Holiday houses in San Diego

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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

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, 263 reviews

Casa Guadalupe with Stunning Irazú Volcano Views

Wake up to spectacular views of Irazú Volcano at Casa Guadalupe, a modern, bright entire home in one of Costa Rica’s best climates, perfect for up to 4 guests. Located in a quiet, safe neighborhood where you can walk at any time of day, just 5 minutes from shopping centers, pharmacies, and restaurants. Enjoy a 75-inch HDTV with Netflix, +100 TV channels, a home theater, 600 Mbps Wi-Fi, great garden, free parking, and self check-in with a smart lock Your comfortable getaway in Cartago awaits!

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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, 137 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

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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.

Apartment in Curridabat

4.97 out of 5 average rating, 344 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.

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Guest favourite

Loft in Pinares

4.86 out of 5 average rating, 56 reviews

Near Medical Clinics

Elegant, fully furnished apt in upscale Pinares, San José ideal for medical travelers, business executives or small families. Located just 5-mins walk from: • Walmart • Oficentro Pinares business center • Momentum Pinares mall (fine dining, clinics, spa, shops) • Nova Cinemas • Top dental & aesthetic clinics • Pharmacies & medical labs • Variety of international restaurants • Sports facilities (gym, pool, tennis) Quiet, stylish and perfect for recovery, remote work or extended stays.

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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

4.98 out of 5 average rating, 352 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.

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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, 111 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.

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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, 163 reviews

Casa familiar, 8 personas, cómoda, garaje, aire

Moderna y acogedora casa, cerca de centros comerciales, cines, restaurantes abiertos 24 horas, y malls. Amigable para familias o trabajo, para paseos, placer o negocios. Lugar silencioso con vegetación, amigable y cerca de los principales centros de ciudad. Con áreas infantiles, con hermoso parque para mascotas a pocos metros de distancia. Segura, y cerca de transporte público de todo tipo. Bus, taxis, Uber, etc. Sin problemas de agua, suministro propio de agua potable.

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Superhost

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

4.88 out of 5 average rating, 85 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!

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Superhost

A fire pit area is framed by wooden chairs, surrounded by smooth stones and a grassy landscape. Strung lights create a gentle glow above, enhancing the serene outdoor setting amid tall trees in the background.

Home in Cartago

4.94 out of 5 average rating, 367 reviews

Country house with an incredible view to the city

Escape from the city and enjoy a stay at the foot of the Irazú Volcano. A modern rustic style house to rest and appreciate the breathtaking view of the city. A cozy and comfortable space with 2 rooms with double and single bed, dining room with sofa bed and a single bathroom. It includes a kitchen with a fridge, electric stove, appliances and utensils, where you can prepare your breakfast with fresh eggs from our small farm.

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Guest favourite

Cabin in Cartago

4.94 out of 5 average rating, 52 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.

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Superhost

A welcoming living area features blue and striped sofas arranged around a rustic wooden coffee table. Natural light enters through large sliding glass doors, providing views of a small outdoor seating area. A dining space with wooden chairs can be seen in the background.

Home in Tres Rios, La Union.

4.91 out of 5 average rating, 160 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

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Top Guest favourite

Home in San Isidro de El General

4.99 out of 5 average rating, 76 reviews

Casa Grande Vista

Forget your worries in this spacious and serene space. Start your day off with a beautiful view of the Cartago valley and the Irazu Volcano standing tall behind it. This spacious home features a 5 bedroom en suite layout, an indoor fireplace, spacious kitchen and living area, and is surrounded by an active coffee plantation.

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