A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Windermere villas

1. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
4.0 star property
Windermere
The price is £405
includes taxes & fees
11 Sept - 12 Sept
Rustic Hideaway - Great Location + Pet Friendly!
A modern living room with a brown leather sofa, a glass coffee table, and blue chairs. There is a dining area with a glass table and white plates. A chandelier hangs from the ceiling, and a clock is on the wall.

2. 3BR Townhouse Right in Front of Epic Universe!

3BR Townhouse Right in Front of Epic Universe!
Orlando
9.6 out of 10, Exceptional, (15 reviews)
"Easy access for all we did the week we stayed. Great rooms, it was wonderful to be so comfortable."
United States
Hal J.
The price is £332
includes taxes & fees
13 Sept - 14 Sept
3BR Townhouse Right in Front of Epic Universe!
A modern building with a glass facade and a large overhang.

3. SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging

SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
College Park
10.0 out of 10, Exceptional, (30 reviews)
"Great space! Was very comfortable "
United States
Judah E.
SAFE QUIET PRIVATE Villa - Mins to ORL/Winter Park/Eola FREE PARKING/EV Charging
A poolside area with a covered seating area, a pool, and a view of a body of water.

4. 4,800 sf Estate | Pool, Lake, Weddings and Events

4,800 sf Estate | Pool, Lake, Weddings and Events
Orlando
9.8 out of 10, Exceptional, (32 reviews)
"This property is absolutely beautiful with a ton of space to hang out, relax and have fun! You won't find another place with this many options! "
United States
Hidden Gem C.
The price is £772
includes taxes & fees
9 Sept - 10 Sept
4,800 sf Estate | Pool, Lake, Weddings and Events

5. Charming Villa near Disney, pool, 4 beds, sleeps 5

Charming Villa near Disney, pool, 4 beds, sleeps 5
Vacation Village
8.6 out of 10, Excellent, (4 reviews)
"Excellent stay and host. A short stay but we really like the home! No complaints and the host was super friendly and helpful."
United States
Joe H.
The price is £194
includes taxes & fees
6 Sept - 7 Sept
Charming Villa near Disney, pool, 4 beds, sleeps 5
A modern multi-story residential building with a symmetrical facade, stone accents, and a central entrance.

6. Contemporary 4BR Townhome With Pool & Themed Rooms

Contemporary 4BR Townhome With Pool & Themed Rooms
3.5 star property
Clermont
10.0 out of 10, Exceptional, (1 review)
"Even better than what is shown"
United States
Malyjah
The price is £243
includes taxes & fees
28 Sept - 29 Sept
Contemporary 4BR Townhome With Pool & Themed Rooms
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

7. Amazing Spider | Disney, Slides & River

Amazing Spider | Disney, Slides & River
Kissimmee
The price is £224
includes taxes & fees
9 Sept - 10 Sept
Amazing Spider | Disney, Slides & River

8. Emerald Garden - Resort - 15 Min to Disney - Pets

Emerald Garden - Resort - 15 Min to Disney - Pets
3.0 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
The price is £295
includes taxes & fees
11 Sept - 12 Sept
Emerald Garden - Resort - 15 Min to Disney - Pets
The exterior of Altamonte Mall with a large green sign, palm trees, and a curved entrance.

9. Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix

Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
Altamonte Springs
9.2 out of 10, Wonderful, (7 reviews)
"It had everything we needed, and more. It was very pet-friendly. The host was very polite and discreet. Clean and neat. The location cannot be more centric for shops and so on. And, it is a bargain. We wanted to stay lomger, but it was already booked!"
United States
Maria M.
The price is £139
includes taxes & fees
15 Sept - 16 Sept
Renovated ✓Nature ✓Cozy ✓Walk to Mall Park Publix
A residential complex with multiple houses, a parking area, and a swimming pool.

10. Storey Lake Resort~Heated Pool~Brand New~Designer

Storey Lake Resort~Heated Pool~Brand New~Designer
Kissimmee
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Host was very attentive and responded back quickly anytime we had a question before or during our stay. Resort amenities were wonderful and location was great! We would stay again! "
United States
Amber K.
Storey Lake Resort~Heated Pool~Brand New~Designer
An aerial view of a resort with multiple swimming pools, a dock, and lush greenery.

11. Cozy 3bd Townhouse | Near Disney| Encantada Resort

Cozy 3bd Townhouse | Near Disney| Encantada Resort
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"I was looking for a place to escape for a few days while getting my bathroom redone and the property checked all of the boxes. My wife was able to get some work done, my dog had more than enough space, and the location is minutes from the amusement parks and tons of restaurants.The property is gated, clean, and has multiple bedrooms and bathrooms for the larger families that need it. The host was more than attentive. Even when I was having issues with the television, he responded to my message...
United States
LEONARD W.
The price is £315
includes taxes & fees
7 Sept - 8 Sept
Cozy 3bd Townhouse | Near Disney| Encantada Resort
A building with a 'General Store' and 'Pro Shop' sign, a parking lot, and a white fence.

12. Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees

Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
Clermont
10.0 out of 10, Exceptional, (19 reviews)
"This was our second time staying here. It was clean and well stocked for the week. The pools at the place were great. We were able to enjoy pickleball and golf on the resort as well. "
United States
Carolyn B.
The price is £209
includes taxes & fees
18 Sept - 19 Sept
Clermont Tiny Home: Main Floor Queen, Lofts & No Pet Fees
A clear, enclosed swimming pool with a 5 FT depth marker, surrounded by a metal frame and glass walls, with a grassy area and buildings in the background.

13. Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
Kissimmee
8.6 out of 10, Excellent, (90 reviews)
"It was a very nice house my family and I really enjoyed it and made beautiful memories the property manager was very quick to get back with me and helpful, it was very close and convenient to the parks. Would love to stay here again."
United States
Cheryl D.
The price is £688
includes taxes & fees
7 Sept - 8 Sept
Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!
A covered swimming pool with a view of a grassy area and trees.

14. 7BR Lakefront | Pool & Hot Tub

7BR Lakefront | Pool & Hot Tub
Edgewood
9.8 out of 10, Exceptional, (21 reviews)
"Check in was very easy and the location was great, close to everything we wanted to do.The property had lots to offer and was in a nice quiet neighborhood."
United States
Omer H.
The price is £545
includes taxes & fees
28 Sept - 29 Sept
7BR Lakefront | Pool & Hot Tub
An aerial view of a resort with multiple swimming pools, a water slide, and a tower structure.

15. Shiny Legendary | Disney, River & Slides

Shiny Legendary | Disney, River & Slides
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Had some confusion with the address but the host was super quick to respond, apologize, and fix the problem. Great location. Super cute rooms. Clean. Host had lots of essentials already at the house for us. Any question or concern we had was responded to quickly and thoroughly. "
United States
Aren B.
The price is £224
includes taxes & fees
22 Sept - 23 Sept
Shiny Legendary | Disney, River & Slides
A two-story house with a front porch, a mailbox, and a well-maintained garden with various plants and a palm tree.

16. Upstay Modern 3BR Townhome With Pool Near Disney

Upstay Modern 3BR Townhome With Pool Near Disney
3.5 star property
Kissimmee
The price is £198
includes taxes & fees
14 Sept - 15 Sept
Upstay Modern 3BR Townhome With Pool Near Disney
A modern kitchen with a bar area, a dining space, and a living area with a fireplace.

17. At Lakes Upscale Villa/Next to Downtown Orlando

At Lakes Upscale Villa/Next to Downtown Orlando
Lake Davis - Greenwood
10.0 out of 10, Exceptional, (28 reviews)
"Very nice place and hope to stay there again someday"
United States
Wilbur B.
The price is £360
includes taxes & fees
6 Sept - 7 Sept
At Lakes Upscale Villa/Next to Downtown Orlando
A modern two-story residential building with a flat roof, large windows, and a well-maintained lawn.

18. 4801 ML - Ideal Retreat Townhome Oasis with Pool

4801 ML - Ideal Retreat Townhome Oasis with Pool
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"Everything was absolutely perfect and as described in the listing. The host was very nice, made sure our check in process was smooth and we didn’t have any problems throughout the whole stay. Highly recommend this property and it’s very affordable! "
United States
LATONYA S.
The price is £437
includes taxes & fees
30 Sept - 1 Oct
4801 ML - Ideal Retreat Townhome Oasis with Pool
A two-story house with a brown and light green exterior, a front door, and a garage.

19. Luxury 6BR Pool Villa! Near Disney-Close to Everything, Spa, 3000ft2!!

Luxury 6BR Pool Villa! Near Disney-Close to Everything, Spa, 3000ft2!!
Kissimmee
9.4 out of 10, Exceptional, (3 reviews)
"great home, pool heating was excellent, community pool was awesome, great stay "
United States
Mario L.
The price is £283
includes taxes & fees
28 Sept - 29 Sept
Luxury 6BR Pool Villa! Near Disney-Close to Everything, Spa, 3000ft2!!
A resort with multiple swimming pools, a dock, and a residential area with houses.

20. Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa

Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa
3.0 star property
Kissimmee
Stars Align @ Storey Lake By Shine Villas 6 Bedroom Villa
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

8/10 Good
"I think this is a great property to stay at if you want to be by theme parks but not pay the cost. My biggest complaint is the walking distance to get to everything if you’re in a far away room as well as the paper thin walls. I unfortunately had a room across from the ice machine and there was an hvac unit outside my window, so wasn’t the most peaceful stay. But the room was spotless and spacious, the staff were great and the hotel itself clean. Strong perfume smell but that’s just me sensitive. I would happily stay here again being mindful of a room request."
Mary 3-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Windermere

Windermere Villas information

Number of reviews
260
Accommodation
9822 Villas
Lowest Price
£139
Highest Price
£772

Frequently asked questions

How much do villas in Windermere cost?
You'll pay between £139 and £772 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 recommend Villa Manuel Lakeview 3 Bedroom Condo By Redawning. Get comfortable at this 3.5-star property which offers a swimming pool and a barbecue grill. Westgate Lakes Resort And Spa is another sought-after option to check out. Unpack your suitcase at this 3.5-star stay and you'll have access to conveniences including a barbecue grill and a dock. You can pick from multiple villas in Windermere with a total average guest review rating of 9.7.
How many villas are there in Windermere?
Reclaim your holiday days and pick from 9822 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.
Why book your villa in Windermere with Expedia?
With Expedia, it's easy to find your dream villa in Windermere. Holidaying with the kids? Take advantage of our filters to search for stays with amenities like free WiFi. If you have a budget, select how much you're willing to spend and the star rating of the property. We'll help you find the perfect place that suits your taste and style.
How can I find cheap villas in Windermere?
A great way to score cheap villas in Windermere is with Expedia's filter tool. Tailor your search results by amenities, budget and star rating to discover unbeatable deals in just a few 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.

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