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Holiday houses in San José

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Top-rated holiday rentals in San José

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 547 reviews

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

Top Guest favourite
A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.
Condo in Mata Redonda
4.96 out of 5 average rating, 118 reviews

Joya Urbana en el piso 30; SECRT

Sumérgete en la magia de este apartamento en el piso 30 de SECRT Sabana, inspirado en *Alicia en el País de las Maravillas*. Diseñado con decoración cálida de plantas y luces, cuenta con un dormitorio privado, clóset, y espacio de trabajo. Cocina totalmente equipada con básicos incluidos, y baño con amenidades. Disfruta vistas espectaculares y compra snacks, bebidas y artículos personales disponibles en el apartamento. Todo lo que necesitas para una estancia única y cómoda. Parqueo $15 adicional

Top Guest favourite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Apartment in Urbanización Castro
4.96 out of 5 average rating, 138 reviews

Urban Modern Apartment - Roof Top Pool

Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

Top Guest favourite
The open living area features a glass-topped dining table surrounded by four wooden chairs. A cozy bed is visible in the background, complemented by sheer curtains that allow natural light. Colorful artwork adorns the walls, enhancing the inviting atmosphere.
Home in Amón
4.9 out of 5 average rating, 150 reviews

Tiny House-Historic Area-Short Walk to City Center

Our cozy house is located in the oldest historical district of San José, former neighborhood to four of our past presidents. A perfect location to use as base to explore the city or even the country. We are walking distance to central avenue, the National Museum, Jade Museum, Gold Museum, National Theater, Cathedral and many other sites. We are a 5 minute drive from Barrio Escalante, filled with restaurants for every taste. We have supermarkets, pharmacies, shops and parks very close by.

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
4.99 out of 5 average rating, 253 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
Condo in Rohrmoser
4.93 out of 5 average rating, 310 reviews

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

Top Guest favourite
A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.
Apartment in Mata Redonda
4.97 out of 5 average rating, 137 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

Guest favourite
The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.
Loft in Rohrmoser
4.85 out of 5 average rating, 142 reviews

Art Loft - Luxurious Apt QBO Building, Rohrmoser

Stylish apartment in the nicest neighborhood of San Jose. The loft is in a new luxury tower with more than 10 amenities (co-work spaces, semi-olympic pool, therapeutic pool, Jacuzzi on different floors, children's garden, two gyms, and several other spaces). Supermarkets, banks, restaurants, Sabana Metropolitan Park, National Stadium, are all located nearby. Great for medical tourism, business travelers, or anyone who wants to visit San Jose.

Top Guest favourite
A dining area features a glass table surrounded by four wooden chairs, elegantly placed beneath a decorative wall art piece. A cozy seating space includes a light-colored sofa, complemented by a decorative plant and ample natural light flowing through large glass doors that lead to a balcony with city views.
Apartment in Bella Vista
4.88 out of 5 average rating, 247 reviews

Gorgeous sunsets at charming apartment in downtown

We welcome you to your new and luxurious apartment in the center of the city, located in one of the most iconic residential buildings in the country, with a variety of amenities and just a 5-minute walk away from the most famous gastronomic area of ​​San José. The neighborhood is safe, and has different areas according to your preference (whether it's a night out, or a quiet afternoon in the park). A/C, WiFi 500 mbps, and parking included.

Guest favourite
A modern dining area features a wooden table with decorative orbs. A stylish kitchen is visible, showcasing stainless steel appliances, including a refrigerator. The living space is enhanced by a brick wall and a cozy seating arrangement, complemented by green plants for a fresh touch.
Apartment in Barrio Escalante
4.91 out of 5 average rating, 188 reviews

Upscale apartment at URBN Escalante

Luxurious 26th-floor condo in the heart of Barrio Escalante, San José, Costa Rica! Fully furnished with 2 bedrooms, 2 bathrooms, a modern kitchen, washer/dryer, and HD Smart TVs. Enjoy URBN Escalante’s 24/7 lobby, heated pool, gym, and proximity to top restaurants, cafes, and nightlife. Perfect for travelers or remote workers seeking comfort and convenience in this vibrant urban hub. Stays of 6+ days allow guest visitors.

Top Guest favourite
The living room features large windows offering expansive city views. A stylish, beige tufted couch and two plush orange chairs are arranged on a richly patterned area rug. Modern lighting fixtures enhance the contemporary design, while dark cabinetry provides functional storage.
Condo in Rohrmoser
4.96 out of 5 average rating, 561 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

Top Guest favourite
An exterior view of the loft reveals a modern structure with multiple levels and large glass panels. Lush greenery surrounds the terrace, which overlooks a panoramic valley view. The setting sun casts gentle light over the landscape, enhancing the serene atmosphere.
Guesthouse in Alajuela
4.97 out of 5 average rating, 322 reviews

Stylish Loft with Stunning Panoramic Views

Just 9km from SJO airport. Romantic and elegant loft for couples with stunning panoramic views. The perfect place to unwind after a long flight or before heading back home. Relax in the hot tub while enjoying the breathtaking view, and take advantage of the TV, air conditioning, and automated black-out curtains for ultimate comfort. The airbnb is located in Pilas, San isidro de Alajuela

Popular amenities for San José holiday rentals

When is the best time to visit San José?

