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Family-friendly holiday rentals in Cinco Esquinas

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cinco Esquinas

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

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Guest favourite
A rooftop jacuzzi is positioned against a stunning sunset backdrop. It is surrounded by clear glass panels, offering a panoramic view of the city. The deck is made of dark wood, enhancing the tranquil outdoor space.
Apartment in Escalante
4.95 out of 5 average rating, 505 reviews

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi

Extremely safe doorman building located in one of the 50 coolest neighborhoods in the world according to the time out magazine. Best Location in town !!! Be received by staff who will enable an ease check-in with a smart lock into the apartment. Enjoy the view of an amazing sunset in the jacuzzi, then get ready to dine in one of the 70 restaurants in the area. Afterwards, come back to sleep in an extremely comfortable queen bed. Wake up and make an exquisite cup of gourmet costarican coffee.

Guest favourite
Flat in Mata Redonda
4.88 out of 5 average rating, 185 reviews

Rabbit's Hole in Secrt Sabana

Beautiful apartment in exceptional building with ideal location. Experience all the amenities at the most popular building in the area. List of amenities: Pool Lobby 24/7 Bar Pet Park Laundry *Extra fees Cinema Playground 3 level gym Themed Rooms Rooftop terrace with amazing views Your apartment: Fully furnished Queen Bed Sofa bed Full bathroom Fully equipped kitchen Living area Breakfast bar Balcony AC Parking in NOT included but available *Extra fees, please inquire NO SMOKING, NO PARTIES

Guest favourite
A cozy living area features a navy modular sofa adorned with deep blue pillows. A wooden coffee table sits at the center, complementing a light area rug. An armchair provides additional seating, with natural light streaming through the balcony glass doors.
Flat in Mata Redonda
4.95 out of 5 average rating, 104 reviews

Luxury Apt 16th floor A/C great views free parking

Enjoy the most beautiful view of the Sabana skyline as the sun sets from the luxury of our 16th-floor apartment in the newest and most equipped tower in Sabana. Relax in this peaceful setting, where you can watch and hear the river and its birds from the boho chic style balcony while surrounded by nature, just a short stroll from Sabana Park in San José, ten minutes walking from a grocery, and 15 minutes driving from the airport. Discover our apartment's elegance, smart appliances and design.

Guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.98 out of 5 average rating, 319 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Guest favourite
A studio space features a queen/twin bunk bed with soft linens and a spacious layout. A kitchenette with a mini-fridge and microwave is visible. Natural light illuminates the room, complemented by modern fixtures and a ceiling fan. The tiled floor adds to the clean, contemporary look.
Holiday home in San José
4.84 out of 5 average rating, 281 reviews

2Bed/1Bath Apartment with Patio in San Jose Center

Located in San Jose Downtown. A large queen/twin bunk bed sleeps 3 guests comfortably along with a private bathroom with hot water shower. The apartment features Air Conditioning, a private Kitchen with a mini-fridge, microwave, and sink, LCD TV with cable, and fast WIFI Internet. There is a work area with a desk and two stools. The Outdoor Patio features natural light and a sitting area. The apartment is on the Second Floor Building, reception area has a night Security Guard.

Guest favourite
A bright yellow wall is adorned with floral artwork, enhancing the living space. A comfortable chair with a decorative cushion sits to the left, while a kitchen area with wooden cabinetry and essential appliances is visible in the background.
Loft in Amón
4.91 out of 5 average rating, 218 reviews

Historic Barrio Amon, bright with private balcony

10 minutes waking to Downtown! Modern and very cozy apartment, with a big private balcony, ideal for exploring San José on foot or by Uber. Located next to Simón Bolívar Park (currently closed for remodeling), on a quiet dead-end street with sounds of nature, near museums and restaurants. It features 100 Mbps symmetrical fiber-optic internet, an equipped kitchen, hot water, and a double bed. Historic area with rich cultural and gastronomic offerings. Nearby paid parking options

Guest favourite
A modern living area features a light-colored sofa adorned with decorative cushions. A small black ottoman and a glass-top table with two chairs are nearby. Large windows showcase stunning mountain views, with sheer curtains allowing natural light to fill the space.
Flat in Mata Redonda
4.98 out of 5 average rating, 103 reviews

Luxury Studio 31st Floor • Panoramic View • AC

Modern studio on the 31st floor of SECRT Sabana with an incredible view of the city and mountains. Enjoy unique sunrises and sunsets from the top level. The space includes AC, a Queen bed, equipped kitchen, smart TV, free parking in the building, and a peaceful environment to relax or work with total privacy. Located near restaurants, supermarkets, La Sabana, and with great access to transportation. Ideal for business trips or couple getaways. We look forward to hosting you!

