A lakeside community with houses and boats.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Windermere holiday homes

A covered swimming pool with a view of the surrounding garden and trees.

1. Mini golf course, 1 mile to Universal, Pool

Mini golf course, 1 mile to Universal, Pool
Orlando
10.0 out of 10, Exceptional, (36 reviews)
"Family friendly great location to Parks "
United States
Joe R.
The price is £340
includes taxes & fees
19 Oct - 20 Oct
Mini golf course, 1 mile to Universal, Pool
Terrace/patio

2. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
West Lakes District
10.0 out of 10, Exceptional, (4 reviews)
"Tammie is an amazing host! Super comfy and cute tiny home! Definitely booking again!"
United States
chelsea
The price is £120
includes taxes & fees
28 Oct - 29 Oct
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
A compact kitchen with white cabinets, a microwave, and a stove. There is a dining area with a black table, white plates, and a vase of flowers.

3. Entire guesthouse in Orlando, Florida

Entire guesthouse in Orlando, Florida
Tangelo Park
9.2 out of 10, Wonderful, (10 reviews)
"Property was small a true guest house but definitely priced appropriately"
United States
James V.
The price is £111
includes taxes & fees
26 Oct - 27 Oct
Entire guesthouse in Orlando, Florida
A spacious living room with a sofa, coffee table, and TV.

4. Mid-century Modern Villa w/ Pool Near Universal

Mid-century Modern Villa w/ Pool Near Universal
Orlando
9.8 out of 10, Exceptional, (37 reviews)
"Great location close to Universal! We really enjoyed the neighborhood which was great for walking our dog."
United States
Mike B.
The price is £403
includes taxes & fees
21 Oct - 22 Oct
Mid-century Modern Villa w/ Pool Near Universal
Exterior

5. Anime House

Anime House
3.0 star property
New Malibu
10.0 out of 10, Exceptional, (1 review)
The price is £297
includes taxes & fees
18 Oct - 19 Oct
Anime House
A covered outdoor swimming pool with lounge chairs and a hot tub.

6. Private Spacious Room in Home, with Pool-The Oasis Room

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.4 out of 10, Exceptional, (40 reviews)
"Stayed for one night and looking forward to staying again. Communication was great and place as described"
United States
Juan m.
The price is £84
includes taxes & fees
19 Oct - 20 Oct
Private Spacious Room in Home, with Pool-The Oasis Room
A hotel room with two beds, a ceiling fan, a TV, and a potted plant.

7. Shadow Bay Luxe Home with a Private Screened Pool near Universal Studios.

Shadow Bay Luxe Home with a Private Screened Pool near Universal Studios.
Kirkman South
10.0 out of 10, Exceptional, (29 reviews)
"The house was beautiful and it’s an awesome location! Would definitely stay again."
United States
Tom H.
The price is £577
includes taxes & fees
17 Oct - 18 Oct
Shadow Bay Luxe Home with a Private Screened Pool near Universal Studios.
A modern living room with a white brick fireplace, a dining area with a glass table and chairs, and a grey sofa.

8. Magical Stay Near Universal Studios Florida

Magical Stay Near Universal Studios Florida
Oak Ridge
8.6 out of 10, Excellent, (22 reviews)
"Nice place to stay. We were in Orlando for the Southern Baptist Convention. Good location and plenty of room for everyone. I would stay there again."
United States
Billy T.
The price is £282
includes taxes & fees
19 Oct - 20 Oct
Magical Stay Near Universal Studios Florida
A modern kitchen with a central island, bar stools, and a ceiling fan.

9. Mid Century Gem Near Theme Parks

Mid Century Gem Near Theme Parks
Ocoee
9.8 out of 10, Exceptional, (18 reviews)
"The place was just what we needed. Mary Anne was fantastic."
United States
Rick S.
The price is £288
includes taxes & fees
29 Oct - 30 Oct
Mid Century Gem Near Theme Parks
A modern living room with a sofa, coffee table, TV, and decorative items.

10. Rose's Lakeview

Rose's Lakeview
Orlando
9.0 out of 10, Wonderful, (22 reviews)
The price is £327
includes taxes & fees
19 Oct - 20 Oct
Rose's Lakeview
A compact kitchen with a built-in refrigerator, a white door with glass panels, and a potted plant.

