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Best Cheap Cabins & Airbnb Deals near Windermere

Roomy Home With Spa
Cottage · 2 Guests · 1 Bedroom
$284 /night
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Lovely Davenport Home Only 9 Mi to Disney!
Cottage · 2 Guests · 1 Bedroom
$204 /night
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4813 Crusoe Street
Cottage · 2 Guests · 1 Bedroom
$200 /night
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Kissimmee Retreat w/ Pool + Amenity Access!
Cottage · 2 Guests · 1 Bedroom
$270 /night
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Davenport Vacation Rental: Private Pool & Spa
Cottage · 2 Guests · 1 Bedroom
$169 /night
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Picturesque Disney Area Home w/ Private Game Room!
Cottage · 2 Guests · 1 Bedroom
$141 /night
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Spacious Home w/ Games + Pool, 10 Mi to Disney!
Cottage · 2 Guests · 1 Bedroom
$146 /night
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Grand Family Home W/backyard Oasis ~5 Mi to Disney
Cottage · 2 Guests · 1 Bedroom
$404 /night
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Magical Themed Villa in Windsor Isalnd
Cottage · 2 Guests · 1 Bedroom
$303 /night
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Bright Kissimmee Home < 9 Mi to Disney World!
Cottage · 2 Guests · 1 Bedroom
$305 /night
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Kissimmee Getaway w/ Pool - 7 Mi to Disney!
Cottage · 2 Guests · 1 Bedroom
$236 /night
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9.6 (22 reviews)
The Tiny Private Paradise
Cottage · 2 Guests · 1 Bedroom
$85 /night*
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Chic Orlando Family Getaway w/ Fenced Yard!
Cottage · 2 Guests · 1 Bedroom
$200 /night
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Downtown Winter Garden Cottage, Near Theme Parks!
Cottage · 2 Guests · 1 Bedroom
$303 /night
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Clermont Vacation Rental ~ 11 Mi to Disney
Cottage · 2 Guests · 1 Bedroom
$224 /night
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Lakefront Tavares Home w/ Sunroom + Boat Dock
Cottage · 2 Guests · 1 Bedroom
$498 /night
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Chic Davenport Home - 12 Mi to Disney Parks!
Cottage · 2 Guests · 1 Bedroom
$125 /night
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9.6 (45 reviews)
YOUR COTTAGE ON THE LAKE
Cottage · 2 Guests · 1 Bedroom
$195 /night*
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Stunning Oasis w/ Private Pool, 7 Mi to Disney!
Cottage · 2 Guests · 1 Bedroom
$253 /night
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3009 Mahalo Drive
Cottage · 2 Guests · 1 Bedroom
$501 /night
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Is wifi necessary for cabins in Windermere?
Windermere Cabin Amenities
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Full kitchen, jacuzzi or pet friendly cabins? Or should I choose all of them? Below we write up some amenity summary for you to know more about the Windermere area. In Windermere, 6 rentals offer Full Kitchen, 3 rentals offer Air Conditioning, 3 rentals offer Heater. So, if you need Full Kitchen during your cabin stays, use the Full Kitchen filter to compare these cabins. Two amenities that are not typical are Washer & Dryer, No Smoking.

If Staying for a Week, When to Book a Cabin in Windermere?

Best Time to Book Cheapest Cabins (Stay for a Week) in Windermere

Low Season
May
Most affordable month to stay
$60
Average rate of the cheapest stay option in low season month
High Season
June
Peak month to stay
$85
Average rate of the cheapest stay option in high season month
$60
May
$85
Jun
$80
Jul
$80
Aug
$79
Sep
$80
Oct
$80
Nov
$80
Dec
$80
Jan
$80
Feb
$80
Mar
$80
Apr
$129
Sun
$120
Mon
$133
Tue
$133
Wed
$133
Thu
$133
Fri
$129
Sat
Cheapest day of week
Monday
Cabin price normally the lowest on this day
$120
is the cheapest nightly rate for cabin on this day
Highest day of week
Tuesday
Most expansive day to book a cabin
$133
is the highest nightly rate for cabin on this day
What could be a good deal for cabins in Windermere?
Cabin Rentals Price Information in Windermere
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The graph shows the percentages of cabins in each price bucket. Windermere has the largest percentage (32.65%) of cabin rentals in $100 - $150 price range.
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$500 +
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Is Windermere a pet/dog friendly area?
Pet/Dog Friendly Airbnb & Cabins Statistics in Windermere
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6.12% of cabins in Windermere are pet/dog friendly. We love pets/dogs. Before booking your next cabin, make sure to filter pet friendly listings and check the number of pets allowed in the listing.
Trail recommendations near cabins in Windermere?
Top Trails In Windermere Near Cabins
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Top trails recommended by cabin hosts in Windermere

  • Lake Apopka Trail
  • West Orange Trail via Killarney Station
  • Boardwalk to Lake Apopka
  • Palmetto Passage
  • Tibet-Butler Nature Trail
  • Cay Lake Trail
  • Turkey Lake Nature Trail
  • Single Creek Trail and Lake Fran Trail Loop
  • Cypress Grove Park Loop Trail
  • Lake Eola
Nearby RV campgrounds in Windermere?
Top Rated Campgrounds In Windermere
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RV campgrounds worth to visit near cabins in Windermere

  • Wekiwa Springs Campground
  • Lake Monroe Park Campground
  • Bill Frederick Park at Turkey Lake Campground
  • Orlando NW / Orange Blossom KOA
  • Orlando SE / Lake Whippoorwill KOA
  • Moss Park Campground
  • Orlando / Kissimmee KOA
  • Tropical Palms RV Resort Campground
  • Orlando Southwest KOA
  • Florida Camp Inn Campground
Which Airports Should I Choose To Get To Windermere?
Suggested Airports in Windermere
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Other Vacation Rentals Ideas

* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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