Santiago Vacations from $244

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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.

Seasons Florida Resort

Save 100% on your flight

$244

per person

Sep 12 - Sep 16

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (3,778 reviews)

Very clean property and friendly staff.

Reviewed on Aug 10, 2026

Palazzo Lakeside Hotel

$256

per person

Sep 15 - Sep 22

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.4/10 Very Good! (5,282 reviews)

I paid $113 for early check in. One small soap in the bathroom. I requested cribs and they bring me 2 nasty playpen. They were very dirty disgusting. And plus no sheets to put in. The building it’s super hot. Not ac in the hallways. It’s only one elevator for 5 floors. Other guests smoke weed. The breakfast was good. I don’t recommend this place if you are traveling with children’s. And it’s kinda far from the Disney park like 20 minutes away.

Reviewed on Aug 12, 2026

Westgate Towers Resort

Save 100% on your flight

$280

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.6/10 Excellent! (1,002 reviews)

Westgate Vacation Villas Resort

Save 100% on your flight

$283

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

8.2/10 Very Good! (2,028 reviews)

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$343

per person

Sep 11 - Sep 14

found 13 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

9/10 Wonderful! (1,304 reviews)

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.

A golf course with sand bunkers, trees, and residential areas.

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.

A pathway lined with palm trees and a building with a red roof in the background.

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

Equus Inn Ocala

3434 Sw College Rd Ocala FL

Fully refundableReserve now, pay when you stay

$74 nightly

$83 total

Aug 18 - Aug 19

Total with taxes and fees

9/10 Wonderful! (2,339 reviews)

"Property is obviously several years old and rooms seem to have been updated. Housekeeping left much to be desired floors in the sleeping area were not very clean and were sticky. OK for an overnight stay but not longer"

Reviewed on Aug 11, 2026

The Waterfront Inn

1105 Lake Shore Drive The Villages FL

$109 nightly

$117 total

Sep 3 - Sep 4

Total with taxes and fees

9.2/10 Wonderful! (1,467 reviews)

"The hotel was clean and updated. Comfortable beds. Great lake view at hotel bar/restaurant. Staff was friendly and helpful. Excellent location a block from Sumtner Square with music , shopping and bars. Would stay here again. Highly recommend."

Reviewed on Aug 10, 2026

Brownwood Hotel & Spa

3003 Brownwood Blvd Wildwood FL

Fully refundableReserve now, pay when you stay

$113 nightly

$120 total

Sep 1 - Sep 2

Total with taxes and fees

See all 2,466 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.