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Holiday rentals in Santiago

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Top-rated holiday rentals in Santiago

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

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Guest favourite
The master bedroom features a spacious bed adorned with soft linens and decorative pillows. A cozy chair sits beside a shelf with potted plants, while double glass doors open to an outdoor patio surrounded by lush greenery.
Home in Alajuela
4.97 out of 5 average rating, 580 reviews

Tropical Oasis 5 min to SJO airport W/ cozy deck

After a long flight, there's nothing better than arriving at your own private oasis just 5 minutes from the airport, where you can unwind on the spacious outdoor patio. And if you are returning home this is the perfect place to recharge and prepare yourself for a flight. Every detail in our rental was designed with the goal of creating a space that feels welcoming and inviting. From the soft linens to the private outdoor patio, I have created a space where you can enjoy the Pura Vida lifestyle.

Guest favourite
Two wooden chairs are positioned on a deck, facing a stunning landscape of lush green hills under a colorful sky. The view encompasses rolling mountains, with a misty ambiance adding to the tranquility of the scene.
Villa in San Mateo
4.93 out of 5 average rating, 337 reviews

Luxury Villa Ceibo - Exquisite, Private, Serene

Located just one hour from San Jose airport, Chilanga Costa Rica is the perfect place to start or finish your vacation. Spend some time to slow down, unwind and reconnect with nature. Ceibo is our private, spacious luxury villa with double occupancy. We offer a swimming pool with incredible views, jungle yoga and 10 KM of walking trails. Super fast Starlink 250 Meg wifi allows you to "work from the jungle." Our cooks provide you with amazing meals made from local and farm ingredients. Visit!

Guest favourite
An aerial view of a cabin nestled in a lush rainforest, featuring a wooden deck with a hot tub and outdoor seating. The structure includes a glass-roofed living area, surrounded by vibrant green foliage and a well-maintained lawn.
Cabin in Cinchona
4.96 out of 5 average rating, 123 reviews

Elysium Glamping

Enjoy absolute and complete privacy, surrounded by 250 Acres of Rain Forest. Immerse yourself in lush forest with beautiful river views. This Cabin is just a few feet from the river. Take it easy at this unique getaway. Connect with nature and relax. You will experience absolute peace and tranquility. Surrounded by beautiful wild animals and birds such as Tucans, humming birds and pizotes. All of this in complete privacy. Take a 1.4 km hike to a stunning 145 feet waterfall within the property.

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, 300 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 large, inviting pool is surrounded by lush greenery and colorful plants. Comfortable lounge chairs are positioned under umbrella shade near the pool. A covered patio area with a dining setup is visible in the background amidst the vibrant garden setting.
Flat in Ciudad Colón
4.88 out of 5 average rating, 110 reviews

Villa Kandelaria - A/C, Large Pool & Lush Gardens

Enjoy the experience of being surrounded by a lush garden full of colorful plants and palms. You will forget that you are close to the city when you stay in this one of a kind property. Enjoy the pool and ranch during your free time and you can even have fresh fruits off the trees. Villa KANDELARIA is a brand new unit perfect for the guest that needs to get away but still has nearby everything from the local health clinic, restaurants and grocery store. Perfect to work and enjoy paradise.

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, 591 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.

Top guest favourite
A modern cabin with a large glass facade is nestled among lush green hydrangea gardens. The structure features a sloped roof and is surrounded by trees, providing a serene natural setting. The inviting outdoor area includes a small terrace with seating.
Cabin in Alajuela
5 out of 5 average rating, 127 reviews

Armadillo Cabin at "Encuentro" (Meeting)

Located on the slopes of the Poás Volcano this property is surrounded by trees that create a natural barrier and make you feel immersed in the bird songs and howling wind. Perfect to rest, meditate or charge your body with natural energy. The house sleeps up to four people, great for families and couples. Located at 4km from Poás Volcano National Park. It is close to a variety of restaurants, grocery stores, gas station and souvenir shops. From the SJO Airport, it's a 40-minute drive.

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
4.91 out of 5 average rating, 148 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
Cabin in Ciudad Colón
4.93 out of 5 average rating, 123 reviews

Breathtaking Views ! 25 minutes to SJO Airport !

Come exude serenity and feel one with nature ! We built this adorable riverfront cabin with one thing in mind, we wanted our guests to feel a reconnection with nature and to be able to enjoy the magnificent river and canyon views any time of year regardless of weather. Our small fruit farm offers complete serenity yet is located in the heart of San Jose just 20 minutes from the International Airport. One would question if this is not the most amazing view San Jose has to offer.

Guest favourite
A contemporary cabin sits on a lush, green hillside, surrounded by trees and natural landscape. The structure features large glass windows, allowing for abundant natural light. The sun casts a warm glow over the scene, enhancing the serene and peaceful mountain setting.
Cabin in Santa Eulalia
4.95 out of 5 average rating, 101 reviews

Balcony House

Off-grid cabin in Costa Rica mountaintop. Disconnect from it all in this unique, secluded, off-grid home with spectacular views of the Central Valley and 4 of its surrounding volcanoes. Just a 40 minute drive from SJO airport and on the way to some of the most famous beaches, you can experience beautiful hiking trails, bird watching and taking a dip in the private pool, all in the comfort of this cabin which is completely powered by solar energy and supplied by well water.

Top guest favourite
A welcoming porch extends from the cabin, featuring wooden beams and a polished floor. Lush greenery surrounds the area, with colorful plants and flowers visible. A stone table and bench sit slightly to the side, inviting guests to enjoy the tranquil outdoor space.
Cabin in Grecia
4.94 out of 5 average rating, 208 reviews

Hummingbird Cottage, connect with nature

Cozi cabin with breathtaking views. Located 20 minutes from Grecia downtown, it is located 1230 mts above sea level, the climate during the day is warm and at night they are cool, barely sleeping lulled by the blankets. Ideal for relax or work from Home. 55 inch TV with Chromecast, wifi 100Mg, Alexa, kitchen fully equipped, clothes washer and dryer. The water is 100% drinkable, it comes from the slopes of the Poas volcano, rich in minerals, it is delicious .

Top guest favourite
A scenic view is captured from the property, showcasing lush greenery and rolling hills that extend towards the distant coastline. The sky is expansive, featuring soft clouds and bright blue hues, while a thatched structure stands nearby, complementing the natural surroundings.
Cabin in Jesús
4.94 out of 5 average rating, 132 reviews

Tierra Vital Athens - Villa 2

Welcome to Tierra Vital, your mountain retreat. Relax in our pool, enjoy the jacuzzi with stunning views or experience the thrill of our flying net. Located just 35 minutes from the airport and 10 minutes from downtown Athens, we offer tranquility and comfort in one place. Enjoy a walk to the beautiful nearby river, revitalize yourself with our yoga classes, or relax with a massage. Our ranch with BBQ is ideal for unforgettable moments in nature.

Popular amenities for Santiago holiday rentals