127 reviews

Sunrise Loft: King Bed, Washer-Dryer & Ocean Views

Top guest favorite

The private balcony is adorned with colorful canopies providing shade. A hammock is suspended for relaxation, complemented by seating options and potted plants. Vibrant rugs add texture to the space, offering a serene atmosphere with views of the surrounding greenery and clear sky.

Home in San Juan

4.9 out of 5 average rating, 154 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, 423 reviews

Maravilloso apto. privado, 1 hab.

Top guest favorite

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, 263 reviews

New and central apartment Free WiFi & Netflix

An open-concept living space features a modern gray sectional sofa and a glass dining table surrounded by stylish chairs. The kitchen showcases high-end appliances and a bar area, complemented by ambient lighting from a unique chandelier above the dining table.

Apartment in San Juan Antiguo

4.94 out of 5 average rating, 347 reviews

Luxury Caribbean Condo (Atlantis) - 2-BDR/2-BATH

Family-friendly home rentals with a pool

Top guest favorite

A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.

Apartment in Ocean Park

4.99 out of 5 average rating, 256 reviews

Best location with pool, steps from beach!

A modern bedroom features a spacious bed adorned with decorative pillows in green, pink, and blue. Two side tables with mirrors flank the bed. Natural light filters through a green curtain on the balcony doors, brightening the light-colored walls and shiny tile floor.

Condo in Isla Verde

4.86 out of 5 average rating, 272 reviews

Isla Verde-Alambique Beach Modern Condominium

The studio features a bright and modern space with a comfortable queen bed covered in colorful bedding. A flat-screen TV is mounted on a wooden panel, and a cozy seating area includes a light-colored sofa. The kitchen area is visible in the background.

Apartment in Santurce

4.89 out of 5 average rating, 293 reviews

Chic Beachfront Cabana @ Condado-Steps from Beach

A spacious studio apartment is shown with a queen Murphy bed in the foreground, covered with a light comforter and arranged with two pillows. A twin Murphy bed is visible in a separate area, framed by light-filtering window shades. Decorative wall art complements the minimalist decor.

Condo in Santurce

4.85 out of 5 average rating, 342 reviews

Beautiful apartment in Condado with beach access!

A spacious interior is bathed in natural light from floor-to-ceiling windows, revealing ocean views. A large bed is accompanied by a cozy sitting area with modern furnishings. A round glass table sits in the center, surrounded by wicker chairs, promoting relaxation.

Apartment in Santurce

4.92 out of 5 average rating, 375 reviews

Casa Lola | Trendy Oceanview Studio

A view of the outdoor area showcases a palm-lined courtyard, framed by two swimming pools and the sparkling ocean beyond. The blue sky complements the vibrant greenery, emphasizing a tranquil atmosphere that invites relaxation.

Condo in Isla Verde

4.96 out of 5 average rating, 151 reviews

Amazing Beachfront Suite: King Bed/Full Kitchen

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 Santurce

4.87 out of 5 average rating, 258 reviews

Condado Beach Front - Free Parking & Netflix

Top guest favorite

A cozy living area features a light-colored sectional sofa adorned with patterned cushions. A round dining table is positioned nearby, complemented by a plant and decorative wall accents. Natural light flows in through the window, illuminating the open space.

Apartment in Isla Verde

4.93 out of 5 average rating, 165 reviews

Luxurious Beach Condo City View KS Bed, W/D, WiFi

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

Total rentals
260 properties
Nightly prices starting at
€ 17 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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