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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Villas in Windermere

Our top choices for Windermere villas

Banana Leaf Villa- Book your gathering today!
Interior

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 NZ$176
includes taxes & fees
1 Sept - 2 Sept
Banana Leaf Villa- Book your gathering today!
Completely Renovated 3/2 Close to Disney parks
Fridge, cookware/dishes/utensils, ice maker

Completely Renovated 3/2 Close to Disney parks

10.0 out of 10, Exceptional, (20)
"This rental provides great amenities at such a reasonable cost. We will definitely return here if we come back to the Orlando area. "
Completely Renovated 3/2 Close to Disney parks
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 NZ$979
includes taxes & fees
16 Sept - 17 Sept
Gilded Parasol By Shine Villas Remington Golf #410 4 Bedroom Home
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. "
Amazing Villa with south facing pool and conservation view
Greenview Bliss By Shine Villas #031 5 Bedroom Villa
Villa, 5 Bedrooms | Exterior

Greenview Bliss By Shine Villas #031 5 Bedroom Villa

3.0 star property
8.0 out of 10, Very good, (1)
"Perfect "
The price is NZ$1,148
includes taxes & fees
30 Aug - 31 Aug
Greenview Bliss By Shine Villas #031 5 Bedroom Villa
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 NZ$922
includes taxes & fees
1 Sept - 2 Sept
Sun Living: Golf Community, Private Pool 809 4 Bedroom Villa
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Villa, 6 Bedrooms | Pool

Perennial Paradise At Solterra Resort 6 Bedroom Condo

3.0 star property
The price is NZ$1,111
includes taxes & fees
1 Sept - 2 Sept
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Close to Disney - shabby chic style villa with private pool!!
Pool

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 NZ$600
includes taxes & fees
10 Sept - 11 Sept
Close to Disney - shabby chic style villa with private pool!!
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Villa, Multiple Bedrooms | Pool

Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa

3.0 star property
Treat Retreat @ Storey Lake By Shine Villas #418 7 Bedroom Villa
Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa
Villa, 3 Bedrooms | Aerial view

Surfstyle At Margaritaville By Shine Villas 022 3 Bedroom Villa

3.0 star property
Surfstyle At Margaritaville By Shine Villas 022 3 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 NZ$852
includes taxes & fees
2 Sept - 3 Sept
🌿Welcome to the Jungle🌿
Banana Leaf Villa- Book your gathering today!
TV, offices

Banana Leaf Villa- Book your gathering today!

2.0 star property
8.0 out of 10, Very good, (1)
The price is NZ$176
includes taxes & fees
1 Sept - 2 Sept
Banana Leaf Villa- Book your gathering today!
Simile · Disney Villa - Game Room - Movie Theater - Pool
Outdoor dining

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

10.0 out of 10, Exceptional, (23)
"Great place to stay"
Simile · Disney Villa - Game Room - Movie Theater - Pool
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Property grounds

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 NZ$850
includes taxes & fees
1 Sept - 2 Sept
MAGIC 5* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
Terrace/patio

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 NZ$332
includes taxes & fees
10 Sept - 11 Sept
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
Debany Staycation near Disney
Smart TV, video games, table football

Debany Staycation near Disney

10.0 out of 10, Exceptional, (6)
"All around wonderful experience."
Debany Staycation near Disney
Leslies Retreat At Solterra Resort 6 Bedroom Home
Villa, 6 Bedrooms | Pool

Leslies Retreat At Solterra Resort 6 Bedroom Home

3.0 star property
The price is NZ$1,231
includes taxes & fees
3 Sept - 4 Sept
Leslies Retreat At Solterra Resort 6 Bedroom Home
New 4BR Villa Themed Beds Magic
Villa

New 4BR Villa Themed Beds Magic

2.0 star property
10.0 out of 10, Exceptional, (1)
"The house was immaculate and the owners were very responsive to any needs we had."
New 4BR Villa Themed Beds Magic
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Villa, 5 Bedrooms | Pool

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

3.0 star property
The price is NZ$1,108
includes taxes & fees
8 Sept - 9 Sept
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Sebastian Pool Villa W Spa
Villa, Accessible

Sebastian Pool Villa W Spa

2.0 star property
The price is NZ$948
includes taxes & fees
29 Aug - 30 Aug
Sebastian Pool Villa W Spa
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
1,694
Accommodation
9995 Villas
Lowest Price
Highest Price

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Frequently asked questions

How much do villas in Windermere cost?
You'll pay between and per night for villas in Windermere. Whatever your budget, an epic escape is only a few clicks away on Expedia. 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.
How many villas are there in Windermere?
Reclaim your holiday days and pick from 9995 villas in Windermere. For a family adventure, a romantic break or anything in between, Expedia can help you find the right place in a few simple clicks.
What is there to do near my villa in Windermere?
Once you've unpacked your suitcases, set out and discover the incredible things Windermere has to offer. Isleworth Golf and Country Club is a top attraction to add to your must-see list.