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Holiday rentals 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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Guest favourite
A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.
Flat in Merced
4.95 out of 5 average rating, 124 reviews

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

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 Barrio Escalante
4.95 out of 5 average rating, 469 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
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 Barrio Escalante
4.87 out of 5 average rating, 372 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.

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 Urbanización Castro
4.97 out of 5 average rating, 158 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 large gray sofa and a flat-screen TV mounted on the wall. Natural light floods the room through floor-to-ceiling windows, offering views of the surrounding cityscape. Houseplants are arranged on a sleek white entertainment unit, enhancing the inviting space.
Apartment in Rohrmoser
4.88 out of 5 average rating, 115 reviews

Luxury SkyView Apartment 2BR

The apartment is spacious and very comfortable; each room is equipped with an imported memory foam king mattress you melt into. The large sofa can easily sleep two people. The shower has a large natural raindrop spout allowing for an organic soothing cleanse. Our apt is 15 walking minutes to National Stadium and is surrounded by restaurants, bars and shopping centers. Amenities include private massage rooms, an illuminated pool, a bbq area, and a large gym. Central A/C and TVs in all rooms.

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, 277 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 living area features a wall-mounted flat-screen TV above a wooden panel with shelves. A plush white couch is positioned next to a round coffee table, with natural light streaming through sheer white curtains that frame the balcony doors.
Apartment in Cinco Esquinas
4.99 out of 5 average rating, 77 reviews

Centrally located 1BDR modern apt (views+pool)

Embrace comfort in this centrally-located 1-bedroom condo, just 15 minutes from San José. From the 12th floor, enjoy stunning sunrise views over the city and mountains. The interior boasts high-speed WiFi, state-of-the-art kitchen appliances, elegant decor, and a plush bed for ultimate relaxation. The building offers an impressive array of amenities, including a semi-Olympic pool, saunas, gym, co-working space, fire pits, game room, and rooftop terraces with panoramic urban views.

Guest favourite
A bright yellow wall is adorned with floral artwork, enhancing the living space. A comfortable chair with a decorative cushion sits to the left, while a kitchen area with wooden cabinetry and essential appliances is visible in the background.
Loft in Amón
4.9 out of 5 average rating, 209 reviews

Historic Barrio Amon, bright with private balcony

10 minutes waking to Downtown! Modern and very cozy apartment, with a big private balcony, ideal for exploring San José on foot or by Uber. Located next to Simón Bolívar Park (currently closed for remodeling), on a quiet dead-end street with sounds of nature, near museums and restaurants. It features 100 Mbps symmetrical fiber-optic internet, an equipped kitchen, hot water, and a double bed. Historic area with rich cultural and gastronomic offerings. Nearby paid parking options

Top guest favourite
Flat in Tibás
4.95 out of 5 average rating, 104 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.

Guest favourite
A spacious living and dining area is presented, featuring a round table with four chairs and a comfortable grey sofa facing a wall-mounted TV. Light-colored cabinetry and appliances complement the modern décor, while an assortment of framed photos adds a personal touch.
Apartment in San José
4.91 out of 5 average rating, 108 reviews

Fully-Eqpd 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

Welcome to Apartment 406, your stylish 786ft² (73m²) sanctuary in Costa Rica—the largest unit in the Bambú Rivera Residential Complex! Perfect for digital nomads and vacationers, this modern 2-bedroom apartment is fully equipped for a comfortable stay. With 24/7 security and a wealth of amenities, you're just a short distance from the city center and its attractions. Whether you're here to work, explore, or unwind, this is the ideal home base for your trip.

Guest favourite
A modern living space features a comfortable sofa adorned with decorative pillows. Natural light fills the area through large sliding glass doors that open to a balcony with greenery. A wooden entertainment unit houses a television, while a workspace with a chair is visible in the corner.
Apartment in Uruca Centro
5 out of 5 average rating, 26 reviews

River view! & Cozy Apt. Central Modern Amenities

Este acogedor apartamento en la Torre B del Condominio Núcleo Sabana, es perfecto para quienes buscan comodidad, tranquilidad y una excelente ubicación dentro de San José, con fácil acceso a zonas comerciales y recreativas. English: This cozy apartment in Tower B of the Núcleo Sabana Condominium is perfect for those looking for comfort, tranquility and an excellent location within San José, with easy access to commercial and recreational areas.

Guest favourite
Apartment in Monserrat
4.82 out of 5 average rating, 152 reviews

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces

Azenza Towers, Excellent location and security. 11th floor: excellent sunset view. 500 Mbps WiFi. VGA Monitor. 2 bedrooms, 2 bathrooms, 2 free covered garages 3 elevators 5 km from San José 7 km from Escazú 16 km from the International Airport 70 km from Pacific Beaches Close to major corporate centers in San José, Heredia and San José, as well as shopping malls, hotels and hospitals. Pool, yoga deck, gym, playground and work area. Roof Top.

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.

  • 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.

  • Do condo rentals in San Juan have a kitchen?

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

  • 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.

  • 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.

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

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in San Juan, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

  • 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.

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 £7 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • 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