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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
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.
Condo in Escalante
4.95 out of 5 average rating, 526 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.
Apartment in Mata Redonda
4.85 out of 5 average rating, 338 reviews

15th Floor Apt/Amazing Views•20 min Airport+ Tours

San José with a modern apartment featuring panoramic views in the exclusive Núcleo Sabana complex. Fully equipped with 5G Wi-Fi, Smart TV, kitchen, and parking. Enjoy premium amenities, including a swimming pool, gym, sauna, lap lanes, multi-sport court, karaoke, and beautifully landscaped areas. Make the most of your stay with our exclusive one-day guided tours, designed to help you discover Costa Rica with ease. Conveniently located near La Sabana Metropolitan Park, the National Stadium & Rest

Top 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, 141 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.

Guest favourite
A spacious studio features a cozy sleeping area with a full bed, complemented by modern built-in shelving. A small dining table with four chairs sits near a large window, offering stunning city views, while a comfortable couch completes the inviting layout.
Loft in Escalante
4.87 out of 5 average rating, 406 reviews

Brand new 1 bed loft with spectacular city view

Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

Top 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, 337 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
4.9 out of 5 average rating, 178 reviews

“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.

Top Guest favourite
A studio space features a queen bed positioned beside large windows with mountain views. A modern area with a television and a small dining table is visible. Green accent walls complement wooden furnishings. Natural light illuminates the room, creating a bright and airy atmosphere.
Apartment in Escalante
4.97 out of 5 average rating, 133 reviews

Original Studio - San José -Barrio Escalante A/C

Enjoy the simplicity of this quiet and central accommodation in the heart of Barrio Escalante, one of the most exclusive places in the city of San José where you will find a wide range of cuisine, private hospitals, dental clinics, and beauty salons. Our Studio will offer you everything you need to have a more than pleasant stay. If we're talking about shopping malls, you'll find Multiplaza del Este and Mall San Pedro the closest where you'll find everything! See you soon!✌️

Superhost
Villa in Ciudad Colón
4.94 out of 5 average rating, 145 reviews

Canyon Casa: 15 mins to Escazu ! Super Private!

Canyon Casa is a bespoke contemporary and rustic Villa situated in the breathtaking mountainous terrain adjacent to the grand Rio Virilla, in the delightful municipality of Cuidad Colon. The break of dawn offers an enchanting experience as the sun's rays penetrate the open windows and the resonating sounds of the roaring river reverberate throughout the property. It is my firm belief that Canyon Casa is indisputably one of the most serene locations on the planet !

Guest favourite
Condo in Sabana
4.93 out of 5 average rating, 120 reviews

The Madriguera Serena/ SECRT Sabana.

The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the green lung of the city. Its location is ideal for both business travellers 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 transport. You'll be close to corporate centres, medical areas, stadiums and main access roads, without giving up a quiet and safe environment.

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
4.91 out of 5 average rating, 112 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.

Guest favourite
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, 198 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.

Guest favourite
A modern kitchen area and living space is shown, featuring a dining table with seating and a compact kitchen equipped with essential appliances. Walls are painted in a calming green hue, while natural light enters through an adjacent window. A comfortable seating area is also visible.
Apartment in San José
4.88 out of 5 average rating, 736 reviews

Casa361-Paseo Colón-NEAR EVERYTHING-New-EQUIPPED#1

NEW Apartment #1, COMPLETE, PRIVATE and independent for up to 3 people with a bedroom with a Queen size bed and a living area with 1 single bed, fully equipped with a full bathroom, equipped kitchen, laundry, safe, Wi-Fi and cable With the most convenient location for your stay in a safe area near tourist attractions, embassies, hospitals, government offices, multinational companies and main bus terminals to tourist areas of the country

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