Middleton Holiday Rentals, Florida: Private House Rentals

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Our top choices for Middleton hotels

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

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

A hotel room with a desk, two beds, a TV, and a potted plant.

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

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

Wildwood

Diane

2.351.986 ₫

2.516.625 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A swimming pool with yellow chairs and a covered seating area.

2. Home2 Suites by Hilton Wildwood the Villages

Wildwood

Nicole

2.724.168 ₫

2.914.860 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with two beds, a blue sofa, a wooden coffee table, and a desk with a lamp.

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.

3. Comfort Inn & Suites Wildwood - The Villages

Wildwood

Fredrick

2.210.867 ₫

2.365.627 ₫ 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 corridor with glass doors leading to a room, stone walls, and wooden beams.

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

4. Brownwood Hotel & Spa

Wildwood

Nicholas

3.533.442 ₫

3.780.782 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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

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

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

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

5. Best Western Plus Chain of Lakes Inn & Suites

Leesburg

Patricia

2.558.496 ₫

2.839.930 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

6. TownePlace Suites by Marriott Leesburg

Leesburg

Richard

2.998.136 ₫

3.327.931 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

A hotel reception area with a reception desk, seating area, and a large window with curtains.

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.

7. Microtel Inn & Suites by Wyndham Bushnell

Bushnell

Eric

1.953.958 ₫

2.090.942 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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

A hotel with a modern design, featuring a large glass facade and a reflection in 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.

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.

8. Hotel Eastport

Wildwood

Jonnathan

3.698.563 ₫

3.957.540 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

9. The Waterfront Inn

Lake Sumter Landing

Dennis

2.921.988 ₫

3.126.527 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A kitchenette with a refrigerator, a coffee machine, and a microwave.

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

10. Quality Suites Wildwood - The Villages

Wildwood

Jay J

1.943.619 ₫

2.079.672 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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 swimming pool with a red and yellow building in the background.

11. Wingate by Wyndham Leesburg Florida

Leesburg

john

1.535.252 ₫

1.704.130 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

12. Hampton Inn & Suites Lady Lake/The Villages

Lady Lake

ARMANDO

2.543.505 ₫

2.721.550 ₫ total

includes taxes & fees

18 Nov - 19 Nov

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

A restaurant interior with wooden tables and chairs, recessed lighting, and a modern ceiling design.

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

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

13. Days Inn by Wyndham Wildwood I-75

Wildwood

Robert or Sally

1.889.601 ₫

2.099.411 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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 hotel room with a bed, a sofa, a dining table, and a chair.

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

14. Quality Inn & Suites Leesburg Chain of Lakes

Leesburg

Melanie

1.427.992 ₫

1.623.839 ₫ total

includes taxes & fees

23 Nov - 24 Nov

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

A modern kitchen with a built-in stove, a refrigerator, and a countertop.

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

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

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

Wildwood

Michael

1.988.618 ₫

2.127.821 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern restaurant with wooden flooring, bar seating, and a high ceiling with exposed beams.

An outdoor dining area with tables set for a meal, surrounded by arches and potted plants.

A spacious living room with a fireplace, large windows, and modern furniture.

A modern restaurant with wooden flooring, green upholstered seating, and a unique ceiling design.

16. Mission Resort and Club

Howey-in-the-Hills

Dee

3.233.335 ₫

4.449.674 ₫ total

includes taxes & fees

23 Nov - 24 Nov

A hotel room with a bed, a desk with a microwave, a sink, and a small refrigerator.

A restaurant with brick walls, tiled flooring, and multiple tables and chairs.

A hotel with a parking lot, several parked cars, and a white truck.

A hotel with a covered parking area and multiple vehicles parked.

17. Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Lady Lake

Shakece

1.947.212 ₫

2.161.406 ₫ 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 reception area with a wooden counter, a Samsung TV, and a sign that reads "RODEWAY INN".

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

A hotel lobby with a reception desk, seating area, and large windows offering a view of the street.

18. Rodeway Inn Bushnell

Bushnell

Mark

1.816.974 ₫

1.944.162 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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 swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a multi-story building with balconies.

