Santiago Vacation Packages
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Top Holiday Package Deals in Santiago
Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
CA $1,496
per person
Nov 22 - Nov 29
found 14 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
The unit itself is beautiful. The bedrooms and bathrooms are gorgeous with really nice furnishings. The showers are really nice and each bedroom has an attached bathroom, which is very convenient.
There were a few issues with cleanliness in the unit and the pool. We had stained washcloths in one bathroom, the sofa fabric is pilling and we found several items on the kitchen floor that hadn't been swept up. The pool filter doesn't appear to work well at all. We continually skimmed the pool but there was still dirt and leaves in the bottom of the pool that never went away.
The pictures in the listing show the pool as having an attached hot tub. It does not. It also shows loungers by the pool, but there are none. I did call the front desk to advise them of this. I asked for loungers to be delivered but they will not do that as it seems it's the responsibility of the owners to provide those. They didn't have much to say about the pool not having the hot tub, even though it is advertised as having one so that was disappointing.
The resort lobby is beautiful and check in was fairly easy. The resort pools and hot tubs were very nice as well. The pool bar food and drinks are expensive ($40 for a drink and hummus appetizer) and an automatic 20% gratuity is automatically added to all orders. Something to keep in mind.
Overall, we had a great stay and would definitely do it again, although I would not rent this particular unit the next time.
Reviewed on Sep 14, 2026
Where to stay in Santiago
Find the best Santiago areas and neighborhoods for the activities you enjoy most. Learn more about Santiago
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.
Virginia Trace
While Virginia Trace isn't home to many top sights, The Villages Market Square and Lake Sumter are some notable places to visit nearby.
Sunset Pointe
Though Sunset Pointe might not have many top sights, you can venture to the surrounding area to see attractions like Cane Garden Country Club and The Villages Market Square.
Duval
While Duval isn't home to many top sights, Cane Garden Country Club and The Villages Market Square are some notable places to visit nearby.
Bonita
While Bonita might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Cane Garden Country Club and The Villages Market Square.
Santiago Hotel Deals
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
CA $126
CA $135 total
Oct 12 - Oct 13
includes taxes & fees
9.2/10 Wonderful! (1,502 reviews)
"Great location"
Reviewed on Sep 14, 2026
Equus Inn Ocala
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
CA $104
CA $116 total
Oct 5 - Oct 6
includes taxes & fees
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
CA $139
CA $148 total
Sep 16 - Sep 17
includes taxes & fees
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.
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 $454. 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.