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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.

Guest favorite
Guest suite in Kissimmee
Newly renovated near Disney and Universal Orlando
Entire suite , new ultra comfortable king size bed, free wifi, 64"TV with Netflix and Amazon Prime. Private bath, Living room and kitchen, shared laundry room, free parking 13 miles or 21 minutes from Disney World, Disney Springs shops and restaurants and Orlando Premium Outlets 16.6 miles or 23 minutes from Universal Orlando. 12.6 miles or 22 minutes from Aquatica and SeaWorld Orlando 11.6 miles or 22 minutes from Orlando International Airport 15 miles or 25 minutes from the Convention Center
Dec 29 – Jan 5
$65 per night
Guest favorite
Guest suite in Kissimmee
Private 2 bedroom w/bathrm in portion of POOL home
Hello travelers, we offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We are happy to continue offering our apartment with a 5-star cleanliness rating. We offer our home to travelers only-we do not accept local reservations.
Nov 30 – Dec 7
$63 per night
Guest favorite
Cottage in Lake Wales
The "Little ‘Toa" Ideal for short & long stays!
Welcome to the Little TOA, Central Florida's fishing, hunting and winter get away. The house sits just off the Kissimmee River which is part of the Kissimmee chain of lakes, connecting Lake Hatchineha and Kissimmee. This will be a great spot for you and your buddies or family for a short weekend trip or an extended stay. Come see old Florida, the area holds many things to occupy your vacation time. *Your pet is welcome, please let me know ahead of time. There is a one time fee for pets.
Feb 8 – 15
$114 per night

Popular amenities for Osceola County vacation rentals

Other great vacation rentals in Osceola County

Guest favorite
Cabin in Davenport
$89! Cozy Cabin- Disney 20 Miles Away!
Apr 19 – 26
$92 per night
Superhost
Dome in Davenport
Glamping | 2 Domes! Sleeps 4- Disney-20 Miles!
May 16 – 23
$128 per night
Guest favorite
Home in Kissimmee
3 bedroom Villa in Kissimmee
Feb 6 – 13
$103 per night
Guest favorite
Home in Kissimmee
Windsor Orlando Private Arcades,Theater,Pool-Spa
Sep 30 – Oct 7
$445 per night
Guest favorite
Guest suite in Dundee
Zetta's Hide-a-Way
Sep 28 – Oct 5
$74 per night
Guest favorite
Villa in Kissimmee
Waterfront Retreat,King Bed,Heated Pool & Fire Pit
Oct 12 – 19
$182 per night
Guest favorite
Guest suite in St. Cloud
LAKE FRONT SUITE with FREE USE of KAYAKS & CANOES
Jul 9 – 16
$82 per night
Guest favorite
Guest suite in Kissimmee
Little Blue House with private entrance & parking
Dec 29 – Jan 5
$70 per night
Guest favorite
Shipping container in Osceola County
Beautiful off-grid tiny home cottage #2
Aug 3 – 10
$121 per night
Guest favorite
Guesthouse in Kissimmee
Kissimmee Studio
Jan 8 – 15
$40 per night
Superhost
Cottage in Lake Wales
Suite Retreat by lake & orange groves
Mar 28 – Apr 4
$83 per night
Guest favorite
Condo in River Ranch
River Ranch Lodge
Nov 4 – 11
$91 per night

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