Superhost
A spacious living and dining area is presented, featuring a round table with four chairs and a comfortable grey sofa facing a wall-mounted TV. Light-colored cabinetry and appliances complement the modern décor, while an assortment of framed photos adds a personal touch.
Apartment in San José
4.91 out of 5 average rating, 110 reviews

Fully-Eq. 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

Welcome to Apartment 406, your stylish 786ft² (73m²) sanctuary in Costa Rica—the largest unit in the Bambú Rivera Residential Complex! Perfect for digital nomads and vacationers, this modern 2-bedroom apartment is fully equipped for a comfortable stay. With 24/7 security and a wealth of amenities, you're just a short distance from the city center and its attractions. Whether you're here to work, explore, or unwind, this is the ideal home base for your trip.

Top guest favourite
Farm stay in San José
4.96 out of 5 average rating, 194 reviews

Magical Mountain family Farm Experience

Heavenly Highlands is a modern mountain farm retreat near San José, created for families who want more than just a stay. Enjoy peaceful views, friendly farm animals, fresh eggs, gardens, fruit trees, a cozy fire pit, and unforgettable experiences like wood-fired pizza. With beautiful architecture, local craftsmanship, and nature all around, it’s the perfect place to slow down, reconnect, and create memories your family will truly remember.

Top guest favourite
Cottage in Grecia
4.99 out of 5 average rating, 158 reviews

Beautiful View – peaceful - 40 min from SJO

Relax in this peaceful home surrounded by nature, beautiful mountain views and bird sounds, located in a secure gated property just 40 minutes from SJO International Airport. Enjoy in the terrace or balcony of fresh mountain air, and birdsong throughout the day in a calm atmosphere. Conveniently located near volcanoes, waterfalls, coffee farms, and national parks, and just 10 minutes from Grecia—one of Costa Rica’s cleanest towns.

Superhost
A modern kitchen is presented, featuring dark cabinetry and a granite countertop. Bar stools with red seats are positioned at a small breakfast counter. A stove, microwave, and refrigerator are included, along with a bowl of fruit and decorative accents on the wall.
Flat in Tibás
4.87 out of 5 average rating, 274 reviews

Cozy studio near San José downtown #3

We created this space as a family project, we decorated it ourselves and put all of our love on it. It is a new and recently renovated stay near to San José Downtown in which you can relax and enjoy a modern Airbnb experience in a 3 miles radio of museums, theaters, malls and restaurants areas. Convenient to visit La Paz Waterfall, Irazú and Poas Volcanoes. You will have everything you need during your stay, we hope to see you soon.

Guest favourite
An open living area features exposed brick walls and a sleek staircase leading to the upper level. A yellow door adds a pop of color, while a table with chairs and a comfortable seating area are visible. Light enters through a window, enhancing the spacious feel.
Loft in San Bosco
4.94 out of 5 average rating, 701 reviews

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. Recently renovated, great patio, very stylish and comfortable. Seven blocks away from La Sabana Metropolitan Park and six blocks away from San Jose's Mercado Central. The place is located near the city's main attractions, bus stops, restaurants and bars. The apartment is fully equipped and has a very nice patio with a Hammock, great for chilling in sunny afternoons.

Popular amenities for Cinco Esquinas family-friendly rentals

When is the best time to visit Cinco Esquinas?

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Avg. price$80 SGD$73 SGD$71 SGD$78 SGD$73 SGD$76 SGD$72 SGD$80 SGD$72 SGD$80 SGD$86 SGD$98 SGD
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Quick stats about holiday rentals that are family-friendly in Cinco Esquinas

  • Total holiday rentals

    Explore 20 holiday rentals in Cinco Esquinas

  • Nightly prices starting at

    Cinco Esquinas holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Cinco Esquinas holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cinco Esquinas rentals

  • 4.8 Average rating

    Cinco Esquinas stays are highly rated by guests – averaging 4.8 out of 5!