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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 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, 325 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
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
4.9 out of 5 average rating, 405 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.

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, 606 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, 168 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.

Guest favourite
Home in San Isidro
5 out of 5 average rating, 46 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.

Top 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, 102 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.

Top Guest favourite
Cabin in San José
4.97 out of 5 average rating, 75 reviews

Entre Montañas Lodge

Escape to Nature with Style and Comfort 🌿🏡 Discover this spectacular mountain cabin, where comfort and nature meet in perfect harmony. Located in a setting surrounded by forest and with stunning views, this accommodation is ideal for those looking for tranquility, adventure and a unique connection with the environment. 🛏 Rooms with Panoramic View 🛁 Bathroom, Bathtub and Windows 🍽 Equipped Kitchen 🌄 Private Balcony with Mountain View 🚗 Easy Access and Parking

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, 253 reviews

Casa Guadalupe, modern, relaxing and comfortable.

Comfortably enjoy the warmth of Casa Guadalupe, and wake up with wonderful views of the Irazú Volcano in the best climate in the country. Our guests confirm this with their 5-star reviews of our sophisticated service. Close to archaeological sites, the ruins of Carthage, the Basilica of Los Angeles, the Municipal Museum, and a wide variety of beautiful natural places. Enjoy fishing, rafting, canopy and more, hiking, a varied gastronomic offer in the surroundings

Top Guest favourite
Farm stay in San José
4.96 out of 5 average rating, 195 reviews

Magical Mountain family Farm Experience

Heavenly Highlands is a modern mountain farm retreat near San José, created for families who want more than just a stay. Enjoy peaceful views, friendly farm animals, fresh eggs, gardens, fruit trees, a cozy fire pit, and unforgettable experiences like wood-fired pizza. With beautiful architecture, local craftsmanship, and nature all around, it’s the perfect place to slow down, reconnect, and create memories your family will truly remember.

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, 345 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!

Guest favourite
The chalet is positioned with a striking triangular roof, illuminated softly by outdoor lighting. Views of mountain silhouettes and a gradient sky at dusk can be seen in the background, enhancing the serene landscape surrounding the structure.
Cabin in San José
4.89 out of 5 average rating, 192 reviews

Chalet Chubasco Lodge, Tarbaca, Aserri, Costa Rica

A villa located in one of the most exclusive areas of Tarbaca de Aserrí, a mountainous place with a cold and humid climate, located near San José. It is a charming accommodation, ideal for resting, getting out of the routine and breathing fresh air. It has an incredible view of much of the Central Valley and the charming mountains of the Los Santos area. Being a mountainous area, we can be exposed to cold and windy weather 💨

Guest favourite
Cabin in Cartago
4.93 out of 5 average rating, 44 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.

Popular amenities for San Diego holiday rentals

  1. Airbnb
  2. Costa Rica
  3. Cartago
  4. San Diego