Cottage vacation rentals in Kissimmee

Find and book unique cottages on Airbnb

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Popular amenities for Kissimmee cottage rentals

Private cottage rentals

Guest favourite

Cottage in Orlando

4.88 out of 5 average rating, 265 reviews

Beautiful (AS SEEN on TV) Near Downtown & Airport

Jan. 8 – 15

$186 CAD per night
Guest favourite

Cottage in Orlando

4.91 out of 5 average rating, 137 reviews

Thornton Park Historic Neighborhood-Top Rated!

Jun. 8 – 15

$217 CAD per night
Guest favourite

Cottage in Orlando

4.92 out of 5 average rating, 131 reviews

EdgeWater HideAway Overlooking Lake Concord

Aug. 12 – 19

$215 CAD per night
Guest favourite

Cottage in Kissimmee

5.0 out of 5 average rating, 11 reviews

Sweet Cottage 4 miles to Disney World

Dec. 22 – 29

$148 CAD per night
Guest favourite

Cottage in Clermont

4.96 out of 5 average rating, 55 reviews

A-Frame Cottage near Disney, Universal, & Lakes

Aug. 6 – 13

$242 CAD per night
Superhost

Cottage in Kissimmee

4.71 out of 5 average rating, 94 reviews

Entire HAPPY HOME @Disney/Universal Parks!!

Nov. 4 – 11

$171 CAD per night
Guest favourite

Cottage in Kissimmee

4.81 out of 5 average rating, 68 reviews

Updated Kissimmee Cottage near Disney (5 miles)

Sep. 26 – Oct. 3

$166 CAD per night
Superhost

Cottage in Clermont

4.7 out of 5 average rating, 124 reviews

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Dec. 3 – 10

$170 CAD per night

Quick stats about cottage rentals in Kissimmee

  • Total rentals

    10 properties

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Wifi availability

    10 properties include access to wifi

  • Rentals with a pool

    10 properties have a pool

  • Total number of reviews

    2.6K reviews

  • Nightly prices starting at

    $69 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Cottage rentals