A lakeside community with houses and boats.

Windermere Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Windermere holiday rentals

Interior

1. The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is S$690
includes taxes & fees
7 Aug - 8 Aug
The Farm House - Great Location + Pet Friendly!
Interior

2. Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is S$745
includes taxes & fees
10 Aug - 11 Aug
Rustic Hideaway - Great Location + Pet Friendly!
Terrace/patio

3. The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (1,197 reviews)
"I love this hotel, super clean and comfortable"
United States
Raúl
The price is S$99
includes taxes & fees
19 Aug - 20 Aug
The Point Hotel & Suites Orlando
Interior

4. Suite Near Universal Studios w Pool & Hot Tub

Suite Near Universal Studios w Pool & Hot Tub
3.0 star property
International Drive District
10.0 out of 10, Exceptional, (1 review)
"The room was clean and service was great!"
United States
Daija
The price is S$190
includes taxes & fees
31 Aug - 1 Sept
Suite Near Universal Studios w Pool & Hot Tub
Living area

5. Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is S$361
includes taxes & fees
10 Aug - 11 Aug
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
BBQ/picnic Area

6. staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando
3.0 star property
International Drive District
7.8 out of 10, Good, (1,292 reviews)
"Great location, good for the price"
United States
Westley
The price is S$112
includes taxes & fees
2 Sept - 3 Sept
staySky Suites - I Drive Orlando
4 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

7. Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,681 reviews)
"Nice place to stay!"
United States
Nour
The price is S$137
includes taxes & fees
27 Aug - 28 Aug
Marriott's Grande Vista
Private kitchen

8. Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (141 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
The price is S$235
includes taxes & fees
17 Aug - 18 Aug
Century Millenia
Front of property

9. Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (56 reviews)
"This was a very quite peaceful condo to stay at. My family and I enjoyed the week here and often had the pool to ourselves. Our host was great and kept us updated every step of the way."
United States
Kyle
The price is S$249
includes taxes & fees
28 Aug - 29 Aug
Premium Condos near Universal Studios
Free WiFi, bed sheets

10. The View Hotel, Trademark Collection by Wyndham

The View Hotel, Trademark Collection by Wyndham
3.0 star property
Orlando
8.4 out of 10, Very good, (2,111 reviews)
"It was a pleasure staying in this hotel, I loved it"
United States
Iraliz Marie Bonilla
The price is S$119
includes taxes & fees
12 Aug - 13 Aug
The View Hotel, Trademark Collection by Wyndham
Exterior

11. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,770 reviews)
"Really enjoyed our stay"
United States
Keith
The price is S$130
includes taxes & fees
30 Aug - 31 Aug
Vacation Village Orlando, Celebration
View from property

12. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
3.5 star property
International Drive District
9.4 out of 10, Exceptional, (276 reviews)
"The hotel was perfect for our family. The kitchen was great and having multiple rooms for the kids and wife and I were great. Definitely stay there again!"
United States
MITCHELL
The price is S$236
includes taxes & fees
3 Sept - 4 Sept
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
Lounge

13. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (9 reviews)
"Would stay again and so should you! "
United States
katie
The price is S$304
includes taxes & fees
10 Aug - 11 Aug
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
5 outdoor pools, free pool cabanas, pool umbrellas

14. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,763 reviews)
"Great place"
United States
Cristal
The price is S$148
includes taxes & fees
29 Aug - 30 Aug
Sheraton Vistana Villages Resort Villas, I-Drive/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

Walt Disney World Swan

Walt Disney World Swan

10/10 Excellent
"Gives you all the amenities of the Disney owned hotels at a great price point."
Bettye 7-night trip
Posted 6 hours ago
Walt Disney World Swan

Frequently asked questions

Can I find holiday rentals in Windermere?

Yes, we have holiday rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a more secluded option if you'd like a quiet spot to stay. Windermere is known for its restaurants and shopping. Make sure you have time to check out the beaches and sporting events during your trip.

How many holiday rentals are there in Windermere?

Expedia has 3 holiday rentals for your stay in Windermere.

What’s there to see and do in Windermere?

Lake Butler and Tibet Butler Preserve are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Universal Studios Florida and Universal Orlando Resort.

What’s a holiday rental in Windermere like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windermere. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.