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.

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Guest favorite

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, 142 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.

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Top guest favorite

A spacious rooftop area is presented with stylish seating arrangements, including a sectional sofa and a coffee table. The view overlooks the city skyline and surrounding landscape, with warm light from the setting sun adding a serene ambiance.

Condo in Mata Redonda

4.94 out of 5 average rating, 102 reviews

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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Superhost

A sleek outdoor lounge area showcases modern seating arranged around a central table, framed by vertical black slats. A large pool is visible in the background, lined with sun loungers and shaded by umbrellas, surrounded by lush greenery.

Apartment in Uruca

4.85 out of 5 average rating, 101 reviews

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!

Indoor spacesFamilyTV

Guest favorite

A modern house with a sleek black facade is set against a twilight sky. Warm light emanates from its windows, contrasting with the cool evening hues. Lush green grass surrounds the structure, enhancing its harmonious connection to nature.

Farm stay

4.95 out of 5 average rating, 199 reviews

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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Top guest favorite

Apartment in Escalante

4.95 out of 5 average rating, 114 reviews

Tastefully Furnished Penthouse + Rooftop Pool

Lets chat for a FREE early check in 24/7 security extremely safe building and neighborhood Get up in the morning in this magnificent penthouse with the most magnificent view of Irazú and Barva Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing morning/sunset dip at the pool and workout in our fully equipped gym or grab a meal in one of the more than 80 restaurants in a 5 block radius following a nice pool table session

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Top guest favorite

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.

Apartment in Uruca

4.99 out of 5 average rating, 162 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.

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Guest favorite

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.

Vacation home in San José

4.85 out of 5 average rating, 293 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.

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Top guest favorite

Apartment in Mata Redonda

4.98 out of 5 average rating, 115 reviews

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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Guest favorite

The kitchen and dining area features modern appliances and a spacious layout. Black countertops are complemented by white cabinetry. A wooden dining table with four chairs is present, along with a small island equipped with bar stools. Natural light enters through large windows adorned with yellow curtains.

Apartment in San José

4.83 out of 5 average rating, 721 reviews

Casa361-Paseo Colón-NEAR EVERYTHING-New-EQUIPPED-2

NEW Apartment #2, COMPLETE, PRIVATE and independent for up to 7 people with two bedrooms and a social area with a sofa bed, fully equipped with a full bathroom, equipped kitchen, laundry, parking (write to me before booking I need to know the size of your car.), Wi-Fi, safe and cable With the most convenient location for your stay in a safe area near tourist attractions, embassies, hospitals, government offices, and main bus terminals to tourist areas of the country

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Guest favorite

Condo in Sabana

4.93 out of 5 average rating, 134 reviews

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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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.

Condo in San José

4.9 out of 5 average rating, 116 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.

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Top guest favorite

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, 747 reviews

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. 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.

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