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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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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, 276 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 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, 106 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.

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, 237 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

Superhost
A modern studio apartment features a spacious bed with decorative pillows, complemented by a wooden accent wall and a dining table set for two. Large windows provide natural light and city views. Two red dog sculptures add a playful element to the room.
Flat in Barrio Escalante
4.9 out of 5 average rating, 175 reviews

Nota Escalante Great Views W/ AC

Nota Escalante is a modern tower in barrio escalante. The apartment is a very stylish and minimalistic studio with some special touches to make you feel great at a unique cozy spot just 200m from the best restaurants of Costa Rica and some fantastic night life. Barrio Escalante is a very special neighborhood in Costa Rica known for its amazing restaurants. The apartment features a electrically reclining bed and electric shades for maximum comfort.

Guest favourite
A bright sitting area features wooden seating against the walls, complemented by a small step ladder leading to an upper space. Large windows allow natural light to fill the room, while a glimpse of the outdoor balcony and greenery can be seen through the open door.
Flat in San José
4.87 out of 5 average rating, 248 reviews

Cozy & Modern MiniHouse • Cerca UCR • Seguro

This is a modern space that offers all the amenities, very well lit and cozy. Fully equipped and private. It is also in a quiet residential area, with many green areas, private and safe, indoor parking. Quick transfer to shops, 5 minutes from the University of Costa Rica, 15 minutes from downtown San Jose and restaurants. Lots of green areas around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix.

Top guest favourite
A spacious bed with neutral-toned bedding is positioned near large glass windows, offering a nighttime city view filled with twinkling lights. Soft curtains frame the windows, complementing the warm color palette of decorative pillows arranged on the bed.
Home in Curridabat
4.93 out of 5 average rating, 144 reviews

Smart loft in the heart of the city, A/C and Wi-Fi

Enjoy the tranquility of this smart, elegant and centrally located loft with city views! Ideal for relaxing. It has all the amenities you need to make your stay the most pleasant with the highest quality. Its location is favorable as it is close to restaurants, shopping centers, and supermarkets. It's just 15 minutes from downtown San José. It has a large number of amenities such as a heated pool, cinema, study room, gym and coworking area.

Top guest favourite
A rooftop area features a heated pool with a reflective surface, surrounded by modern lounge chairs. The skyline of the city is visible in the background, contrasting against twilight clouds, while a group of people can be seen enjoying the view.
Flat in San Pedro
4.93 out of 5 average rating, 262 reviews

Couples Focused Magnificent Studio Apartment

FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

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
4.84 out of 5 average rating, 231 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 modern bedroom features a spacious bed dressed in white linens and accented by a green throw. A striking black wall art design and large windows offer panoramic views of the city. A comfortable green chair completes the inviting space.
Flat in Curridabat
4.87 out of 5 average rating, 116 reviews

Elegant Urban Escape

Welcome to our peaceful urban retreat! This beautiful apartment offers a serene escape in the heart of the city. The highlight? Your own private balcony, a haven for sipping morning coffee or watching the sunset. The interior exudes chic charm, boasting a cozy living space, well-equipped kitchen, and a comfortable bedroom. With thoughtful touches at every corner, we ensure your stay is both relaxing and rejuvenating.

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, 497 reviews

Casa 27

Fully furnished house in Curridabat, Lomas de Ayarco Sur. The house is located on a private street with a private security service. Less than 1 km from: - Walmart (supermarket) - Momentum Pinares (Restaurants, medical services, theater, shops, spa, and + aesthetics) - Nova Cinemas - Clinics - Pharmacies - Lots of restaurants - Sports facilities (swimming pool, tennis, gym). -PARTIES ARE NOT ALLOWED!

Guest favourite
A spacious living area features two comfortable sofas in soft blue and vibrant patterns. A wooden coffee table occupies the center, while a colorful artwork adorns the wall above the sofa. Natural light filters through a large window, illuminating the tiled floor.
Home in Curridabat
4.92 out of 5 average rating, 146 reviews

HOUSE IN SAN JOSE, EASY ACCESS TO TOURIST AREAS

Entire house in strategic location Private residential area and security 24/7 Private garage for two cars Easy access to public transport (Taxi, bus and Uber) One kilometer from: -Walmart (supermarket) -Ciudad del Este (mall) - Nova Cinemas -Momentum Pinares (Medical Services, restaurants theater, shops and esthetics) -Pharmacies and convenience stores

Guest favourite
An open-plan loft features a wooden ladder leading to a lofted sleeping area. A cozy sitting area is provided with a patterned rug and a red couch. A dining table with white folding chairs is visible, alongside shelves with decorative items and a TV unit.
Loft in San Pedro
4.92 out of 5 average rating, 249 reviews

Beautiful Fully Equipped Loft East of San José

Stylish, fully equipped loft in a peaceful San Pedro neighborhood—just 5 min walk to shops, restaurants, bars, cinemas & more. Only 15 min by bus to downtown San José. Perfect for short or long stays. Enjoy fast WiFi (LAN available), 50" Smart TV, full kitchen, and a dedicated workspace. Comfort, design & convenience in one cozy stay.

Popular amenities for San Diego holiday rentals

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