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1,000 Rentals In Osceola Area
United States
Florida
Osceola Area
Filters
Sub Areas
Shingle Creek Regional Park
(437)
Kissimmee
(389)
Fishers Island
(302)
Indian Point
(211)
Kissimmee View
(151)
GreenPoint Kissimmee
(149)
Victory Village
(117)
Lake Tohopekaliga
(62)
Celebration
(50)
Vine Street Square
(10)
Staymore Extended Studios
(5)
Quail Hollow
(5)
Oak Run
(5)
Oak Hollow
(5)
East Lake Tohopekaliga
(5)
Remington
(4)
Whisper Woods
(3)
Westwood Forest
(3)
Shenandoah
(3)
Mill Run
(3)
Guests
Guests
1
2
3
4
5
6
7
8+
Price
Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Disney, Universal and Legoland Getaway
2
1.0
6
Kissimmee Florida Cottage
From $75 per night
(USD)
Private Pool Home | Clubhouse Lounge, Pool & Gym!
5
6.0
18
Kissimmee Florida Villa
From $292 per night
(USD)
Lindfields Villa Minutes From Disney. Private Pool. AC. Free Wifi.Grill.Cable TV
3
2.0
8
Kissimmee Florida Villa
From $145 per night
(USD)
Windsor Hills Mickey's Townhouse 2562
3
3.0
8
Kissimmee Florida Private vacation home
From $125 per night
(USD)
Privacy, Disney 20 minutes,brand new house!!!
3
3.0
14
Kissimmee Florida Private vacation home
From $135 per night
(USD)
Welcome! Resort Condo with all amenities needed-Cane Island
3
2.0
6
Kissimmee Florida Villa
From $91 per night
(USD)
3BR\/3BR 5 min to theme park! Family-sized house with Free Waterpark & Pool
3
3.0
8
Kissimmee Florida Private vacation home
From $761 per night
(USD)
'Our Mickey Mouse House' Townhome w\/ Pool!
3
3.0
8
Kissimmee Florida Private vacation home
Click For Pricing
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4
3.0
8
Kissimmee Florida Villa
From $120 per night
(USD)
New listing townhouse in gated community, sleeps 6. 10 min to Disney!
3
2.0
6
Kissimmee Florida Private vacation home
From $122 per night
(USD)
Relaxing at Royal Palm Bay! Themed, Pool, Hot Tub, spacious
3
2.0
6
Kissimmee Florida Condo
From $87 per night
(USD)
Fantastic private pool with tree view, TVs in every room!
4
3.0
8
Kissimmee Florida Private vacation home
From $185 per night
(USD)
Luxury 4 bedroom 3 bath pool Home 264
4
3.0
10
Kissimmee Florida Private vacation home
From $192 per night
(USD)
Spacious upgraded condo with shared pool, hot tub, & tennis
3
2.0
6
Kissimmee Florida Condo
From $145 per night
(USD)
GREAT APARTMENT CLOSE DISNEY
3
2.0
6
Kissimmee Florida Apartment
From $199 per night
(USD)
2 Miles 2 Disney, waterpark pool, spa, game room, big playhouse, free Wi-Fi
6
4.0
15
Kissimmee Florida Private vacation home
From $245 per night
(USD)
Best Price 5BD Villa w\/Private Pool and Free Resort Amenities
5
5.0
10
Kissimmee Florida Private vacation home
From $176 per night
(USD)
Splendid 5Bd w\/ Private Pool @ Windsor Westside 8921
5
5.0
12
Four Corners Florida Private vacation home
From $143 per night
(USD)
Stunning 2 Bd Close to Disney @ Storey Lake 203 3180
2
2.0
6
Kissimmee Florida Condo
From $98 per night
(USD)
Kissimmee Family Home w\/ Pool - 5 Mi to Disney!
