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1,000 Rentals In Kissimmee
United States
Florida
Osceola Area
Kissimmee
Filters
Sub Areas
Vine Street Square
(10)
Staymore Extended Studios
(5)
Quail Hollow
(5)
Oak Run
(5)
Oak Hollow
(5)
Whisper Woods
(3)
Westwood Forest
(3)
Shenandoah
(3)
Mill Run
(3)
Guests
Guests
1
2
3
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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
Fabulous South Facing Lakeside Villa with Private Pool, all at ground level.
4
2.0
8
Kissimmee Florida Villa
From $197 per night
(USD)
Great value 5BR/3BA townhome with hot tub/ lake View, Close to Disney, Seaworld
5
3.0
10
Kissimmee Florida Private vacation home
From $190 per night
(USD)
Beautiful Townhome Minutes From Disney 3 Beds 3 Baths Free Wifi Sleeps 8
3
2.0
8
Kissimmee Florida Private vacation home
From $201 per night
(USD)
Beautiful Spacious 3 Bedroom Villa with Private Pool and Wonderful Lake View
3
2.0
6
Kissimmee Florida Villa
From $227 per night
(USD)
VB013 Fantastic 4 Bedroom, 3 Bath In Venetian Bay Sleeps 10
4
3.0
10
Kissimmee Florida Villa
From $184 per night
(USD)
Ex Show Home Villa, facing lake, private pool, games room & free wi-fi
4
2.0
8
Kissimmee Florida Villa
From $187 per night
(USD)
Tranquil, Gem 15 Min to Disney overlooking water 3Bed2Bath Villa & private pool
3
2.0
6
Kissimmee Florida Private vacation home
From $197 per night
(USD)
Renovated Waterfront 4Bd/2Bth Home w/Pool&Spa 20Min to Disney/Shops/Universal
4
2.0
8
Kissimmee Florida Private vacation home
From $221 per night
(USD)
Affordable & Spacious 5BR 3BA Home w/ private pool, fenced backyard for privacy
5
3.0
10
Kissimmee Florida Private vacation home
From $270 per night
(USD)
Cozy Coral Cay Resort Condo, 4BR/3BA, 5-mile to Disney, free Wifi, free cable
4
3.0
10
Kissimmee Florida Private vacation home
From $221 per night
(USD)
Relaxing Resort 2BR Villa 5-10 Minutes From Disney Christmas Special - Fits 8!
2
2.0
8
Kissimmee Florida Villa
From $363 per night
(USD)
12 Mi to Disney: Family Home w/ Resort Amenities!
3
2.0
6
Kissimmee Florida Private vacation home
From $207 per night
(USD)
Southeast Facing Private Pool,lakeside,3 Br-2 Bath,10 Min-disney, Modern
3
1.0
6
Kissimmee Florida Private vacation home
From $237 per night
(USD)
SOUTHFACING Private Pool, Lakeview,4 BR-2 Bath,Ultra Clean Modern,10 min Disney
4
2.0
8
Kissimmee Florida Private vacation home
From $251 per night
(USD)
Nature Villa - Rain Forest Out Back - Awesome Location 4 Bdrm!
4
2.0
15
Kissimmee Florida Villa
From $180 per night
(USD)
Kissimmee Condo: Community Perks, 10 Mi to Disney!
