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 hotel room with a bed, a desk with a chair, a TV, a blue sofa, and a potted plant.

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

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

Rp1.591.040

Rp1.702.413 total

includes taxes & fees

23 Nov - 24 Nov

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

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

A restaurant with wooden ceiling, chandeliers, and large windows. Tables are set with wine glasses and plates.

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

2. Brownwood Hotel & Spa

Wildwood

Nicholas

Rp2.500.219

Rp2.675.235 total

includes taxes & fees

12 Nov - 13 Nov

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 swimming pool with yellow chairs and a covered seating area.

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

3. Home2 Suites by Hilton Wildwood the Villages

Wildwood

Nicole

Rp1.968.008

Rp2.105.769 total

includes taxes & fees

31 Oct - 1 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 hotel lobby with a check-in counter, seating area, and a reception desk.

A swimming pool with a metal ladder, surrounded by a white fence, and a building with large windows and a red wall in the background.

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

4. Best Western Plus Chain of Lakes Inn & Suites

Leesburg

MaryJo

Rp1.789.739

Rp1.986.611 total

includes taxes & fees

27 Oct - 28 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 hotel room with a bed, a desk with a chair, a kitchenette, a sofa, and a TV mounted on the wall.

A modern hotel with a sign reading "TownePlace Suites by Marriott" and a covered entrance area.

5. TownePlace Suites by Marriott Leesburg

Leesburg

Richard

Rp2.061.120

Rp2.287.843 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

6. Comfort Inn & Suites Wildwood - The Villages

Wildwood

Toni

Rp1.504.256

Rp1.609.553 total

includes taxes & fees

22 Nov - 23 Nov

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

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

A hotel reception area with a reception desk, seating area, 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.

7. Microtel Inn & Suites by Wyndham Bushnell

Bushnell

Eric

Rp1.366.848

Rp1.462.528 total

includes taxes & fees

29 Oct - 30 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 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.

8. Hotel Eastport

Wildwood

Jonnathan

Rp2.587.248

Rp2.768.355 total

includes taxes & fees

27 Oct - 28 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 multi-story hotel with a balcony and a sign reading "The Waterfront."

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

9. The Waterfront Inn

Lake Sumter Landing

George

Rp2.044.012

Rp2.187.093 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

10. Wingate by Wyndham Leesburg Florida

Leesburg

john

Rp1.057.680

Rp1.174.025 total

includes taxes & fees

27 Oct - 28 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 kitchen with a coffee machine, a fruit bowl, and a coffee dispenser.

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.

11. Quality Suites Wildwood - The Villages

Wildwood

Jay J

Rp1.359.616

Rp1.454.789 total

includes taxes & fees

16 Nov - 17 Nov

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

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

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

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

12. Hampton Inn & Suites Lady Lake/The Villages

Lady Lake

ARMANDO

Rp1.794.078

Rp1.919.663 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 hotel room with a desk, a couch, a TV, and two lamps.

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

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

13. Days Inn by Wyndham Wildwood I-75

Wildwood

Robert or Sally

Rp1.321.829

Rp1.468.597 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

Wildwood

Michael

Rp1.391.093

Rp1.488.470 total

includes taxes & fees

9 Nov - 10 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 kitchen area with a juice dispenser, refrigerator, coffee maker, and waffle maker.

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

15. Quality Inn & Suites Leesburg Chain of Lakes

Leesburg

Melanie

Rp1.060.392

Rp1.204.155 total

includes taxes & fees

26 Nov - 27 Nov

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

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

A golf course with a pond, surrounded by lush greenery and trees.

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

16. Mission Resort and Club

Howey-in-the-Hills

Dee

Rp2.261.808

Rp3.112.671 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 compact hotel room with a kitchenette, a sofa, a small table, and a television.

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

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

Lady Lake

Shakece

Rp1.376.611

Rp1.528.038 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

Lady Lake

Stephen

Rp1.681.440

Rp1.866.398 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 lobby with a reception desk, seating area, and large windows offering a view of the street.

