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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
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5
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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
DC405 Storey Lake Condo 2 bed 2 bath free Waterpark
2
2.0
7
Kissimmee Florida Apartment
From $161 per night
(USD)
Lovely 2 Bed Condo in Storey Lake
2
2.0
6
Kissimmee Florida Condo
From $236 per night
(USD)
Luxury magnificent South East Facing Pool\/Spa Lakefront View Free WiFi Game Room
7
5.0
16
Kissimmee Florida Private vacation home
From $251 per night
(USD)
Escape to Comfort and Privacy, plenty of space, Unbeatable Location!!!
4
4.0
10
Kissimmee Florida Private vacation home
From $164 per night
(USD)
3 outdoor swimming pools, children's pool, tennis court, & fitness center
2
2.0
8
Kissimmee Florida Hotel resort
Click For Pricing
Beautiful 3 Bedroom Windsor Palms w\/ Private Splash Pool
3
3.0
6
Kissimmee Florida Private vacation home
From $131 per night
(USD)
1600ft 2BR\/3BA Condo. Superb location - 2 mins WALK to pool, shops & restaurants
2
3.0
4
Kissimmee Florida Condo
From $172 per night
(USD)
6bdr luxury home with south facing pool EXTENDED pool deck close to clubhouse
6
4.0
12
Kissimmee Florida Private vacation home
From $300 per night
(USD)
Luxury\/magnificent South Facing Pool\/Spa Lakefront View Free WiFi Game Room
7
5.0
16
Kissimmee Florida Villa
From $250 per night
(USD)
Luxury Villa - Pool, LCD TVs , Free Internet On Disney's Doorstep !!
4
3.0
10
Kissimmee Florida Private vacation home
From $130 per night
(USD)
Luxury Villa 3 bed\/3 baths located Near Walt Disney World Attractions!
3
3.0
10
Kissimmee Florida Villa
Click For Pricing
Livin' Great❤️3 King Suites\/Free Resort\/Private South Pool
5
5.0
12
Kissimmee Florida Private vacation home
From $203 per night
(USD)
Livin' the Moment❤️Theatre*FREE Resort*WDW 2mi
6
4.0
15
Kissimmee Florida Private vacation home
From $375 per night
(USD)
Windsor Hills Vacation Home | Pool, Spa, Game Room
5
5.0
12
Kissimmee Florida Villa
From $348 per night
(USD)
Modern High standard pool villa with Free Wifi with BBQ
4
3.0
10
kissimmee Florida Private vacation home
From $140 per night
(USD)
WOW - Terra verde Luxury updated 4 Bedroom pool\/ spa home
4
3.0
8
Kissimmee Florida Private vacation home
From $180 per night
(USD)
Redecorated in 2021! Modern villa, south-facing pool & spa overlooking lake
4
3.0
10
Kissimmee Florida Private vacation home
From $191 per night
(USD)
Disney South facing Pool Home, updated, 5 minutes from Disney!
4
4.0
8
Kissimmee Florida Private vacation home
From $250 per night
(USD)
Luxury Villa- 5min from Disney w\/ Jacuzzi 7493
4
5.0
10
Kissimmee Florida Private vacation home
From $255 per night
(USD)
Stunning 4 Bd Close to Disney w/ Pool @ Storey Lake Resort 4369
4
4.0
8
Kissimmee Florida Private vacation home
Click For Pricing
Lazy River!!! 8br\/6ba pool villa from $270\/NT, Close to Disney
8
6.0
18
Kissimmee Florida Private vacation home
From $317 per night
(USD)
Two Bedroom Luxury Condo, Orlando, Florida (1746602)
2
2.0
6
Kissimmee Florida Condo
Click For Pricing
Gorgeous Townhome w\/ Deluxe Splash Pool & Themed Rooms!
