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Holiday rentals 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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Top guest favourite
Cabin in Carrizal
4.97 out of 5 average rating, 135 reviews

Avo House • Sunset Terrace • A/C • near SJO

A peaceful nature villa near SJO Airport (20 min), ideal as your first or last stop in Costa Rica or for calm days exploring Poás, La Paz, and coffee country. Avo House offers A/C, fast Wi-Fi, hot shower, 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 calm Costa Rican stay. The road is paved, no 4x4 is needed, and Uber works well in the area.

Guest favourite
A rooftop jacuzzi is positioned against a stunning sunset backdrop. It is surrounded by clear glass panels, offering a panoramic view of the city. The deck is made of dark wood, enhancing the tranquil outdoor space.
Apartment in Escalante
4.95 out of 5 average rating, 504 reviews

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi

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.

Guest favourite
Shipping container in Barva
4.94 out of 5 average rating, 181 reviews

Dream Homes Vacaciones 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
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.
Flat in Mata Redonda
4.97 out of 5 average rating, 183 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.

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, 319 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
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, 605 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 modern room is viewed through a glass sliding door, featuring a spacious bed and wooden seating area. Shelves with plants are attached to the walls, while warm lighting complements the neutral tones of the concrete. A garden with vibrant plants is situated outside.
Flat in Belén
4.96 out of 5 average rating, 132 reviews

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.

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
4.98 out of 5 average rating, 132 reviews

AFrame con vista y privacidad

Escapa a nuestra cabaña A-frame “LUCIÉRNAGAS”, en una finca familiar de más de cuatro generaciones. Es el lugar perfecto para disfrutar del silencio y la tranquilidad. Cuenta con una cama queen, un sillón seccional para una persona adicional, y un parqueo techado para dos carros. Además, ofrecemos internet de banda ancha Starlink para quienes necesitan estar conectados. A pocos minutos de sitios turísticos de la zona, es el punto de partida ideal para explorar o simplemente relajarte.

Top guest favourite
A modern apartment building is presented from an angled view, showcasing its entrance and a staircase leading to upper levels. Large windows allow for ample natural light. The surrounding area features well-maintained sidewalks and greenery, hinting at a welcoming urban environment.
Serviced apartment in Tibás
4.95 out of 5 average rating, 122 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
The exterior of the loft building is showcased at night, featuring a distinctive peaked roof and illuminated windows. A welcoming entryway is visible, with warm light spilling from the interior, highlighting the inviting atmosphere of the space.
Cottage in concepcion San rafael
4.99 out of 5 average rating, 104 reviews

The Coffee Loft

The perfect get away just outside of San José on the hills of San Rafael de Heredia surrounded by coffee fields. The Coffee house is a fully equipped loft with the best views of San José from the top of the mountain while drinking local hand-picked and grown coffee. Brand new and fully renovated has a full kithcen and a beautiful handmade dining room table that sits in front of a rock covered fireplace. This location is in very secure and private area.

Top guest favourite
Farm stay in San José
4.96 out of 5 average rating, 194 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 is presented, featuring dark cabinetry and a granite countertop. Bar stools with red seats are positioned at a small breakfast counter. A stove, microwave, and refrigerator are included, along with a bowl of fruit and decorative accents on the wall.
Flat in Tibás
4.87 out of 5 average rating, 274 reviews

Cozy studio near San José downtown #3

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.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$58 SGD$58 SGD$56 SGD$55 SGD$55 SGD$54 SGD$56 SGD$59 SGD$58 SGD$58 SGD$58 SGD$61 SGD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

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 apartment rentals in San Juan?

    Experience the best of San Juan with our apartment 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 apartment rentals in San Juan have a kitchen?

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

  • Do condo rentals in San Juan have wifi?

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

  • Do condo rentals in San Juan have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.

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 $13 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    170 of San Juan holiday rentals include wifi 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