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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, 327 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, 407 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.

Superhost
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, 608 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, 172 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
4.98 out of 5 average rating, 50 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
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, 255 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

Guest favourite
Condo in Curridabat
4.97 out of 5 average rating, 91 reviews

Khaya Stay San Jose Costa Rica

Welcome to your home away from home 🏡✨ A fully equipped apartment so you can arrive, drop your bags, and start enjoying. ✅ Private parking 🏊‍♀️ Pool and jacuzzi to unwind 💻 Coworking space—perfect for working or studying 👧 Playground and green areas 📍 Prime location: close to universities, shopping centers, and hospitals. Plus, you have direct access to Aleste, with trails, shops, and great dining options. 🚌 Public transportation right next to the condo.

Guest favourite
A wooden deck features several green chairs facing expansive views of the valley and mountains. The glass doors provide a seamless connection to the indoor space, with a backdrop of a bright, partly cloudy sky.
Cottage in San Isidro
4.83 out of 5 average rating, 327 reviews

Beautiful Countryside Estate Villa · Valley View

This beautiful countryside villa, is located in a privilege location with panoramic views to Cartago Valley. We have a very big property about 2 hectares at your complete disposal, with pool, nice deck to overview the valley, inside chimney, bbq in the terrace and much more that is seating for you. The place has just been renew with new furnishings, and we have work hard to make it better so you can come and have a wonderful moments here.

Top Guest favourite
Farm stay in San José
4.96 out of 5 average rating, 196 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.

Guest favourite
Apartment in San José
4.87 out of 5 average rating, 384 reviews

10th floor Apartment w/ Sky-Level Pool in San José

Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

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, 347 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!

Popular amenities for San Diego holiday rentals

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