We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Windermere, FL

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 1,598 Rentals in the Windermere Area
loading...
From
₹13,170
Per Night
Windermere
5 Bedrooms, 4 Bathrooms, Sleeps 10
18 photos Details
Make Enquiry

The following rentals are within 15 kilometres of Windermere, Florida.

From
₹53,879
Per Week
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
21 photos Details
Reviews (1) Make Enquiry
From
₹6,885
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (69) Make Enquiry
Also consider
Orlando New Year's Vacation Rental - 2br/2ba suite
2 Bedrooms, sleeps 6
₹9,519 - ₹11,913 / night
Luxurious 5 Bedroom Villa on the Glenbrook Resort
5 Bedrooms, sleeps 10
₹8,740 - ₹11,973 / night
3 Bedrooms at Vista Cay - VC 19
3 Bedrooms, sleeps 6
₹6,885 - ₹9,519 / night
" The Purple Heather "
5 Bedrooms, sleeps 12
₹4,729 / night
From
₹5,927
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (1) Make Enquiry
From
₹8,321
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 10
12 photos Details
Reviews (1) Make Enquiry
From
₹7,723
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
15 photos Details
Reviews (19) Make Enquiry
From
₹11,315
Per Night
Orlando
6 Bedrooms, 3 Bathrooms, Sleeps 14
15 photos Details
Reviews (9) Make Enquiry
From
₹11,315
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
15 photos Details
Reviews (37) Make Enquiry
Get the List
From
₹6,885
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (24) Make Enquiry
From
₹59,986
Per Week
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
Reviews (7) Make Enquiry
From
₹14,966
Per Night
Orlando
7 Bedrooms, 5 Bathrooms, Sleeps 16
19 photos Details
Reviews (4) Make Enquiry
From
₹9,519
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Enquiry
From
₹12,811
Per Night
Orlando
2 Bedrooms, Sleeps 6
10 photos Details
Reviews (1) Make Enquiry
From
₹8,082
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 10
52 photos Details
Reviews (18) Make Enquiry
From
₹7,783
Per Night
Orlando
3 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
Reviews (24) Make Enquiry
From
₹8,681
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
Reviews (5) Make Enquiry
From
₹11,674
Per Night
Orlando
6 Bedrooms, 4 Bathrooms, Sleeps 12
37 photos Details
Reviews (57) Make Enquiry
From
₹5,148
Per Night
Winter Garden
3 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Reviews (6) Make Enquiry
From
₹10,117
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
24 photos Details
Reviews (1) Make Enquiry
From
₹8,980
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
8 photos Details
Reviews (3) Make Enquiry
From
₹3,233
Per Night
Orlando
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (1) Make Enquiry
From
₹8,082
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
20 photos Details
Reviews (9) Make Enquiry
From
₹12,692
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
20 photos Details
Reviews (40) Make Enquiry
From
₹8,980
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Enquiry
From
₹4,729
Per Night
Orlando
1 Bedroom, 2 Bathrooms, Sleeps 6
37 photos Details
Reviews (96) Make Enquiry
From
₹14,667
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
45 photos Details
Reviews (12) Make Enquiry
From
₹5,987
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 7
25 photos Details
Reviews (2) Make Enquiry
From
₹7,783
Per Night
Orlando
4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details
Reviews (3) Make Enquiry
From
₹6,286
Per Night
Orlando
2 Bedrooms, 2 Bathrooms, Sleeps 6
25 photos Details
Reviews (1) Make Enquiry
From
₹6,885
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 8
43 photos Details
Reviews (7) Make Enquiry
From
₹8,381
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Reviews (8) Make Enquiry
From
₹10,776
Per Night
Orlando
5 Bedrooms, 5 Bathrooms, Sleeps 10
50 photos Details
Reviews (97) Make Enquiry
From
₹9,758
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
20 photos Details
Reviews (3) Make Enquiry
From
₹71,839
Per Week
Orlando
6 Bedrooms, 6 Bathrooms, Sleeps 14
36 photos Details
Reviews (6) Make Enquiry
From
₹6,585
Per Night
Orlando
4 Bedrooms, 2 Bathrooms, Sleeps 10
34 photos Details
Reviews (1) Make Enquiry
From
₹8,082
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 11
29 photos Details
Reviews (3) Make Enquiry
From
₹5,089
Per Night
Orlando
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (17) Make Enquiry
From
₹7,184
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 12
38 photos Details
Reviews (3) Make Enquiry
From
₹14,787
Per Night
Orlando
4 Bedrooms, Sleeps 9
13 photos Details
Reviews (1) Make Enquiry
From
₹8,381
Per Night
Orlando
5 Bedrooms, 4 Bathrooms, Sleeps 13
21 photos Details
Reviews (3) Make Enquiry
Go to map view
Book Online(505)
Use filters to find the best results!

Suitability

  • Wheelchair access (156)
  • Elder access (378)
  • Suitable for children (492)
  • Pet friendly (42)
  • Smoking allowed (39)

Amenities

  • Air Conditioning (1,094)
  • Internet (1,013)
  • All pools (665)
  • Washer/Dryer (519)
  • Public pool (514)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities