A lakeside community with houses and boats.

Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Windermere vacation rentals

Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is NT$4,999
NT$19,415 total
includes taxes & fees
Jul 21 - Jul 22
Rustic Hideaway - Great Location + Pet Friendly!
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,546 reviews)
"Great stay!"
United States
Thailia
The price is NT$1,800
NT$2,848 total
includes taxes & fees
Jul 19 - Jul 20
Vacation Village Orlando, Celebration
6 outdoor pools, free 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, (6,125 reviews)
"We enjoyed our stay."
United States
Tara
The price is NT$5,443
NT$6,124 total
includes taxes & fees
Jul 19 - Jul 20
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Room, 1 King Bed, Non Smoking (High Floor, West View) | WiFi (free), 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, (2,081 reviews)
"We got there early n they let us check in super Frendly"
United States
Mayra
The price is NT$2,517
NT$2,832 total
includes taxes & fees
Jul 29 - Jul 30
The View Hotel, Trademark Collection by Wyndham
Apartment (2 Bedrooms) | 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 NT$3,640
NT$8,769 total
includes taxes & fees
Aug 12 - Aug 13
Upstay: Family-friendly Getaway With Spa & Pool
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.2 out of 10, Wonderful, (336 reviews)
"Great location and clean spacious and comfortable"
United States
Michele
The price is NT$3,697
NT$4,598 total
includes taxes & fees
Aug 1 - Aug 2
Barefoot'n Resort Kissimmee Orlando
2 outdoor pools, open 7:00 AM to 11:00 PM, free cabanas, pool umbrellas

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 NT$3,679
NT$12,602 total
includes taxes & fees
Aug 11 - Aug 12
Magical Moment Vacation Condos
Apartment, Patio | 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 NT$3,404
NT$9,261 total
includes taxes & fees
Jul 20 - Jul 21
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Apartment, 3 Bedrooms | Private kitchen | Toaster

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 NT$3,239
NT$6,060 total
includes taxes & fees
Aug 2 - Aug 3
Century Millenia
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,578 reviews)
"Awesome place"
United States
Jennifer
The price is NT$4,477
NT$5,037 total
includes taxes & fees
Jul 19 - Jul 20
Marriott's Grande Vista
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (58 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is NT$1,835
NT$2,813 total
includes taxes & fees
Jul 20 - Jul 21
The Irlo
Apartment (3 Bedrooms) | 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 NT$2,369
NT$10,176 total
includes taxes & fees
Jul 18 - Jul 19
Vista Grande - Resort&spa - 15 Min to Disney!
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (177 reviews)
"We enjoyed the stay here and there was so mych space. Hidden gem for sure. Look forward to going back"
United States
Dulce
The price is NT$2,657
NT$3,306 total
includes taxes & fees
Jul 19 - Jul 20
Villas at Fortune Place
Property amenity

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (571 reviews)
"Everything about this property is awesome! Clean, spacious, convenient, affordable!! We had a great stay!"
United States
Nina
The price is NT$2,765
NT$3,697 total
includes taxes & fees
Jul 23 - Jul 24
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Outdoor pool, pool umbrellas, sun loungers

Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,892 reviews)
"Our go-to place for my family to stay. Great location, cleanliness and fair pricing."
United States
Justin
The price is NT$2,596
NT$3,583 total
includes taxes & fees
Jul 20 - Jul 21
Barefoot Suites
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

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

10/10 Excellent
"Great bed, grest staff, I missed breakfast though"
Kofi 1-night trip
Posted less than an hour ago
Wyndham I-Drive Avanti Resort & Conference Center

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 vacation rentals in Windermere?

Yes, we offer vacation rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a 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's the top vacation rental that Windermere has to offer?

The Berkley, Orlando: Visitors like this Windermere vacation home rental. It offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Windermere?

Expedia has 3 vacation 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 larger area, you’ll find popular places like Universal Studios Florida and Universal Orlando Resort.

What’s a vacation rental in Windermere like?

Vacation rentals are private properties you can book for several days or longer in Windermere. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.