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Check prices for these dates

Next weekend
9 Jum. I - 11 Jum. I
In two weeks
16 Jum. I - 18 Jum. I
In one month
30 Jum. I - 1 Jum. II
In two months
27 Jum. II - 29 Jum. II

Compare 9715 Villas in Windermere with updated reviews, rates, and availability.

Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (352)
"This was our first time staying there and weā€™ve been to many other places and we loved this one by far!!! Everything was great. Just wish there were dressers to put our clothes in thanks"
Lakeview Luxury Villa with Everything
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (404)
"Loved all the amenities. "
Modern Luxury Villa with Everything
Lakeview Luxury Villa with Everything
Pool

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (85)
"Lovely place, clean and easy communication with host. Would certainly stay again."
Lakeview Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (351)
"Very clean and quiet location! Close to the parks and restaurants. The pool area on the property was very fun and convenient for our 3 year old! "
Ultimate Lakeview Villa with Everything!
Modern Luxury Villa with Everything
Pool

Modern Luxury Villa with Everything

9.6 out of 10, Exceptional, (220)
"This stay was great, and we will be keeping this listing on our list for when we return to Orlando."
Modern Luxury Villa with Everything
Ultimate Lakeview Villa with Everything!
Pool

Ultimate Lakeview Villa with Everything!

9.4 out of 10, Exceptional, (108)
"Great location and awesome home. We had a really good time and it met all of our needs. "
Ultimate Lakeview Villa with Everything!
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, DVD player, books, stereo

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

9.6 out of 10, Exceptional, (112)
"We had a great stay at this home, we had a fun day by the pool! "
The price is SARĀ 544
SARĀ 1,580 total
includes taxes & fees
18 May - 19 May
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
Outdoor pool, a heated pool

Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool

9.8 out of 10, Exceptional, (228)
"Perfect house for family of 6 making a week-long trip to Disney. Parks were a quick 10-15 min drive and kids enjoyed the play room on our day off. "
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Fridge, microwave, oven, stovetop

JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A

9.6 out of 10, Exceptional, (105)
"I really liked the property because of its cleanliness, good location and super calm"
JUST REMODELED!! 3BR/2BR Chic Villa Near Disney UNIT A
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
Outdoor pool, a heated pool

Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney

2.0 star property
8.4 out of 10, Very Good, (8)
"We were there for a work conference and church the house was perfect for our group. Our host was outstanding with all the info we needed for a great stay."
Luxury 7 bedroom Villa on the gated Bellavida Resort, close to everything Disney
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Pool

4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192

10.0 out of 10, Exceptional, (280)
"The location was close to everything and the size of the house was perfect for our family size."
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Beautiful lake view villa
Outdoor pool, a heated pool

Beautiful lake view villa

9.2 out of 10, Wonderful, (75)
"Great property! Within 30 minutes of all major attractions in the area. Lots of space, clean, screened pool area, quiet neighborhood. This was our second stay at this house and we would definitely stay there again!"
Beautiful lake view villa
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!
Outdoor pool, a heated pool

A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!

9.4 out of 10, Exceptional, (85)
"We enjoyed our stay with all the family together. The kids enjoyed the pool to the fullest!!"
A 6 Bedroom Home at Solterra Resort with Pool & Spa with a Nice Lake View!
Modern Villa less than 10 minutes from Disney
Outdoor pool, a heated pool

Modern Villa less than 10 minutes from Disney

9.8 out of 10, Exceptional, (112)
"Our family had a great trip and the kids loved all the amenities the home and resort had to offer. We were close to the attractions as well as any errands or supplies that were needed. The owner was extremely attentive and friendly and provided great tips. We will be back!"
Modern Villa less than 10 minutes from Disney
Ultimate New Encore Home Modern Furnishings Throughout
A heated pool

Ultimate New Encore Home Modern Furnishings Throughout

8.4 out of 10, Very Good, (26)
"Perfect 8 bedroom house. Enough room for each person in my group. Accurate pictures and the place was nice and enjoyable. "
Ultimate New Encore Home Modern Furnishings Throughout
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C
Pool

NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C

9.8 out of 10, Exceptional, (155)
"Great home, management company was helpful. Would definitely stay again."
NEW LISTING! 4 Bed/4 Bath Home W/ South Facing Pool And Game room with A/C
Close to Disney and Universal
Exterior

Close to Disney and Universal

9.8 out of 10, Exceptional, (95)
"Excellent location, the house is full equipted, we made turkey for Thanksgiving even!. Tons of amenites to use, parking space. The host was super responsive, always checking and answering our questions. We had a great time! Thanks!"
Close to Disney and Universal
Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View
Interior

Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View

7.0 out of 10, Good, (2)
"Very beautiful place and the host are very quick at responding! Will definitely book again!"
Spacious 7-Bedroom Home at Bella Vida Resort with Conservation View
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Outdoor pool, a heated pool

Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!

10.0 out of 10, Exceptional, (230)
"Great place near the action but with the option to stay back and enjoy the included amenities. The hot tub was a particularly favorite at night after the parks."
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort
A heated pool

Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated Resort

8.6 out of 10, Excellent, (17)
"Check in was easy house was clean I would stay here again my kids loved the theme rooms "
Awesome Movie Themed 6 Bedroom Villa, Private Pool/Spa in Gated 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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Other property types in Windermere

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very Good, (2023)
"We will definitely stay there again"
The price is SARĀ 290
SARĀ 393 total
includes taxes & fees
6 May - 7 May
Vacation Village at Parkway
Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8649)
"Great family spot"
The price is SARĀ 604
SARĀ 790 total
includes taxes & fees
4 May - 5 May
Lake Buena Vista Resort Village & Spa
Summer Bay Orlando by Exploria Resorts
5 outdoor pools, pool umbrellas, sun loungers

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very Good, (5395)
"All around wonderful place to stay, staff very helpful, we will definitely be back."
The price is SARĀ 456
SARĀ 631 total
includes taxes & fees
20 May - 21 May
Summer Bay Orlando by Exploria Resorts
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.

Frequently asked questions

How much do villas in Windermere cost?
Youā€™ll pay between SAR 544 and SAR 544 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.
What are the best villas in Windermere?
Guests look forward to staying at Westgate Lakes Resort And Spa. Base yourself at this 3.5-star property which features a dock and a swimming pool. Villa Manuel Lakeview 3 Bedroom Condo By Redawning is another highly rated option to look into. Put your bags down at this 3.5-star stay and make the most of conveniences such as a barbecue grill and a swimming pool. Youā€™ll have your pick of multiple villas in Windermere with a total average guest review rating of 9.4.
How many villas are there in Windermere?
Reclaim your vacation days and pick from 9715 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.