4
3.0
10
Kissimmee Florida Villa
From $174 per night
(USD)
Gorgeous Single Home with Private Pool at Encore
8
8.0
18
Kissimmee Florida Private vacation home
From $384 per night
(USD)
Jedi Training Camp Top Rated 5 Star Villa
5
5.0
13
Kissimmee Florida Private vacation home
From $304 per night
(USD)
Margaritavilla at Emerald Island
7
5.0
14
Kissimmee Florida Private vacation home
From $256 per night
(USD)
5* 4 bed\/3 bath pool home with 2 King master suites at The Windsor Palms Resort
4
3.0
8
Kissimmee Florida Villa
From $200 per night
(USD)
⭐⭐⭐⭐⭐Luxury for You, Fun for the Kids! 3BR\/3BA 2 Miles from Disney
3
3.0
8
Kissimmee Florida Private vacation home
From $163 per night
(USD)
Modern Luxury Villa with Everything
7
5.0
18
Kissimmee Florida Villa
From $377 per night
(USD)
Updated first floor condo, near pool, at Windsor Palms Resort Disney Orlando
3
2.0
8
Kissimmee Florida Condo
From $115 per night
(USD)
Bear's Paradise | Pool Area | Games Room | Close to Disney
8
9.0
18
Kissimmee Florida Private vacation home
From $1398 per night
(USD)
Zen Luxury Home w\/ Pool&BBQ near Disney&Universal
4
4.0
9
Kissimmee Florida Private vacation home
From $280 per night
(USD)
Vacation rental with a touch of Class!
3
2.0
6
Kissimmee Florida Private vacation home
From $122 per night
(USD)
Gorgeous Two Bedroom Apt Close to Disney 306 4721 @Storey Lake Resort
2
2.0
8
Kissimmee Florida Condo
From $118 per night
(USD)
Amazing Story Lake Town Home Sleeps 8 With Pool
4
3.0
10
Kissimmee Florida Private vacation home
From $190 per night
(USD)
Spacious 9BR Home w\/ Private Pool | Near Disney!
9
5.0
16
Davenport Florida Private vacation home
Click For Pricing
Family home 3BR Townhome, Near Attractions
3
3.0
6
Kissimmee Florida Private vacation home
From $182 per night
(USD)
4bed\/3bath Right Beside Disney World
4
3.0
10
Kissimmee Florida Private vacation home
From $206 per night
(USD)
Sunny & Bright 6 BR\/4 BA Home with Pool & 2 Disney Themed Rooms in the Center of all the Magic.
6
4.0
13
Kissimmee Florida Private vacation home
From $293 per night
(USD)
Week 6 RESERVED! More floating days\/weeks available at WESTGATE TOWN CENTER,
2
2.0
4
Kissimmee Florida Hotel resort
Click For Pricing
3Bed\/2Bath Lakeside Tranquility
3
2.0
8
Kissimmee Florida Private vacation home
From $219 per night
(USD)
5 bed pool\/spa family villa close to Disney
5
4.0
10
Kissimmee Florida Villa
From $149 per night
(USD)
BEAUTIFULLY remodeled 3\/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️
3
2.0
8
Kissimmee Florida Condo
From $114 per night
(USD)
3bed/2bath Cute as a Button
3
2.0
2
Kissimmee Florida Private vacation home
Click For Pricing
Cozy Condo - 2 Miles from Disney portal 201
3
2.0
6
Kissimmee Florida Apartment
From $163 per night
(USD)
4bed\/3bath A Resort Right By Disney
4
3.0
10
Kissimmee Florida Private vacation home
From $198 per night
(USD)
2bed\/2bath Magical House
2
2.0
6
Kissimmee Florida Private vacation home
From $189 per night
(USD)
New Cozy 3B\/2.5BA Townhome minutes from Disney!
3
3.0
7
Kissimmee Florida Private vacation home
From $200 per night
(USD)
5bed\/3bath Authentic Native American Decor
5
4.0
12
Kissimmee Florida Private vacation home
From $212 per night
(USD)
Luxury 7 Bed Villa with Pool\/Spa, Game Room & Resort Clubhouse - Minutes to Disney
7
5.0
14
Kissimmee Florida Villa
From $209 per night
(USD)
Cozy Family Condo 2 miles from Disney! 3 Bedroom, 2 Bath \/ Sleeps 10-12
3
2.0
12
Kissimmee Florida Condo
From $150 per night
(USD)
*NEAR DISNEY* 6 GUESTS... LOTS of Amenities
3
2.0
6
Kissimmee Florida Private vacation home
From $139 per night
(USD)
Two Waterparks Access, Private Pool & FREE Grill. Near Disney!
