Buttonwood Vacations from $221

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Your Buttonwood Vacation

Organizing your next break just got a whole lot simpler with a vacation package to Buttonwood. Experience all this neighborhood has to offer while making fond memories you'll remember for years. Pencil in some sightseeing activities during your trip to Buttonwood. Nearby The Villages Market Square and Cane Garden Country Club are on the itineraries of most visitors. No matter what your dream Buttonwood vacation may look like, you can make it a reality with Expedia.

The Latest Buttonwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
Save 100% on your flight
per person
Sep 12 - Sep 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Very clean. The pool area was well maintain. The room had everything that we needed. Great place to stay.

Reviewed on Jul 10, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
7.8/10 Good! (1,644 reviews)
Every single thing is awesome ❤️

Reviewed on Jul 6, 2025

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8/10 Very Good! (354 reviews)
Nice place. Kids had a good time. Not encouraged to go there if you are a minority. You wont feel welcomed. The staff is great, but the type of people that go there arent really folks that likely share the same interests as you do. There are Confederate flags all over; etc. Hotel rooms are no bueno, old. IF you want something nice, you need to spend the money glamping or have your own trailer.

Reviewed on Jun 24, 2025

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Save 100% on your flight
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (540 reviews)
Nice Beach across the road, Very nice staff!

Reviewed on Jul 6, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Nice nights stay . Good bar but a little out of way for downtown

Reviewed on Jul 9, 2025

Where to stay in Buttonwood

Find the best Buttonwood areas and neighborhoods for the activities you enjoy most. Learn more about Buttonwood
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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 Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Buttonwood Hotel Deals

The Waterfront Inn
The Waterfront Inn
3 out of 5
1105 Lake Shore Drive, The Villages, FL
$139 nightly
The price is $149 total per night from Jul 13 to Jul 14
$149 total
Jul 13 - Jul 14
Total includes taxes and fees
9/10 Wonderful! (1,170 reviews)
"Beautiful place to stay. Very peaceful."

Reviewed on Jul 7, 2025

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
$144 nightly
The price is $154 total per night from Jul 20 to Jul 21
$154 total
Jul 20 - Jul 21
Total includes taxes and fees
9.6/10 Exceptional! (1,006 reviews)
"Beautiful hotel with upscale restaurants and services."

Reviewed on Jul 7, 2025

Brownwood Hotel & Spa
Holiday Inn Express & Suites Wildwood The Villages by IHG
Holiday Inn Express & Suites Wildwood The Villages by IHG
3.5 out of 5
928 East State Road 44, Wildwood, FL
Fully refundable
$83 nightly
The price is $89 total per night from Jul 20 to Jul 21
$89 total
Jul 20 - Jul 21
Total includes taxes and fees
9.2/10 Wonderful! (998 reviews)
A Beautiful Stay I Wildwood
"I was greeted by a very nice person who made me feel welcome. The next evening when I came back from work she greeted me again and remembered me and asked how my day was. The room was clean."

Reviewed on Jul 7, 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 2,039 properties in Buttonwood
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 Buttonwood

The Villages Market Square

4.5/5(174 reviews)

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.