Find Vacation Rentals in Windermere

We have 15 properties to choose from
Windermere
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Popular Windermere Vacation Rentals

Find the perfect Windermere vacation rental

Villa Windermere
$269 per night
Villa ∙ 9 guests ∙ 4 bedrooms
Windermere, Orange County, Florida, United States
Details
HomeToGo
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House Windermere
$295 per night
House ∙ 8 guests ∙ 4 bedrooms
Windermere, Orange County, Florida, United States
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Vrbo
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House Windermere
$321 per night
House ∙ 7 guests ∙ 4 bedrooms
Windermere, Orange County, Florida, United States
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Vrbo
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House Windermere
$976 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
"Excellent" (2 ratings)
Windermere, Orange County, Florida, United States
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Expedia
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Details
House Windermere
$339 per night
House ∙ 7 guests ∙ 4 bedrooms
4.0
"Very good" (4 ratings)
Windermere, Orange County, Florida, United States
Details
Expedia
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Details
House Windermere
$306 per night
House ∙ 10 guests ∙ 4 bedrooms
Windermere, Orange County, Florida, United States
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Expedia
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House Windermere
$120 per night
House ∙ 5 guests ∙ 2 bedrooms
Windermere, Orange County, Florida, United States
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Expedia
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House Windermere
$475 per night
House ∙ 12 guests ∙ 5 bedrooms
4.0
"Very good" (1 rating)
Windermere, Orange County, Florida, United States
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Expedia
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Condo Windermere
$128 per night
Condo ∙ 2 guests ∙ 1 bedroom
Windermere, Orange County, Florida, United States
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Windermere
$418 per night
House ∙ 6 guests ∙ 4 bedrooms
5.0
"Excellent" (69 ratings)
Windermere, Orange County, Florida, United States
Internet
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Vrbo
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House Internet Windermere
$496 per night
House ∙ 12 guests ∙ 4 bedrooms
4.5
"Outstanding" (167 ratings)
Windermere, Orange County, Florida, United States
Internet
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Vrbo
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House Internet Windermere
$351 per night
House ∙ 10 guests ∙ 4 bedrooms
Windermere, Orange County, Florida, United States
Internet
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Vrbo
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Vacation rentals and apartments with air conditioning

House Aircondition Windermere
$382 per night
House ∙ 11 guests ∙ 4 bedrooms
4.0
"Very good" (2 ratings)
Windermere, Orange County, Florida, United States
Aircondition
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Vrbo
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House Aircondition Windermere
$512 per night
House ∙ 12 guests ∙ 5 bedrooms
4.0
"Very good" (2 ratings)
Windermere, Orange County, Florida, United States
Aircondition
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Vrbo
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Villa Aircondition Windermere
$283 per night
Villa ∙ 9 guests ∙ 4 bedrooms
Windermere, Orange County, Florida, United States
Aircondition
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Vrbo
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Apartments and vacation rentals with a kitchen

Villa Kitchen Windermere
$251 per night
Villa ∙ 10 guests ∙ 3 bedrooms
4.4
"Very good" (3 ratings)
Windermere, Orange County, Florida, United States
Kitchen
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HomeToGo
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House Kitchen Windermere
$115 per night
House ∙ 5 guests ∙ 2 bedrooms
Windermere, Orange County, Florida, United States
Kitchen
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Vrbo
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House Kitchen Windermere
$315 per night
House ∙ 7 guests ∙ 4 bedrooms
4.0
"Very good" (8 ratings)
Windermere, Orange County, Florida, United States
Kitchen
Details
Vrbo
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Frequently Asked Questions

How much does a night in a vacation rental cost in Windermere on average?

Prices for a stay in Windermere begin at $115 per night.

How many vacation rentals are available in Windermere?

On tripping.com, you will find 15 available vacation rental offers in Windermere.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Windermere

Find the best Windermere vacation rentals on Tripping.com. With over 1589 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Windermere range from $37 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 1396 homes in Windermere offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 96 rentals with pool or jacuzzi, or relax with the family in one of the 1245 homes with cable TV. For all those pet owners with dogs or cats, Windermere offers 315 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 11 vacation rental sites in Windermere where the top providers in that area are Booking.com, Expedia, and HomeAway. There are 645 Booking.com rentals, 365 Expedia short term rentals and 253 HomeAway vacation rentals.
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