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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, 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.

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.

Guest favourite
Flat in Mata Redonda
4.88 out of 5 average rating, 186 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

Top guest favourite
A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.
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.

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, 320 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
The unique architecture of the loft is showcased with an angled facade and large glass windows that reflect the surrounding greenery. A small deck area features modern outdoor seating, inviting relaxation amidst the natural landscape.
Villa in San Roque
4.87 out of 5 average rating, 605 reviews

Nebulae Loft · Design Stay with Jacuzzi & Firepit

Nebulae Loft is a contemporary architecture and design experience, created for guests who want to stay in a space that feels different, comfortable, and full of character @ 20m from SJO airport. Surrounded by trees, the loft offers two BDs, two BRs, a living room, and a fully equipped kitchen. Outside, it features two balconies, a terrace with a firepit, a jacuzzi, and a BBQ area, ideal for enjoying and sharing. Events allowed with prior authorization. Special events at Nebulae/Laureal.

Top guest favourite
Serviced apartment in Tibás
4.95 out of 5 average rating, 122 reviews

Safe and comfortable downtown apartment

Aparta Jardines de Tibás, is located in the Anselmo Llorente district, a very attractive area of ​​Tibás, San José. The apartment is just steps away from main shops: AmPm, Vindi, Super Compro, Pali, Automercado, Hospital UNIBE, El Lagar, Quiznos, Farmacias and more places that allow you a pleasant stay, with all your needs covered within a short distance. Additionally, you will have independent access for you and your car, where it will be safe for as long as you need.

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, 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.

Guest favourite
A wooden tray is placed on a neatly made bed, featuring a teapot, teacups, and a plate with cookies. A flower and green leaves add a touch of nature. A soft lamp's glow is visible in the background, providing a warm ambiance.
Flat in Mata Redonda
4.9 out of 5 average rating, 679 reviews

Cozy Tico Home + Breakfast

Enjoy a private space in our cozy Costa Rican home, just minutes from La Sabana Park. We offer a warm, authentic experience with optional traditional breakfast and local recommendations to help you explore San José from a unique perspective. If you’re interested, join us for cooking classes or guided tours to dive deeper into our culture. Here, you’ll find comfort and a family atmosphere that will make your stay truly unforgettable.

Popular amenities for Cinco Esquinas family-friendly rentals

When is the best time to visit Cinco Esquinas?

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