4
3.0
10
Davenport Florida Private vacation home
From $258 per night
(USD)
3 Bedroom townhouse fits 8, 15 minutes to Disney parks!
3
2.0
8
Kissimmee Florida Private vacation home
From $145 per night
(USD)
Magical new modern oasis BBQ delight 10 min Disney
4
5.0
8
Kissimmee Florida Private vacation home
From $164 per night
(USD)
Prague Sunrise - Private Pool\/Spa and 24\/7 Support
6
5.0
15
Reunion Florida Private vacation home
From $266 per night
(USD)
Charming Estate with Private Pool at Encore
4
3.0
9
Kissimmee Florida Private vacation home
From $430 per night
(USD)
3081 Elegant Magic Villa BBQ Jacuzzi 8 min Disney
4
5.0
8
Kissimmee Florida Private vacation home
From $189 per night
(USD)
Quaint Country Setting, Kitchen, Pool, Near Kissimmee Golf Club
2
2.0
6
Kissimmee Florida Hotel resort
From $147 per night
(USD)
Nature Escape! 2 Great Units, Kitchen, Pool, Parking
4
4.0
12
Kissimmee Florida Hotel resort
From $294 per night
(USD)
Storey Lake 9 BR Villa With Games Room and Theater
9
5.0
20
Kissimmee Florida Private vacation home
From $319 per night
(USD)
Windsor Palms Condo, 5 miles to Walt Disney
3
2.0
6
Kissimmee Florida Condo
From $111 per night
(USD)
Storey Lake 4 Bedroom Vacation Home 4844
4
3.0
10
Kissimmee Florida Private vacation home
From $216 per night
(USD)
Happiest House on Earth | 6,451 sq. ft Custom Bedroom Home with Theater Room, Private Pool
10
13.0
26
Kissimmee Florida Villa
From $689 per night
(USD)
Storey Lake BRAND NEW - 5 bedrooms, Private Pool, Minions and Harry Potter theme!
5
5.0
14
Kissimmee Florida Villa
Click For Pricing
Storey Lake 6 Bedroom Vacation Home 4718 N
6
5.0
16
Kissimmee Florida Private vacation home
From $289 per night
(USD)
5BR Single Family Retreat with Private Pool - Champions Gate - 8958
5
5.0
14
Davenport Florida Private vacation home
From $311 per night
(USD)
Storey Lake 6 Bedroom Vacation Home 4712
6
5.0
14
Kissimmee Florida Private vacation home
From $369 per night
(USD)
Stunning Lakeview Pool\/Spa-Games Room,Free Wi-Fi, 2 mls to Disney
4
3.0
8
Kissimmee Florida Private vacation home
From $205 per night
(USD)
Candy in Paradise Short Drive to Magic Kingdom!
7
6.0
14
Kissimmee Florida Private vacation home
Click For Pricing
My Happy Place with Resort Amenities AND minutes from Disney!!