4
3.0
10
Kissimmee Florida Private vacation home
From $173 per night
(USD)
JO5019 Storey Lake Home 4Beds 3Baths Private Pool and Free Waterpark
4
3.0
10
Kissimmee Florida Private vacation home
From $210 per night
(USD)
NEAR Major theme parks,Perfect vacation getaway home
8
5.0
18
Kissimmee Florida Private vacation home
From $230 per night
(USD)
Enchanting Retreat: Stunning Home, Loft and Pv Pool, Resort Minutes from Disney
4
5.0
10
Kissimmee Florida Private vacation home
From $231 per night
(USD)
5BD Private Pool Villa - Storey Lake Resort - 4810 LL
5
4.0
10
Kissimmee Florida Private vacation home
From $225 per night
(USD)
Family-Friendly, Florida Theme Parks Getaway!
3
2.0
8
Kissimmee Florida Condo
From $162 per night
(USD)
Amazing 4 Bed Villa with Private Pool and Spa up to 14 Guests - 4837 ML
4
3.0
14
Kissimmee Florida Private vacation home
From $130 per night
(USD)
Incredible 4BD Home W\/Pool near Disney Lbl826
4
3.0
11
Kissimmee Florida Private vacation home
From $267 per night
(USD)
Cozy luxury villa\/ 6bed-5bath, Private Pool, Lake view, Disney Themed
6
5.0
16
Reunion Florida Villa
From $343 per night
(USD)
Sol y Mar Resort Style Condo - NO RESORT FEES
3
2.0
6
Kissimmee Florida Condo
From $142 per night
(USD)
Massive Themed Villa - Private Game Room, Movie Theater, Pool\/Spa
8
5.0
20
Davenport Florida Villa
From $586 per night
(USD)
WESTGATE TOWN CENTER RESORT - 2 Bed Suite
2
2.0
4
Kissimmee Florida Hotel resort
Click For Pricing
NEW Lakefront Disney Vacation Home
4
3.0
16
Kissimmee Florida Private vacation home
From $157 per night
(USD)
Amazing Storey Lake 5 Bedroom 5 Bathroom Villa
5
5.0
12
Kissimmee Florida Villa
From $209 per night
(USD)
Amazing New Cgampions Gate Resort Pool Villa
5
5.0
10
Davenport Florida Private vacation home
From $239 per night
(USD)
Newly renovated Modern Family Friendly Townhome near Disney
3
3.0
6
Kissimmee Florida Private vacation home
From $124 per night
(USD)
Brand new vacation home, sleeps 9 15min away from Disney
4
4.0
10
Kissimmee Florida Private vacation home
From $350 per night
(USD)
The Magical Estate | 5 Bedroom Pool Home with Extended Pool Deck and Conservation Views
5
6.0
12
Kissimmee Florida Private vacation home
From $370 per night
(USD)
Beautiful Home w\/Private Pool & Spa, near WDW!
5
5.0
12
Kissimmee Florida Private vacation home
From $409 per night
(USD)
Lake Front, Disney, Pool | World Class Home
3
3.0
8
Kissimmee Florida Private vacation home
From $105 per night
(USD)
Lakeview Luxury Villa with Everything
8
5.0
19
Kissimmee Florida Villa
From $529 per night
(USD)
Pleasant home near Disney with private pool
4
3.0
8
Kissimmee Florida Private vacation home
Click For Pricing
5 Bedrooms \/ 4.5 Bathrooms \/ Windsor at Westside (8936 AL)
5
5.0
13
Kissimmee Florida Private vacation home
From $396 per night
(USD)
Beautiful town house in a great gated community 5 miles from Disney entrance
4
4.0
10
Kissimmee Florida Private vacation home
From $129 per night
(USD)
Luxury 7Bd Pool Spa Gm Hm Windsor at Westside-8911ZL
7
6.0
14
Kissimmee Florida Villa
From $499 per night
(USD)
Luxury 6BR Windsor Hills Pool Villa, Only 2 miles to Disney,Steps to Club House
6
4.0
13
Kissimmee Florida Villa
From $273 per night
(USD)
7 min from Disney World | Free Waterpark PPL129
4
3.0
10
Kissimmee Florida Private vacation home
From $239 per night
(USD)
Cozy home with Private Pool SHD719
5
5.0
14
Kissimmee Florida Private vacation home
From $381 per night
(USD)
Game Room, Movie Loft, Private Pool! Near WDW
6
5.0
14
Kissimmee Florida Private vacation home
From $157 per night
(USD)
Cozy townhome near Disney World - Spl966
3
2.0
8
Kissimmee Florida Private vacation home
From $172 per night
(USD)
New townhome at Storey Lake Kissimmee, FL ORLANDO
4
3.0
10
Kissimmee Florida Private vacation home
From $190 per night
(USD)
Fiesta Key 3 Bedroom Vacation Home 4774
3
3.0
8
Kissimmee Florida Private vacation home
From $168 per night
(USD)
Stylish Home w-Unique Private Pool 5 m from Disney
5
5.0
10
Kissimmee Florida Private vacation home
Click For Pricing
Windsor Luxury 9Bd Villa South-facing Pool\/Spa BBQ Game Room\/3min Walk to club
9
6.0
22
Kissimmee Florida Villa
From $300 per night
(USD)
EXTRAORDINARY DISNEY THEMED HOME WITH WAFFLE BAR!
