Santiago Vacation Packages
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Your Santiago Vacation
Prepare to experience Santiago on your terms with a custom Santiago vacation package! Uncovering the best parts of this fascinating city is easy with a base in a neighborhood such as Oriental, which is great for walking, among other things. Fill your days with tours of Ruins of Ujarras, Mirador Orosi and Lankester Gardens, some of the attractions you should see during your trip to Santiago. Whatever your travel plans or the size of your budget, organizing a tailored Santiago vacation is simple with Expedia.
Top Santiago Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ronny's Flat Manuel Antonio
Manuel Antonio
Price was CA $1,685, price is now CA $942 per person
CA $942
per person
Apr 17 - Apr 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.8/10 Exceptional! (6 reviews)
Elizabeth and staff were so accommodating and kind. The service was amazing. The room was clean and it was a nice location. You'll need a car but it's a 5-10 min drive to everything you want to see and it's very peaceful in the morning. It's small and there is no door to the bathroom so keep that in mind if there is more than 1 of you. The bed was not very comfortable but nothing a nice morning stretch on the rooftop didn't fix. I'd recommend Ronny's for solo travelers or couples. Sunsets were beautiful and the restaurant was tasty.
Reviewed on Feb 4, 2026
Luxury Sky Penthouses 3-6BR Condo-Hotel at Oceano Jaco
Price was CA $3,246, price is now CA $1,735 per person
CA $1,735
per person
Mar 18 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
8.2/10 Very Good! (99 reviews)
The property was nice for a large family to stay. It fit our entire family which was nice but it’s not shiny new. Road noise at night is obnoxious but we were near the front. The photos make it look perfect but it’s not. The area around is kinda sketchy but it is Jaco Beach. The hotel is walking distance to the beach and the main strip. The staff was the best part of the property. They were super friendly and the activities director was amazing. I would stay at this property again given the cost we paid vs other name brand hotels / properties. Overall I enjoyed our stay but it was because of the people that worked there.
Reviewed on Dec 1, 2025
Hotel Lomas del Volcán
Price was CA $2,121, price is now CA $1,261 per person
CA $1,261
per person
May 2 - May 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San José (SJO)
9.6/10 Exceptional! (1,005 reviews)
great rooms - whole campus has an incredible attention to detail and customer service
Reviewed on Feb 8, 2026
Santiago Hotel Deals
Villas Valle Bello Ujarras
Calle Acevedo Santiago Cartago
The price is CA $60 per night from Feb 23 to Feb 24
CA $60
CA $68 total
Feb 23 - Feb 24
includes taxes & fees
8.6/10 Excellent! (26 reviews)
What a kind and thoughtful property owner. Very attentive. Secluded and peaceful location. Good for bird watching.
Reviewed on Nov 30, 2025
Posada Cañaveral
Ujarras, Paraíso de Cartago Santiago Cartago
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (10 reviews)
This property consists of 3 relatively new cabins located inside a secure gate beside to the main road that circles the beautiful Orosí valley. The cabins are surrounded by greenery including a giant stand of bamboo and orange trees from the family’s orchard, which smell delightful! The road is quite ...
Reviewed on Mar 20, 2025
Barceló San José
Autopista General Canas 3km San José San Jose
Fully refundableReserve now, pay when you stay
The price is CA $96 per night from Mar 12 to Mar 13
CA $96
CA $109 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (1,893 reviews)
All the above
Reviewed on Feb 6, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
