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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,775, price is now CA $623 per person
CA $623
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.2/10 Very good! (5,252 reviews)
The Buffet was pretty good considering the price, but the dispenser that said "100 percent orange juice" gave me 100 percent Tang!!The other ding was that the hotel is 3 buildings end to end and so a long way if you're at the end of the three buildings.The big issue was only "1" elevator for all 3 buildings!!It was not bad for the price, but not 8.4 rating that made me pull the trigger.

Reviewed on Jul 27, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $2,042, price is now CA $913 per person
CA $913
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9/10 Wonderful! (1,294 reviews)

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,440, price is now CA $790 per person
CA $790
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (6,738 reviews)

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,526, price is now CA $872 per person
CA $872
per person
Sep 11 - Sep 18
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.2/10 Very good! (2,007 reviews)

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,517, price is now CA $872 per person
CA $872
per person
Sep 11 - Sep 18
found 23 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Everything was good !

Reviewed on Jul 27, 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

Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 26 to Aug 27
CA $165
CA $177 total
Aug 26 - Aug 27
includes taxes & fees
Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is CA $167 per night from Aug 2 to Aug 3
CA $167
CA $179 total
Aug 2 - Aug 3
includes taxes & fees
The Waterfront Inn
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Aug 23 to Aug 24
CA $100
CA $111 total
Aug 23 - Aug 24
includes taxes & fees
9/10 Wonderful! (2,313 reviews)
"Everything was immaculate. The property, the rooms, the staff and breakfast"

Reviewed on Jul 28, 2026

Equus Inn Ocala
See all 2,450 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.
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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 $623. 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.