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

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

Lady Lake

Stephen

2.403.678 ₫

2.668.083 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

20. Comfort Suites Lady Lake - The Villages

Lady Lake

Deborah A

2.284.786 ₫

2.536.113 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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Top Middleton Hotel Reviews

Home2 Suites by Hilton Wildwood the Villages

10/10 Excellent

"This is an excellent hotel and should be your first choice. The staff was very helpful and friendly, the hotel, including the rooms, was very clean and updated, and the room was large. Breakfast was excellent with a large selection of items."

Brownwood Hotel & Spa

10/10 Excellent

"Beautiful hotel. From entering the lobby the beautiful scent and cleanliness were evident. The design of the Brownwood is stunning. I slept so well. Quiet comfortable beds and the room was a delight. I loved sleeping under the watchful eye of the cows. The lobby bar was active and meet many nice people there. The hotel is centrally based and I went to paddock square each night for the live entertainment. The entire staff was friendly and attentive. Thank you . Can’t wait to come back and call this home whenever I visit."

Comfort Inn & Suites Wildwood - The Villages

10/10 Excellent

"Room was clean, staff friendly and helpful, breakfast was great, Ac worked fine, beds comfortable, water pressure in shower was great. Nothing bad I could say."

The Waterfront Inn

8/10 Good

"N/a"

Best Western Plus Chain of Lakes Inn & Suites

10/10 Excellent

"Very clean, staff were great, we enjoyed the breakfast. My only complaint was the pillows were not the best 4 on a king bed but 2 were like 1. The bathroom fan was loud and you could not have light without it. Other than that it was a nice place to stay while visiting the area."

TownePlace Suites by Marriott Leesburg

10/10 Excellent

"All was good!"

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

8/10 Good

"Our room was very clean and well kept. The breakfast was very good, better than a lot of places we've stayed in. My only complaint would be that our room was right next to the elevator, and it would get noisy into the late evening."

More cheap stays in Middleton

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

9700 Us Highway 441 Leesburg FL

1.691.621 ₫

1.877.700 ₫ total

2 Nov - 3 Nov

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

1.845.404 ₫

2.048.399 ₫ total

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn & Suites Tavares North

1380 E Burleigh Boulevard Tavares FL

2.073.160 ₫

2.301.208 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

2.210.867 ₫

2.365.627 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Comfort Suites Lady Lake - The Villages

1202 Avenida Central Lady Lake FL

2.284.786 ₫

2.536.113 ₫ total

15 Nov - 16 Nov

includes taxes & fees

Hotel Eastport

7065 Beebe Court Wildwood FL

3.698.563 ₫

3.957.540 ₫ total

26 Oct - 27 Oct

includes taxes & fees

Find hotels in Middleton, FL from 1.623.839 ₫

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. Holiday Inn Express & Suites Wildwood The Villages by IHG

2. Home2 Suites by Hilton Wildwood the Villages

3. Comfort Inn & Suites Wildwood - The Villages

4. Brownwood Hotel & Spa

5. Best Western Plus Chain of Lakes Inn & Suites

6. TownePlace Suites by Marriott Leesburg

7. Microtel Inn & Suites by Wyndham Bushnell

8. Hotel Eastport

9. The Waterfront Inn

10. Quality Suites Wildwood - The Villages

11. Wingate by Wyndham Leesburg Florida

12. Hampton Inn & Suites Lady Lake/The Villages

13. Days Inn by Wyndham Wildwood I-75

14. Quality Inn & Suites Leesburg Chain of Lakes

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

16. Mission Resort and Club

17. Microtel Inn & Suites by Wyndham Lady Lake/The Villages

18. Rodeway Inn Bushnell

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

20. Comfort Suites Lady Lake - The Villages

Top Middleton Hotel Reviews

Home2 Suites by Hilton Wildwood the Villages

Brownwood Hotel & Spa

Comfort Inn & Suites Wildwood - The Villages

The Waterfront Inn

Best Western Plus Chain of Lakes Inn & Suites

TownePlace Suites by Marriott Leesburg

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

More cheap stays in Middleton

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

SureStay Plus Hotel by Best Western The Villages

Comfort Inn & Suites Tavares North

Comfort Inn & Suites Wildwood - The Villages

Comfort Suites Lady Lake - The Villages

Hotel Eastport

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