Santiago Vacations from $232

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 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

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.

Palazzo Lakeside Hotel

$232

per person

Sep 12 - Sep 16

found 1 day ago

Roundtrip flight included

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

8.4/10 Very Good! (5,255 reviews)

Westgate Towers Resort

Save 100% on your flight

$280

per person

Oct 15 - Oct 20

found 12 hours 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 12 hours ago

Roundtrip flight included

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

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

The Delaney Hotel

South Orange

Save 100% on your flight

$457

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

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

9.6/10 Exceptional! (1,178 reviews)

Seasons Florida Resort

Save 100% on your flight

$280

per person

Oct 1 - Oct 6

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

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

$75 nightly

$84 total

Aug 19 - Aug 20

Total with taxes and fees

9/10 Wonderful! (2,337 reviews)

"Had a wonderful time staff was incredible Miss Jennifer, Miss Jeanette and James for maintenance. Absolutely wonderful no complaints whatsoever. Anything that we asked for they took care of and handled politely and with care."

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

The Waterfront Inn

1105 Lake Shore Drive The Villages FL

$109 nightly

$117 total

Aug 17 - Aug 18

Total with taxes and fees

9.2/10 Wonderful! (1,476 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

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.