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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
The spacious loft bedroom features a comfortable bed and a cozy sofa, accompanied by a decorative rug. Large windows offer city views as the ambient lighting casts a soft glow, enhancing the tranquil evening atmosphere.
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.

Top guest favourite
Flat in Curridabat
4.91 out of 5 average rating, 216 reviews

Studio at 24th floor - SJO view

Exclusivo apartamento en el Condominio iFreses piso 24, cerca del centro de San José, rodeado de tiendas, restaurantes, bares, barrios gastronómicos y más. Estacionamiento disponible por una tarifa adicional, no se permiten carros tipo pickup por tamaño/ Exclusive apartment at Condominio iFreses on the 24th floor, in the center of the city, surrounded by shops, restaurants, bars, gastronomic neighborhoods and much more. Parking available with an additional fee, no pickups are allow due to size.

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 San José
4.94 out of 5 average rating, 371 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, 290 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
4.91 out of 5 average rating, 379 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, 584 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
4.89 out of 5 average rating, 205 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
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, 244 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 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, 334 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, 180 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, 150 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.

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
4.88 out of 5 average rating, 156 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.

Popular amenities for San Diego holiday rentals

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