
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.

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
4.94 out of 5 average rating, 103 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.
4.96 out of 5 average rating, 142 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.
4.96 out of 5 average rating, 200 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.
4.98 out of 5 average rating, 348 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.
4.99 out of 5 average rating, 163 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.
4.85 out of 5 average rating, 295 reviews
Burio house, beautiful cabin, coffee and nature
A perfect getaway 25 minutes from San Jose on the hills of San Rafael de Heredia. Casa Burio is a fully equipped loft surrounded by coffee fields. Live an authentic coffee experience, enjoy the view of the central valley from our viewpoint, walk among the coffee plantations, and learn about coffee with our tour. Also, you can appreciate our beautiful horses or savor a delicious typical breakfast at an extra charge. It is a magical place to celebrate life and nature.
4.85 out of 5 average rating, 162 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
4.83 out of 5 average rating, 721 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.
4.93 out of 5 average rating, 138 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.
4.9 out of 5 average rating, 116 reviews
Cozy studio near San José downtown #3
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.
4.87 out of 5 average rating, 280 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.
4.94 out of 5 average rating, 750 reviewsPopular amenities for Cinco Esquinas family-friendly rentals
Family-friendly home rentals with a hot tub

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi
4.95 out of 5 average rating, 531 reviews
Industrial 2BR perfect location w/AC + sunset view
4.94 out of 5 average rating, 351 reviews
Georgeus Villa, pool, additional jacuzzi, A/C
4.92 out of 5 average rating, 205 reviews
Jacuzzi/King size bed/Top location
4.96 out of 5 average rating, 506 reviews
Magical Penthouse in Prime Location+ Cima Hospital
4.89 out of 5 average rating, 242 reviews
“Magical dome in the heights”
4.9 out of 5 average rating, 184 reviews
Nebulae Loft · Design Stay with Jacuzzi & Firepit
4.86 out of 5 average rating, 615 reviews
House and apartment with 6 bedrooms and 3 bathrooms
4.85 out of 5 average rating, 161 reviewsFamily- and pet-friendly home rentals

Cozy Tico Home
4.9 out of 5 average rating, 694 reviews
Spacious Apartment in Great Location
4.89 out of 5 average rating, 175 reviews
SECRT Sabana 31st | A/C, Parking & View
4.98 out of 5 average rating, 118 reviews
Rabbit's Hole in Secrt Sabana
4.88 out of 5 average rating, 210 reviews
Studio Oasis with Pool & Sauna
4.91 out of 5 average rating, 240 reviews
Sabana San José Downtown- Pool/AC/King bed
4.87 out of 5 average rating, 205 reviews
La Casita Rústica, nature, birds and butterflies.
4.95 out of 5 average rating, 235 reviews
Amazing view of San Jose (20 min)- Casa los Cielos
4.95 out of 5 average rating, 135 reviewsFamily-friendly home rentals with a pool

15th Floor Apt/Amazing Views•20 min Airport+ Tours
4.84 out of 5 average rating, 349 reviews
*NEW* Luxury Condo | Stunning Views
4.87 out of 5 average rating, 100 reviews
Luxury High-Rise | 16th Floor | La Sabana-San José
4.85 out of 5 average rating, 101 reviews
Best View, Luxury, Full Amenities, Nearby Airport
4.92 out of 5 average rating, 199 reviews
Modern apartment at gastronomic epicenter
4.95 out of 5 average rating, 196 reviews
Centrally located 1BDR modern apt (views+pool)
4.98 out of 5 average rating, 86 reviews
The Digital Nest|Loft Inteligente con Cine en Casa
4.92 out of 5 average rating, 24 reviews
Pool, Gym, Rooftop & Playground
4.85 out of 5 average rating, 27 reviewsDestinations to explore
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- Nosara Vacation rentals
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- Liberia Vacation rentals
- Puerto Viejo de Talamanca Vacation rentals
- 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
- University of Costa Rica
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Multiplaza Escazú
- Playa Jacó
- Turrialba Volcano National Park
- Carara National Park
- El Miro
- City Mall Alajuela
- Hacienda Alsacia Starbucks Coffee Farm
- Children’s Museum
- Britt Coffee Tour
- Basilica De Nuestra Señora De Los Ángeles
- La Cruz del Monte de la Cruz





