Book Hotels in Middleton, FL
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Top Middleton hotels
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
$121 nightly
The price is $129 total per night from Nov 2 to Nov 3
$129 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Rooms need updating, although they are very clean. Front desk staff were friendly and helpful. Calypso Restaurant is styled nicely, however, the female bartender needs extensive customer service training."
Reviewed on Oct 12, 2026
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Fully refundable
$91 nightly
The price is $97 total per night from Oct 18 to Oct 19
$97 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
"Breakfast need to have more variety is the same everyday."
Reviewed on Oct 11, 2026
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $73 total per night from Nov 8 to Nov 9
$73 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...
"Everything was excellent as usual, I have stayed there many times and will continue to do so"
Reviewed on Oct 11, 2026
The Citrus on the Lake
199 W Ruby Street Tavares FL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $162 total per night from Oct 21 to Oct 22
$162 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel's 5 restaurants, 2 bars/lounges, and outdoor pool are some of the featured amenities. Guests will appreciate free perks like free self parking and ...
"the areasurround the hotelwas soooo beautiful. lots of little eating and entertainment was rightthere."
Reviewed on Oct 12, 2026
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $151 total per night from Oct 18 to Oct 19
$151 total
Oct 18 - Oct 19
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
850 South US Hwy 27/441 Lady Lake FL
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $85 total per night from Oct 21 to Oct 22
$85 total
Oct 21 - Oct 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of ...
Comfort Inn & Suites Tavares North
1380 E Burleigh Boulevard Tavares FL
Fully refundable
$74 nightly
The price is $82 total per night from Nov 1 to Nov 2
$82 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
Mission Resort and Club
10400 County Road 48 Howey-in-the-Hills FL
$164 nightly
The price is $182 total per night from Oct 14 to Oct 15
$182 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with a playground and an arcade/game room, and families will ...
TownePlace Suites by Marriott at The Villages
1141 Alonzo Ave Lady Lake FL
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Nov 2 to Nov 3
$92 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the ...
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.
Recent Middleton hotel reviews by fellow wanderers
The Waterfront Inn
5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"Everything"
A verified traveler stayed at The Waterfront Inn
