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Holiday rentals 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
An aerial view showcases a charming house surrounded by lush greenery and rolling hills. The property features a curved pathway leading to the home, set against a backdrop of dramatic clouds and distant mountain views, highlighting the tranquil privacy of the location.
Home in Guadalupe
4.95 out of 5 average rating, 116 reviews

Amazing view of San Jose (20 min)- Casa los Cielos

Casa Los Cielos is elegant but rustic, with beautiful Costa Rican woodwork throughout. Rooms all have stunning views including the San Jose valley and surrounding mountains. It is nestled in a cool (78F), peaceful mountainous area, is perfect for families, retreats, or groups of friends. Enjoy the chimney, fire pit, BBQ grill and horses in neigboring lot.Pets are welcome! - 20 min from downtown San Jose - 50 min drive to Int'l airport - 1h 45m from beach - 5 min drive to restaurants, stores

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.
Flat in Curridabat
4.98 out of 5 average rating, 262 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.

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
4.99 out of 5 average rating, 242 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.

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
5 out of 5 average rating, 225 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
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
4.89 out of 5 average rating, 74 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!

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, 317 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!

Superhost
A spacious bed dressed in soft linens occupies the room, complemented by a decorative pillow. Floor-to-ceiling windows showcase a nighttime city view, with soft lighting illuminating the space and a wall-mounted television providing entertainment options.
Loft in Curridabat
4.87 out of 5 average rating, 215 reviews

San José Apt, Strawberries/Pool/Electronic Parking

This beautiful independent apartment located in Torre en el Este de San José, has all the amenities you need to have the best and most pleasant stay in the city. Just a few minutes walk away you can find the best restaurants, cafes, supermarkets and shopping centers. The Tower has a swimming pool, gym, laundry, co-working, cinema, game room, music room, and art room. The apartment is fully furnished and ready to live in!

Guest favourite
A sweeping view of the Central Valley is captured, revealing lush green hills and scattered residential areas. A dynamic sky filled with clouds creates a dramatic backdrop, while the expansive landscape stretches towards the horizon, illustrating the natural beauty of the surroundings.
Flat in Aserri
4.98 out of 5 average rating, 226 reviews

Studio with amazing mountain&city view

Tanager House is a cozy space next to our home with a beautiful view of the Central Valley and the mountains. We are in Tarbaca at 1600 meters above sea level. 33km from the airport, 15km from San José, 3km from the centre of Aserrí, and 15km from Acosta. Pick up from airport: $45. Another place: text me. Private bathroom, fibre optic WiFi, queen bed, garage, equipped kitchen, washer, dryer and grill.

Top guest favourite
Cabin in Cartago
5 out of 5 average rating, 17 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.

Top guest favourite
A spacious bedroom features a large bed covered with a light gray blanket. Wooden ceiling panels add warmth, complemented by dark hardwood floors. Natural light filters through a large window, and decorative elements include artwork on the wall and a small table beside the bed.
Home in Curridabat
4.96 out of 5 average rating, 488 reviews

Casa 27

Fully furnished house in Curridabat , Lomas de Ayarco Sur. The house is located on a private street with private security service. Less than 1 km from : - Walmart ( supermarket) - Momentum Pinares ( Restaurants, medical services, theater, shops, spa, and + beauty) - Nova Cinemas - Clinics - Pharmacies - Many restaurants - Sports facilities (pool, tennis, gym). - NO PARTIES ALLOWED

Guest favourite
An outdoor pool spans the edge of a rooftop, offering panoramic views of the city and surrounding mountains at sunset. Sun loungers are positioned along the pool's edge, and elegant handrails provide access to the water's inviting surface.
Flat in Curridabat
4.91 out of 5 average rating, 128 reviews

Chic Bohemian Loft

Discover our Bohemian Sky Retreat on the 18th floor, a blend of bohemian elegance and comfort with stunning city views. Enjoy vibrant decor, a plush living area with a smart TV, and a fully equipped kitchen. The serene bedroom promises a restful night beside mesmerizing skyline views. Steps from cafes, dining, and attractions, this urban oasis offers an unforgettable city experience.

Top guest favourite
An aerial view captures the vibrant community space featuring a gym, co-working area, and a pool. Surrounding structures include modern apartments and well-maintained roads. The pool is shown, blending naturally into the landscape, with lounging areas and greenery enhancing the environment.
Apartment in Curridabat
5 out of 5 average rating, 65 reviews

Khaya Stay San Jose Costa Rica

Welcome to a fully equipped apartment designed to make you feel at home. Enjoy private parking, pool, jacuzzi, coworking space, playground, and green areas. Conveniently located near universities, shopping centers, restaurants, and hospitals. Direct access to Aleste, offering walking trails, shops, and great dining options. Public transportation is available right outside the condo.

Popular amenities for San Diego holiday rentals

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