4
3.0
8
Kissimmee Florida Condo
From $164 per night
(USD)
Town Home in Gated Community in Great Location
3
2.0
8
Kissimmee Florida Private vacation home
From $222 per night
(USD)
Disney Getaway w/ Splash Pool + Kids’ Theme Rooms
4
3.0
12
Kissimmee Florida Private vacation home
From $553 per night
(USD)
Lakeview Villa in Kissimmee, pool & hot tub, free pool heat, close to Disney
3
2.0
6
Kissimmee Florida Villa
From $178 per night
(USD)
Fabulous 3 Bedrooms 3 bath Townhouse in a Resort 15 min to Disney
3
2.0
10
Kissimmee Florida Private vacation home
From $298 per night
(USD)
Diamond! Super Spacious,Private Pool & Spa, 6 Bedroom Home
6
4.0
12
Kissimmee Florida Private vacation home
From $261 per night
(USD)
VB006 Affordable Venetian Bay Townhouse With Room For Ten
4
3.0
10
Kissimmee Florida Villa
From $144 per night
(USD)
Sonoma Resort affordable 7bd home with pool (1849)
7
6.0
20
Kissimmee Florida Private vacation home
From $417 per night
(USD)
DISNEY LUXURIOUS /5BD/ POLL SONOMA WHITEROSE VILLA LUXURY MEETS AFFORDABILITY
5
5.0
15
Kissimmee Florida Private vacation home
From $430 per night
(USD)
GORGEOUS POOL HOME IN QUIET TRANQUIL SETTING CLOSE TO ATTRACTIONS & OUTLETS
3
2.0
7
Kissimmee Florida Private vacation home
From $262 per night
(USD)
New Listing! Coral Cay Resort, 6mi to Disney & 10mi to Universal - 49
4
3.0
8
Kissimmee Florida Private vacation home
From $257 per night
(USD)
4BR/3Bath Home, pool/spa, game room, lake view. Closer to ALL ATTRACTIONS
4
3.0
8
Kissimmee Florida Villa
From $222 per night
(USD)
New Lovely Home in Sonoma Resort at Tapestry
6
6.0
18
Kissimmee Florida Private vacation home
From $480 per night
(USD)
Brand new cozy home at Sonoma Resort at Tapestry
6
6.0
18
Kissimmee Florida Private vacation home
From $433 per night
(USD)
5 BR/4 BA/2-Floors/Keyless Entry/Contactless Check-In/1-Day Between Rentals/WiFi
5
3.0
12
Kissimmee Florida Private vacation home
From $293 per night
(USD)
Superb Value Resort Townhome Near Shopping
4
3.0
8
Kissimmee Florida Private vacation home
From $135 per night
(USD)
Close to Disney, Seaworld, 4BR Townhouse with Hot Tub
4
3.0
10
Kissimmee Florida Private vacation home
From $184 per night
(USD)
Recently renovated townhome near Theme Parks
5
3.0
10
Kissimmee Florida Villa
From $296 per night
(USD)
Bella Vida Townhome with private pool near Disney
3
2.0
6
Kissimmee Florida Villa
From $497 per night
(USD)
Modern & spacious Home w/Pool-BBQ 15min to Disney
5
5.0
10
Kissimmee Florida Private vacation home
From $547 per night
(USD)
5 bedroom 3 bathroom with hot tub
5
3.0
9
Kissimmee Florida Private vacation home
From $362 per night
(USD)
EV_4550 - 4 Bed 3 Bath Townhome with South-Facing Private Pool and amazing
4
3.0
8
Kissimmee Florida Private vacation home
From $288 per night
(USD)
Family pool home on gated community, private pool & jacuzzi, grill, games room.
5
3.0
12
Kissimmee Florida Private vacation home
From $285 per night
(USD)
Private pool home, gated community, stunning lake views, games area!
5
4.0
12
Kissimmee Florida Private vacation home
From $307 per night
(USD)
Luxury Villa pool/jacuzzi, gated resort, great location, sleeps 16.
6
5.0
16
Kissimmee Florida Private vacation home
From $424 per night
(USD)
Luxury Modern south facing pool home with games room on gated resort
6
5.0
16
Kissimmee Florida Private vacation home
From $424 per night
(USD)
Pool Home, 2 master bedrooms, great location, games room.
4
3.0
10
Kissimmee Florida Private vacation home
From $342 per night
(USD)
VB040 Renovated 3 Br Close To Small Pool
3
2.0
6
Kissimmee Florida Private vacation home
From $139 per night
(USD)
Beautiful Townhouse 4Br/3.5Ba Sleep 10 – Free WiFi - LAST MINUTE DEALS !!
4
3.0
8
KISSIMMEE Florida Private vacation home
From $224 per night
(USD)
Lovely Villa, Sw Lakeside Position, Private Screened Pool, Games Room, Internet
4
2.0
9
Kissimmee Florida Villa
From $260 per night
(USD)
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
3
2.0
8
Kissimmee Florida Private vacation home
From $235 per night
(USD)
Lovely remodeled 1 bed, 1 bath Condo, Just miles from Disney! Great location.
1
1.0
4
Kissimmee Florida Condo
From $230 per night
(USD)
Stunning south facing Lakeside Villa in Cumbrian Lakes, Kissimmee Florida
5
3.0
10
Kissimmee Florida Villa
From $274 per night
(USD)
Relax in Style: Elegant Vacation Home in Orlando
10
8.0
23
Kissimmee Florida Private vacation home
From $677 per night
(USD)
Dream Villa near Disney World, Universal Studios and Sea World
6
5.0
14
Kissimmee Florida Villa
From $410 per night
(USD)
Comfortable Vacation Townhouse Close to Disney
3
2.0
6
Kissimmee Florida Private vacation home
From $115 per night
(USD)
New Private Pool Mid Century Modern Home Near Disney Park
3
2.0
6
Kissimmee Florida Private vacation home
From $253 per night
(USD)
Near Disney,Seaworld,Convention Center,5br/3ba townhome with hot tub/lake view
5
3.0
10
kissimmee Florida Private vacation home
From $190 per night
(USD)
From $110,4br/3ba TownHome with spa,Near Disney,Seaworld and convention center
4
3.0
8
Kissimmee Florida Private vacation home
From $129 per night
(USD)
VB007 Cute and Cozy Venetian Bay Vacation Rental Townhome Just 6 Miles to Disney
4
3.0
8
Kissimmee Florida Villa
From $161 per night
(USD)
VB011 Renovated Venetian Bay Townhome In Quiet Location
4
3.0
8
Kissimmee Florida Private vacation home
From $144 per night
(USD)
From $100/nt,4br/3ba TownHome /lake View,Near Disney,Convention Center
4
3.0
8
Kissimmee Florida Private vacation home
From $146 per night
(USD)
5br/3ba townhome with hot tub,Near Disney,Seaworld and Convention Center
5
3.0
10
Kissimmee Florida Private vacation home
From $184 per night
(USD)
Ruby Rose in Cumbrian Lakes
5
4.0
10
Kissimeee Florida Private vacation home
From $361 per night
(USD)
Welcome to your dream vacation home in central Florida's most coveted location
6
4.0
12
Kissimmee, Florida Private vacation home
From $351 per night
(USD)
6-Bed Villa, Private Pool & Hot Tub! Game Room | Gated Resort near Disney
6
5.0
12
Kissimmee Florida Private vacation home
From $367 per night
(USD)
Beautiful Villa in Kissimmee, Florida with Private Pool & Free Wifi
4
2.0
8
Kissimmee Florida Villa
From $188 per night
(USD)
5 BR 3BA Pool SPA Gated, lakeview ;Star Wars Arcade; EPCI 12 miles DISNEY 5 mile
5
3.0
12
Kissimmee Florida Private vacation home
From $198 per night
(USD)
8 Mi to Disney World: Home w/ Lanai + Game Room!
4
2.0
8
Kissimmee Florida Private vacation home
From $259 per night
(USD)
3 BR/2 BA Villa with Private South Facing Pool
3
2.0
6
Kissimmee Florida Villa
From $203 per night
(USD)
Affordable Family Friendly, 3 Bedroom, 2 bath condo with the comforts of home.
3
2.0
8
Kissimmee Florida Condo
From $262 per night
(USD)
Spacious Home w/ Private Covered Pool & Game Room - Short Drive to Disney World
4
3.0
10
Kissimmee Florida Villa
From $317 per night
(USD)
VB039 3 bedroom 2 bathroom townhouse
3
2.0
6
Kissimmee Florida Private vacation home
From $136 per night
(USD)
VB010 Cozy Home Away From Home In Quiet Location In Venetian Bay
3
2.0
8
Kissimmee Florida Villa
From $140 per night
(USD)
Wonderful Apt Hotel with Pool in Kissimmee 1
1
1.0
4
Kissimmee Florida Hotel resort
From $278 per night
(USD)
Spacious Getaway w/ King Suites, Pool & Hot Tub
5
5.0
10
Kissimmee Florida Hotel resort
From $359 per night
(USD)
Modern Family Retreat Near Disney | Pool & Jacuzzi
5
5.0
10
Kissimmee Florida Villa
From $348 per night
(USD)
5 STAR Lakefront Pool Home, Great Fishing! FREE POOL HEAT, GAS GRILL & WIFI!
4
2.0
8
Kissimmee Florida Private vacation home
From $234 per night
(USD)
4BR End Unit | Private Pool & Resort Perks | Near Disney | Exclusive Extended Stay Discounts
4
3.0
8
Kissimmee Florida Private vacation home
From $213 per night
(USD)
Kissimmee Retreat w/ Pool: Near Disney & Golf!
