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
Superhost
Home in Kissimmee
4.92 out of 5 average rating, 12 reviewsSpacious home close to legoland. Furry friends ok
Jun. 25 – Jul. 2
$183 CAD per night
Guest favourite
Guest suite in Kissimmee
4.88 out of 5 average rating, 42 reviewsElegant 1-Bdrm Near Disney - FREE Parking ✨️
May 15 – 22
$120 CAD per night
Guest favourite
Tiny homes in Avon Park
5.0 out of 5 average rating, 20 reviewsBack to Nature!
Jan. 13 – 20
$164 CAD per night
Guest favourite
Guest suite in Kissimmee
4.89 out of 5 average rating, 18 reviewsCharming One Bedroom Efficiency
Nov. 5 – 12
$116 CAD per night
Guest favourite
Home in Kissimmee
5.0 out of 5 average rating, 26 reviewsSouthern Comfort
Oct. 17 – 24
$232 CAD per night
Guest favourite
Home in St. Cloud
5.0 out of 5 average rating, 46 reviewsComfy Studio w/ private Entrance
Mar. 4 – 11
$112 CAD per night
Guest favourite
Cottage in Lake Wales
4.97 out of 5 average rating, 96 reviewsCharming, renovated 1917 Cottage
Aug. 6 – 13
$182 CAD per night
Guest favourite
Home in Saint Cloud
5.0 out of 5 average rating, 11 reviewsHarmony Golf Villa
Oct. 1 – 8
$228 CAD per night
Destinations to explore
- Rentals with a hot tub Osceola County
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- Cabin rentals Osceola County
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- Hotel rentals Osceola County
- Rentals with a fireplace Osceola County
- Rentals with an accessible height toilet Osceola County
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