St. Charles Vacations from $245

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Your St. Charles Vacation

Our St. Charles vacation packages are a time-saving and convenient way to plan and book your next break. Discover the heart and soul of this unique neighborhood without the stress of planning it all yourself. The Villages Market Square and Cane Garden Country Club are just two of the nearby attractions to put on your itinerary during a trip to St. Charles. Don't just wish for it — turn it into reality! Reserve your ultimate St. Charles vacation with Expedia and enjoy traveling your way.

The Latest St. Charles Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was $574, price is now $245 per person
$245
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,703 reviews)
Room was spotless. The hot tub was excellent.

Reviewed on Feb 2, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $619, price is now $256 per person
$256
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
Clean and comfortable. Especially the bed. We didn't get up with sore hips from a hard matress.

Reviewed on Feb 2, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $670, price is now $334 per person
$334
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
All staff we dealt with were excellent. The suite was ok, comfortable and pretty clean. The air handler was very noisy. The Resort should offer some type of shuttle service to area restaurants, shopping and attractions.

Reviewed on Feb 2, 2026

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport

3 out of 5
Save 100% on your flight
Price was $503, price is now $276 per person
$276
per person
Mar 10 - Mar 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
7.2/10 Good! (1,171 reviews)
The room was clean. The beds and pillows were not very comfortable. I was really happy with the coffee/ espresso machine!

Reviewed on Feb 2, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Save 100% on your flight
Price was $661, price is now $376 per person
$376
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
7.8/10 Good! (188 reviews)
staff very friendly and comfortable beds

Reviewed on Feb 1, 2026

Where to stay in St. Charles

Find the best St. Charles areas and neighborhoods for the activities you enjoy most. Learn more about St. Charles
The Villages, 120K active adults... and their toys! 😬

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

St. Charles Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$204 nightly
The price is $218 total per night from Feb 8 to Feb 9
$218 total
Feb 8 - Feb 9
Total with taxes and fees
9.2/10 Wonderful! (1,312 reviews)
Every one was nice and the room was very clean.

Reviewed on Jan 29, 2026

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
$204 nightly
The price is $218 total per night from Mar 1 to Mar 2
$218 total
Mar 1 - Mar 2
Total with taxes and fees
9.6/10 Exceptional! (1,090 reviews)
Always enjoy staying there

Reviewed on Jan 30, 2026

Brownwood Hotel & Spa
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $96 total per night from Feb 8 to Feb 9
$96 total
Feb 8 - Feb 9
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Bathroom tub faucet dripped all night. Shower curtain did not go to edge of tub preventing water from hitting bathroom floor making it a dangerous situation.

Reviewed on Jan 21, 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
See all 2,239 properties in St. Charles
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 St. Charles

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.