3
2.0
6
Kissimmee Florida Private vacation home
From $215 per night
(USD)
Private pool (solar heat, fence for privacy), billiards, darts, 65\" smart TV
3
2.0
8
Kissimmee Florida Private vacation home
From $207 per night
(USD)
Game Room, Private Pool/Jacuzzi Close to Disney!
6
6.0
16
Kissimmee Florida Villa
From $310 per night
(USD)
Orlando area - relaxing 4 bedroom home with pool & water view
4
2.0
9
Kissimmee Florida Private vacation home
From $230 per night
(USD)
IHG Orange Lake Country Club 2BR Villa in Prem Resort w/Golf, Pools, Lake & more
2
2.0
8
Kissimmee Florida Condo
From $397 per night
(USD)
Wonderful Apt Hotel with Pool in Kissimmee 5
1
1.0
4
Kissimmee Florida Apartment
From $278 per night
(USD)
BELLA VIDA (891MB) - AMAZING 5BR 4BA HOME*POOL&SPA*GATED RESORT
5
4.0
12
Kissimmee Florida Private vacation home
From $388 per night
(USD)
Lakefront Pool Villa w/ Game Room, Near Disney
5
3.0
10
Kissimmee Florida Private vacation home
From $231 per night
(USD)
25 Minutes from Disney & Universal, Private Pool!
6
5.0
13
Kissimmee Florida Villa
From $319 per night
(USD)
Newly Renovated & Stylish Home w Private Pool, 12BR
12
11.0
24
Kissimmee Florida Private vacation home
From $541 per night
(USD)
5 BD/ 5 BA/ Sonoma Resort (3891 OA)
5
5.0
12
Kissimmee Florida Private vacation home
From $689 per night
(USD)
VB014 Great, Quiet Venetian Bay Location
4
2.0
10
Kissimmee Florida Villa
From $152 per night
(USD)
Privacy Hedge,Private Pool, Wi-fi, Games Room
3
2.0
6
KISSIMMEE Florida Private vacation home
From $259 per night
(USD)
Amazing Townhone at Bella Vida Resort
3
2.0
6
Kissimmee Florida Private vacation home
From $198 per night
(USD)
Cozy 3 bedroom home with Private Pool 4564
3
2.0
9
Kissimmee Florida Private vacation home
From $256 per night
(USD)
Luxury Disney Retreat: Private Pool & Resort
4
3.0
9
Kissimmee Florida Private vacation home
From $279 per night
(USD)
Cumbrian Lakes Villa with Balcony, Near to Disney
5
3.0
10
Kissimmee Florida Villa
From $263 per night
(USD)
4br/3ba TownHome with lake View,Near Disney,Sea World,Convention Center
4
3.0
8
Kissimmee Florida Private vacation home
From $145 per night
(USD)
Wonderful Home Vacation, very close to Disney in Sonoma Resort
8
5.0
18
Kissimmee Florida Private vacation home
From $765 per night
(USD)
6 Bedroom 5.5 Bath Villa w/Pool & Spa near Disney
6
5.0
12
Kissimmee Florida Private vacation home
From $397 per night
(USD)
Set in the beautiful Bellavida Resort with own South West Facing Pool
4
3.0
8
Kissimmee Florida Villa
From $258 per night
(USD)
Venetian Bay Delights VB008
3
2.0
8
Kissimmee Florida Private vacation home
From $137 per night
(USD)
Hakuna Matata - 4BR Townhouse, Lucaya Village Resort.
4
3.0
10
Kissimmee Florida Private vacation home
From $268 per night
(USD)
Luxury Lake view 5* villa 6 bed 5.5 bath, 30ft pool with spa in gated Bellavida
6
5.0
13
Kissimmee Florida Private vacation home
From $498 per night
(USD)
Casita mi Encanto a cozy 4-bedroom 3 bath with a pool
4
3.0
10
Kissimmee Florida Private vacation home
From $367 per night
(USD)
Sunset Villa, Minutes from Disney. Exclusive 4 Bed, 2.5 Bath Pool Home
4
2.0
8
Kissimmee Florida Private vacation home
From $241 per night
(USD)
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