Windermere Cabin Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cabin Rentals in Windermere

Mouse House Cabin: Disney's Legacy Fort Wilderness Cabin in Kissimmee

Mouse House Cabin: Disney's Legacy Fort Wilderness Cabin in Kissimmee

Kissimmee FL
With a stay at this cabin in Kissimmee, you'll be a 4-minute drive from Old Town and 10 minutes from Orlando Vineland Premium Outlets.
Pool
Hot Tub
Comfortable cabin very close to Disney and tourism (pets welcome)

Comfortable cabin very close to Disney and tourism (pets welcome)

2 out of 5
Kissimmee FL
With a stay at this cabin in Kissimmee, you'll be a 3-minute drive from Old Town and 9 minutes from Orlando Vineland Premium Outlets.
Pool
Hot Tub
Hidden Disney Cabin w/playground- Close to theme parks!

Hidden Disney Cabin w/playground- Close to theme parks!

Davenport FL
With a stay at this cabin in Davenport (Loughman), you'll be within a 15-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club.
Pool
Kitchen
Black Bear Lodge

Black Bear Lodge

3.5 out of 5
9417 Trout Lake Road Ocoee FL
With a stay at this cabin in Ocoee (Clarcona), you'll be a 5-minute drive from Clarcona Horseman's Park and 9 minutes from AdventHealth Apopka.
Pool
Pet friendly
LAKEFRONT- peaceful hideaway, short drive to attractions, springs and beaches.

LAKEFRONT- peaceful hideaway, short drive to attractions, springs and beaches.

2 out of 5
Clermont FL
When you stay at this cabin in Clermont, you'll be 11 minutes by foot from Lake Louisa State Park.
Kitchen
Washer
Cozy cabin in cool Clermont with WiFi, AC

Cozy cabin in cool Clermont with WiFi, AC

Clermont FL
With a stay at this cabin in Four Corners, you'll be within a 15-minute drive of Walt Disney World® Resort and Old Town.
Dryer
Air conditioning
Champions Gate Exec Villas- 1565pd

Champions Gate Exec Villas- 1565pd

3.5 out of 5
1565 Plunker Drive Davenport FL
With a stay at this cabin in Four Corners (Champions Gate), you'll be within a 15-minute drive of Reunion Resort Golf Course and Mystic Dunes Golf Club.
Pool
Parking included
3-bedroom cabin in gorgeous Clermont with AC

3-bedroom cabin in gorgeous Clermont with AC

2 out of 5
Clermont FL
$279 nightly
The price is $307 total per night
$307 total
Dec 6 - Dec 7
Total with taxes and fees
With a stay at this cabin in Clermont (Vacation Village), you'll be within a 5-minute drive of Kings Ridge Driving Range and Lake Louisa State Park.
Pet friendly
Air conditioning
Romantic getaway. Cabin w/ Jacuzzi

Romantic getaway. Cabin w/ Jacuzzi

2 out of 5
Kissimmee FL
$246 nightly
The price is $276 total per night
$276 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
Located in Kissimmee, this cabin is a 1-minute drive from Lake Tohopekaliga and 7 minutes from Shingle Creek Regional Park.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Windermere
View all properties
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.

Windermere Cabin Rentals essential information

Accommodation
10 Cabin Rentals
Lowest Price
$276
Highest Price
$307
Popular accommodation
Mouse House Cabin: Disney's Legacy Fort Wilderness Cabin in Kissimmee, Comfortable cabin very close to Disney and tourism (pets welcome), Hidden Disney Cabin w/playground- Close to theme parks!, Black Bear Lodge, LAKEFRONT- peaceful hideaway, short drive to attractions, springs and beaches., Cozy cabin in cool Clermont with WiFi, AC, Champions Gate Exec Villas- 1565pd, 3-bedroom cabin in gorgeous Clermont with AC, Romantic getaway. Cabin w/ Jacuzzi

Explore more Cabin Rentals

Types of Hotels

Top 20 Windermere Hotels

Hotels Near Windermere

Top Hotel Brands

Hotels By Star Rating

Cities near Windermere