Santiago Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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 $1,171, price is now CA $602 per person
CA $602
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
I love everything good Costumer service, everything is clean I will recommended 100%

Reviewed on Feb 22, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,273, price is now CA $632 per person
CA $632
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
Great service, great amenities, great room. Home away from home.

Reviewed on Feb 23, 2026

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,201, price is now CA $621 per person
CA $621
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8/10 Very Good! (1,703 reviews)
Paying to enter water park when you are not using the amenities

Reviewed on Feb 22, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was CA $1,277, price is now CA $666 per person
CA $666
per person
Mar 27 - Apr 1
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Such a beautiful property! Clean rooms, friendly and helpful staff. Relaxing stay, well most certainly return.

Reviewed on Feb 19, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,126, price is now CA $656 per person
CA $656
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Orlando (MCO)
7.8/10 Good! (188 reviews)
Nice place recommend 💯

Reviewed on Feb 23, 2026

Where to stay in Santiago

Find the best Santiago areas and neighborhoods for the activities you enjoy most. Learn more about Santiago
The Villages, 120K active adults... and their toys! 😬

Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing might not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Santiago Hotel Deals

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 $116 per night from Mar 2 to Mar 3
CA $116
CA $130 total
Mar 2 - Mar 3
includes taxes & fees
9/10 Wonderful! (1,895 reviews)
The room smelled and looked clean but I found a roach under the pillow and a stain on the bed sheets. They did come change the sheets fast and offered to send maintenance. Front desk was very nice about it.

Reviewed on Feb 23, 2026

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9.2/10 Wonderful! (1,341 reviews)
Clean, gre

Reviewed on Feb 23, 2026

Get rates
The Waterfront Inn
avid Hotel Ocala Downtown by IHG

avid Hotel Ocala Downtown by IHG

2.5 out of 5
1626 S Pine Ave Ocala FL
The price is CA $125 per night from Mar 8 to Mar 9
CA $125
CA $139 total
Mar 8 - Mar 9
includes taxes & fees
8.8/10 Excellent! (830 reviews)
Clean the floors in rooms, be able to lock door from the outside of room, be able to cast movies from phone to tv, the wifi for hotel was on my phone but tv was not hooked up to internet, when I called the front desk they told me they don't know how to cast from phone to tv.

Reviewed on Feb 20, 2026

avid Hotel Ocala Downtown by IHG
See all 2,444 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
Beach Vacations
Family Vacations
Family Vacations

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 $602. 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.

Discover the most popular places to visit in Santiago

The Villages Market Square

4.5/5(2 reviews)

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

CA $75
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.