
Family-friendly holiday rentals in Cinco Esquinas
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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.

Avo House • Sunset Terrace • A/C • near SJO
A peaceful villa near SJO Airport (20min), ideal as your first or last stop in Costa Rica or for exploring Poás, La Paz, and coffee farms. Avo House offers A/C, fast Wi-Fi, a kitchen, and a private sunset terrace with fruit trees, coffee plants, birds, and mountain air. Perfect for couples, solo travelers, small families, or remote workers seeking comfort, privacy, and a relaxing stay. The road is paved, no 4x4 is needed, and Uber works well. Gracia Verde is expanding; daytime work may occur.

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 !✌️

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.

Nebulae Loft · Design Stay with Jacuzzi & Firepit
Nebulae Loft is a contemporary architecture and design experience, created for guests who want to stay in a space that feels different, comfortable, and full of character @ 20m from SJO airport. Surrounded by trees, the loft offers two BDs, two BRs, a living room, and a fully equipped kitchen. Outside, it features two balconies, a terrace with a firepit, a jacuzzi, and a BBQ area, ideal for enjoying and sharing. Events allowed with prior authorization. Special events at Nebulae/Laureal.

The 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.

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.

“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.

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 !

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.

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.

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
Popular amenities for Cinco Esquinas family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious studio with balcony

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Lucy's Studio - Escalante Neighborhood

Luxury Apartment, San José, La Sabana, Del Lago

Brand new 1 bed loft with spectacular city view

Peacful studio apt. near the hip Barrio Escalante

Jacuzzi/King size bed/Top location

Industrial 2BR perfect location w/AC + sunset view
Family- and pet-friendly home rentals

Cozy studio, best gastronomic area Escalante

Rabbit's Hole in Secrt Sabana

Nahual Apt, 2 Cozy Bedrooms at 23rd Floor

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

The Gourmet Terrace & Coffee View w/AC

Cozy Tico Home + Breakfast

Secrt Sabana | SJ | 22nd floor | AC |

Escalante Bellevie Apartment
Family-friendly home rentals with a pool

10th Floor San José • Pool, Gym, Rooftop + Parking

Urban Jewel on the 30th floor; SECRT

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

Piscina, Gym, Rooftop y Parque Infantil

Piscina en azotea, gimnasio y coworking

The Digital Nest | Smart Loft with Home Theater

Centrally located 1BDR modern apt (views+pool)

Pool, Gym, Rooftop, Parking | Downtown San José
When is the best time to visit Cinco Esquinas?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $80 SGD | $73 SGD | $71 SGD | $78 SGD | $73 SGD | $76 SGD | $72 SGD | $80 SGD | $72 SGD | $80 SGD | $86 SGD | $97 SGD |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
Destinations to explore
- Rentals with pools Cinco Esquinas
- Rentals with a firepit Cinco Esquinas
- Rentals with a washing machine and dryer Cinco Esquinas
- Rentals with a patio Cinco Esquinas
- Flat rentals Cinco Esquinas
- Fitness-friendly rentals Cinco Esquinas
- Apartment rentals Cinco Esquinas
- Family-friendly rentals San Jose Province
- Family-friendly rentals Costa Rica
- Jaco Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- La Sabana Park
- Parque Diversiones
- Marina Pez Vela
- Poás Volcano National Park
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- University of Costa Rica
- Carara National Park
- Turrialba Volcano National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz
- Britt Coffee Tour
- Parque Central
- Plaza de la Cultura
- San Jose Central Market
- Río Agrio Waterfall
- Basilica De Nuestra Señora De Los Ángeles





