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Holiday houses in San Diego

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Diego

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

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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.
Condo in Escalante
4.95 out of 5 average rating, 526 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.

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Top Guest favourite
An outdoor area is featured with a patio made of stone tiles, bordered by lush green grass. Potted plants are arranged around the space, and a wooden table stands ready for use. The roof extends outward, providing shade to the area.
Home in Cartago
4.99 out of 5 average rating, 257 reviews

Casa Guadalupe with Stunning Irazú Volcano Views

Wake up to spectacular views of Irazú Volcano at Casa Guadalupe, a modern, bright entire home in one of Costa Rica’s best climates, perfect for up to 4 guests. Located in a quiet, safe neighborhood where you can walk at any time of day, just 5 minutes from shopping centers, pharmacies, and restaurants. Enjoy a 75-inch HDTV with Netflix, +100 TV channels, a home theater, 600 Mbps Wi-Fi, great garden, free parking, and self check-in with a smart lock Your comfortable getaway in Cartago awaits!

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Superhost
A modern studio features a spacious area with a comfortable queen bed and a vibrant blue sofa bed. A glass dining table with black chairs complements the sleek kitchen area. Large windows allow natural light to flood the space, enhancing the airy atmosphere.
Loft in Curridabat
4.73 out of 5 average rating, 70 reviews

Vista Verde iFreses, 2nd floor! AC, TV and Pool

Discover this elegant, fully furnished apartment in one of the safest residential-commercial areas of San José, featuring 24/7 security. Situated in the exclusive iFreses Condominium, this apartment offers stunning city views from the pool and amazing amenities! Its strategic location places you within walking distance of shopping centers, supermarkets, coffee shops, restaurants, banks, and universities. Bus and taxi stops are just 50 meters away, and the train station is 200 meters away.

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Top Guest favourite
Apartment in Escalante
4.95 out of 5 average rating, 40 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.

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Guest favourite
A spacious bedroom features a wooden bed against a backdrop of large windows, providing a panoramic view of the urban landscape below. The room is equipped with light-colored bed linens and a nearby white cabinet, enhancing the minimalist design.
Loft in Curridabat
4.91 out of 5 average rating, 414 reviews

Studio with a beautiful view/ Amazing View Studio

Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

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Guest favourite
Home in San Isidro
4.9 out of 5 average rating, 61 reviews

Wooden House

Pura Vida! Take it easy at this unique and tranquil getaway. This home is situated on a privately owned farm and coffee plantation located in the mountains overlooking the beautiful city of Cartago with breathtaking views of the Irazu Volcano. This beautiful home is crafted with spectacular high end native wood from Costa Rica, hence the name “Casa de Madera”. Explore the waterfall on site, walk the coffee plantation, and our staff can take your family to feed the farm animals.

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Guest favourite
A contemporary structure is nestled among lush greenery, featuring a white exterior and expansive windows. A pathway leads to the entrance, bordered by manicured grass and tropical foliage. The surrounding area is serene and enveloped by trees, enhancing a sense of privacy and tranquility.
Tiny home in San Ramon de la Union de Tres Rios, and not Tres RiosSan
4.96 out of 5 average rating, 110 reviews

Cozy Forest Villa at City's Edge.

This cozy home in the eastern hills of Costa Rican Central Valley is nested within a serene lush forest yet conveniently close to the exciting city life. The Charming casita is a harmonious blend of nature, tranquility and urban accessibility. The private terrace is ideal to watch birds or just sit and relax with your favorite drink or book. Comfortable king bed with high quality soft natural fiber bedding, teak wood floor and a private bathroom to provide a good stay.

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Superhost
Apartment in Curridabat
New place to stay

Curridabat Apt · Pool, Gym, Good WiFi

🌆 Despertá en el piso 17 con una vista que lo cambia todo. ✨ Apartamento moderno ideal para familias, parejas o nómadas digitales, con WiFi rápido 💻, cocina equipada 🍳, dos habitaciones, dos baños privado 🛁 y ventanal para disfrutar el atardecer 🌇 🏊‍♂️ Disfrutá amenidades tipo hotel: piscina en piso 25, parqueo, gimnasio 24/7 🏋️‍♀️, BBQ 🍖, cine 🎬, coworking 💻 y seguridad 24/7 🔐 ✨ Perfecto para relajarte, trabajar y vivir San José desde las alturas.

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Guest favourite
Villa in San Roque
5 out of 5 average rating, 35 reviews

Nebulae - Water Cube Suite & YogaDeck

Nebulae Water Cube is a unique architectural space designed by Alianz Arquitectura as a spatial and sensory experience. @20mins from the SJO Airport. The apartment is surrounded and “immersed” in a light-filled pool, integrating technology, art, and sophisticated lighting. Its retrofuturistic, bi-brutalist architecture offers a distinctive and memorable stay, ideal for disconnecting, creating, and celebrating special moments. Events available upon request.

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Guest favourite
A spacious sleeping area is presented with a wooden design and large window that allows natural light to fill the room. A turquoise blanket is draped over the bed, complemented by several decorative pillows. A cozy seating area is visible in the corner.
Cottage in Guatuso de Patarrá
4.9 out of 5 average rating, 83 reviews

Rustic cabin, forest, panoramic view and a river

Welcome to our private mountain farm very close to downtown San Jose and only 35 km from the international airport (SJO). It is a beautiful space of 40,000 m2, surrounded by nature and forest, with a variety of trees, birds, and butterflies. We offer a place to relax with your family or partner or a space for your work creativity. Here you can have authentic experiences of the area and your own mountain and river. We are waiting for you!

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Guest favourite
A fire pit area is framed by wooden chairs, surrounded by smooth stones and a grassy landscape. Strung lights create a gentle glow above, enhancing the serene outdoor setting amid tall trees in the background.
Home in Cartago
4.95 out of 5 average rating, 357 reviews

Country house with an incredible view to the city

Escape from the city and enjoy a stay at the foot of the Irazú Volcano. A modern rustic style house to rest and appreciate the breathtaking view of the city. A cozy and comfortable space with 2 rooms with double and single bed, dining room with sofa bed and a single bathroom. It includes a kitchen with a fridge, electric stove, appliances and utensils, where you can prepare your breakfast with fresh eggs from our small farm.

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Guest favourite
Cabin in Cartago
4.94 out of 5 average rating, 49 reviews

Summit Escape: Peace & Comfort

Bienvenidos a nuestra casa, un reflejo de la experiencia en diseño y el cariño de sus propietarios. Este espacio, que combina minimalismo moderno con una atmósfera natural, ofrece una experiencia verdaderamente única y tranquila, convenientemente ubicado en Cartago, a solo unos minutos de la ciudad. Perfecto para familias, amigos o cualquier persona que busque una escapada mágica y llena de tranquilidad.

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Popular amenities for San Diego holiday rentals