Vacation rentals in Santiago District

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Top-rated vacation rentals in Santiago District

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Mata Redonda

4.95 out of 5 average rating, 112 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

Welcome to Concrete Jungle Experience! Nestled in Secrt Sabana, one of the most beautiful condos in San Jose, Costa Rica, our full apartment offers a unique stay. Located just 200 meters from La Sabana Park and a short drive from Downtown San Jose and Juan Santamaria Airport, our place combines urban convenience with tropical charm. Enjoy top-notch amenities like a pool, cinema, gym, and photo-worthy spots. Experience the essence of Costa Rica's tropical forests right in the heart of the city!

Top guest favorite

A bright and airy studio space is showcased, featuring a spacious bed positioned against a natural wood accent wall. A dining table with four chairs is set nearby, while large windows provide city views and ample natural light.

Apartment in Escalante

4.95 out of 5 average rating, 262 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.

Guest favorite

A refreshing outdoor pool is surrounded by lounge chairs, offering a relaxing space under the clear blue sky. Tropical plants and trees provide a natural backdrop, while shaded areas feature covered seating for comfort. A nearby building adds to the inviting atmosphere.

Apartment in Santa Ana

4.92 out of 5 average rating, 53 reviews

Tranquil Oasis: 1BR Retreat

Experience tranquility in our one-bedroom retreat, where modern elegance meets comfort. Dive into the refreshing pool, savor outdoor delights with our barbecue, and stay fit in the on-site gym. Your cozy haven features super-fast WiFi, cable TV, full kitchen, and laundry stack. Ideal for business travelers, couples, solo adventurers, and families alike, this meticulously designed apartment offers contemporary charm and thoughtful amenities. Book at Tranquil Oasis now for your ultimate escape.

Guest favorite

A dining area features a wooden table set for four, complemented by two blue benches. Large glass windows provide ample natural light and a view of the surrounding greenery and modern buildings outside.

Apartment in San Rafael de Escazú

4.91 out of 5 average rating, 23 reviews

Upscale comfy in top-rated area

Treat yourself to the perfect fusion of style, comfort & nature bliss. Stay in: Take a relaxing sunbath on the rooftop and unwind at the jacuzzi while enjoying the view of lush scenery. Work from home at the mezzanine: Spacious, high-speed Wi-Fi + A/C. Re-energize by going for a stroll in the free-of-traffic neighborhood. Explore: Wander around many restaurants, shops, cafes, health centers, and embassies within a 5–15-minute drive/walk while your home feels safe, peaceful, and secluded.

Guest favorite

Apartment in La Uruca

4.93 out of 5 average rating, 29 reviews

Top-floor overlooking uptown | a/c & parking

You can relax to the sound of the river from our balcony, yet you’ll be located uptown San Jose close to everything, making it easy to plan your visit. Feel right at home with the right blend of quality, comfort, and convenience. You’ll be just moments away from shopping centers, dining spots (a food court in premises) and the best attractions the city has to offer. Your airbnb is equipped with all the essentials to make your stay enjoyable and stress-free.

Superhost

A rustic cabin made of wood is situated on a grassy slope, accompanied by another open structure with a roof. Bamboo trees provide a natural backdrop, and a fire pit can be seen in the foreground, inviting outdoor gatherings. The sky is clear with a vibrant blue hue.

Cabin in San Isidro

4.85 out of 5 average rating, 397 reviews

Cabaña Mountain View

Cabaña Rodeada de Montaña, muy privada, cerca de un río y catarata de agua cristalina, el lugar es muy tranquilo y seguro, Si quieres despejarse y salir de la rutina, realizar yoga, leer un libro o simplemente disfrutar de la tranquilidad. Este es el lugar perfecto, para disfrutar de un tour a caballo por las faltas del Parque, y así podrás disfrutar de los paisajes que la rodean. La calle esta recién asfaltada, para facilidad de ingreso.

Guest favorite

A well-maintained outdoor pool area is surrounded by lush greenery and palm plants. Comfortable lounge chairs are positioned beside the pool, inviting relaxation. The clear blue water reflects the sky, enhancing the calming ambiance of the space.

Condo in Rohrmoser

4.92 out of 5 average rating, 139 reviews

Luxury, comfort and strategic location San José

Experimenta el lujo en este apartamento en el piso 10, con 2 habitaciones, 2 baños, cocina, sala y lavandería. Disfruta de las impresionantes vistas al Parque del Café y la ciudad desde tu ventana. Este refugio urbano de lujo también te brinda acceso a más de 10 comodidades en el edificio, incluyendo una piscina y un gimnasio. Además, cuenta con 1 espacio de estacionamiento para tu comodidad. ¡Una experiencia única te espera!

Top guest favorite

A spacious bedroom features a comfortable bed draped with a patterned blanket, illuminated by soft lighting. Large glass doors lead to a deck with a jacuzzi, providing seamless indoor-outdoor access. The warm wooden ceiling adds a natural touch to the serene environment.

Home in Cajón

4.96 out of 5 average rating, 26 reviews

Mountain Retreat with Stunning view at Ube's House

Nestled in a serene and quiet environment, embraced by the natural splendor of its surroundings, our charming abode offers a peaceful haven away from the hustle and bustle of daily life. Designed with a warm and inviting atmosphere in mind, you'll feel an immediate sense of belonging the moment you step through the door. Relish the serene ambiance and soak in the breathtaking views that envelop our property.

Guest favorite

A spacious living area is showcased with floor-to-ceiling windows offering panoramic views of the surrounding landscape. Comfortable seating is arranged around a central round coffee table, while a vintage rug adds warmth to the space. Unique decorative accents are present throughout the room.

Apartment in Escalante

4.9 out of 5 average rating, 205 reviews

Amazing Private Terrace Flat A/C+Pool+Gym+100MB

Our Terrace apartment is located in an exotic, Unique, Hip, Cool, and Relaxing High Rise 5 stars Resort Style Condo centrally located in the Gastronomic district of San Jose Costa Rica. the Resort Style Condo has it all! Pool, Gym, Co-working areas, 29th Story Terrace, Private Meeting Rooms, Theater Room, Laundry.