A lakeside community with houses and boats.

Holiday Homes in Windermere

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Windermere holiday homes

Interior

1. Tiny tropical Orlando Univesal-Disney

Tiny tropical Orlando Univesal-Disney
Orlando
6.8 out of 10, (38 reviews)
"Great stay!"
United States
Allison C.
The price is AU$171
includes taxes & fees
18 Aug - 19 Aug
Tiny tropical Orlando Univesal-Disney
Outdoor pool

2. Private Spacious Room in Home, with Pool-The Oasis Room

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (36 reviews)
"I enjoyed my stay very much. If I am ever in the area again, I would definitely stay here again. Very nice place."
United States
Matthew H.
The price is AU$155
includes taxes & fees
18 Aug - 19 Aug
Private Spacious Room in Home, with Pool-The Oasis Room
Smart TV, video games, printers

3. Mid-century Modern Villa w/ Pool Near Universal

Mid-century Modern Villa w/ Pool Near Universal
Orlando
10.0 out of 10, Exceptional, (31 reviews)
The price is AU$730
includes taxes & fees
23 Aug - 24 Aug
Mid-century Modern Villa w/ Pool Near Universal
Smart TV

4. Rose's Lakeview

Rose's Lakeview
Orlando
9.0 out of 10, Wonderful, (21 reviews)
"Comfortable, clean stay - good location for our event. "
United States
Kari B.
The price is AU$593
includes taxes & fees
12 Sept - 13 Sept
Rose's Lakeview
Interior

5. Magical Stay Near Universal Studios Florida

Magical Stay Near Universal Studios Florida
Oak Ridge
8.4 out of 10, Very good, (18 reviews)
"We had a great stay"
United States
Russell H.
The price is AU$529
includes taxes & fees
18 Aug - 19 Aug
Magical Stay Near Universal Studios Florida
Pool

6. 3 Bedrooms/ 3.5 Bathrooms/ Vista Cay (4845-148)

3 Bedrooms/ 3.5 Bathrooms/ Vista Cay (4845-148)
Orlando
8.0 out of 10, Very good, (5 reviews)
"We had a wonderful stay at your property! The neighborhood was very nice, house was clean, super easy to access. "
United States
Erika A.
The price is AU$646
includes taxes & fees
24 Aug - 25 Aug
3 Bedrooms/ 3.5 Bathrooms/ Vista Cay (4845-148)
Exterior

7. Vista Cay Retreat: Stunning 3-Level Townhome/ 3 BD/ 3.5 BA (5076-90 TC)

Vista Cay Retreat: Stunning 3-Level Townhome/ 3 BD/ 3.5 BA (5076-90 TC)
Orlando
Vista Cay Retreat: Stunning 3-Level Townhome/ 3 BD/ 3.5 BA (5076-90 TC)
Living area

8. 3-bedroom house in nice Orlando with cool AC for relaxing stay

3-bedroom house in nice Orlando with cool AC for relaxing stay
Tangelo Park
The price is AU$388
includes taxes & fees
31 Aug - 1 Sept
3-bedroom house in nice Orlando with cool AC for relaxing stay
Microwave, oven, stovetop, paper towels

9. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
10.0 out of 10, Exceptional, (6 reviews)
"Was great! Thank you "
United States
Jade L.
The price is AU$190
includes taxes & fees
18 Aug - 19 Aug
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Dining

10. Modern & Homely Entire House Orlando. Key Location!

Modern & Homely Entire House Orlando. Key Location!
Tangelo Park
10.0 out of 10, Exceptional, (16 reviews)
"Very easy and gracious hosts, highly recommended for affordable option near the parks!"
United States
Drew E.
The price is AU$605
includes taxes & fees
30 Aug - 31 Aug
Modern & Homely Entire House Orlando. Key Location!
Pool

11. 5BR house sleeps 14 with pool table in orlando

5BR house sleeps 14 with pool table in orlando
Orlando
8.0 out of 10, Very good, (1 review)
"No wash cloths, no oven mitts (left some there after ordering on Amazon), smoke detector chirping, communication with host was poor. Very slow to respond if at all."
United States
Sarah C.
The price is AU$722
includes taxes & fees
19 Aug - 20 Aug
5BR house sleeps 14 with pool table in orlando
Pool

12. 3 BD/ 2 BA/ Lucaya Village (22-102)

3 BD/ 2 BA/ Lucaya Village (22-102)
Kissimmee
The price is AU$511
includes taxes & fees
18 Aug - 19 Aug
3 BD/ 2 BA/ Lucaya Village (22-102)
Desk, WiFi, bed sheets

13. Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is AU$225
includes taxes & fees
25 Aug - 26 Aug
Studio in the heart of Orlando
Pool

14. WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
Winter Garden
10.0 out of 10, Exceptional, (34 reviews)
"Great location and a comfortable stay. "
United States
Tim S.
The price is AU$704
includes taxes & fees
8 Sept - 9 Sept
WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
Pool

15. 3 Bedroom 2 Bath Condo Disney area 8601

3 Bedroom 2 Bath Condo Disney area 8601
Orlando
9.6 out of 10, Exceptional, (47 reviews)
"Very close to all the parks we visited. "
United States
Kelly B.
The price is AU$384
includes taxes & fees
18 Aug - 19 Aug
3 Bedroom 2 Bath Condo Disney area 8601
Outdoor pool, a heated pool

16. Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
9.8 out of 10, Exceptional, (69 reviews)
"Love the location. "
United States
Jolyn W.
The price is AU$368
includes taxes & fees
18 Aug - 19 Aug
Large, beautiful, very comfortable one bedroom on small lake
Pool

17. 4 BD/ 3 BA/ Lucaya Village (21-101)

4 BD/ 3 BA/ Lucaya Village (21-101)
Kissimmee
9.2 out of 10, Wonderful, (9 reviews)
"Was a nice location close to many attractions"
United States
Tammy W.
The price is AU$682
includes taxes & fees
23 Aug - 24 Aug
4 BD/ 3 BA/ Lucaya Village (21-101)
Pool

18. 4 BD/ 3 BA/ Lucaya Village (23-108)

4 BD/ 3 BA/ Lucaya Village (23-108)
KISSIMMEE
The price is AU$670
includes taxes & fees
18 Aug - 19 Aug
4 BD/ 3 BA/ Lucaya Village (23-108)
Indoor pool

19. Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views

Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views
Orlando
9.2 out of 10, Wonderful, (73 reviews)
"Great host and excellent communication."
United States
Derek S.
The price is AU$962
includes taxes & fees
30 Aug - 31 Aug
Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views
Dining

20. 4 BD/ 3 BA/ Lucaya Village (26-108)

4 BD/ 3 BA/ Lucaya Village (26-108)
Kissimmee
The price is AU$650
includes taxes & fees
18 Aug - 19 Aug
4 BD/ 3 BA/ Lucaya Village (26-108)
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 Windermere Hotel Reviews

Walt Disney World Swan

Walt Disney World Swan

10/10 Excellent
"Le transport en bateau jusqu'a Epcot et Hollywood studios vraiment parfait merci"
Julie 3-night trip
Posted less than an hour ago
Walt Disney World Swan

Find out more about Windermere

Windermere Holiday Homes information

Number of reviews
401
Accommodation
26806 Holiday Homes
Lowest Price
AU$155
Highest Price
AU$841