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Middleton Holiday Rentals

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Check prices for these dates

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

Our top choices for Middleton holiday 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 HK$1,970
HK$4,282 total
includes taxes & fees
17 Aug - 18 Aug
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 HK$953
HK$3,060 total
includes taxes & fees
17 Aug - 18 Aug
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 HK$1,095
HK$2,286 total
includes taxes & fees
15 Aug - 16 Aug
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 HK$600
HK$1,429 total
includes taxes & fees
17 Aug - 18 Aug
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 HK$742
HK$1,612 total
includes taxes & fees
15 Aug - 16 Aug
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 HK$1,389
HK$2,873 total
includes taxes & fees
19 Aug - 20 Aug
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 HK$1,377
HK$3,568 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$1,271
HK$3,065 total
includes taxes & fees
23 Aug - 24 Aug
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 HK$353
HK$568 total
includes taxes & fees
1 Sept - 2 Sept
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 HK$883
HK$1,786 total
includes taxes & fees
15 Aug - 16 Aug
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 HK$1,448
HK$2,944 total
includes taxes & fees
19 Aug - 20 Aug
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 HK$706
HK$2,765 total
includes taxes & fees
18 Aug - 19 Aug
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 HK$848
HK$2,990 total
includes taxes & fees
15 Aug - 16 Aug
Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!
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 HK$1,161
HK$2,938 total
includes taxes & fees
15 Aug - 16 Aug
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 HK$628
HK$3,028 total
includes taxes & fees
15 Aug - 16 Aug
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 HK$2,331
HK$5,205 total
includes taxes & fees
24 Aug - 25 Aug
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 HK$2,394
HK$2,907 total
includes taxes & fees
15 Aug - 16 Aug
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 HK$777
HK$2,096 total
includes taxes & fees
18 Aug - 19 Aug
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 HK$600
HK$1,908 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$777
HK$988 total
includes taxes & fees
15 Aug - 16 Aug
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.
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Top Middleton Hotel Reviews

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

10/10 Excellent
"Jeff was very easy to get a hold of and answered all of my questions. House was very nice and clean. We would definitely stay again"
Tiffany B. 2-night trip
Posted 4 hours ago
BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

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
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  • 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 holiday rental in Middleton?

Yes, there are holiday rentals close to the most popular sights in Middleton, or you can select a more secluded option if you're looking for a relaxing stay.

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

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED: This holiday home rental outside of Middleton offers an outdoor pool, a patio and a BBQ 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 wider area, you’ll find Brownwood Paddock Square and Plantation Golf Club.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.