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
Home in Kissimmee
5.0 out of 5 average rating, 8 reviewsUniquely Chic home near Disney!
Oct 23 – 30
$102 per night
Guest favorite
Guest suite in Kissimmee
4.88 out of 5 average rating, 17 reviewsCharming One Bedroom Efficiency
Nov 22 – 29
$58 per night
Guest favorite
Apartment in Haines City
4.92 out of 5 average rating, 25 reviewsCozy and Tranquil 1BR/1BA studio apartment
Jan 6 – 13
$74 per night
Guest favorite
Cottage in Lake Wales
4.97 out of 5 average rating, 96 reviewsCharming, renovated 1917 Cottage
Aug 6 – 13
$94 per night
Guest favorite
Home in Kissimmee
5.0 out of 5 average rating, 26 reviewsSouthern Comfort
Sep 8 – 15
$115 per night
Guest favorite
Home in Saint Cloud
5.0 out of 5 average rating, 10 reviewsHarmony Golf Villa
Dec 4 – 11
$114 per night
Guest favorite
Cabin in St. Cloud
5.0 out of 5 average rating, 24 reviews“Tailypo” - Charming Studio Cabin
Oct 10 – 17
$96 per night
Guest favorite
Home in Kissimmee
5.0 out of 5 average rating, 11 reviewsQuiet 2bd Oasis with King bed and Pool
Dec 31 – Jan 7
$143 per night
Destinations to explore
- Rentals with a home theater Osceola County
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- Townhouse rentals Osceola County
- Rentals with beach access Osceola County
- Rentals with a hot tub Osceola County
- Rentals with a washer and dryer Osceola County
- Tiny house rentals Osceola County
- Monthly Rentals Osceola County
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- Pet-friendly rentals Osceola County
- Rentals with pools Osceola County
- Villa rentals Osceola County
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- House rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Smoking-friendly rentals Osceola County
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- Rentals with a sauna Osceola County
- Boutique hotel rentals Osceola County
- Serviced apartment rentals Osceola County
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- Rentals with outdoor seating Osceola County
- Cottage rentals Osceola County
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- Rentals with an accessible height toilet Osceola County
- Rentals with lake access Osceola County
- Rentals with a fire pit Osceola County
- Resort rentals Osceola County
- Rentals with breakfast Osceola County
- Luxury rentals Osceola County
- Rentals with an EV charger Osceola County
- Family-friendly rentals Osceola County
- Kid-friendly rentals Osceola County
- Wheelchair accessible rentals Osceola County
- Rentals with a patio Osceola County
- Rentals with a kayak Osceola County
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