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Avg. price$94 NZD$96 NZD$96 NZD$94 NZD$92 NZD$92 NZD$92 NZD$94 NZD$94 NZD$89 NZD$91 NZD$94 NZD
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Frequently Asked Questions

  • What are the best places to stay in San José?

    Stays around Barrio Amón are often suggested for historic architecture and art, while Escalante has lively cafes and nightlife. Santa Ana and Rohrmoser are known for peaceful residential streets and green spaces.

  • What are the best things to do in San José with kids?

    Many families visit the Children's Museum for interactive exhibits or explore local culture together at vibrant city markets. Several parks across San José have playgrounds and open spaces for children to enjoy outdoors.

  • What are some of the best things to do in San José?

    Explore the National Theatre, wander Mercado Central, and take in art at the Museo de Arte Costarricense. Neighborhood markets and lively parks are popular with both visitors and locals.

  • How is the weather in San José?

    San José has warm days between 60–89°F (16–32°C) and cooler nights. The rainy season typically brings more showers from May through October, while November to April is often drier.

  • What are the best places to visit in San José?

    The National Museum, Jade Museum, and National Theatre are often recommended for culture and history. Parque La Sabana is popular for sports, picnics, and relaxing outdoors.

  • What are some hiking trails in San José?

    San José has a variety of trails for every interest. Around the city, you can explore forested paths at Parque Nacional Braulio Carrillo, known for its lush scenery, or walk through urban green areas and parks with paved paths for relaxed strolls.

  • What are some family activities we can do in San José?

    Families explore interactive exhibits at the Children's Museum, see wildlife at Simón Bolívar Zoo and Botanical Garden, and picnic at Parque La Sabana. Local parks and playgrounds welcome kids and adults alike.

  • What are some of the best day trip ideas from San José?

    Many guests enjoy visiting nearby volcanoes, coffee plantations, and rainforest reserves for nature walks and local experiences. Mountain villages and waterfalls around the city are frequently suggested for day adventures.

  • Are there any pet friendly accommodations available in San José?

    Many stays in San José welcome pets, especially in neighborhoods like Escalante and Rohrmoser. Guests traveling with animals will find city parks and local green spaces make it easy to explore with their companions.

  • What are some local tips for visiting San José?

    Carry a light rain jacket year-round and comfortable shoes for city walks. Exploring local markets, using small bills for purchases, and greeting vendors with a friendly 'pura vida' are all appreciated.

  • What is San José known for?

    San José is known for its vivid cultural scene, museums, and historic architecture. Locally rooted food markets, contemporary art spaces, and lively public parks shape its character.

  • What are the best hidden gems to explore in San José?

    Barrio Amón has art-filled streets and unique coffee shops, while Museo de Arte y Diseño Contemporáneo showcases contemporary works. The Spirogyra Butterfly Garden is a peaceful spot near the urban core.

  • What are the best foods to try in San José?

    Try gallo pinto for breakfast, casado plates at lunch, and artisanal chocolate from local shops. Tamales, fresh tropical fruits, and bakery pastries are frequently suggested treats.

  • What should I bring for a trip to San José?

    Pack lightweight clothes, a rain jacket, sunscreen, and comfortable footwear for walking. A reusable water bottle and a hat are useful for exploring parks and outdoor areas.

  • What is the nightlife in San José like?

    San José has vibrant bars, dance clubs, and live music venues around Escalante and Barrio La California. Evenings often feature DJ sets, salsa dancing, and gathering spots for friends.

  • What are the most popular events or festivals in San José?

    Fiestas de San José, Festival Internacional de las Artes, and the Tope Nacional parade are some of the city’s most popular annual events. Cultural festivals often celebrate music, dance, and local traditions.

  • Are there family friendly vacation rentals in San José?

    Family-friendly rentals are available in areas like Escalante, Santa Ana, and Rohrmoser. These neighborhoods frequently have access to parks, grocery shops, and recreation spaces.

  • When is the best time to visit San José?

    November through April is frequently suggested for visiting San José, as this period tends to be drier and warm. Rain is common May through October, so carrying a light rain jacket can be helpful.

Quick stats about holiday rentals in San José

  • Total holiday rentals

    Explore 3,580 holiday rentals in San José

  • Verified guest reviews

    Over 157,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,100 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 980 rentals that welcome pets

  • Holiday rentals with a pool

    1,530 properties feature pools

  • Rentals with dedicated workspaces

    2,310 properties have a dedicated workspace

  • Wi-Fi availability

    3,460 of San José holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across San José rentals

  • 4.8 Average rating

    San José stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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