Santiago Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Santiago

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,053, price is now CA $544 per person
CA $544
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
8.4/10 Very good! (7,259 reviews)
Great place

Reviewed on Nov 3, 2026

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,473, price is now CA $691 per person
CA $691
per person
Jan 4 - Jan 11
found 12 hours ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
9/10 Wonderful! (4,064 reviews)
they are thieves, i paid for two nights, and had a delay with my flight because of bad weather, got there late at night and the was no receptionist, I called no answer. I was stranded out there alone. I called expedia and report because I paid through them. they called no answer. I had to go pay a different hotel. I asked for my refund ,the refused to refund my money back, the receptionist get off at 11pm. too bad. no one can predict this weather and all the flight delays and cancelations.

Reviewed on Nov 3, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $4,583, price is now CA $2,290 per person
CA $2,290
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $2,546, price is now CA $1,396 per person
CA $1,396
per person
Jan 17 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.6/10 Excellent! (572 reviews)
Great place!

Reviewed on Nov 2, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $1,542, price is now CA $856 per person
CA $856
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
Amazing.

Reviewed on Nov 3, 2026

Where to stay in Santiago

Find the best Santiago areas and neighborhoods for the activities you enjoy most. Learn more about Santiago
A yellow golf cart on a paved road with palm trees and a body of water in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

While visiting Lake Sumter Landing, you might make a stop by sights like The Villages Market Square and Lake Sumter.

Find hotels in Lake Sumter Landing

Santiago Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is CA $153 per night from Dec 2 to Dec 3
CA $153
CA $163 total
Dec 2 - Dec 3
includes taxes & fees
The Waterfront Inn
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
The price is CA $99 per night from Nov 23 to Nov 24
CA $99
CA $111 total
Nov 23 - Nov 24
includes taxes & fees
Equus Inn Ocala
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
The price is CA $188 per night from Nov 12 to Nov 13
CA $188
CA $201 total
Nov 12 - Nov 13
includes taxes & fees
9.8/10 Exceptional! (1,489 reviews)
"Staff"

Reviewed on Nov 2, 2026

Brownwood Hotel & Spa
See all 2,507 properties in Santiago
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Santiago vacation package cost?
Get ready to book, because a trip to Santiago starts from a tempting CA $544. When you bundle your flights, hotels and car rentals into a vacation package, you'll score great deals.
How do I get a cheap travel package to Santiago?
Combining your flight and hotel with Expedia won't just save you time — it'll save you a pretty penny too. A Santiago vacation package makes it simple to create your dream adventure. With more than 550 airlines all over the world to choose from, finding convenient flights that fit your busy schedule won't be a problem. Not only that, we have over 1,000,000 properties globally to choose from. Now that's choice! No matter who you are, Expedia puts more of the world within your reach.
Where should I stay in Santiago?
A vacation in Santiago isn't complete without stopping by The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club. Stay close to these popular attractions and make sightseeing simple.
What are the top hotels in Santiago?
3 Bedroom, 2 Bath With - 2 - 2 Seater Golf Carts and Comfotably Decorated 2/2 Villa Includes Bbq Grill And Wifi are among the most popular properties in Santiago. Why not have a look at the facilities and rates at each and then decide?
How far in advance should I book my Santiago vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can normally look up international airfares on Expedia up to 12 months before your flight. If you're late to book, fear not. Bargain prices occasionally appear just weeks prior to departure.
What does an Expedia Santiago travel package include?
Hotels, flights and rental cars — we've got them well covered. With Expedia, you can create your Santiago travel package however you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the bigger your savings!
What should I know before booking a Santiago travel package?
Our prices are always low. However, you'll pick up even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Santiago Expedia vacation package?
Yes, definitely. Expedia has more than 550 airline partners to select from globally. With so much choice, finding the perfect carrier to bring you to Santiago won't be difficult.
If I'm not able to travel, can I cancel my Santiago vacation package?
If your travel plans in Santiago have been upended, it's good to know that you can cancel your booking. If your booking was made in the last 24 hours, you may be eligible to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose a fee. To find out more, check our Customer Service Portal.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

CA $78
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.