Search Villas in Windermere

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Windermere Villas

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

Last Minute Disney Getaway! Luxury Villa with Private Pool. Book Now! #115911
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 £82
includes taxes & fees
21 Aug - 22 Aug
Banana Leaf Villa- Book your gathering today!
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)
"Very good villa; very comfortable beds and in a great location on the 192, close to shops, parks and restaurants."
The price is £261
includes taxes & fees
25 Aug - 26 Aug
Close to Disney - shabby chic style villa with private pool!!
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. "
The price is £177
includes taxes & fees
25 Aug - 26 Aug
Completely Renovated 3/2 Close to Disney parks
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 £155
includes taxes & fees
4 Sept - 5 Sept
Top 1% College Park GuestHouse Villa/Oasis - Mins to DT ORL/Winter Park & Eola
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 £433
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. "
The price is £352
includes taxes & fees
2 Sept - 3 Sept
Amazing Villa with south facing pool and conservation view
Close to Disney! Luxury 7-Bedroom Villa, 4 King Suites!
A heated pool

Close to Disney! Luxury 7-Bedroom Villa, 4 King Suites!

8.8 out of 10, Excellent, (83)
"Great location to parks. House was perfect in accommodating 14 family members with 7 bedrooms. Pool was fantastic and nicely heated. Would stay again."
The price is £624
includes taxes & fees
22 Aug - 23 Aug
Close to Disney! Luxury 7-Bedroom Villa, 4 King Suites!
New 4BR Villa Themed Beds Magic
Villa | 4 bedrooms

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."
The price is £389
includes taxes & fees
20 Aug - 21 Aug
New 4BR Villa Themed Beds Magic
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Villa, 5 Bedrooms | Pool | A heated pool

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

3.0 star property
The price is £479
includes taxes & fees
8 Sept - 9 Sept
5 Bed Bliss At Solterra By Shine Villas 121 5 Bedroom Villa
Splendid Lake View Villa With Heated Pool/spa Near Disney
Fridge, microwave, oven, stovetop

Splendid Lake View Villa With Heated Pool/spa Near Disney

9.2 out of 10, Wonderful, (35)
"It was an overall great stay. Claire was extremely accommodating for our short trip! The pool and outside amenities were great. She was able to help us have a smooth and fun weekend."
The price is £360
includes taxes & fees
20 Aug - 21 Aug
Splendid Lake View Villa With Heated Pool/spa Near Disney
Vibrant Tiny Home Adventure in Bustling Clermont!
Fridge, microwave, oven, stovetop

Vibrant 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 £174
includes taxes & fees
20 Aug - 21 Aug
Vibrant Tiny Home Adventure in Bustling Clermont!
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 £519
includes taxes & fees
24 Aug - 25 Aug
Perennial Paradise At Solterra Resort 6 Bedroom Condo
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
Villa, 5 Bedrooms | Pool | A heated pool

Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa

3.0 star property
The price is £486
includes taxes & fees
25 Aug - 26 Aug
Brilliance At Solterra Resort By Shine Villas #092 5 Bedroom Villa
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 £513
includes taxes & fees
30 Aug - 31 Aug
Greenview Bliss By Shine Villas #031 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 £497
includes taxes & fees
21 Aug - 22 Aug
2933 Fable Street · 33 Disney Villa Game Room Movie Theater Pool
Tranquilo Villa A Shine Villas Property In Tuscan Hills 5 Bedroom Villa
Villa, 5 Bedrooms | Children’s area

Tranquilo Villa A Shine Villas Property In Tuscan Hills 5 Bedroom Villa

3.0 star property
The price is £475
includes taxes & fees
14 Sept - 15 Sept
Tranquilo Villa A Shine Villas Property In Tuscan Hills 5 Bedroom Villa
Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney
A heated pool

Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney

8.4 out of 10, Very good, (132)
"Extended family and I stayed here a week over spring break. We had plenty of space for everyone to stay comfortably. We spent most of our time using the pool and hot tub and really enjoyed that space. It was a nice quiet neighborhood. Would definitely stay at this property again. Would recommend!!!"
The price is £425
includes taxes & fees
20 Aug - 21 Aug
Luxury large 6 Bed Villa, Pool and Spa. Make memories - 15 minutes from Disney
Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa
Villa, Multiple Bedrooms | Pool

Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa

3.0 star property
The price is £638
includes taxes & fees
29 Aug - 30 Aug
Star Stay At Championsgate Resort By Shine Villas 023 7 Bedroom Villa
Sebastian Pool Villa W Spa
Villa, Accessible | 4 bedrooms

Sebastian Pool Villa W Spa

2.0 star property
The price is £410
includes taxes & fees
20 Aug - 21 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Food was decent, areas were clean "
Knebbora 1-night trip
Posted 17 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG