Santiago Vacations from $235

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Your Santiago Vacation

Whatever your travel style, you can discover it all with a tailor-made Santiago vacation package. Spend your next break uncovering this neighborhood's golfing and its other appeals. Want to do some sightseeing during your trip to Santiago? Pencil in a visit to nearby attractions like The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Orange Blossom Hills Golf & Country Club. Don't just dream it — make it happen! Reserve your perfect Santiago vacation with Expedia and get to where you're going your way.

The Latest Santiago Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $581, price is now $235 per person
$235
per person
Feb 8 - Feb 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9.2/10 Wonderful! (2,232 reviews)
The room was spotless, the staff was wonderful and the location was so convenient. We had a toddler with us so being attached to the mall made it so easy for us to spend the evening outside the hotel room but not having to drive around either. The hotel was so nice, if we find ourselves back in Orlando we will stay here again

Reviewed on Dec 11, 2025

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $999, price is now $329 per person
$329
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
I never leave reviews, but this place deserves one. It was so clean and employees were so nice. Breakfast was good and a breeze, and lasted all the way til 930 which most places do not do. I’ll definitely be staying here again next time.

Reviewed on Dec 11, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,423, price is now $542 per person
$542
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The outside of the building could use some tlc but inside was clean and updated. Staff was attentive, polite, & helpful. Breakfast was surprisingly better than I anticipated with hot options outside of the traditional continental options. Furniture around pool was pressure washed every morning and plentiful. There are no seating options for the beach however we would definitely stay here again.

Reviewed on Nov 30, 2025

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $994, price is now $424 per person
$424
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
I was greeted with a Champagne Toast, & a doggy bag for my dog. I was able to get Starbucks each morning from the cafe. At night we took advantage of the s'mores bag from the lobby and the hot fires on the deck. This was a very nice place. It does get pricey with the resort fees, valet or self parking fees and pet fees. But very nice.

Reviewed on Dec 11, 2025

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $950, price is now $422 per person
$422
per person
Jan 22 - Jan 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.4/10 Very Good! (1,002 reviews)
Great friendly service - pristine rooms Definitely coming back here

Reviewed on Dec 8, 2025

Where to stay in Santiago

Find the best Santiago areas and neighborhoods for the activities you enjoy most. Learn more about Santiago
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Lake Sumter Landing

1 out of top 10 points of interest in this area
4.5/5(30 area reviews)

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
$84 nightly
The price is $93 total per night from Dec 17 to Dec 18
$93 total
Dec 17 - Dec 18
Total with taxes and fees
8.8/10 Excellent! (1,731 reviews)
Always clean rooms, staff professionals and friendly.

Reviewed on Dec 7, 2025

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$139 nightly
The price is $149 total per night from Dec 14 to Dec 15
$149 total
Dec 14 - Dec 15
Total with taxes and fees
9/10 Wonderful! (1,276 reviews)
Great place

Reviewed on Dec 7, 2025

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
Fully refundable
$80 nightly
The price is $89 total per night from Dec 21 to Dec 22
$89 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (769 reviews)
Great

Reviewed on Dec 11, 2025

avid Hotel Ocala Downtown by IHG
See all 2,364 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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Discover the most popular places to visit in Santiago

The Villages Market Square

4.5/5(174 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

Nancy Lopez Legacy Golf & Country Club

Enjoy a round of golf in The Villages at Nancy Lopez Legacy Golf & Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Nancy Lopez Legacy Golf & Country Club

Glenview Champions Country Club

Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Glenview Champions Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

$55
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.