Default HTG hotel image

Middleton Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Middleton vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Wildwood
9.0 out of 10, Wonderful, (11 reviews)
"Nice view, lots of space for our family. "
United States
Angie S.
The price is ￥40,005
￥86,926 total
includes taxes & fees
Aug 17 - Aug 18
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Microwave, oven, stovetop, dishwasher

2. Charming 2-bedroom house in The Villages with Golf Cart

Charming 2-bedroom house in The Villages with Golf Cart
The Villages
10.0 out of 10, Exceptional, (4 reviews)
"Very nice spot to stay! I’ll be visiting again."
United States
John G.
The price is ￥19,357
￥62,136 total
includes taxes & fees
Aug 17 - Aug 18
Charming 2-bedroom house in The Villages with Golf Cart
Coffee/tea maker, fridge, microwave, oven

3. Boutique Mid-Century Home by Villages Fenced Yard

Boutique Mid-Century Home by Villages Fenced Yard
Coleman
9.8 out of 10, Exceptional, (9 reviews)
"We were there to visit friends in The Villiages.The place was convenient and had the amenities we wanted. "
United States
Jeff B.
The price is ￥22,225
￥46,246 total
includes taxes & fees
Aug 19 - Aug 20
Boutique Mid-Century Home by Villages Fenced Yard
Interior

4. Cozy Pink Vintage Studio with Private Fenced Yard

Cozy Pink Vintage Studio with Private Fenced Yard
Coleman
9.6 out of 10, Exceptional, (7 reviews)
"The host went out of her way to make sure we had everything we needed."
United States
Cynthia B.
The price is ￥12,188
￥29,014 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Pink Vintage Studio with Private Fenced Yard
Dining

5. Vintage Charm on Peaceful Mini Farm - Pet Friendly

Vintage Charm on Peaceful Mini Farm - Pet Friendly
Coleman
10.0 out of 10, Exceptional, (27 reviews)
"Very clean and comfortable bed."
United States
Cheryl D.
The price is ￥15,056
￥32,720 total
includes taxes & fees
Aug 16 - Aug 17
Vintage Charm on Peaceful Mini Farm - Pet Friendly
Property grounds

6. St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
The Villages
9.8 out of 10, Exceptional, (15 reviews)
"Excellent location, helpful hosts!"
United States
Pierina G.
The price is ￥28,200
￥58,334 total
includes taxes & fees
Aug 19 - Aug 20
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
Smart TV

7. The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
The Villages
9.8 out of 10, Exceptional, (11 reviews)
"Great place, huge backyard, privacy for all rooms, plenty of dishes, etc. Loved our stay!"
United States
Dawn S.
The price is ￥27,961
￥72,446 total
includes taxes & fees
Aug 16 - Aug 17
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
Property grounds

8. Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Lake Panasoffkee
9.6 out of 10, Exceptional, (53 reviews)
"Host is responsive and very accommodating. Lovely house."
United States
Nougzar B.
The price is ￥25,810
￥62,221 total
includes taxes & fees
Aug 23 - Aug 24
Heated pool & Kayaking house with a canal access in Lake Panasoffkee
Exterior

9. old Florida cottage canal front

old Florida cottage canal front
Lake Panasoffkee
8.8 out of 10, Excellent, (8 reviews)
"Host was responsive and friendly. Place is great. Neighbors are wonderful. "
United States
Jeremy A.
The price is ￥7,169
￥11,539 total
includes taxes & fees
Sep 1 - Sep 2
old Florida cottage canal front
Exterior

10. Cabin on lake panasoffkee, near top spot big bass grill

Cabin on lake panasoffkee, near top spot big bass grill
Lake Panasoffkee
8.0 out of 10, Very Good, (2 reviews)
"The cabin was so cute and cleanThe only thing I wish there was a microwave. No big deal. I heated my stuff on the stove "
United States
Mary B.
The price is ￥17,924
￥35,629 total
includes taxes & fees
Aug 17 - Aug 18
Cabin on lake panasoffkee, near top spot big bass grill
Outdoor dining

11. Private Lake View House Rental close to wonderful Big Bass Grill restaurant

Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Lake Panasoffkee
8.4 out of 10, Very Good, (5 reviews)
"Our host was very accommodating and the view was great!"
United States
heidi e.
The price is ￥29,395
￥59,773 total
includes taxes & fees
Aug 19 - Aug 20
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
Smart TV

12. Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
Collier
10.0 out of 10, Exceptional, (3 reviews)
"This was one of the most well-organized stays we have ever had through Vrbo! Everything was documented and labeled extremely well (keys, passwords, check-in and out, etc.). The house itself was fabulous, clean, comfy beds, SOFT towels, beautifully decorated. Everything we needed was provided, from cookware to the grill to beach towels to the golf cart. Highly recommended! Would definitely stay again!"
United States
KENDRA W.
The price is ￥14,339
￥56,129 total
includes taxes & fees
Aug 18 - Aug 19
Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
Interior

13. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Collier
10.0 out of 10, Exceptional, (2 reviews)
"Kelly makes her home very welcoming and is beautiful for family get togethers or just sitting quietly on the back patio.Beds kitchen and essentials were perfect Thank you Kelly for sharing your home"
United States
Rebecca B.
The price is ￥17,207
￥60,698 total
includes taxes & fees
Aug 16 - Aug 17
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
House (3 Bedrooms) | Interior

14. Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
3.0 star property
Collier
The price is ￥23,579
￥59,639 total
includes taxes & fees
Aug 16 - Aug 17
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
Dining

15. Lakefront Retreat • Patio + Grill • Pet Friendly

Lakefront Retreat • Patio + Grill • Pet Friendly
Leesburg
2.0 out of 10, (1 review)
The price is ￥12,746
￥61,479 total
includes taxes & fees
Aug 16 - Aug 17
Lakefront Retreat • Patio + Grill • Pet Friendly
Outdoor pool, a heated pool

16. Vacation Home with luxurious pool in The Villages, Florida!

Vacation Home with luxurious pool in The Villages, Florida!
Gilchrist
10.0 out of 10, Exceptional, (57 reviews)
"Enjoyed every minute of our stay beautiful home and pool. We would definitely come again."
United States
Nadine M.
The price is ￥47,318
￥105,675 total
includes taxes & fees
Aug 24 - Aug 25
Vacation Home with luxurious pool in The Villages, Florida!
TV

17. Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!

Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!
Wildwood
3.4 out of 10, (3 reviews)
"Enjoyed closeness to Brownwood Paddock. Not true 2 bedroom, 2 beds; however no sofa and no sitting chairs (had to sit on counter stools or desk chair to watch TV.) Clearly not a nonsmoking unit. Enjoyed size ."
United States
Judy B.
The price is ￥48,609
￥59,022 total
includes taxes & fees
Aug 16 - Aug 17
Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!
Property grounds

18. Charming Lake Harris with Private Boat Parking

Charming Lake Harris with Private Boat Parking
Leesburg
The price is ￥15,773
￥42,553 total
includes taxes & fees
Aug 18 - Aug 19
Charming Lake Harris with Private Boat Parking
Dining

19. Cozy Home w/ Game Room Villages and Lake Harris

Cozy Home w/ Game Room Villages and Lake Harris
Leesburg
8.8 out of 10, Excellent, (15 reviews)
"Amazing stay!"
United States
Dennis
The price is ￥12,188
￥38,734 total
includes taxes & fees
Aug 16 - Aug 17
Cozy Home w/ Game Room Villages and Lake Harris
Coffee/tea maker, fridge, microwave, stovetop

20. Newly renovated vacation house!

Newly renovated vacation house!
Lake Panasoffkee
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place"
United States
Michelle S.
The price is ￥15,773
￥20,063 total
includes taxes & fees
Aug 28 - Aug 29
Newly renovated vacation house!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleton Hotel Reviews

SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages

10/10 Excellent
"Stayed here many times. Staff is always friendly. Property could be cleaner on the outside. Landscaping is needed."
Jennifer 7-night trip
Posted less than an hour ago
SureStay Plus Hotel by Best Western The Villages

Find out more about Middleton

Search for holiday rentals in Middleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleton using one of the methods below:

  • View our selection of featured holiday rentals in Middleton
  • Use the map to find apartments and other holiday homes in the Middleton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middleton while they last

Look no further and take a look at our great range of rental properties in Middleton!

Frequently asked questions

Can I find a vacation rental in Middleton?

Yes, there are vacation rentals close to well known sights in Middleton, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Middleton has to offer?

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED: This vacation home rental near Middleton offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Middleton?

Explore the area and family-friendly sights such as The Florida International Teaching Zoo, or get out into nature at a spot like Lake Okahumpka Park. In the larger area, you’ll find Brownwood Paddock Square and Plantation Golf Club.

What’s a vacation rental in Middleton like?

A vacation rental is a private property you can book for a few weeks or just a few days in Middleton. Vacation rentals provide amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family getaway.