Santiago Vacations from $328

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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

$328

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip flight included

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

9/10 Wonderful! (3,778 reviews)

The motel seemed deserted when I arrived as only 3 cars were present with only about 15 cars there in morning so lots of parking and fenced for security. The office check in and out area lighted and opens at 8 AM. The pool was clean and microwave and refrigerator in rooms worked fine. The rooms were clean and beds good. Extremely good location close to lots of retail, easy to get to and great value for the money. Employees were nice and helpful. There was a resturant with entertainment on premises and it was very busy.

Reviewed on Aug 17, 2026

Palazzo Lakeside Hotel

$333

per person

Sep 20 - Sep 26

found 1 day ago

Roundtrip flight included

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

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

Westgate Towers Resort

Save 100% on your flight

$377

per person

Oct 22 - Oct 29

found 24 hours ago

Roundtrip flight included

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

8.6/10 Excellent! (1,002 reviews)

The Delaney Hotel

South Orange

$585

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip flight included

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

9.6/10 Exceptional! (1,178 reviews)

Property was very clean, staff was very pleasant and helpful. If parking, come into the garage from Fernwood St. Otherwise you'll go around a couple of blocks as there is no drop off or street parking on Orange Ave. The hotel is a wonderful boutique place with an excellent location to Orlando Regional Medical Center and South Downtown. Easy access to I-4. Drinks and refreshments are located at the front desk.

Reviewed on Aug 18, 2026

Westgate Leisure Resort

International Drive District

Save 100% on your flight

$374

per person

Oct 19 - Oct 26

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

8.4/10 Very Good! (1,000 reviews)

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Reviewed on Aug 7, 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.

A sunny street lined with palm trees and houses.

Pennecamp

Though Pennecamp 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.

Santiago Hotel Deals

Equus Inn Ocala

3434 Sw College Rd Ocala FL

Fully refundableReserve now, pay when you stay

$74 nightly

$83 total

Sep 2 - Sep 3

Total with taxes and fees

9/10 Wonderful! (2,338 reviews)

"i had a pleasant stay"

Reviewed on Aug 18, 2026

The Waterfront Inn

1105 Lake Shore Drive The Villages FL

$105 nightly

$112 total

Sep 17 - Sep 18

Total with taxes and fees

9.2/10 Wonderful! (1,472 reviews)

"Hotel is dated and needs an update - tried to do some sort of bamboo/caribbean theme and it’s looking a little bit frayed around the edges. I enjoyed sitting outside and it has a nice pool and hot tub that look out over the lake so it’s a great place to enjoy florida evenings. Windows in the room ..."

Reviewed on Aug 17, 2026

Brownwood Hotel & Spa

3003 Brownwood Blvd Wildwood FL

Fully refundableReserve now, pay when you stay

$111 nightly

$119 total

Sep 1 - Sep 2

Total with taxes and fees

See all 2,473 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.