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

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

19. Rodeway Inn Bushnell

Bushnell

Mark

Rp1.271.024

Rp1.359.978 total

includes taxes & fees

29 Oct - 30 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 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.

20. Comfort Suites Lady Lake - The Villages

Lady Lake

Deborah A

Rp1.598.272

Rp1.774.081 total

includes taxes & fees

15 Nov - 16 Nov

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Top Middleton Hotel Reviews

Comfort Suites Lady Lake - The Villages

10/10 Excellent

"Motel was convient to our destination Although booked for upper floor I requested a ground floor room Change no problem. The dining area for breakfast top notch. The staff lady in dining area she is a Gem"

Comfort Inn & Suites Wildwood - The Villages

8/10 Good

"Kitchen area needed a little more TLC! In my opinion."

Hotel Eastport

10/10 Excellent

"Super clean nice sound proof beautiful"

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

8/10 Good

"The hotel premises were clean and generally well-maintained. However, our room had a noticeable musty, almost mold-like odor that detracted from our overall comfort. Additionally, the bathroom and room showed signs of wear and tear, particularly in the paintwork and finishes. Some updating and attention to these details would greatly improve the overall guest experience."

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

8/10 Good

"The walls are a bit thin. I could hear my neighbors and all coming and going in the halls. Staff was wonderful all was clean."

Best Western Plus Chain of Lakes Inn & Suites

10/10 Excellent

"Good"

Brownwood Hotel & Spa

10/10 Excellent

"Beautiful Hotel! Very CLEAN!!"

Hampton Inn & Suites Lady Lake/The Villages

10/10 Excellent

"Clean room. Good parking."

TownePlace Suites by Marriott Leesburg

10/10 Excellent

"All was good!"

More cheap stays in Middleton

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

9700 Us Highway 441 Leesburg FL

Rp1.183.336

Rp1.313.503 total

1 Nov - 2 Nov

includes taxes & fees

8.4/10 Very good! (1,008 reviews)

SureStay Plus Hotel by Best Western The Villages

1201 Avenida Central Lady Lake FL

Rp1.290.912

Rp1.432.912 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (872 reviews)

Comfort Inn & Suites Tavares North

1380 E Burleigh Boulevard Tavares FL

Rp1.427.235

Rp1.584.230 total

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Wildwood - The Villages

1224 S Main St Wildwood FL

Rp1.504.256

Rp1.609.553 total

22 Nov - 23 Nov

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

Comfort Suites Lady Lake - The Villages

1202 Avenida Central Lady Lake FL

Rp1.598.272

Rp1.774.081 total

15 Nov - 16 Nov

includes taxes & fees

9/10 Wonderful! (1,006 reviews)

Hotel Eastport

7065 Beebe Court Wildwood FL

Rp2.587.248

Rp2.768.355 total

27 Oct - 28 Oct

includes taxes & fees

9.6/10 Exceptional! (289 reviews)

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 Rp1.174.025

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middleton

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Middleton hotels

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

2. Brownwood Hotel & Spa

3. Home2 Suites by Hilton Wildwood the Villages

4. Best Western Plus Chain of Lakes Inn & Suites

5. TownePlace Suites by Marriott Leesburg

6. Comfort Inn & Suites Wildwood - The Villages

7. Microtel Inn & Suites by Wyndham Bushnell

8. Hotel Eastport

9. The Waterfront Inn

10. Wingate by Wyndham Leesburg Florida

11. Quality Suites Wildwood - The Villages

12. Hampton Inn & Suites Lady Lake/The Villages

13. Days Inn by Wyndham Wildwood I-75

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

15. Quality Inn & Suites Leesburg Chain of Lakes

16. Mission Resort and Club

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

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

19. Rodeway Inn Bushnell

20. Comfort Suites Lady Lake - The Villages

Top Middleton Hotel Reviews

Comfort Suites Lady Lake - The Villages

Comfort Inn & Suites Wildwood - The Villages

Hotel Eastport

Holiday Inn Express Hotel & Suites Tavares - Leesburg by IHG

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Best Western Plus Chain of Lakes Inn & Suites

Brownwood Hotel & Spa

Hampton Inn & Suites Lady Lake/The Villages

TownePlace Suites by Marriott Leesburg

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

Frequently asked questions

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