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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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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
4.72 out of 5 average rating, 69 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
A hot tub is situated by large windows, offering views of the surrounding cityscape. Natural light floods the space, highlighting the soothing water within the tub. The wooden flooring creates a warm contrast to the contemporary design.
Apartment in Curridabat
4.97 out of 5 average rating, 326 reviews

Sauna & Hot Tub + Queen Bed Digital Nomads Dream

Lets chat for a FREE early check in 24/7 security, ONLY building to park a PICK-UP Get up in the morning to the most magnificent view of Irazú Volcano, enjoying a cup of the most amazing costarican gourmet coffee. Get on to the amenities to enjoy a relaxing session in the Sauna or Hot Tub, put in a day of work then go out for a 2 minute walk to a delicious restaurant finally back home a comfy queen bed will welcome you. Tons of public transport available including a small train station.

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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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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
4.98 out of 5 average rating, 342 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.

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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
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
4.86 out of 5 average rating, 614 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.

ValueFamilyHot tub

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.

NearbyAmenities

Top Guest favourite
A cozy living room features two cushioned sofas, one adorned with decorative pillows. A fireplace is situated against a stone wall, radiating warmth. Natural light filters through large windows framed in wood, creating a bright and inviting space. A coffee table rests on a patterned rug.
Home in Cartago
4.95 out of 5 average rating, 350 reviews

Country house, Cozy Fireplace and an amazing view

Enjoy a stay near the Irazú Volcano in this country house with an incredible view to the city. Located in a large property which is shared with another house we have on Airbnb as well but with enough space from each other so there is enough privacy for our guests, with gardens and surrounded by trees, the perfect place to rest. We have 24-hour surveillance for the safety of our guests. Enjoy this beautiful place and feel at home!

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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