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Holiday houses in San Juan

Find and book unique accommodation on Airbnb

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 $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,640 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    30 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

Top-rated holiday rentals in San Juan

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

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Top Guest favourite
A bright dining area is shown with a wooden table and black chairs, illuminated by warm sunset light. Large glass doors lead to a private terrace surrounded by greenery, creating an inviting space for dining or relaxation.
Cabin in Carrizal
4.97 out of 5 average rating, 145 reviews

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.

Guest favourite
A spacious studio features a cozy sleeping area with a full bed, complemented by modern built-in shelving. A small dining table with four chairs sits near a large window, offering stunning city views, while a comfortable couch completes the inviting layout.
Loft in Escalante
4.87 out of 5 average rating, 402 reviews

Brand new 1 bed loft with spectacular city view

Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

Guest favourite
Shipping container in Barva
4.95 out of 5 average rating, 184 reviews

Dream Homes Vacation Heredia-8.5 miles Airport

Nestled in the mountains north of the Central Valley, this private, tranquil, relaxing, and homey retreat offers a unique experience. Less than 10 minutes from downtown Heredia, you can enjoy your perfect getaway with all the conveniences of the city, in a magical setting that will leave you breathless with its dreamy views. With its spectacular vistas, you won't forget your stay in this romantic and memorable place. At Dream Homes Vacaciones, we want to give you plenty of reasons to be happy.

Top Guest favourite
Apartment in Escalante
4.93 out of 5 average rating, 28 reviews

SECRT Escalante · 19th Floor · View + Parking

Modern apartment in the heart of Barrio Escalante, a top dining area in San José. Apartment 1907 on the 19th floor offers city views, 1 bedroom with queen bed and AC plus sofa bed in living room, 1 bathroom and . Building with 20+ amenities: pool, gym, coworking and social areas. Private parking inside the building included. Ideal for couples, business travelers and tourists. Due to the central location, occasional city noise may be heard. Fast 300 Mbps WiFi, self check-in and 24/7 security.

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
4.98 out of 5 average rating, 327 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
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
4.86 out of 5 average rating, 608 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.

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
4.9 out of 5 average rating, 172 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.

Guest favourite
A rustic wooden coffee table is positioned in front of a cozy sofa adorned with patterned cushions. A small potted plant adds greenery, and a French press coffee maker sits beside a white mug. A remote control rests nearby, complementing the inviting living space.
Condo in Escalante
4.93 out of 5 average rating, 252 reviews

Apartment with tropical garden in Bº Escalante!

To experience the atmosphere in one of the most emblematic places in San José, Barrio Escalante, full of gastronomy, art and history. An apartment full of details, with a beautiful tropical garden and terrace in front of the rooms. With all the comforts to feel at home. An injection of life within the warmth of this old Josephine neighborhood. Close to everything you need and still on a quiet street. With parking for a small car (sedan or a compact).

Top Guest favourite
The exterior of the A-frame cabin features a striking red roof and large windows, allowing ample natural light. A shaded porch area is visible, furnished with two comfortable chairs, promoting relaxation in the surrounding greenery.
Cabin in San Isidro de Grecia
4.99 out of 5 average rating, 136 reviews

A-frame with a view and privacy

Escape to our A-frame cabin “LUCIÉRNAGAS”, on a family estate of more than four generations. It's the perfect place to enjoy silence and tranquility. It has a queen-size bed, a sectional chair for an additional person, and a covered parking lot for two cars. We also offer Starlink broadband internet for those who need to stay connected. A few minutes away from tourist sites in the area, it's the perfect base for exploring or just relaxing.

Top Guest favourite
Farm stay in San José
4.96 out of 5 average rating, 196 reviews

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.

Superhost
A modern kitchen area showcases sleek countertops and a spacious island, complemented by red chairs. A world map decorates the wall, while a variety of appliances, including a refrigerator and coffee maker, are visible. Soft lighting creates a welcoming atmosphere in the open layout.
Apartment in Tibás
4.87 out of 5 average rating, 270 reviews

Charming studio near San José downtown #2

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.

Guest favourite
An open living area features exposed brick walls and a sleek staircase leading to the upper level. A yellow door adds a pop of color, while a table with chairs and a comfortable seating area are visible. Light enters through a window, enhancing the spacious feel.
Loft in San Bosco
4.94 out of 5 average rating, 715 reviews

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. Recently renovated, 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.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Frequently Asked Questions

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

    San Juan has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 30 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 vacation homes 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 40 house rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in San Juan have free parking?

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