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Compare 103 Vacation Homes in Santiago with updated reviews, rates, and availability.

Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

10.0 out of 10, Exceptional, (33)
"Great location. Loved the pool. The house was comfortable and had everything we needed. Denis was great."
Luxury Cozy house w private heated pool, A/C, 5 min from downtown San Jose, CR

Elegant 3500sq ft Family Residence

10.0 out of 10, Exceptional, (3)
"The property looks exactly like the picture and is situated in a nice neighborhood. Would highly recommend!"
Elegant 3500sq ft Family Residence

Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad

10.0 out of 10, Exceptional, (2)
"Clean, safe and good location if you want to be in the city."
The price is AED 316
AED 500 total
includes taxes & fees
8 May - 9 May
Elegante Casa de 4 Habitaciones a Solo 15 Minutos del Corazón de la Ciudad

Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk

10.0 out of 10, Exceptional, (4)
"This was a great house in a really good location for bars and restaurants. Needed some instructions on how to use cooker and appliances! Great stay."
Stylish house in Escalante - Impeccable Decoration│Unique│Safe│Walk

A beautiful home. Close to Orosi Thermal Pools!

10.0 out of 10, Exceptional, (55)
"We loved the property. We spent a lot of time watching the colorful and interesting birds from the patio. The views are amazing and the house very clean. We didn't want to leave!"
A beautiful home. Close to Orosi Thermal Pools!

3-bedroom custom Tree house in welcoming Cartago with WiFi, waterfalls, trails

The price is AED 441
AED 628 total
includes taxes & fees
9 May - 10 May
3-bedroom custom Tree house in welcoming Cartago with WiFi, waterfalls, trails

Casa Amarissa/View point at Tapantí National Park

9.4 out of 10, Exceptional, (9)
"The place was very quiet ( except the noises from the “ rain forest” which were delightful to us. The house was clean, simple but perfect for what we wanted, which was a marriage retreat get away."
The price is AED 364
AED 705 total
includes taxes & fees
11 May - 12 May
Casa Amarissa/View point at Tapantí National Park

Full house with breathtaking views

9.4 out of 10, Exceptional, (3)
"Host was amazing, great communication and availability. The property was amazing and we had a really great stay. 10/10 would recommend. "
The price is AED 1,267
AED 1,565 total
includes taxes & fees
8 May - 9 May
Full house with breathtaking views

Mountain Home Overlooking The San Jose' Valley

10.0 out of 10, Exceptional, (5)
"We had an amazing time in Aserri! Our host and concierge Beto showed us a great time. They offered restaurants, took us around to various stores and locations in town when time allowed. We will definitely book again. The views and property were outstanding! "
Mountain Home Overlooking The San Jose' Valley

Volare: - Awake above the clouds, Extreme Privacy, Chef Available

10.0 out of 10, Exceptional, (13)
"Came to Turrialba for the Canyons- but fell in love with this place. The deck was incredible, great place for mornings- watching the Tucan, watching the clouds roll by all from a comfy chair. The hot tub was a rare novelty. I spent time in other cities in CR, but this place is incredible. Absolutely will be back!"
Volare: - Awake above the clouds, Extreme Privacy, Chef Available

Cozy studio with AC and WiFi in enchanting San José

2.0 star property
The price is AED 331
AED 539 total
includes taxes & fees
9 May - 10 May
Cozy studio with AC and WiFi in enchanting San José

Beautiful House, Master Bedroom With A Jacuzzi, Private Balcony, Mountain View!

7.6 out of 10, Good, (4)
"Very spacious, clean house, good location, next door there is a supermarket and several bakeries nearby."
The price is AED 349
AED 514 total
includes taxes & fees
9 May - 10 May
Beautiful House, Master Bedroom With A Jacuzzi, Private Balcony, Mountain View!

Stunning View of San Jose-private property on 2 acres, Casa Los Cielos & Studio

9.8 out of 10, Exceptional, (10)
"This was a lovely place for our family to stay and enjoy the beautiful scenery of Costa Rica. Beautiful property"
Stunning View of San Jose-private property on 2 acres, Casa Los Cielos & Studio

A home with beautiful mountain views. A Gem Close to Orosi.

10.0 out of 10, Exceptional, (13)
"This house is amazing. The house itself is beautiful, and the setting and views are breathtaking. And this part of Costa Rica, Orosi to be specific, is a gem. I hope to return to this house someday."
A home with beautiful mountain views. A Gem Close to Orosi.

Inviting riverfront home with mountain views, full kitchen, & dog-friendly

10.0 out of 10, Exceptional, (1)
"This place was way up in the Pinilla Highlands but such a cool little spot. The pool had leaves in ot due to the winds but was very clean unlike some places we have stayed. The host was very responsive and the property was very clean and comfortable. Wonderful little getaway. You could also see the howler money when you walked to the pool. The road getting to this little gem was a bit rough so you need a 4x4 vehicle for sure. Really close to Avellanas beach area and restaurants. A big plus!"
The price is AED 257
AED 566 total
includes taxes & fees
8 May - 9 May
Inviting riverfront home with mountain views, full kitchen, & dog-friendly

Charming Barrio Escalante Home

10.0 out of 10, Exceptional, (1)
"Wonderful location, beautiful property and great host! She helped us from the time we were on our way through the end of our stay and we couldn’t be more grateful. Would recommend this property to anyone."
Charming Barrio Escalante Home

Bungalow in the jungle

10.0 out of 10, Exceptional, (2)
"Wow, what an incredible slice of heaven. Feels like you’re a million miles away from civilization. Waking up to the sounds of the birds in the morning, dinner with Gregory (host) and sitting on the porch in the evening were highlights of the stay. It’s a commitment to get up and down the road and 4wd is essential. As such I’d recommend staying at least 2 nights w/o going down. Hosts offers horseback rides and guided hikes around the property. Might be worth checking out. Sure, the accommodations...
Bungalow in the jungle

Quiet Gorgeous Queen Bed Studio + Jacuzzi

10.0 out of 10, Exceptional, (4)
"Clean. Nice building. Perfect"
The price is AED 202
AED 349 total
includes taxes & fees
10 May - 11 May
Quiet Gorgeous Queen Bed Studio + Jacuzzi

Private Mountain House with Stunning Views, Pool, Waterfall. Adventures and Rest

10.0 out of 10, Exceptional, (1)
"This home is gorgeous! The kitchen has all the plates, pots, pans, accessories we needed for the final stop in our 10 day trip to Costa Rica. Truly, we were exhausted by the time we arrived to this property, so we only left once for a trip to the botanical garden but it was the perfect way to recharge before we flew home. The lounge chairs and hammocks were so comfortable. There are so many games and things for younger children and we enjoyed roaming the grounds and shooting hoops (playing...
Private Mountain House with Stunning Views, Pool, Waterfall. Adventures and Rest

Barrio Escalante Heart of City

10.0 out of 10, Exceptional, (3)
"Staff are very kind and helpful. Beautiful place. Very secure. We loved our stay and would come again. "
Barrio Escalante Heart of City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Santiago

Villas Valle Bello Ujarras

2.0 star property
9.0 out of 10, Wonderful, (22)
"Lovely people who really take care for you. We are happy we did a relaxt stop here. Also a good escape from te heat."
The price is AED 162
AED 183 total
includes taxes & fees
22 May - 23 May
Villas Valle Bello Ujarras

Posada Cañaveral

3.0 star property
9.2 out of 10, Wonderful, (10)
"The property was clean Room had a coffee maker which is great for us Has a lovely view "
The price is AED 262
AED 296 total
includes taxes & fees
11 May - 12 May
Posada Cañaveral
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.