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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Villas in Windermere

Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911
Exterior

Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911

The price is AU$949
includes taxes & fees
10 Sept - 11 Sept
Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911
Banana Leaf Villa- Book your gathering today!
Outdoor dining

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very good, (3)
"The management team was superb. She was very helpful and even went above me expectations."
The price is AU$160
includes taxes & fees
9 Sept - 10 Sept
Banana Leaf Villa- Book your gathering today!
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
Villa, 4 Bedrooms | Exterior

Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home

3.0 star property
The price is AU$885
includes taxes & fees
16 Sept - 17 Sept
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Exterior

Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf

9.2 out of 10, Wonderful, (243)
"This was a great stay. Would come back."
The price is AU$419
includes taxes & fees
14 Sept - 15 Sept
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Splendid Lake View Villa With Heated Pool/spa Near Disney
Outdoor pool, a heated pool, pool loungers

Splendid Lake View Villa With Heated Pool/spa Near Disney

9.2 out of 10, Wonderful, (36)
"We totally enjoyed everything,the host extremely friendly and helpful. I would go back and would recommend this property to any families or just friends to go and relax."
The price is AU$732
includes taxes & fees
7 Sept - 8 Sept
Splendid Lake View Villa With Heated Pool/spa Near Disney
Amazing Villa with south facing pool and conservation view
Pool

Amazing Villa with south facing pool and conservation view

9.8 out of 10, Exceptional, (211)
"Clean Property, pool and hot tub are heated with natural gas so it is very warm on those cool January dayswould definitely stay here again. "
The price is AU$747
includes taxes & fees
1 Oct - 2 Oct
Amazing Villa with south facing pool and conservation view
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Villa, 4 Bedrooms | Aerial view

Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa

3.0 star property
8.0 out of 10, Very good, (1)
"Loved the pool. Furniture serviceable not super comfy. Plan to bring in your own toilet paper, dish soap etc, they provide a very minimal amount of everything. "
The price is AU$824
includes taxes & fees
8 Sept - 9 Sept
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Outdoor pool, a heated pool

MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests

8.4 out of 10, Very good, (29)
"I booked the property for the weekend. The pool and hot tub were amazing! My children 5 and 1 both enjoyed their Winnie yhe Pooh room. My niece and son loved all the costumes in the closet and played dress up. The only downside was that the A/C too cold and we couldn't adjust it but there're worst things. Overall, a nice stay and a great time. "
The price is AU$671
includes taxes & fees
9 Sept - 10 Sept
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Villa, 6 Bedrooms | Property grounds

Perennial Paradise At Solterra Resort 6 Bedroom Condo

3.0 star property
The price is AU$1,002
includes taxes & fees
8 Sept - 9 Sept
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Close to Disney - shabby chic style villa with private pool!!
Exterior

Close to Disney - shabby chic style villa with private pool!!

9.4 out of 10, Exceptional, (120)
"We loved our stay in this cute home. It was just what my family and I were looking for. Pool was great, beds were comfortable and a/c worked great. The location is the absolute best!!!"
The price is AU$541
includes taxes & fees
7 Sept - 8 Sept
Close to Disney - shabby chic style villa with private pool!!
Pet Friendly Tiny Home Adventure in Bustling Clermont!
Exterior

Pet Friendly Tiny Home Adventure in Bustling Clermont!

10.0 out of 10, Exceptional, (12)
"Very cool place, extremely neat and clean and much more comfortable than an RV."
The price is AU$420
includes taxes & fees
3 Oct - 4 Oct
Pet Friendly Tiny Home Adventure in Bustling Clermont!
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Villa, 5 Bedrooms | Exterior

5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa

3.0 star property
The price is AU$990
includes taxes & fees
7 Sept - 8 Sept
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Simile · Disney Villa - Game Room - Movie Theater - Pool
Pool

Simile · Disney Villa - Game Room - Movie Theater - Pool

10.0 out of 10, Exceptional, (23)
"Great place to stay"
The price is AU$986
includes taxes & fees
7 Sept - 8 Sept
Simile · Disney Villa - Game Room - Movie Theater - Pool
Debany Staycation near Disney
Exterior

Debany Staycation near Disney

10.0 out of 10, Exceptional, (6)
"All around wonderful experience."
The price is AU$641
includes taxes & fees
7 Sept - 8 Sept
Debany Staycation near Disney
5br Pool Villa At Providence Golf & Country Club 5 Bedroom Villa
Villa, 5 Bedrooms | Exterior

5br Pool Villa At Providence Golf & Country Club 5 Bedroom Villa

The price is AU$1,120
includes taxes & fees
8 Sept - 9 Sept
5br Pool Villa At Providence Golf & Country Club 5 Bedroom Villa
2933 Fable Street · 33 Disney Villa Game Room Movie Theater Pool
Pool

2933 Fable Street · 33 Disney Villa Game Room Movie Theater Pool

10.0 out of 10, Exceptional, (14)
"Great accomodations"
The price is AU$979
includes taxes & fees
7 Sept - 8 Sept
2933 Fable Street · 33 Disney Villa Game Room Movie Theater Pool
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
Exterior

Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola

10.0 out of 10, Exceptional, (26)
"i had such a great time staying here. the place is super cute and spacious. it definitely made my trip more enjoyable. cord and paige were also great hosts to work with. definitely would recommend!!"
The price is AU$299
includes taxes & fees
23 Sept - 24 Sept
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Indoor pool

7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!

9.8 out of 10, Exceptional, (16)
"We stayed here for a golf trip in Orlando and it is fantastic property for a large group with plenty of spacious bedrooms and top notch amenities to offer."
The price is AU$930
includes taxes & fees
16 Sept - 17 Sept
7BR Lakefront Duplex w/ Pool, Sauna & Hot Tub!
Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa
Villa, 6 Bedrooms | Pool

Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa

3.0 star property
Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa
🌿Welcome to the Jungle🌿
Outdoor pool, a heated pool

🌿Welcome to the Jungle🌿

9.0 out of 10, Wonderful, (16)
"As advertised, safe and quiet neighborhood, the house was wonderful and the grandkids had a great time in pool and jacuzzi."
The price is AU$709
includes taxes & fees
29 Sept - 30 Sept
🌿Welcome to the Jungle🌿
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

Find out more about Windermere

Find out more about Windermere

Windermere Villas information

Number of reviews
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9995 Villas
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Highest Price

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Frequently asked questions

How much do villas in Windermere cost?
Expect to pay between and per night for villas in Windermere. Whatever your budget, a perfect getaway is just a few clicks away on Expedia. This price was 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.
How many villas are there in Windermere?
Windermere has 9995 villas to select from. Find your next perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our handy filter tool.
What is there to do near my villa in Windermere?
You'll find loads of wonderful things to put on your itinerary in Windermere. Make tracks to attractions like Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park. Epcot®, Universal's Islands of Adventure and Discovery Cove are other must-see's.