7
6.0
19
Davenport Florida Private vacation home
From $448 per night
(USD)
Solara Resort Home with Private Pool | Close to Disney and Major Attractions
8
7.0
16
Kissimmee Florida Private vacation home
From $401 per night
(USD)
Four Bedroom w\/ Screened Pool Close to Disney 4563
4
3.0
9
Kissimmee Florida Private vacation home
From $123 per night
(USD)
Entire House with private pool and hot tub, close to Disney!
5
5.0
12
Kissimmee Florida Private vacation home
From $297 per night
(USD)
Windsor Hills Resort 6 Bedroom Private Pool Home
6
4.0
12
Kissimmee Florida Private vacation home
From $223 per night
(USD)
Pawnall Bliss | Fun Kids Room, Games Room and Pool
4
4.0
8
Kissimmee Florida Private vacation home
From $241 per night
(USD)
Disney Rental Home w\/5 Bdrms 4 Bths 4,000 sq ft of Luxury
5
4.0
12
Kissimmee Florida Villa
From $295 per night
(USD)
FROZEN, HARRY POTTER, MICKEY THEMED ROOMS 5 MINUTES FROM DISNEY
5
5.0
10
Kissimmee Florida Private vacation home
From $304 per night
(USD)
Spacious 9BR Champions Gate Villa Private Pool\/Spa\/Game Room
9
5.0
24
Davenport Florida Villa
From $435 per night
(USD)
Paradise Palms Resort 5 Bedroom Home with Game Room
5
5.0
10
Kissimmee Florida Private vacation home
From $301 per night
(USD)
No Hidden Fees or Charges !!! Great Location !!! only 5 miles from Disney
3
2.0
6
Kissimmee Florida Condo
Click For Pricing
In Terra Verde: Close to Disney, water parks, restaurants,supermarkets, etc
4
3.0
8
Kissimmee Florida Private vacation home
From $120 per night
(USD)
7 Bed\/5.5 Bath Large--Private--Exceptional Vacation Home
7
6.0
16
Kissimmee Florida Private vacation home
Click For Pricing
5 Star Spacious Resort Villa - Pool, Game Room, Near Disney
6
4.0
16
Kissimmee Florida Villa
From $279 per night
(USD)
Luxury vacation home with a pool, just ten minutes from Disney World
4
2.0
8
Kissimmee Florida Villa
From $160 per night
(USD)
Comfortable 4bdr w\/private pool - No resort fees
4
3.0
12
Kissimmee Florida Private vacation home
From $213 per night
(USD)
Family-friendly townhouse in a quite gated community close to Disney parks
4
3.0
10
Kissimmee Florida Private vacation home
From $118 per night
(USD)
Charming 7 BR Villa, Private Pool, Resort
7
6.0
14
Kissimmee Florida Private vacation home
From $206 per night
(USD)
Gem near Disney - Kissimmee FL
5
4.0
10
Kissimmee Florida Private vacation home
From $149 per night
(USD)
5 Star Villa on Windsor Hills Resort with Large Private Pool, Orlando Villa 4771
5
5.0
10
Orlando Florida Villa
From $259 per night
(USD)
Amazing villa close to Disney with 5* Reviews
3
3.0
6
kissimmee Florida Villa
From $199 per night
(USD)
Spacious three-bedroom\/two-bathroom condo in the sought-after Windsor Palms!
