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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Windermere cottages

1 bedroom, desk, iron/ironing board, free WiFi
Downtown Cottage

Downtown Cottage

Downtown Cottage
Colonialtown North
8.4 out of 10, Very Good, (7)
"Clean perfect location for what we needed "
United States
Jerred B.
The price is AED 182
AED 588 total
includes taxes & fees
8 Jan - 9 Jan
Downtown Cottage
Interior
Tiny Hidden Cottage

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (60)
"Check in process and house were both great. "
United States
Marc H.
The price is AED 261
AED 531 total
includes taxes & fees
6 Jan - 7 Jan
Tiny Hidden Cottage
Exterior
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (31)
"One of our best stays. "
United States
matthew m.
The price is AED 423
AED 1,206 total
includes taxes & fees
8 Jan - 9 Jan
Incredible Private Lakefront Cottage Retreat
Exterior
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,

Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Altamonte Springs
8.6 out of 10, Excellent, (18)
"Lots of room to spend time with family and friends. Great location, easy to move around Orlando from here."
United States
Rachael C.
The price is AED 503
AED 1,159 total
includes taxes & fees
13 Jan - 14 Jan
Garden Cottage-Swim/Spa sleeps 6 Ctrl Orlando Disney Universal SeaWorld Beaches,
Exterior
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
10.0 out of 10, Exceptional, (30)
"Absolutely beautiful place, fully equipped and close to everything. We very much enjoyed our stay."
United States
Sara R.
The price is AED 744
AED 1,323 total
includes taxes & fees
8 Jan - 9 Jan
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
House (3 Bedrooms) | Interior
Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio

Upstay: Bright Family-friendly Retreat With Patio
3.0 star property
Chatham Park
The price is AED 305
AED 967 total
includes taxes & fees
27 Jan - 28 Jan
Upstay: Bright Family-friendly Retreat With Patio
Microwave, stovetop
Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE

Tiny house close to Disney KISSIMMEE
2.0 star property
Kissimmee
8.6 out of 10, Excellent, (4)
"Just needed a place to stay close to Disney for the night and the place was clean and easy to check in and out. "
United States
Jena B.
The price is AED 294
AED 678 total
includes taxes & fees
12 Jan - 13 Jan
Tiny house close to Disney KISSIMMEE
Interior
Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions

Family-Friendly Cottage Near Orlando’s Top Attractions
Kissimmee
10.0 out of 10, Exceptional, (1)
"Perfect location to enjoy Universal Epic and Islands of Adventure with only a 15 minute ride. The beds were very comfortable and the place is clean. We were welcomed with a cute sign, bottled water and cookies. Will definitely stay here again!"
United States
Joyce R.
The price is AED 331
AED 744 total
includes taxes & fees
7 Jan - 8 Jan
Family-Friendly Cottage Near Orlando’s Top Attractions
Exterior
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee

Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Kissimmee
10.0 out of 10, Exceptional, (2)
"We stayed and visited universal snd drove to Jacksonville it was a cute cottage"
United States
Jennifer b.
The price is AED 474
AED 1,191 total
includes taxes & fees
31 Jan - 1 Feb
Beautiful Cottage! Your Home Away From Home. 4 miles from Disney, Kissimmee
Property grounds
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC

Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Kissimmee
The price is AED 324
AED 782 total
includes taxes & fees
6 Jan - 7 Jan
Mickey's Hideaway Cottage 4 miles from Disney in Kissimmee with WiFi and AC
Interior
Watersong Swanky

Watersong Swanky

Watersong Swanky
3.0 star property
Davenport
The price is AED 1,243
AED 3,692 total
includes taxes & fees
8 Jan - 9 Jan
Watersong Swanky
Exterior
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD

MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
Davenport
5.0 out of 10, (2)
"Needs some upgrades. The bed was a full size, very small for a couple, should really think of upgrading to a king. Pans were old and could use replacing. Bugs and ants constant. Shower was small. Very small tv. Stovetop had missing nob and was difficult to operate. Definitely needs upgrading, left a day early, didn’t feel comfortable there. "
United States
Rebecca F.
The price is AED 294
AED 609 total
includes taxes & fees
6 Jan - 7 Jan
MID CENTURY TINY FOREST HOME CLOSE TO DISNEY WORLD
House (4 Bedrooms) | Interior
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
3.0 star property
Indian Ridge
The price is AED 426
AED 1,732 total
includes taxes & fees
10 Jan - 11 Jan
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Exterior
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney

"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Kissimmee
9.8 out of 10, Exceptional, (7)
"Wonderful place to stay overnight. Nice furnishings. Good room layout for family. Convenience of washer and dryer. Host was quick and responsive. Thank you for a terrific stay."
United States
George L.
The price is AED 360
AED 1,019 total
includes taxes & fees
11 Jan - 12 Jan
"Casa Kiwi" Margaritaville Cottage 5 minutes to Disney
Exterior
Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.

Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.

Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.
Kissimmee
10.0 out of 10, Exceptional, (1)
"Awesome Time"
United States
Joe R.
Anchor Cottage with Private Pool near Disney and Margaritaville Resort & Island.
House (4 Bedrooms) | Interior
Upstay: Pet-friendly Family Home w Pool & Sundeck

Upstay: Pet-friendly Family Home w Pool & Sundeck

Upstay: Pet-friendly Family Home w Pool & Sundeck
3.0 star property
Kissimmee
The price is AED 342
AED 1,168 total
includes taxes & fees
6 Jan - 7 Jan
Upstay: Pet-friendly Family Home w Pool & Sundeck
Exterior
Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.

Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.

Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.
Kissimmee
8.0 out of 10, Very Good, (2)
"Wonderful"
United States
Anonymous traveler
Sandy Cottage! 3 Miles from Disney with Margaritaville Resort & Island H2O.
Property grounds
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.

Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Kissimmee
Seas the Day Cottage near Disney with Margaritaville Resort & Island H2O Access.
Exterior
The Pearl Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

The Pearl Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.

The Pearl Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Kissimmee
The Pearl Cottage near Disney with Margaritaville Resort & Island H20 Waterpark.
Exterior
Sandy White Cottage near Disney with Private Hot Tub & Margaritaville Resort &.

Sandy White Cottage near Disney with Private Hot Tub & Margaritaville Resort &.

Sandy White Cottage near Disney with Private Hot Tub & Margaritaville Resort &.
Kissimmee
Sandy White Cottage near Disney with Private Hot Tub & Margaritaville Resort &.
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

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"I only wished I had stayed longer.....love love love"
Shaneka 2-night trip
Posted 1 day ago
Lake Buena Vista Resort Village & Spa

Frequently asked questions

How much do cottages in Windermere cost?
Rates for cottages in Windermere range between AED 531 and AED 3,692 per night. Whatever your budget, you'll find an ideal place to get reacquainted with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Windermere with Expedia?
Reserving a cottage in Windermere is as simple as working out your travel dates and selecting your ideal place for outdoor recreation and relaxation. From luxurious retreats to low-cost stays and cottages that have amenities like laundry facilities, Expedia has something for all traveler styles. As for awesome deals? We've got them as well!
How can I find cheap cottages in Windermere?
Expedia is here to help you locate cheap cottages in Windermere. To reserve your perfect stay in a couple of quick clicks, try out the filter tool to refine your search by star rating, budget and amenities.

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