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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
Loft in Curridabat
4.93 out of 5 average rating, 140 reviews

Loft with a balcony, panoramic view, and private parking

We offer you an apartment on the 18th floor, with a panoramic view and cool breeze. This modern loft combines style and comfort with an integrated balcony, blackout curtains for added comfort, wifi, and private parking. On the 25th floor we have an infinity pool, iworking area and more. We are located in a safe and central area of Curridabat, where you will have everything at your fingertips. As a Top 10% Superhost in Costa Rica, I guarantee fast and dedicated attention to make your stay memorable.

Guest favourite
A rooftop jacuzzi is positioned within a modern enclosure, overlooking a city skyline. The sunset casts warm hues across the sky, reflective through nearby glass panels, creating a serene atmosphere for relaxation.
Flat in Escalante
4.94 out of 5 average rating, 374 reviews

Queen Bed Yogui Studio + Hot Tub

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.

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, 294 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
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, 589 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
An outdoor balcony features a wooden table and four matching chairs, offering a sweeping view of the San Jose skyline and mountains in the distance. The space is illuminated by warm lighting, enhancing the inviting atmosphere of this private area.
Apartment in Freses
4.88 out of 5 average rating, 206 reviews

NEST Suite 22nd floor

We offer you a 2-bedroom 2 full bathroom with an open balcony so you can spend a quality and relaxing time with the best view of San Jose. The apartment is in a secure building with security and concierge 24/7, several amenities that you can take advantage of like spa, gym, lounge etc. Within walking distance, you have 2 shopping centers with supermarkets, pharmacies, and several restaurant options You will also find underground secure parking. Make sure to read house rules closely.

Top 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
4.94 out of 5 average rating, 140 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
The bedroom features a spacious bed with a navy blue headboard and a light quilt. A small bedside table with a lamp is positioned next to the bed. A cozy chair and a large mirror enhance the open feel, while ample natural light fills the space.
Loft in Curridabat
4.92 out of 5 average rating, 114 reviews

Cityscape iFreses, 20th 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 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.

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, 245 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
A modern living area features a comfortable gray sofa positioned opposite a large television. A small coffee table sits in front, accompanied by a decorative plant. Panoramic windows offer a view of the city lights in the distance, enhancing the room's spacious layout.
Loft in Curridabat
4.98 out of 5 average rating, 106 reviews

Apartment with excellent location. AC/wifi

Your 23rd-floor retreat with spectacular views! Wake up every morning in a cozy apartment located on the 23rd floor, where the sweeping views of the city from the balcony provide the perfect backdrop for your morning coffee or a sunset drink. Its location is perfect: just steps away are restaurants serving a variety of cuisines, a shopping center with a supermarket, pharmacy, and hospital, all within walking distance, making your stay convenient and worry-free.

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, 335 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
4.88 out of 5 average rating, 182 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 💨

Top guest favourite
A modern two-story building is presented with a mixed material facade, showcasing stone accents. Covered parking spaces for vehicles are provided in front, and large windows allow natural light to enter the units. A clear blue sky complements the structure.
Home in Curridabat
4.91 out of 5 average rating, 151 reviews

Family home, 8 people, comfortable, garage, air

Modern and cozy house, close to shopping centers, movie theaters, 24-hour restaurants, and malls. Family-friendly or work, for walks, pleasure or business. Quiet place with vegetation, friendly and close to the main city centers. With children's areas, with a beautiful pet park just a few meters away. Safe, and close to all kinds of public transportation. Bus, taxis, Uber, etc. No water problems, own drinking water supply.

Popular amenities for San Diego holiday rentals

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