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8,800+ Rentals in Osceola County, FL, USA

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Showing results 1-30 of 300+ rentals
HomeNorth AmericaUnited StatesFloridaOsceola County
Highest rated rentals in Osceola County
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Hotel
Holiday Inn Express Orlando - South Davenport, an IHG Hotel
Booking.com
4.5
(279)
$82
Details
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Resort
Magic Village Views Trademark Collection by Wyndham
4-Star Resort · Booking.com
4.7
(312)
$188
Details
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Entire apartment
Enchanted Palms
10 Guests · 4 Beds · 3 Baths · RedAwning
4.7
(15)
$224
Details
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Entire villa
Olivia's Dream Villa on WindsorHills
Booking.com
4.6
(23)
$278
Details
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Entire house
Lakeside Castle Villa with Private Pool & Spa
16 Guests · 5 Beds · 5 Baths · RedAwning
5.0
(5)
$692
Details
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Entire villa
4 BR 4 BA Deluxe Villa Full Kitchen 5min to Disneyworld
Booking.com
4.5
(2)
$123
Details
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RV
2020 SunFun Florida RV Rental
6 Guests · Outdoorsy
5.0
(3)
Great value
$125
Details
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Entire house
Minnie Mouse Clubhouse: Disney Basecamp w/ Pool
8 Guests · 4 Beds · 2 Baths · RedAwning
4.7
(3)
$351
Details
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Entire house
Luxuary 3 bedroom Home on Magic Village Resort
Booking.com
5.0
(2)
$250
Details
Rentals in Osceola County with a Pool
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Resort
Holiday Inn Club Vacations At Orange Lake Resort, an IHG Hotel
4-Star Resort · Booking.com
4.3
(2088)
$108
Details
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Hotel
Holiday Inn Express Orlando - South Davenport, an IHG Hotel
Booking.com
4.5
(279)
$82
Details
property picture
Entire apartment
Enchanted Palms
10 Guests · 4 Beds · 3 Baths · RedAwning
4.7
(15)
$224
Details
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Hotel
Comfort Suites Maingate East
3-Star Hotel · Booking.com
4.5
(882)
$81
Details
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Entire house
Lakeside Castle Villa with Private Pool & Spa
16 Guests · 5 Beds · 5 Baths · RedAwning
5.0
(5)
$692
Details
property picture
Resort
Magic Village Views Trademark Collection by Wyndham
4-Star Resort · Booking.com
4.7
(312)
$188
Details
property picture
Hotel
Celebration Suites 2 Bedroom Condo
3-Star Hotel · Trip.com
$140
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Entire house
Minnie Mouse Clubhouse: Disney Basecamp w/ Pool
8 Guests · 4 Beds · 2 Baths · RedAwning
4.7
(3)
$351
Details
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Resort
CLC Encantada Resort Vacation Townhomes
3-Star Resort · Booking.com
4.3
(1102)
$133
Details
Pet-friendly stays in Osceola County
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Resort
CLC Encantada Resort Vacation Townhomes
3-Star Resort · Booking.com
4.3
(1102)
$133
Details
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Resort
Margaritaville Resort Orlando
4-Star Resort · Booking.com
4.4
(1197)
$139
Details
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Entire house
Emerald Oasis
10 Guests · 4 Beds · 3 Baths · RedAwning
4.3
(4)
$205
Details
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Entire villa
5 BR 6 BA Villa 5 min to Disneyworld with BBQ Grill
Booking.com
4.3
(7)
$159
Details
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Entire villa
2418
6 Guests · 3 Beds · 2 Baths · RedAwning
$150
Details
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Hotel
Staybridge Suites - Orlando Royale Parc Suites, an IHG Hotel
3-Star Hotel · Booking.com
4.0
(2243)
$76
Details
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RV
2001 Fleetwood Pace Arrow
6 Guests · Outdoorsy
5.0
(2)
$151
Details
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Entire house
The Private Retreat
6 Guests · 3 Beds · 3 Baths · RedAwning
$210
Details
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Entire villa
4 BR 4 BA Deluxe Villa Full Kitchen 5min to Disneyworld
Booking.com
4.5
(2)
$123
Details
Great Deals in Osceola County
property picture
Hotel
Holiday Inn Express Orlando - South Davenport, an IHG Hotel
Booking.com
4.5
(279)
$82
Details
property picture
Resort
Magic Village Views Trademark Collection by Wyndham
4-Star Resort · Booking.com
4.7
(312)
$188
Details
property picture
Entire apartment
Santa Cruz
7 Guests · 3 Beds · 2 Baths · RedAwning
5.0
(2)
$164
Details
property picture
Entire villa
4 BR 4 BA Deluxe Villa Full Kitchen 5min to Disneyworld
Booking.com
4.5
(2)
$123
Details
property picture
Entire house
979 Park Terrace Circle
8 Guests · 3 Beds · 3 Baths · RedAwning
5.0
(1)
$140
Details
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Entire villa
4 BR 4 BA Villa Ground Zero to Disneyworld 1804ft²
Booking.com
4.7
(7)
$123
Details
property picture
RV
2020 SunFun Florida RV Rental
6 Guests · Outdoorsy
5.0
(3)
Great value
$125
Details
property picture
Entire house
4442
6 Guests · 3 Beds · 2 Baths · RedAwning
5.0
(1)
$150
Details
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Resort
Magic Village Yards Trademark Collection by Wyndham
4-Star Resort · Booking.com
4.5
(661)
$190
Details

Points of interest in Osceola County

Osceola County has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Osceola County.
Osceola County
8,261 places to stay
Walt Disney World Resort
462 places to stay
Old Town
10 places to stay
Museum of Military History
7 places to stay
Medieval Times Dinner & Tournament
3 places to stay
Osceola County Welcome Center and History Museum
3 places to stay

Learn more about Osceola County, rentals

How many rentals are available in Osceola County?

What is the price range for rentals in Osceola County?

What is the most popular type of rental in Osceola County?

What is the top travel destination in Osceola County?

How many destinations have available rentals in Osceola County?

Top vacation cities in Florida

Hallandale Beach Aventura Miami Shores San Souci Estates Ives Estates Sunny Isles Beach Windsor Hills Gulfport

Nearby destinations

Kissimmee Orlando Haines City Loughman Lake Berkley South Patrick Shores Lake Hart Merritt Island Melbourne Beach Indialantic Melbourne Indian River Universal Orlando Cocoa Beach Chuluota Poinciana Palm Bay West Melbourne Indian Harbour Beach Doctor Phillips Satellite Beach Celebration Hunters Creek River Ranch

Top cities in the United States

Frisco Los Angeles Long Island Corpus Christi New York City Mustang Island Houston Starkeytown