A lakeside community with houses and boats.

Holiday Homes in Windermere

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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 AU$681
includes taxes & fees
18 Oct - 19 Oct
Mini golf course, 1 mile to Universal, Pool
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.

2. 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 AU$209
includes taxes & fees
22 Oct - 23 Oct
Entire guesthouse in Orlando, Florida
A spacious living room with a sofa, coffee table, and TV.

3. 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 AU$764
includes taxes & fees
16 Oct - 17 Oct
Mid-century Modern Villa w/ Pool Near Universal
A covered outdoor swimming pool with lounge chairs and a hot tub.

4. 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 AU$157
includes taxes & fees
14 Oct - 15 Oct
Private Spacious Room in Home, with Pool-The Oasis Room
Terrace/patio

5. 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 AU$225
includes taxes & fees
16 Oct - 17 Oct
Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.
A modern kitchen with a central island, bar stools, and a ceiling fan.

6. 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 AU$527
includes taxes & fees
11 Oct - 12 Oct
Mid Century Gem Near Theme Parks
Living area

7. Meet. Play. Stay. • Relax & Play in Orlando

Meet. Play. Stay. • Relax & Play in Orlando
Orlando
10.0 out of 10, Exceptional, (15 reviews)
"This property was amazing and very comfortable we must use again it was wonderful"
United States
MICHAEL B.
The price is AU$541
includes taxes & fees
11 Oct - 12 Oct
Meet. Play. Stay. • Relax & Play in Orlando
A modern living room with a sofa, coffee table, TV, and decorative items.

8. Rose's Lakeview

Rose's Lakeview
Orlando
9.0 out of 10, Wonderful, (22 reviews)
"Comfortable, clean stay - good location for our event. "
United States
Kari B.
The price is AU$595
includes taxes & fees
16 Oct - 17 Oct
Rose's Lakeview
A modern living room with a leather sofa, a wooden coffee table, a TV, and a chandelier.

9. 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, (28 reviews)
"The house was beautiful and it’s an awesome location! Would definitely stay again."
United States
Tom H.
The price is AU$1,076
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.

10. 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 AU$547
includes taxes & fees
15 Oct - 16 Oct
Magical Stay Near Universal Studios Florida
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 AU$577
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
9.8 out of 10, Exceptional, (20 reviews)
"Very easy and gracious hosts, highly recommended for affordable option near the parks!"
United States
Drew E.
The price is AU$588
includes taxes & fees
10 Nov - 11 Nov
Modern & Homely Entire House Orlando. Key Location!
A modern kitchen with a built-in island, a dining area with a view, and a large window.

13. Home near Sea world/Universal/Convention center

Home near Sea world/Universal/Convention center
Orlando
9.0 out of 10, Wonderful, (7 reviews)
"Clean place and great location. We will definitely stay here again."
United States
Justin D.
The price is AU$436
includes taxes & fees
13 Oct - 14 Oct
Home near Sea world/Universal/Convention center
A paved courtyard with palm trees and a pergola structure.

14. THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA

THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
Orlando
9.2 out of 10, Wonderful, (93 reviews)
"We had a great time, it was a wonderful location/set-up for our needs, and the host was very responsive. Thank you for a lovely stay! "
United States
Lisa B.
The price is AU$339
includes taxes & fees
12 Oct - 13 Oct
THE BEST LOCATION IN ORLANDO LAKEFRONT VILLA
Bathroom

15. 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 AU$193
includes taxes & fees
21 Oct - 22 Oct
Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka
A modern kitchen with white cabinets, a granite countertop, and a central island with bar stools.

16. Chic Orlando Family Getaway w/ Fenced Yard!

Chic Orlando Family Getaway w/ Fenced Yard!
Rosemont
9.4 out of 10, Exceptional, (30 reviews)
"This is a great location for those traveling with families. It was close enough to the main Orlando attractions and great room for 7 people. Very clean and host is amazing at communicating."
United States
Kassandra H.
The price is AU$794
includes taxes & fees
15 Oct - 16 Oct
Chic Orlando Family Getaway w/ Fenced Yard!
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.

17. 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 AU$96
includes taxes & fees
11 Oct - 12 Oct
Maple Leaf Inn & Suites
A compact living space with a dining table, chairs, a sofa, a TV, and a refrigerator.

18. LOCATION! LOCATION! LOCATION! Best location in Orlando

LOCATION! LOCATION! LOCATION! Best location in Orlando
Orlando
8.8 out of 10, Excellent, (22 reviews)
"AMAZING!!! I would highly recommend. Close to all Universal parks, as well as close to a variety of eating spots. Very clean, and I appreciate the quietness. Especially when you’ve spent all day at the theme parks and you want to relax and recoup. "
United States
Keisha M.
The price is AU$349
includes taxes & fees
20 Oct - 21 Oct
LOCATION! LOCATION! LOCATION! Best location in Orlando
A modern hotel room with a wooden bed, a desk with chairs, a patterned wall, and a window with blinds.

19. 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 AU$247
includes taxes & fees
21 Oct - 22 Oct
Sunshine Escape Guesthouse ☀
A wooden deck with a hot tub, a wooden dock extending into a body of water, and a view of the water and sky.

20. WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
Winter Garden
10.0 out of 10, Exceptional, (34 reviews)
"Great location and a comfortable stay. "
United States
Tim S.
The price is AU$930
includes taxes & fees
14 Oct - 15 Oct
WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
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

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Room was very clean. Front desk staff were great! Will definitely return!"
Allison 5-night trip
Posted 4 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

Find out more about Windermere

Windermere Holiday Homes information

Number of reviews
402
Accommodation
28111 Holiday Homes
Lowest Price
AU$96
Highest Price
AU$1,076