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Holiday houses in San Juan

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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
The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.
Condo in Mantica
4.95 out of 5 average rating, 161 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.

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
4.97 out of 5 average rating, 181 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
A rooftop jacuzzi is positioned within a modern enclosure, overlooking a city skyline. The sunset casts warm hues across the sky, reflective through nearby glass panels, creating a serene atmosphere for relaxation.
Apartment in San José
4.94 out of 5 average rating, 382 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, 305 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, 597 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, 156 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
4.95 out of 5 average rating, 120 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
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.

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 San José
4.93 out of 5 average rating, 245 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
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.
Apartment in Belén
4.98 out of 5 average rating, 116 reviews

Colibrí Apartment. Belén. Rest or work.

Charming, modern and surrounded by nature. Located in a central but quiet area, a center of movement towards the most important provinces, ideal for those seeking tranquility without leaving the city; close to business parks, corporate areas, Pedregal and minutes from the airport, which makes it perfect for business travelers. With fast, stable Wi-Fi and a garden full of life, where you can see hummingbirds, bees and butterflies feeding on flowers.

Top Guest favourite
A spacious outdoor seating area is presented, featuring four cushioned chairs surrounding a wooden table. The serene landscape of rolling hills and distant mountains is visible in the background, with greenery enhancing the natural scenery.
Cabin in San Isidro de Grecia
4.98 out of 5 average rating, 125 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
The house, featuring a sleek black facade, is set against a backdrop of rolling hills and a colorful sky at dusk. Soft lighting emanates from the windows, enhancing the evening ambiance, while the surrounding landscape displays a misty valley below, offering a serene atmosphere.
Farm stay in San José
4.96 out of 5 average rating, 192 reviews

Magical Mountain Retreat with Farm Experience

Escape to our modern farm sanctuary in Costa Rica! This architectural gem blends seamlessly with nature, offering panoramic jungle views. Enjoy a unique farm-to-table experience with friendly animals, a veggie garden, and a fire pit. Perfect for families or couples seeking a tranquil retreat to reconnect with nature. The space is a fusion of modern design and local craftsmanship, creating a cozy, unforgettable escape.

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 house rentals in San Juan?

    Experience the best of San Juan with our house 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 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 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.

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