Santiago Vacations from $256

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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.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Save 100% on your flight
Price was $508, price is now $256 per person
$256
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.4/10 Very Good! (1,437 reviews)
Parking a little tight but overall was a great first time experience

Reviewed on Sep 3, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,336, price is now $512 per person
$512
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (1,008 reviews)
Being able to text the front desk for my needs was very helpful! Staff was friendly and the Universal shuttles were convenient.

Reviewed on Aug 30, 2025

ette hotel

ette hotel

5 out of 5
Price was $1,740, price is now $735 per person
$735
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.8/10 Exceptional! (330 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on Aug 11, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $799, price is now $350 per person
$350
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (1,346 reviews)
First off the front desk needs retraining they gave us the completly incorrect room. Second the correct room the ceiling leaked. Third room was not properly cleaned the pull out sofa had visible crumbs and the ac unit was inoperable. The final upgraded room was extremely excellent.

Reviewed on Sep 1, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $1,719, price is now $845 per person
$845
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.6/10 Exceptional! (1,009 reviews)
This is probably the 8th time staying in this hotel. It’s wonderful. Always a great choice. The restaurant in the hotel is great too. Food is consistently good as is the service. Amir who works in the restaurant was so eager to please. Friendly, professional and a good server.

Reviewed on Sep 1, 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 Spanish Springs Town Square.

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
$90 nightly
The price is $100 total per night from Sep 8 to Sep 9
$100 total
Sep 8 - Sep 9
Total with taxes and fees
Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
$113 nightly
The price is $121 total per night from Sep 9 to Sep 10
$121 total
Sep 9 - Sep 10
Total with taxes and fees
The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $135 total per night from Sep 14 to Sep 15
$135 total
Sep 14 - Sep 15
Total with taxes and fees
Brownwood Hotel & Spa
See all 2,223 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Santiago

The Villages Market Square

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.