11. PROMO NOW: The Secret Garden Games Getaway

PROMO NOW: The Secret Garden Games Getaway
Orlando
9.6 out of 10, Exceptional, (11 reviews)
"Everything was very nice. We had a wonderful stay with all my employees. The hosts were very attentive to us and answered us promptly."
United States
Rick L.
The price is £294
includes taxes & fees
18 Oct - 19 Oct
PROMO NOW: The Secret Garden Games Getaway
A spacious living room with a wooden dining table, benches, and a large mirror. There is a fireplace, a bookshelf, and a door leading to another room.

12. Modern & Homely Entire House Orlando. Key Location!

Modern & Homely Entire House Orlando. Key Location!
Tangelo Park
10.0 out of 10, Exceptional, (21 reviews)
"Very easy and gracious hosts, highly recommended for affordable option near the parks!"
United States
Drew E.
The price is £310
includes taxes & fees
26 Oct - 27 Oct
Modern & Homely Entire House Orlando. Key Location!
A modern hotel room with a wooden bed, a desk with chairs, a patterned wall, and a window with blinds.

13. Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is £132
includes taxes & fees
18 Oct - 19 Oct
Sunshine Escape Guesthouse ☀
Pool

14. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
Apopka
9.8 out of 10, Exceptional, (8 reviews)
"Great place to stay. We plan on staying again."
United States
Nancee H.
The price is £103
includes taxes & fees
20 Oct - 21 Oct
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A compact living space with a dining table, chairs, a sofa, a TV, and a refrigerator.

15. LOCATION! LOCATION! LOCATION! Best location in Orlando

LOCATION! LOCATION! LOCATION! Best location in Orlando
Orlando
8.8 out of 10, Excellent, (22 reviews)
"Easy check in process, perfect location"
United States
Lindsey B.
LOCATION! LOCATION! LOCATION! Best location in Orlando
A modern kitchen with a central island, built-in appliances, and a large window providing natural light.

16. Resort Stay~Near Disney~Bright~Gym~Hot Tub

Resort Stay~Near Disney~Bright~Gym~Hot Tub
Kissimmee
10.0 out of 10, Exceptional, (10 reviews)
"Property was very clean and convenient and host communication was excellent"
United States
John
The price is £284
includes taxes & fees
20 Oct - 21 Oct
Resort Stay~Near Disney~Bright~Gym~Hot Tub
A two-story house with a garage, a large arched window, and a palm tree in the front yard.

17. Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool

Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
Orlando
8.6 out of 10, Excellent, (116 reviews)
"Great communication from host and beautiful house."
United States
Gerimiah R.
The price is £346
includes taxes & fees
17 Oct - 18 Oct
Mi Casa Es Su Casa!!🏡 4 Bdrm home with pool
A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

18. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (72 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is £50
includes taxes & fees
29 Oct - 30 Oct
Maple Leaf Inn & Suites
A compact room with a bed, a small table with plates, a microwave, and a green wall with a neon sign.

19. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.6 out of 10, Excellent, (10 reviews)
"Nice little space a short drive from restaurants and stores. Neighborhood felt safe, which is always helpful for those midnight pup potty walks. AC worked well. For immunocompromised and other folks who rent VRBOs for air control, note that this is essentially the in-law suite of a house. There is shared air. While it has its own AC unit and thermostat, there are vents for central air, a blocked doorway to the other unit, and a door to the shared laundry that has a gap under it."
United States
Melanie H.
The price is £137
includes taxes & fees
22 Oct - 23 Oct
CUTE and COZY studio w/ jacuzzi!
A modern living room with a dining area, a ceiling fan, a TV, and a large plant.

20. NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando

NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Lancaster Park
10.0 out of 10, Exceptional, (19 reviews)
"Clean, good location, easy check in/check out"
United States
Chris
The price is £248
includes taxes & fees
21 Oct - 22 Oct
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Loved my stay there, staff was amazing and the resort was beautiful"
Usomine 3-night trip
Posted 4 hours ago
The Grove Resort & Water Park Orlando

Find out more about Windermere

Windermere Holiday Homes information

Number of reviews
7
Accommodation
28111 Holiday Homes
Lowest Price
£50
Highest Price
£1,048