3
2.0
5
Kissimmee Florida Private vacation home
From $124 per night
(USD)
Fun in Fantasy very close to Disney 6pax
2
2.0
6
Kissimmee Florida Hotel resort
From $95 per night
(USD)
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
4
2.0
8
Kissimmee Florida Villa
From $198 per night
(USD)
Family Friendly 5 Bed Spa Pool Home in Sonoma Resort
5
5.0
10
Kissimmee Florida Private vacation home
From $330 per night
(USD)
Perfect Vacation Villa
4
3.0
8
Kissimmee Florida Villa
From $146 per night
(USD)
Close to Disney - Family Friendly Luxurious 3 Bedroom Villa - Sleeps 8
3
2.0
8
Kissimmee Florida Condo
From $249 per night
(USD)
5Star Resort\/Clean and Safe\/Mins to Parks\/WaterPark\/Arcade\/Bar\/Gym\/Golf\/AC\/WiFi
9
6.0
24
Kissimme Florida Private vacation home
From $415 per night
(USD)
The Ultimate New 15 Bedroom 16 Bathroom Vernada Palms Resort Villa Only Minutes To Disney
15
15.0
30
Kissimmee Florida Villa
From $1073 per night
(USD)
Welcome to Yesterday Villa, 3 miles from Disney World, southfacing pool, Wi-Fi
5
4.0
10
Kissimmee Florida Private vacation home
From $216 per night
(USD)
Wonderful Home with Games Room at Encore
8
7.0
18
Kissimmee Florida Private vacation home
From $472 per night
(USD)
8BR ULTIMATE LUXURY, PRIVATE POOL & SPA, HOME THEATRE. CLOSE TO DISNEY, GOLF
8
5.0
20
Davenport Florida Villa
From $457 per night
(USD)
Luxury 7 bed (5 king master), 5.5 bath, Lake conservation view from private pool
7
6.0
16
Kissimmee Florida Private vacation home
From $339 per night
(USD)
Luxury Vacation Home with all the comforts of home. High speed wifi,
4
4.0
10
Kissimmee Florida Private vacation home
From $132 per night
(USD)
SUPERB POOL & LAKE VIEW CONDO <br>\"THE LIDO DECK\"
3
2.0
6
ORLANDO Florida Condo
From $185 per night
(USD)
Lake Views, South Facing Pool, minutes to Disney, Sleeps 20, 3 KING Master Bdrm
7
6.0
20
Kissimmee Florida Private vacation home
From $302 per night
(USD)
Mins to Disney\/5Star\/Clean and Safe\/Water Park\/Lazy River\/Arcade\/Bar\/Gym\/AC\/WiFi
9
6.0
24
Kissimmee Florida Private vacation home
From $307 per night
(USD)
Adventure Villa - Beauty & Beast Dining -Themed & Customize Rooms - Private Pool
4
3.0
10
Kissimmee Florida Villa
From $159 per night
(USD)
Villa Alohomora Beautiful Condo With Great Views 3 Bedrooms Double King.
3
2.0
8
Kissimmee Florida Condo
From $129 per night
(USD)
Villa Fountain View, 3 Bedrooms 2.5 Bath, Quiet Town home Fountain Views!
4
3.0
8
Kissimmee Florida Private vacation home
From $131 per night
(USD)
Disney Fireworks View B\/yard, 3 Mi To Disney, Pvt Pool & Spa. SUMMER DISCOUNTS!
5
4.0
10
Kissimmee Florida Private vacation home
From $184 per night
(USD)
Family Friendly - Close to Disney - Luxurious 3 Bedroom Villa - Sleeps 8
3
2.0
8
Kissimmee Florida Condo
From $249 per night
(USD)
Near Disney - Family Friendly Property - 3BR Sleeps 8 - Top Resort in Kissimmee
3
2.0
7
Kissimmee Florida Condo
From $249 per night
(USD)
Large, Family Villa with Pool\/Spa and Games Room - Minutes to Disney
5
4.0
8
Kissimmee Florida Villa
From $261 per night
(USD)
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