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Vacation rentals in San Juan District

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Top-rated vacation rentals in San Juan District

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

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A spacious lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 538 reviews

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

The open-plan living area features a blend of modern design elements with natural light filtering through large windows. A staircase leads to the second floor, while a comfortable seating area and a dining space are apparent on the main level, surrounded by greenery.
Home in Carmen
4.82 out of 5 average rating, 171 reviews

Cozy Tropical Loft, strategically located.

Tropical loft, an oasis within the city. Two storey, open plan house, surrounded by gardens. Close to San Jose city center and its main amenities. Public transport and Walmart located within 200 meters. Strategic location to access universities, Escalante's Bars and Rest. and main roads leading to national parks and beaches. Safe neighborhood, with lots of green space within the property. Hammocks, decks, balconies and a roof terrace make this contemporary house, the perfect place for your stay.

Guest favorite
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.
Condo in Barrio Escalante
4.96 out of 5 average rating, 426 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 favorite
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
4.86 out of 5 average rating, 339 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 favorite
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, 123 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 favorite
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, 237 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 favorite
The living-dining area features a light-colored sofa with decorative pillows, set against a textured wall. A dining table with chairs is positioned nearby, while a window allows for a glimpse of the common patio outside. Neutral tones and tiled flooring provide a calm ambiance.
Apartment in Aran Juez
4.8 out of 5 average rating, 331 reviews

La Vecindá - The Studio - Unbeatable Location

A small apartment in the heart of San José, in a traditional "Vecindad" type complex: several apartments around common internal patios, due to this there’s a high Humidity in this space. No Parking available in the property. Street Parking is available. The best location: in the middle of the most culturally active neighborhoods of San José (Amón, Otoya, Escalante, San Jose, La California), with the main theaters, museums, galleries, plazas, gastronomy, nightlife, shows and much more.

Top guest favorite
A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.
Apartment in Uruca Centro
4.94 out of 5 average rating, 127 reviews

Best View, Luxury, Full Amenities, Nearby Airport

Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

Top guest favorite
A cozy bedroom is highlighted by a tufted headboard and plush bedding. Soft lighting is provided by two bedside lamps. Artwork featuring Alice in Wonderland decorates the wall above. A large window offers expansive views of the city and landscape beyond.
Apartment in Mata Redonda
4.97 out of 5 average rating, 124 reviews

Whimsical 27th Floor Apt, King Bed, AC, Parking

Victorian “Steampunk” Alice in Wonderland inspired apartment! Located on the 27th floor, our comfortable apartment boasts amazing views of the city. Originally a 2-bdrm floorplan, this unit was converted into a 1-bdrm, making it larger than most 1-bdrm units in SECRT Sabana. Safe building, central location, within walking distance to the National Stadium, La Sabana Park, restaurants, and supermarkets. SECRT Sabana is a funky building, famous for its fun Alice-themed common areas.

Guest favorite
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.
Loft in San Roque
4.87 out of 5 average rating, 565 reviews

Alianz Loft @ Nebulae

Just 20 min from San José airport, this exclusive Alianz-designed loft offers a unique blend of modern architecture and nature. Features include a large decked terrace, jacuzzi, cozy fire pit, rabbit garden, 2 bedrooms with private balconies, luxury beds, BBQ area, private garden, secure parking, A/C in each room, basketball court, and breathtaking mountain views. Ideal for architecture lovers, romantic escapes, or peaceful retreats. Events allowed with prior approval.

Top guest favorite
The living room features large windows offering expansive city views. A stylish, beige tufted couch and two plush orange chairs are arranged on a richly patterned area rug. Modern lighting fixtures enhance the contemporary design, while dark cabinetry provides functional storage.
Condo in Rohrmoser
4.96 out of 5 average rating, 543 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 30min Parque metropolitano La Sabana: 1km Parqueo Privado No a/c

Guest favorite
A modern living area features a plush tufted sofa adorned with colorful throw pillows. A glass coffee table sits atop a textured rug, with artistic decor elements present. A large window allows natural light to fill the space and offers a scenic view of the surrounding area.
Apartment in Mata Redonda
4.9 out of 5 average rating, 182 reviews

New Secret Sabana Studio 29th Floor Best Views

SECRT Tower in Sabana is the absolute best tower in San Jose very close to Parque La Sabana (400 mtrs / 0.3miles). 20 min from Airport. Great, safe location. Very accesible, walking distance to restaurants, stores, pubs, supermarket, gas stations, etc. Apt is fully equipped. Free parking. Hot water. Coffee and Cookies are on the house! Both living room and bedroom have TVs, with Netflix and Disney+ included and wifi speeds of 200MB

Popular amenities for San Juan District vacation rentals

Quick stats about vacation rentals in San Juan District

  • Total rentals

    180 properties

  • Nightly prices starting at

    G$2,091 GYD before taxes and fees

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Frequently Asked Questions

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

    San Juan has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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.

  • 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 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.

  • 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.

  • 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 Condo Rentals in San Juan?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, 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 90 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.