Family-friendly holiday rentals in San José

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.

Indoor spaces · Family · Wifi

Tropical Oasis 5 min to SJO airport W/ cozy deck

After a long flight, there's nothing better than arriving at your own private oasis just 5 minutes from the airport, where you can unwind on the spacious outdoor patio. And if you are returning home this is the perfect place to recharge and prepare yourself for a flight. Every detail in our rental was designed with the goal of creating a space that feels welcoming and inviting. From the soft linens to the private outdoor patio, I have created a space where you can enjoy the Pura Vida lifestyle.

Kitchen · Family · Access

Escazú Treetop Casita w/ Panoramic Luxury Views

Modern Loft-Style Casita w/ Private Terrace. 2-Acre Gated Estate in a Safe and Peaceful, Upscale Neighborhood -- One of the most Spectacular Views in Costa Rica. Expertly designed w/ every Creature Comfort -- All brand new and high-end. Ideal for Dental / Medical Tourists. Super Fast WIFI and Standing Desk for Digital Nomads. Full Kitchen, precisely stocked w/ everything you need to eat well. Sparkling Heated Salt Water Pool w/ Waterfall. Bright Gardens. Cool Breezes. Affordably Priced.

Family · Kitchen · Pool

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.

Indoor spaces · Family · Getting around

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.

Indoor spaces · Family · Getting around

“Domo mágico en las alturas”

Descubre una experiencia única en las montañas del Sol, en nuestro exclusivo domo, a solo minutos de San José, Costa Rica. Rodeado de naturaleza y con una vista panorámica hacia el Valle Central, este lujoso refugio es el lugar perfecto para desconectarse y relajarse. Perfecto para quienes buscan una escapada con todas las comodidades, sin renunciar al lujo y la cercanía con la ciudad. Ven y vive una estancia mágica en las alturas de las montañas. Queda a solo 30 min del aeropuerto.

Indoor spaces · Family · Parking

Apto Colibrí. Belén. Descanso o trabajo.

Encantador, moderno y rodeado de naturaleza. Ubicado en una zona céntrica pero silenciosa, centro de movimiento hacia las provincias más importantes, ideal para quienes buscan tranquilidad sin alejarse de la ciudad; cerca de parques empresariales, zonas corporativas, Pedregal y a pocos minutos del aeropuerto, lo que lo hace perfecto para viajeros de negocios. Con Wi-Fi rápido, estable y un jardín lleno de vida, donde podrás ver colibríes, abejas y mariposas alimentándose de las flores.

Kitchen · Indoor spaces · Condition

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

Indoor spaces · Family · Check-in

La 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.

Family · Kitchen · Layout

Casa Trópica

A 5 km del aeropuerto, disfruta de las comodidades de Alajuela Centro y los destinos naturales que la zona ofrece hospedándote en Casa Trópica, un espacio inmerso en jardines tropicales. Disfrutarás de nuestras especies nativas de plantas y las visitas de diferentes aves durante el día en nuestro patio. Espacios cálidos, armonizados para que tenga una estancia tranquila y pacífica, estando en pleno centro de Alajuela, cerca de restaurantes, supermercados y centros comerciales.

Family · Kitchen · Quiet

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 !

Indoor spaces · Kitchen · Value

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.

Kitchen · Family · Layout