Middleton Holiday Rentals, Florida: Private House Rentals

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Our top choices for Middleton hotels

An outdoor patio area with seating arrangements, a fire pit, and string lights.

A breakfast area with a sign reading "inspired table," a coffee machine, and a display of pastries.

A hotel lobby with a reception desk, seating areas, and a vending machine.

A golf course with bunkers, water hazards, and a pond.

1. Home2 Suites by Hilton Wildwood the Villages

Wildwood

Nicole

฿3,542

฿3,790 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel reception area with a reception desk, seating area, and a view of the lobby.

A modern office space with a reception desk, a seating area with a sofa, and a computer setup with a printer.

A gym with multiple treadmills and elliptical machines, equipped with digital screens and control panels.

A Holiday Inn Express & Suites hotel with a modern design, featuring a covered entrance and multiple floors.

2. Holiday Inn Express & Suites Wildwood The Villages by IHG

Wildwood

Richard

฿2,794

฿2,990 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with wicker furniture, a fire pit, and a stone wall.

A hotel corridor with a modern kitchen area visible through an open door, including a refrigerator and a dining table.

A swimming pool with lounge chairs and a patio area.

A hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

3. TownePlace Suites by Marriott Leesburg

Leesburg

Nicholas A

฿3,898

฿4,327 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a bed, bedside tables, a desk, a chair, a large window with curtains, a bathtub, and a ceiling light.

A hotel lobby with seating areas, a coffee station, and a decorative ceiling.

A Best Western Plus hotel with a covered entrance, flagpole, and a clear sky.

A hotel lobby with a check-in counter, seating area, and a reception desk.

4. Best Western Plus Chain of Lakes Inn & Suites

Leesburg

RODOLFO

฿3,327

฿3,693 total

includes taxes & fees

4 Oct - 5 Oct

A hotel with a 'Comfort' sign, a covered entrance, and a well-maintained lawn.

A spacious lobby with a blue sofa, a green armchair, and a round coffee table.

A clean, modern dining area with multiple tables and chairs, a coffee machine, and a counter with a menu display.

A kitchenette area with a refrigerator, a microwave, and a small freezer.

5. Comfort Inn & Suites Wildwood - The Villages

Wildwood

Chandra

฿2,532

฿2,709 total

includes taxes & fees

25 Oct - 26 Oct

A compact living space with a kitchenette, a sofa set, a coffee table, and a mounted horse painting.

A multi-story hotel with a modern architectural design, featuring a prominent entrance with a covered walkway and palm trees in the foreground.

A spacious lobby with a large chandelier, leather armchairs, and a central seating area.

A corridor with glass doors leading to a room, stone walls, and wooden beams.

6. Brownwood Hotel & Spa

Wildwood

Evandro

฿3,309

฿3,541 total

includes taxes & fees

22 Oct - 23 Oct

A modern bar area with a long counter, multiple bar stools, and a view through large windows.

A lounge area with a blue sofa and two striped armchairs, a round coffee table, and a sign reading "Hotel Eastport" on a brick wall.

A hotel room with two beds, a desk, a chair, a TV, and a view of the water.

A hotel room with a large bed, a desk with a chair, a TV, and a balcony with a view of the city.

7. Hotel Eastport

Wildwood

Jonnathan

฿4,507

฿4,822 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a TV, a desk, and a large window with curtains.

A compact kitchenette with a microwave, sink, and dishwasher, a gray sofa, a small wooden table, and a framed picture on the wall.

A compact hotel room with a bathroom, kitchenette, and a sofa.

A compact hotel room with a kitchenette, a sofa, a dining table, and a flat-screen TV mounted on the wall.

8. Microtel Inn & Suites by Wyndham Bushnell

Bushnell

John

฿2,541

฿2,719 total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with two beds, a nightstand with a lamp, and a wall-mounted painting of a pier and sunset.

A hotel room with a desk, a couch, a TV, and two lamps.

A hotel with a swimming pool, picnic tables, and umbrellas.

9. Days Inn by Wyndham Wildwood I-75

Wildwood

Robert or Sally

฿2,457

฿2,729 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a large pillar.

An aerial view of a building with a red roof, a swimming pool, and a parking lot with several cars.

A hotel gym with exercise equipment, a mirror, a bench, and a window with curtains.

10. Wingate by Wyndham Leesburg Florida

Leesburg

Kirsten

฿1,966

฿2,182 total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with a large bed, a sofa, a small table, a nightstand with a phone, and a painting on the wall.

