
Family-friendly vacation 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.

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.
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Scenic, 3BR Condo | Pool, Gym & 24/7 Security
Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking
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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.
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Original Studio - San José -Barrio Escalante A/C
Disfruta de la sencillez de este alojamiento tranquilo y céntrico en el corazón de Barrio Escalante, uno de los lugares más exclusivos de la ciudad de San José donde encontrarás alta variedad gastronómica, hospitales privados, clínicas dentales, Estéticas . Nuestro Studio te ofrecerá todo lo necesario para contar con una estadía más que placentera. Si de centros comerciales hablamos , encontrarás Multiplaza del Este y Mall San Pedro los más cercanos donde encontrarás de todo! Nos vemos !✌️
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Luxury High-Rise | 16th Floor | La Sabana-San José
Indulge in an unforgettable stay at this modern and luxurious 16th-floor apartment in Núcleo Sabana near the heart of the city. Designed for comfort, this stylish apt features: Spacious living room with a 60” Smart TV/Fully equipped kitchen/King-size bed for a restful night’s sleep/Dedicated workspace and high-speed internet. As a guest, you’ll have access to 30+ top-tier amenities & the best part? Gastro Núcleo – a culinary hub with 9 restaurants offering a variety of flavors just steps away!
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Mountain farm retreat near San Jose
Escape to a modern mountain farmhouse near San José, designed for families who crave more than a stay. Wake to sweeping views of green valleys, ocean, and mountains from wide windows. Collect fresh eggs, meet friendly farm animals, wander gardens and 300+ trees, then gather around the fire pit for wood-fired pizza under the stars. Black facade, exposed concrete, warm wood from the Osa Peninsula. Sleeps 6, self check-in, fully fenced yard. Slow down, reconnect, and create memories that last.
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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.
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“Magical dome in the heights”
Discover a unique experience in the mountains of the Sun, in our exclusive dome, just minutes from San José, Costa Rica. Surrounded by nature and with a panoramic view of the Central Valley, this luxurious retreat is the perfect place to disconnect and relax. Perfect for those looking for a getaway with all the amenities, without sacrificing luxury and proximity to the city. Come and experience a magical stay in the heights of the mountains. It's just 30 minutes from the airport.
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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.
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SECRT Sabana 31st | A/C, Parking & View
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!
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La Madriguera Serena/ SECRT Sabana.
The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the city's green lung. Its location is ideal for both business travelers and those who want to explore the capital in comfort. Surrounded by cafes, restaurants, supermarkets and services, you can easily get around on foot or by public transport. You'll be close to corporate centers, medical areas, stadiums, and main access roads, without giving up a quiet and safe environment.
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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.
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Popular amenities for Cinco Esquinas family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious studio with balcony
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COZY studio w/ Sky pool, WiFi, WIFI & GYM
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Lucy's Studio - Escalante Neighborhood
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Magical Penthouse in Prime Location+ Cima Hospital
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Luxury Apartment, San José, La Sabana, Del Lago
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Brand new 1 bed loft with spectacular city view
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Peacful studio apt. near the hip Barrio Escalante
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Industrial 2BR perfect location w/AC + sunset view
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Family- and pet-friendly home rentals

Tropical Oasis 5 min to SJO airport W/ cozy deck
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Cozy studio, best gastronomic area Escalante
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Sabana San José Downtown- Pool/AC/King bed
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Modern apartment in the best part of town
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ChiVa House Centric&Safe Apt Digital Nomad 6px A/C
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Casa361-Paseo Colón-NEAR EVERYTHING-New-EQUIPPED#1
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NucleoSab IvoryApt-NearSJairport-FreeIndoorParking
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Cozy Tico Home + Breakfast
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Family-friendly home rentals with a pool

Whimsical 27th Floor Apt, King Bed, AC, Parking
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10th Floor San José • Pool, Gym, Rooftop + Parking
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Pool, BBQ, Children's Playground Near Saprissa
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Fully Equipped Apartment Near San José
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15th Floor Apt/Amazing Views•20 min Airport+ Tours
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Pool, Gym, Rooftop and Children's Park
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Rooftop Pool, Gym and Coworking
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Modern Stay Near Airport • Pool, Gym & Rooftop
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Destinations to explore
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- Jaco Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- University of Costa Rica
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- Parque Central
- Multiplaza Curridabat
- Basilica De Nuestra Señora De Los Ángeles
- City Mall Alajuela





