Skip to content
Sign up
Log in
Vacation rentals in Windermere

Vacation rentals in Windermere

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Windermere

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Room.....w/private bath near Disney parks!
SUPERHOST
Private room · 2 guests · 1 bed · 1 private bath

Cozy Room.....w/private bath near Disney parks!Open, airy space with a bit of a bohemian flare... 3.5 miles to the exit/entrance to Disney. Lots of shopping and restaurants a brand new water park the Margaritaville Resort with comedy shows music dancing Etc movie theater helicopter rides Everglade rides while being nestled into a quiet, safe, residential rental community. Everyone you meet is happy (they're on vacation). Uber and Lyft are just minutes away. Orlando and the airport are just a half an hour away. smoking is allowed Outdoors

Jaime and Angela’s Private Suite
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Jaime and Angela’s Private SuiteThis private guest suite is connected to our home but completely exclusive with a separate entrance and no access to the main house. It's conveniently located 10 minutes from Universal Studios and 25 minutes from Disney World Theme Parks. Guests will have a gated entrance separate from the main home.

The Little Treehouse 2 at Country Club of Orlando
SUPERHOST
Tiny house · 2 guests · 1 bed · 1 bath

The Little Treehouse 2 at Country Club of OrlandoWith rustic urban charm, The Little Treehouse 2 is a perfect backdrop for your stay in the City Beautiful. This completely renovated 1926 carriage house in the historic Country Club of Orlando is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Windermere vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Windermere

SUPERHOST
  1. Entire guest suite
  2. Orlando
Cozy Studio Apt with Kitchenette
$54 per night
SUPERHOST
  1. Entire guesthouse
  2. Orlando
Oasis Garden Cottage -cozy, chic, near everything!
$66 per night
SUPERHOST
  1. Entire guest suite
  2. Kissimmee
#Awesome Disney Studio Suite in resort setting!
$32 per night
SUPERHOST
  1. Private room
  2. Kissimmee
QUIET AND CLEAN BEDROOM NEAR DISNEY AND PARKS!!
$29 per night
SUPERHOST
  1. Entire guest suite
  2. Orlando
A SUITE RETREAT with a Garden View in the City
$61 per night
SUPERHOST
  1. Entire guest suite
  2. Orlando
*Comfortable space(Millenia & International area)*
$38 per night
SUPERHOST
  1. Entire bungalow
  2. Kissimmee
Tiny House Living, Near ALL Parks!! Woohoo! 93
$52 per night
SUPERHOST
  1. Entire villa
  2. Kissimmee
House by the Mouse: Something for Everyone!
$165 per night
SUPERHOST
  1. Entire guest suite
  2. Orlando
Magic space Next to MCO Airport
$37 per night
SUPERHOST
  1. Private room
  2. Orlando
Private Master Suite in College Park, Orlando FL
$34 per night
SUPERHOST
  1. Private room
  2. Kissimmee
Cozy Suite at Compass Bay Resort
$36 per night
SUPERHOST
  1. Entire condominium
  2. Davenport
✦✦✦✦✦Disney Bahama Bay Orlando Resort 3Br2Ba Condo
$70 per night

Nearby destinations