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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
An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.
Villa in Mata Redonda
4.96 out of 5 average rating, 139 reviews

Cheerful private 4-Bedroom Villa. Heated pool A/C

For a group or a cozy couple, this bright and spacious home delivers comfort and style. Located in a quiet, modern, and safe neighborhood, you’re just minutes away from downtown. Great restaurants are close by and a block away from new Microsoft tower. 4 bedrooms (A/C), sleeps up to 9 , 3 full bathrooms & private heated pool. Fully equipped modern kitchen, stocked with staples and more. Starts at $195 per night for up to 4 guests, $35 per extra guest. Cleaning included. Come dive into city life.

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, 165 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).

Top guest favourite
A bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.
Apartment in Mata Redonda
4.94 out of 5 average rating, 365 reviews

Charming Apartment w A/C Near to the Int. Airport

Bienvenido a este encantador y elegante apartamento, en el piso 24; con una decoración exquisita Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala 1 espacio de parqueo La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico

Top 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, 520 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.

Superhost
An outdoor seating area is framed by a modern structure, overlooking a pool surrounded by lounge chairs. Umbrellas provide shade, and greenery is visible in the background, enhancing the relaxing environment.
Flat in Mata Redonda
4.85 out of 5 average rating, 333 reviews

15th Floor Apt / Amazing Views • 20 min to Airport

Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

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, 330 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 dome-shaped structure sits nestled in a lush, green landscape. Rolling hills are visible in the background, covered in dense vegetation. The surrounding area is open and inviting, creating a serene natural setting.
Dome in Piedades de Santa Ana
4.9 out of 5 average rating, 174 reviews

“Domo mágico en las alturas”

Descubre una experiencia única en las montañas del Sol, en nuestro exclusivo domo, a solo minutos de San José, Costa Rica. Rodeado de naturaleza y con una vista panorámica hacia el Valle Central, este lujoso refugio es el lugar perfecto para desconectarse y relajarse. Perfecto para quienes buscan una escapada con todas las comodidades, sin renunciar al lujo y la cercanía con la ciudad. Ven y vive una estancia mágica en las alturas de las montañas. Queda a solo 30 min del aeropuerto.

Top guest favourite
Apartment in Sabana
4.93 out of 5 average rating, 108 reviews

La Madriguera Serena/ SECRT Sabana.

La Madriguera Serena se encuentra en el corazón de San José, a pocos minutos de La Sabana, el pulmón verde de la ciudad. Su ubicación es ideal tanto para viajeros de negocios como para quienes desean explorar la capital con comodidad. Rodeado de cafeterías, restaurantes, supermercados y servicios, podrás moverte fácilmente a pie o en transporte. Estarás cerca de centros corporativos, zonas médicas, estadios y principales vías de acceso, sin renunciar a un ambiente tranquilo y seguro.

Top guest favourite
A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.
Flat in Uruca
4.99 out of 5 average rating, 153 reviews

Airport Apt/floor16 AC+Paking+Rooftop views +Tours

Relax into a unique Japandi-style experience in a new, luxurious tower. The stylish decor, full kitchen, and a dedicated desk with high-speed internet provide a perfect blend of comfort and productivity for any traveler. Enjoy stunning sunrises, sunsets, and night views from your own private space, adding a touch of luxury and relaxation to your stay. Enjoy a pool, rooftop lounges, a cinema, a gym, co-working spaces, and an on-site food court, offering a complete vacation experience.

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, 284 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.

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, 111 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, 197 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.

Popular amenities for Cinco Esquinas family-friendly rentals

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