Vacation rentals in Osceola County
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Top-rated vacation rentals in Osceola County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Osceola County vacation rentals
Other great vacation rentals in Osceola County
Guest favorite
Guesthouse in Kissimmee
4.96 out of 5 average rating, 25 reviewsKissimmee Studio
Jan 15 – 22
$40 per night
Guest favorite
Shipping container in Osceola County
4.94 out of 5 average rating, 16 reviewsBeautiful off-grid tiny home cottage #3
Oct 20 – 27
$120 per night
Guest favorite
Home in Kissimmee
5.0 out of 5 average rating, 8 reviewsUniquely Chic home near Disney!
Oct 17 – 24
$102 per night
Superhost
Home in Kissimmee
4.92 out of 5 average rating, 12 reviewsSpacious home from home close to legoland
May 15 – 22
$75 per night
Guest favorite
Guest suite in Kissimmee
4.93 out of 5 average rating, 14 reviewsCharming One Bedroom Efficiency
Sep 4 – 11
$58 per night
Guest favorite
Condo in Osceola County
4.88 out of 5 average rating, 59 reviewsStunning resort condo, 3 BR/2 ba, pets OK
Feb 4 – 11
$123 per night
Guest favorite
Tiny home in Avon Park
5.0 out of 5 average rating, 18 reviewsBack to Nature!
Sep 16 – 23
$90 per night
Guest favorite
Home in Saint Cloud
5.0 out of 5 average rating, 10 reviewsHarmony Golf Villa
Jun 8 – 15
$96 per night
Destinations to explore
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