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Family-friendly holiday rentals in Cinco Esquinas

Find and book unique family-friendly homes on Airbnb

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 $52 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!

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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Top guest favourite
A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.
Flat in Mata Redonda
4.96 out of 5 average rating, 156 reviews

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

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, 507 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.

Top guest favourite
A bright dining area is shown with a wooden table and black chairs, illuminated by warm sunset light. Large glass doors lead to a private terrace surrounded by greenery, creating an inviting space for dining or relaxation.
Cabin in Carrizal
4.97 out of 5 average rating, 139 reviews

Avo House • Sunset Terrace • A/C • near SJO

A peaceful nature villa near SJO Airport (20 min), ideal as your first or last stop in Costa Rica or for calm days exploring Poás, La Paz, and coffee country. Avo House offers A/C, fast Wi-Fi, hot shower, kitchen, and a private sunset terrace with fruit trees, coffee plants, birds, and mountain air. Perfect for couples, solo travelers, small families, or remote workers seeking comfort, privacy, and a calm Costa Rican stay. The road is paved, no 4x4 is needed, and Uber works well in the area.

Top guest favourite
The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.
Apartment in Mata Redonda
4.95 out of 5 average rating, 167 reviews

Top Pick in La Sabana: Spotless & Comfy with A/C

Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

Top guest favourite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Flat in Mata Redonda
4.97 out of 5 average rating, 184 reviews

Urban Modern Apartment - Roof Top Pool

Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

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, 321 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 spacious room features a queen bed dressed in soft linens with a blue accent blanket. Modern wooden cabinetry houses a mini-fridge, microwave, and sink. A dining area is included. Natural light illuminates the room, complemented by bedside lamps and an air conditioning unit.
Holiday home in San José
4.81 out of 5 average rating, 248 reviews

Modern apartment in the Heart of San Jose!

Amazing Apartment is located in San Jose Downtown. A large queen bed sleeps 2 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 Apartment features natural light from a large window. The apartment is on the Second Floor Building, reception area has a night Security Guard.

Top guest favourite
Loft in Amón
4.92 out of 5 average rating, 266 reviews

Heart of Downtown very quiet area

10 minutes walking distance to Downtown! Modern and very cozy apartment ideal for exploring San José on foot or by Uber . It is located next to Simón Bolívar Park (currently closed for remodeling), on a quiet dead-end street with sounds of nature and near museums and restaurants. It features 200 Mbps symmetrical fiber-optic internet, an equipped kitchen, hot water, and a double bed. Quiet and historic area with rich cultural and gastronomic offerings. Nearby paid parking options.

Guest favourite
The Bamboo House features a round, octagonal structure with a colorful roof and large windows that reflect the natural light. A rainbow arcs above, adding vibrancy to the scene. A spacious porch surrounded by greenery and wooden seating invites relaxation in a serene outdoor setting.
Home in San Pedro de Poás
4.93 out of 5 average rating, 150 reviews

Stunning Bamboo House on Coffee Farm near Poas

The coffee farm is 40 minutes from San Jose Airport. You'll have a view of Poas Volcano and within a 25 minute drive. We are about 2 hours to the Pacific Coast. You’ll love the views, the high ceilings, and special house architecture. The farm is a great place for peace and quiet and a great couples getaway. An excellent spot when arriving/leaving the country. We also have a guest house for kids or an additional couple. Please inquire.

Top guest favourite
The exterior of the A-frame cabin features a striking red roof and large windows, allowing ample natural light. A shaded porch area is visible, furnished with two comfortable chairs, promoting relaxation in the surrounding greenery.
Cabin in San Isidro de Grecia
4.98 out of 5 average rating, 133 reviews

A-frame with a view and privacy

Escape to our A-frame cabin “LUCIÉRNAGAS”, on a family estate of more than four generations. It's the perfect place to enjoy silence and tranquility. It has a queen-size bed, a sectional chair for an additional person, and a covered parking lot for two cars. We also offer Starlink broadband internet for those who need to stay connected. A few minutes away from tourist sites in the area, it's the perfect base for exploring or just relaxing.

Top guest favourite
Farm stay in San José
4.96 out of 5 average rating, 195 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.

Superhost
A modern kitchen area showcases sleek countertops and a spacious island, complemented by red chairs. A world map decorates the wall, while a variety of appliances, including a refrigerator and coffee maker, are visible. Soft lighting creates a welcoming atmosphere in the open layout.
Flat in Tibás
4.87 out of 5 average rating, 268 reviews

Charming studio near San José downtown #2

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.

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$79 SGD$73 SGD$76 SGD$72 SGD$80 SGD$72 SGD$80 SGD$86 SGD$98 SGD
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