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Holiday houses in San Juan

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Juan

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

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Superhost
A modern bedroom features a spacious bed with fresh linens, positioned against a blue wall. A small nightstand is located on one side. A piece of wall art adds a decorative touch, while large windows provide views of the city and mountains.
Apartment in California
4.87 out of 5 average rating, 353 reviews

Balcony Sunset View 21st Floor Apartment

Located 21st floor of the stylish URBN Escalante building in the heart of San José, this modern one bedroom apartment has all the amenities for a pleasurable stay. Feel free to make use of the lobby with 24/7 concierge, heated pool, lounge area, co-working spaces, gym, yoga room, cinema, library, BBQ area and playground. Internet is available at all common areas as well as high-speed internet connection -100Mbps- in the apartment. 5-10 minute walk to Pubs, Restaurants and Supermarkets. Netflix👍

Top Guest favourite
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 Mantica
4.85 out of 5 average rating, 295 reviews

15th Floor Apt / Amazing Views • 20 min to Airport

Experience San José from a modern apartment with panoramic city views in the exclusive Núcleo Sabana complex. Fully equipped with Wi-Fi 5G, Smart TV, full kitchen, and private parking. Enjoy premium amenities including a pool, gym, sauna, lap lanes, multi-sport court, karaoke room, and beautiful green areas. Located steps from La Sabana Park, and the National Stadium and any restaurants. Perfect for business travelers, couples, or anyone seeking comfort and style in Costa Rica’s lively capital.

Top Guest favourite
A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.
Condo in Mantica
4.95 out of 5 average rating, 154 reviews

Top Pick in La Sabana: Spotless & Comfy with A/C

Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

Guest favourite
A bright and airy studio space is showcased, featuring a spacious bed positioned against a natural wood accent wall. A dining table with four chairs is set nearby, while large windows provide city views and ample natural light.
Apartment in Escalante
4.94 out of 5 average rating, 368 reviews

Queen Bed Yogui Studio + Hot Tub

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.

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, 289 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.

Superhost
Apartment in Mata Redonda
4.86 out of 5 average rating, 609 reviews

Family|Business Flat w/ 270° Mountain+City Skyline

Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

Guest favourite
The unique architecture of the loft is showcased with an angled facade and large glass windows that reflect the surrounding greenery. A small deck area features modern outdoor seating, inviting relaxation amidst the natural landscape.
Villa in San Roque
4.87 out of 5 average rating, 583 reviews

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.

Top 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 de Santa Ana
4.94 out of 5 average rating, 133 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
Apartment in Tibás
4.96 out of 5 average rating, 114 reviews

Safe and comfortable downtown apartment

Aparta Jardines de Tibás, is located in the Anselmo Llorente district, a very attractive area of ​​Tibás, San José. The apartment is just steps away from main shops: AmPm, Vindi, Super Compro, Pali, Automercado, Hospital UNIBE, El Lagar, Quiznos, Farmacias and more places that allow you a pleasant stay, with all your needs covered within a short distance. Additionally, you will have independent access for you and your car, where it will be safe for as long as you need.

Top Guest favourite
An inviting exterior view of the house is presented, featuring a wooden deck with a railing. Lush greenery surrounds the property, complemented by flowering plants along the pathway. The sky is partly cloudy, adding a serene backdrop to the setting.
Shipping container in Alajuela Province
4.96 out of 5 average rating, 168 reviews

"Casa Luna" with river view

Welcome to the haven of serenity at El Poró! Just 5-10 minutes from downtown Grecia and 30-40 minutes from the airport, our container home offers a romantic and relaxing experience. Surrounded by nature with a river view, unwind in the hammock and enjoy the air conditioning and internet connection. The Chirinquitos del Río restaurant is nearby for delicious typical Costa Rican cuisine. Your peace and comfort are our priority. Come and discover the magic of our place!

Guest favourite
A modern bedroom features a plush bed with decorative pillows, complemented by stylish bedside lamps. A wall-mounted television is positioned opposite the bed, and large windows provide expansive views of the cityscape. Warm wood paneling adds a touch of elegance to the space.
Apartment in Curridabat
4.87 out of 5 average rating, 126 reviews

Insta-worthy Apartment in a Beautiful Neighborhood

Welcome to your stylish and centrally located home away from home in San José, Costa Rica! Your custom apartment boasts a fully equipped kitchen. Relax in the comfort of the queen bed and enjoy the smart TV and FAST (200 mbps) internet. Amenities include a rooftop pool, gym, coworking area and 24/7 security for your peace of mind. Experience the best of the city with easy access to all the sights and sounds that San Jose has to offer.

Top Guest favourite
A cozy living room features two cushioned sofas, one adorned with decorative pillows. A fireplace is situated against a stone wall, radiating warmth. Natural light filters through large windows framed in wood, creating a bright and inviting space. A coffee table rests on a patterned rug.
Home in Cartago
4.95 out of 5 average rating, 331 reviews

Country house, Cozy Fireplace and an amazing view

Enjoy a stay near the Irazú Volcano in this country house with an incredible view to the city. Located in a large property which is shared with another house we have on Airbnb as well but with enough space from each other so there is enough privacy for our guests, with gardens and surrounded by trees, the perfect place to rest. We have 24-hour surveillance for the safety of our guests. Enjoy this beautiful place and feel at home!

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$70 NZD$75 NZD$72 NZD$73 NZD$73 NZD$72 NZD$75 NZD$79 NZD$77 NZD$77 NZD$77 NZD$82 NZD
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Frequently Asked Questions

  • How much does it cost to stay in condo rentals in San Juan?

    Experience the best of San Juan with our condo rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in San Juan?

    Four-legged friends are welcome in San Juan. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in San Juan?

    Yes! Work meets play with ease at over 100 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there San Juan apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 apartment rentals with pools in San Juan, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in San Juan have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Juan have wifi?

    Absolutely! We offer over 50 house rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Juan have free parking?

    Absolutely! We offer over 20 house rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in San Juan?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with a kitchen, over 40 homes with free parking, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 180 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 of San Juan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests