A lakeside community with houses and boats.

Windermere Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Windermere holiday rentals

Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is HK$1,217
HK$4,725 total
includes taxes & fees
13 Jul - 14 Jul
Rustic Hideaway - Great Location + Pet Friendly!
Property grounds

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
The price is HK$1,051
HK$2,811 total
includes taxes & fees
31 Jul - 1 Aug
Shore Steps Cottage - Walking Distance To The Town Of Windermere
6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (6,087 reviews)
"Very happy with our stay."
United States
Jessica
The price is HK$1,325
HK$1,490 total
includes taxes & fees
15 Jul - 16 Jul
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,517 reviews)
"It was a really nice place to stay in , my family loved it so did my kids"
United States
Ericka
The price is HK$536
HK$805 total
includes taxes & fees
26 Jul - 27 Jul
Vacation Village Orlando, Celebration
Interior

Upstay: Family-friendly Getaway With Spa & Pool

Upstay: Family-friendly Getaway With Spa & Pool
3.5 star property
Orlando
10.0 out of 10, Exceptional, (1 review)
"Clean room"
United States
Yves marie
The price is HK$1,003
HK$2,266 total
includes taxes & fees
29 Jul - 30 Jul
Upstay: Family-friendly Getaway With Spa & Pool
Outdoor pool, pool umbrellas, pool loungers

3BR Villa with Pool Spa and Games Room

3BR Villa with Pool Spa and Games Room
3.5 star property
Crescent Lakes
3BR Villa with Pool Spa and Games Room
Free WiFi, bed sheets

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, (2,077 reviews)
"We got there early n they let us check in super Frendly"
United States
Mayra
The price is HK$649
HK$730 total
includes taxes & fees
26 Jul - 27 Jul
The View Hotel, Trademark Collection by Wyndham
2 outdoor pools, open 7:00 AM to 11:00 PM, free pool cabanas

Magical Moment Vacation Condos

Magical Moment Vacation Condos
4.0 star property
International Drive District
10.0 out of 10, Exceptional, (1 review)
"Very Clean room staff were great !! Definitely would stay again !"
United States
stephanie
The price is HK$938
HK$3,119 total
includes taxes & fees
11 Aug - 12 Aug
Magical Moment Vacation Condos
Outdoor pool

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

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.6 out of 10, Exceptional, (34 reviews)
"I enjoyed my stay very much. If I am ever in the area again, I would definitely stay here again. Very nice place."
United States
Matthew H.
The price is HK$353
HK$766 total
includes taxes & fees
23 Jul - 24 Jul
Private Spacious Room in Home, with Pool-The Oasis Room
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (332 reviews)
"Great location and clean spacious and comfortable"
United States
Michele
The price is HK$900
HK$1,119 total
includes taxes & fees
1 Aug - 2 Aug
Barefoot'n Resort Kissimmee Orlando
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (175 reviews)
"I've stayed here before and it is very good for the price you get! Staff was lovely and the room was amazing."
United States
Jarelieze
The price is HK$647
HK$805 total
includes taxes & fees
14 Jul - 15 Jul
Villas at Fortune Place
Property grounds

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is HK$1,019
HK$2,772 total
includes taxes & fees
13 Jul - 14 Jul
Incredible Private Lakefront Cottage Retreat
4 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,571 reviews)
"Awesome place"
United States
Jennifer
The price is HK$1,090
HK$1,226 total
includes taxes & fees
19 Jul - 20 Jul
Marriott's Grande Vista
Interior

Cozy studio in fabulous Orlando close to everything

Cozy studio in fabulous Orlando close to everything
Orlando
10.0 out of 10, Exceptional, (21 reviews)
"It was great. It was a nice and safe neighbourhood as well and would definitely book here again."
United States
Alexis P.
The price is HK$784
HK$1,303 total
includes taxes & fees
13 Jul - 14 Jul
Cozy studio in fabulous Orlando close to everything
Living area

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 HK$905
HK$2,341 total
includes taxes & fees
20 Jul - 21 Jul
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Private kitchen

Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (139 reviews)
"Simple place for us to stay while visiting Orlando."
United States
Chimere
The price is HK$799
HK$1,487 total
includes taxes & fees
2 Aug - 3 Aug
Century Millenia
Interior

Vista Grande - Resort&spa - 15 Min to Disney!

Vista Grande - Resort&spa - 15 Min to Disney!
3.0 star property
Bahama Bay
10.0 out of 10, Exceptional, (1 review)
"Condo was clean and comfortable, location and amenities were nice. "
United States
Jessica
The price is HK$564
HK$2,464 total
includes taxes & fees
13 Jul - 14 Jul
Vista Grande - Resort&spa - 15 Min to Disney!
Front of property

Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (51 reviews)
"Easy and reliable stay. "
United States
Nikida
The price is HK$628
HK$1,227 total
includes taxes & fees
16 Jul - 17 Jul
Premium Condos near Universal Studios
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.4 out of 10, Good, (53 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is HK$439
HK$676 total
includes taxes & fees
13 Jul - 14 Jul
The Irlo
Lobby sitting area

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,293 reviews)
"All was great. Wish we could have stayed longer. Will definitely go back there."
United States
Patricia
The price is HK$1,033
HK$1,250 total
includes taxes & fees
21 Jul - 22 Jul
The Berkley, 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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Staff was great, breakfast was pretty good. And the place was clean and modern. Good location as well."
Nelson 2-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Windermere

Search for holiday rentals in Windermere on Expedia! You can easily find your home rentals, villas, holiday apartments in Windermere using one of the methods below:

  • View our selection of featured holiday rentals in Windermere
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  • Enter your travel dates to view the best deals on holiday rentals in Windermere while they last

Look no further and take a look at our great range of rental properties in Windermere!

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.

What are some of the best holiday rentals that Windermere has to offer?

The Berkley, Orlando: This holiday home rental outside of Windermere offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub.

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.