A modern hotel room with a wooden floor, a flat-screen TV mounted on the wall, a desk with a chair, a large sliding glass door to the outside, and a remote control on a wooden table.

A compact living space with a sofa, a small table, a built-in TV shelf, and a refrigerator.

A modern kitchen with a coffee machine, a fruit bowl, and a coffee dispenser.

11. Quality Suites Wildwood - The Villages

Wildwood

Diane

฿2,393

฿2,560 total

includes taxes & fees

22 Oct - 23 Oct

A hotel with a pool, palm trees, and a sign reading "Quality Inn & Suites".

A reception area with a wooden reception desk, patterned chairs, a coffee table, and a potted plant.

A hotel room with a flat-screen TV mounted on the wall, a small refrigerator, a desk with a chair, and a window with curtains.

A kitchen area with a juice dispenser, refrigerator, coffee maker, and waffle maker.

12. Quality Inn & Suites Leesburg Chain of Lakes

Leesburg

Linda

฿2,065

฿2,343 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with a brick wall, wooden flooring, and a mix of seating options including sofas and a small table.

A Hampton Inn & Suites building with a modern facade, clear signage, and a landscaped entrance area.

A modern bathroom with a wooden vanity, a round mirror, and a sink.

13. Hampton Inn & Suites Lady Lake/The Villages

Lady Lake

Nina

฿3,004

฿3,214 total

includes taxes & fees

11 Oct - 12 Oct

A waterfront hotel with multiple balconies, a central tower, and a restaurant named "The Waterfront."

A hotel room with a large bed, a desk with a computer, a chair, a sofa, and a balcony with a view.

A spacious lobby with a reception desk, seating area, and a large window offering a view of the outdoors.

A person sitting by a pool with a drink, wearing a straw hat and white clothing.

14. The Waterfront Inn

Lake Sumter Landing

Dennis

฿3,266

฿3,494 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a nightstand with a lamp, a chair, and a window with curtains.

A hotel room with a bed, a desk, a chair, a TV, a lamp, a window with curtains, and an air conditioning unit.

A swimming pool with blue tiles, surrounded by palm trees and a blue fence.

A reception area with a wooden counter, a Samsung TV, and a sign that reads "RODEWAY INN".

15. Rodeway Inn Bushnell

Bushnell

Mark

฿2,363

฿2,528 total

includes taxes & fees

4 Oct - 5 Oct

A modern dining area with a pool view, large windows, and a clean, contemporary design.

A Holiday Inn Express & Suites with a classic architectural design, featuring a central entrance with a covered walkway, multiple windows, and a parking area with marked spaces.

A spacious lobby with a reception desk, seating area, and a dining section.

A hotel room with two beds, a wooden headboard, a wall-mounted light, and a window with blinds.

16. Holiday Inn Express Hotel & Suites The Villages by IHG

Lady Lake

Stephen

฿2,957

฿3,283 total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.

A modern lobby with a reception desk, seating area, and a large painting on the wall.

A compact kitchenette with a refrigerator, microwave, sink, and cabinets.

17. Extended Stay America Select Suites - Wildwood - The Villages

Wildwood

Denise

฿2,586

฿2,767 total

includes taxes & fees

15 Oct - 16 Oct

A hotel room with a bed, a blue sofa, a desk with a lamp, a large bathtub, and a mirror on the wall.

A hotel with a curved facade, a prominent Comfort Suites sign, and a well-maintained entrance area with potted plants and a flag.

A gym with cardio machines, weight training equipment, and a mirrored wall.

A compact kitchen with dark cabinets, a microwave, and a refrigerator. There is a round table with two chairs and a framed picture on the wall.

18. Comfort Suites Lady Lake - The Villages

Lady Lake

David

฿2,885

฿3,202 total

includes taxes & fees

1 Nov - 2 Nov

A multi-story hotel with a parking lot in front.

A modern dining area with a counter, seating, and a television.

A hotel room with a bed, a small desk, a mirror, a window with curtains, a sink, and a microwave.

A hotel reception area with a long reception desk, seating area with chairs and a round table, and a large window with blinds.

19. Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Leesburg

Jerome

฿2,285

฿2,537 total

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio area with seating, a fire feature, and a covered walkway.

A hotel with a fountain, palm trees, and a sign reading 'Towneplace Suites by Marriott.'

A hotel with a swimming pool, palm trees, and outdoor seating.

A hotel conference room with round tables, yellow chairs, a flat-screen TV, and large windows.