3
3.0
6
Kissimmee Florida Private vacation home
From $159 per night
(USD)
Luxury 3Bd\/2Ba Villa with Private Pool 10 min to DISNEY\/20 min to UNIVERSAL
3
2.0
8
Kissimmee Florida Villa
From $159 per night
(USD)
Fabulous, Modern, Family Vacation Villa
6
5.0
12
Kissimmee Florida Private vacation home
From $289 per night
(USD)
Special Offer-Near Parks \/ Storey Lake 2925SS
4
3.0
9
Kissimmee Florida Private vacation home
From $218 per night
(USD)
☀ Beautiful Family Villa BBQ patio 5min ---> Disney| ♥ 137
5
6.0
14
Kissimmee Florida Private vacation home
From $166 per night
(USD)
Serene Waterfront Oasis - Margaritaville Cottage w\/ Private Pool & Spa
5
5.0
12
Kissimmee Florida Private vacation home
From $218 per night
(USD)
Idyllic Margaritaville Cottage w\/ Private Pool
3
3.0
8
Kissimmee Florida Private vacation home
From $219 per night
(USD)
(JG401) Storey Lake Penthouse Storey Lake 4\/3, Free Waterpark
4
3.0
12
Kissimmee Florida Apartment
From $196 per night
(USD)
Lovely 4Bd Pool Home with Game Room-9029FW
4
4.0
8
Kissimmee Florida Villa
From $284 per night
(USD)
4731 301 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
3
2.0
6
Kissimmee Florida Condo
From $212 per night
(USD)
☀5min➡️Disney Precious Villa| BBQ & Hot Tub ⭐️132
5
6.0
12
Kissimmee Florida Private vacation home
From $183 per night
(USD)
4731 308 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
3
2.0
7
Kissimmee Florida Condo
From $226 per night
(USD)
ZziestaTime2, Where If You Cant Siesta then Fiesta
3
3.0
8
Davenport Florida Private vacation home
Click For Pricing
Whisper Way Zen | 3 Bed, 3 bath Condo | Near Orlando's attractions
3
3.0
8
Kissimmee Florida Condo
From $102 per night
(USD)
Farmhouse inspired pool home with themed rooms @ Windsor Hills-5 mins to Disney
5
5.0
11
Kissimmee Florida Private vacation home
From $310 per night
(USD)
4916 - 5 Bedroom Pool Townhome in Storey Lake Resort Under 10 Minutes to Disney
5
4.0
14
Kissimmee Florida Private vacation home
From $255 per night
(USD)
Beautiful 3 bed 2 bath in Royal Palm - 8 guests
3
2.0
8
Kissimmee Florida Private vacation home
From $99 per night
(USD)
Beautiful 3BR\/2BA Ground Floor Condo Near Clubhouse
3
2.0
8
Kissimmee Florida Villa
Click For Pricing
Luxury Disney Home Pool Game Champions Gate 1573CESLICEWJGIL
6
5.0
12
DAVENPORT Florida Villa
Click For Pricing
Special Offer- Star War \/ Storey Lake 4501TB
8
6.0
20
Kissimmee Florida Private vacation home
From $418 per night
(USD)
Lovely newly renovated condo only mins from Disney and other attractions.
2
2.0
4
Kissimmee Florida Condo
From $189 per night
(USD)
Spetacular Townhouse with themed room near Disney
4
3.0
10
Kissimmee Florida Private vacation home
From $171 per night
(USD)
★ 5min➡️Disney Wonderful Villa | Hot Tub & BBQ | 112
5
6.0
14
Kissimmee Florida Private vacation home
From $224 per night
(USD)
✫ 5min→Disney Wonderful Villa| BBQ Grill ☀ 122
5
6.0
12
Kissimmee Florida Private vacation home
From $133 per night
(USD)
Solara Resort 7 Bedroom Private Pool+Spa Movie Room Home
7
7.0
16
Kissimmee Florida Private vacation home
From $382 per night
(USD)
4731 201 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
3
2.0
6
Kissimmee Florida Condo
From $200 per night
(USD)
4731 208 - 3 Bedroom Corner Unit in Storey Lake Resort Under 10 Min to Disney
3
2.0
6
Kissimmee Florida Condo
From $175 per night
(USD)
Storey Lake Resort 4 Bedroom Condo w Balcony and Amenities
4
3.0
12
Kissimmee Florida Private vacation home
From $163 per night
(USD)
Gorgeous 3BR W\/2 Waterparks & Kids Splash Pad
3
2.0
10
Kissimmee Florida Condo
From $131 per night
(USD)
Stunning 4 bed 3.5 bath House near Disney - Solara resort
4
5.0
12
Kissimmee Florida Private vacation home
From $215 per night
(USD)
Comfy 3BR Lakeview Condo W\/2Clubhouses
3
2.0
12
Kissimmee Florida Condo
From $125 per night
(USD)
🌴New Bethel Orlando Villa With Pvt Pool, Spa Pool Game Room and close to Disney🌴
6
6.0
12
Davenport Florida Private vacation home
From $325 per night
(USD)
Solara Resort 5 Bedroom Townhome Private Pool
5
5.0
11
Kissimmee Florida Private vacation home
From $274 per night
(USD)
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