A lakeside community with houses and boats.

Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Windermere vacation rentals

Villa (3 Bedrooms) | Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ￥21,209
￥87,173 total
includes taxes & fees
Aug 4 - Aug 5
The Farm House - 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 ￥23,430
￥60,212 total
includes taxes & fees
Jul 31 - Aug 1
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is ￥23,876
￥96,968 total
includes taxes & fees
Aug 4 - Aug 5
Rustic Hideaway - Great Location + Pet Friendly!
Terrace/patio

The Point Hotel & Suites Orlando

The Point Hotel & Suites Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (1,172 reviews)
"Great location and pool bar was excellent"
United States
Alex
The price is ￥8,383
￥11,456 total
includes taxes & fees
Aug 27 - Aug 28
The Point Hotel & Suites Orlando
Apartment (1 Bedroom) | Interior

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
Suite Near Universal Studios w Pool & Hot Tub
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 ￥20,261
￥50,426 total
includes taxes & fees
Aug 17 - Aug 18
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, (141 reviews)
"Absolutely amazing and perfect will be back here everytime!"
United States
Arianna
The price is ￥14,382
￥28,461 total
includes taxes & fees
Aug 4 - Aug 5
Century Millenia
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, (2,103 reviews)
"It was a pleasure staying in this hotel, I loved it"
United States
Iraliz Marie Bonilla
The price is ￥13,500
￥15,187 total
includes taxes & fees
Aug 13 - Aug 14
The View Hotel, Trademark Collection by Wyndham
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, (4,641 reviews)
"Nice place to stay!"
United States
Nour
The price is ￥22,758
￥25,603 total
includes taxes & fees
Aug 24 - Aug 25
Marriott's Grande Vista
BBQ/picnic area

staySky Suites - I Drive Orlando

staySky Suites - I Drive Orlando
3.0 star property
International Drive District
7.8 out of 10, Good, (1,291 reviews)
"Great location, good for the price"
United States
Westley
The price is ￥12,443
￥15,095 total
includes taxes & fees
Jul 30 - Jul 31
staySky Suites - I Drive Orlando
Front of property

Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (55 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 ￥18,452
￥31,633 total
includes taxes & fees
Aug 28 - Aug 29
Premium Condos near Universal Studios
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, (35 reviews)
"Good"
United States
Blow
The price is ￥7,368
￥15,997 total
includes taxes & fees
Jul 30 - Jul 31
Private Spacious Room in Home, with Pool-The Oasis Room
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Southchase
9.8 out of 10, Exceptional, (32 reviews)
"Everything works and is perfectly set up. 100% recommend"
United States
Estuardo
The price is ￥11,789
￥22,063 total
includes taxes & fees
Aug 21 - Aug 22
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,689 reviews)
"We had a great stay and really enjoyed it!"
United States
Andre
The price is ￥11,409
￥17,044 total
includes taxes & fees
Aug 3 - Aug 4
Vacation Village Orlando, Celebration
Pool

Mini golf course, 1 mile to Universal, Pool

Mini golf course, 1 mile to Universal, Pool
Orlando
10.0 out of 10, Exceptional, (33 reviews)
"Great place, had everything we needed and more. Clean and comfortable was a great place to stay for our visit to Universal. "
United States
Marc B.
The price is ￥41,126
￥70,957 total
includes taxes & fees
Aug 3 - Aug 4
Mini golf course, 1 mile to Universal, Pool
Iron/ironing board, WiFi (free), bed sheets

Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (64 reviews)
"Great place to stay"
United States
James P.
The price is ￥10,728
￥26,690 total
includes taxes & fees
Aug 5 - Aug 6
Downtown Private Efficiency Lake Eola Central Business District
View from property

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, (275 reviews)
"Clean. Kid friendly.Spacious Great location."
United States
Shafonti
The price is ￥24,912
￥31,711 total
includes taxes & fees
Aug 20 - Aug 21
Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.4 out of 10, Good, (69 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is ￥8,306
￥13,144 total
includes taxes & fees
Aug 5 - Aug 6
The Irlo
5 outdoor pools, free cabanas, pool umbrellas

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, (3,729 reviews)
"It was a beautiful resort"
United States
julian
The price is ￥23,758
￥26,727 total
includes taxes & fees
Aug 3 - Aug 4
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (25 reviews)
"Good place"
United States
Rodrigo
The price is ￥11,052
￥25,838 total
includes taxes & fees
Aug 2 - Aug 3
Beautiful Studio near Int. Drive, Disney & Airport.
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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

10/10 Excellent
"Third time there. Really a nice place"
Michael 2-night trip
Posted 6 hours ago
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town 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?

Encore Resort: You might want to consider this vacation home rental near Windermere, which is equipped with an outdoor pool, air-conditioning, and Netflix to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

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.