20. TownePlace Suites by Marriott at The Villages

Lady Lake

Elizabeth

฿2,936

฿3,259 total

includes taxes & fees

1 Nov - 2 Nov

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Top Middleton Hotel Reviews

The Waterfront Inn

10/10 Excellent

"I was there only for one night. The staff was friendly and helpful. The room was clean and very comfortable."

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

10/10 Excellent

"Great place."

Hampton Inn & Suites Lady Lake/The Villages

10/10 Excellent

"All staff were professional...caring and helpful"

TownePlace Suites by Marriott at The Villages

10/10 Excellent

"Megan at the front desk was super! The breakfast was excellent."

Comfort Inn & Suites Wildwood - The Villages

8/10 Good

"Clean, comfortable beds"

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

10/10 Excellent

"Clean room, comfortable bedding and nice front desk associate. Did not have breakfast so cannot comment on that and I’m not too sure they actually refill the Dove soaps and shampoos with Dove product- did not smell or feel that way to me (I use them at home)."

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

8/10 Good

"The TV in the room was really bad."

Home2 Suites by Hilton Wildwood the Villages

10/10 Excellent

"It was a good time there. The place is very nice. High recommend it. The place is so clean. Staff crew is so polite. Breakfast is delicious. Parking is easy."

More cheap stays in Middleton

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

9700 Us Highway 441 Leesburg FL

฿2,285

฿2,537 total

4 Oct - 5 Oct

includes taxes & fees

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

SureStay Plus Hotel by Best Western The Villages

1201 Avenida Central Lady Lake FL

฿2,399

฿2,663 total

18 Oct - 19 Oct

includes taxes & fees

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

฿2,532

฿2,709 total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Comfort Inn & Suites Tavares North

1380 E Burleigh Boulevard Tavares FL

฿2,508

฿2,783 total

2 Nov - 3 Nov

includes taxes & fees

Comfort Suites Lady Lake - The Villages

1202 Avenida Central Lady Lake FL

฿2,885

฿3,202 total

1 Nov - 2 Nov

includes taxes & fees

Hotel Eastport

7065 Beebe Court Wildwood FL

฿4,507

฿4,822 total

4 Oct - 5 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Middleton?

Located 11.5 mi (18.5 km) from the heart of Middleton, The Waterfront Inn is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Brownwood Hotel & Spa and The Citrus on the Lake. See all available top hotels, or vacation rentals in Middleton.

If I need to cancel my hotel reservation in Middleton, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middleton.

How is it to stay in Middleton?

Visitors will definitely enjoy all that Middleton has to offer. In Middleton, there are 3 hotels and other accommodation options to choose from. Find out more about Middleton.

What should I do while I'm visiting Middleton?

Places to visit in the wider area include Brownwood Paddock Square, Venetian Gardens and Webster Westside Flea Market. You'll also find Lake Griffin State Park and The Villages Market Square in the area. Take a look at what more there is to see and do in Expedia's Middleton guide.

Find hotels in Middleton, FL from ฿2,182

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middleton

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middleton hotels

1. Home2 Suites by Hilton Wildwood the Villages

2. Holiday Inn Express & Suites Wildwood The Villages by IHG

3. TownePlace Suites by Marriott Leesburg

4. Best Western Plus Chain of Lakes Inn & Suites

5. Comfort Inn & Suites Wildwood - The Villages

6. Brownwood Hotel & Spa

7. Hotel Eastport

8. Microtel Inn & Suites by Wyndham Bushnell

9. Days Inn by Wyndham Wildwood I-75

10. Wingate by Wyndham Leesburg Florida

11. Quality Suites Wildwood - The Villages

12. Quality Inn & Suites Leesburg Chain of Lakes

13. Hampton Inn & Suites Lady Lake/The Villages

14. The Waterfront Inn

15. Rodeway Inn Bushnell

16. Holiday Inn Express Hotel & Suites The Villages by IHG

17. Extended Stay America Select Suites - Wildwood - The Villages

18. Comfort Suites Lady Lake - The Villages

19. Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

20. TownePlace Suites by Marriott at The Villages

Top Middleton Hotel Reviews

The Waterfront Inn

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Hampton Inn & Suites Lady Lake/The Villages

TownePlace Suites by Marriott at The Villages

Comfort Inn & Suites Wildwood - The Villages

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Home2 Suites by Hilton Wildwood the Villages

More cheap stays in Middleton

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

SureStay Plus Hotel by Best Western The Villages

Comfort Inn & Suites Wildwood - The Villages

Comfort Inn & Suites Tavares North

Comfort Suites Lady Lake - The Villages

Hotel Eastport

Frequently asked questions

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