Search Vacation Homes in Kissimmee
Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Vacation Homes in Kissimmee

Super Cool- Sleeps 17 Newly Built Near Parks
Super Cool- Sleeps 17 Newly Built Near Parks
$332 nightly
The price is $377
Oct 19 - Oct 20
Total with taxes and fees

The Berkley, Orlando
The Berkley, Orlando
9.6 out of 10, Exceptional, (1949)
$108 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees

3 Bedroom/ 3.5 Bathroom Magic Village (7591 BD)
3 Bedroom/ 3.5 Bathroom Magic Village (7591 BD)
$319 nightly
The price is $351
Oct 19 - Oct 20
Total with taxes and fees

LAOxury 3bd townhome pool front in brilliant Kissimmee
LAOxury 3bd townhome pool front in brilliant Kissimmee
$234 nightly
The price is $262
Oct 21 - Oct 22
Total with taxes and fees

Super Boho - At Lake Toho's Water
Super Boho - At Lake Toho's Water
$221 nightly
The price is $251
Nov 3 - Nov 4
Total with taxes and fees

Enjoy all the Theme Parks and what Orlando has to offer at Terra Verde Resort!
Enjoy all the Theme Parks and what Orlando has to offer at Terra Verde Resort!
$281 nightly
The price is $314
Oct 20 - Oct 21
Total with taxes and fees

Formosa Valley Resort by UNE Homes
Formosa Valley Resort by UNE Homes
9.4 out of 10, Exceptional, (175)
$458 nightly
The price is $509
Oct 19 - Oct 20
Total with taxes and fees

Windsor Palms Escape with Splash Pool
Windsor Palms Escape with Splash Pool
$2,000 nightly
The price is $2,270
Oct 19 - Oct 20
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Kissimmee Hotel Reviews

Red Lion Hotel Orlando Lake Buena Vista South
10/10 Excellent
Price trends for Vacation Homes in Kissimmee
Less expensive | More expensive | Next month |
---|---|---|
August | December | $225 |
Month | Price |
---|---|
January | $218 |
February | $226 |
March | $236 |
April | $225 |
May | $220 |
June | $219 |
July | $200 |
August | $180 |
September | $182 |
October | $214 |
November | $225 |
December | $252 |
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.
Find out more about Kissimmee
Kissimmee Vacation Homes information
Number of reviews | 2,157 |
---|---|
Accommodation | 16628 Vacation Homes |
Lowest Price | $121 |
Highest Price | $2,270 |
Explore a world of travel with Expedia
- Orlando Hotels
- Hotels near Walt Disney World® Resort
- Villas in Kissimmee Station
- Osceola County Hotels
- Hotels near Lanier's Historic Downtown Marketplace
- La Quinta Inn & Suites Hotels in Historic Downtown Kissimmee
- Cheap Hotels in Historic Downtown Kissimmee
- Hotels near Historic Downtown Kissimmee
- Hotels with Bars in Historic Downtown Kissimmee
- Hotels with Room Service in Historic Downtown Kissimmee
- Hotels with Restaurants in Historic Downtown Kissimmee
- Hotels with a Gym in Historic Downtown Kissimmee
- Historic Hotels in Historic Downtown Kissimmee
- Hotels with Connecting Rooms in Historic Downtown Kissimmee
- Hotel Wedding Venues Hotels in Historic Downtown Kissimmee
- 4 Star Hotels in Historic Downtown Kissimmee
- Pet-friendly Hotels in Historic Downtown Kissimmee
- Hotels with Free Breakfast in Historic Downtown Kissimmee
- Hotels with Hot Tubs in Historic Downtown Kissimmee
- Hotels with Kitchenettes in Historic Downtown Kissimmee
- Hotels with Balconies in Historic Downtown Kissimmee
- Gay friendly Hotels in Historic Downtown Kissimmee
- Hotels with Air Conditioning in Historic Downtown Kissimmee
- Resorts & Hotels with Spas in Historic Downtown Kissimmee
- Extended Stay Hotels in Historic Downtown Kissimmee
- 3 Star Hotels in Historic Downtown Kissimmee
- Hotels with a View in Historic Downtown Kissimmee
- Beach Hotels in Historic Downtown Kissimmee
- Extended Stay America Hotels in Historic Downtown Kissimmee
- 5 Star Hotels in Historic Downtown Kissimmee
- Non-Smoking Hotels in Historic Downtown Kissimmee
- Family Hotels in Historic Downtown Kissimmee
- Hotels with an Indoor Pool in Historic Downtown Kissimmee
- Hotels near Kissimmee Lakefront Park
- Hotels near Kissimmee Station
- Hotels near Kissimmee Civic Center
- Hotels near Osceola County Clerk of the Court
- Hotels near First United Methodist Church
- Hotels near Bataan-Corregidor Memorial
- Hotels near Osceola Regional Medical Center
- Hotels near Brinson Park
- Hotels near Orlando Intl.
- Hotels near Kissimmee Gateway
- Flights to Orlando
- Flights to Florida
- Flights from New York (JFK) to Orlando (MCO)
- Flights from Osceola County
- Flights to Osceola County
- Flights from Kissimmee Gateway
- Flights from Boston (BOS) to Orlando (MCO)
- Flights from Orlando (MCO) to Kissimmee (ISM)
- Flights from Miami (MIA) to Kissimmee (ISM)
- Flights from New York (JFK) to Kissimmee (ISM)
- Flights from Atlanta (ATL) to Kissimmee (ISM)
- Flights from Boston (BOS) to Kissimmee (ISM)
- Flights from Fort Lauderdale (FLL) to Kissimmee (ISM)
- Flights from Tampa (TPA) to Kissimmee (ISM)
- Flights from Philadelphia (PHL) to Kissimmee (ISM)
- Flights from Chicago (ORD) to Kissimmee (ISM)
- Flights from Charlotte (CLT) to Kissimmee (ISM)
- Flights from Jacksonville (JAX) to Kissimmee (ISM)
- Flights from Raleigh (RDU) to Kissimmee (ISM)
- Flights from Dallas (DFW) to Kissimmee (ISM)
- Flights from Sarasota (SRQ) to Kissimmee (ISM)
- Flights from Detroit (DTW) to Kissimmee (ISM)
- Flights from Houston (IAH) to Kissimmee (ISM)
- Flights from Baltimore (BWI) to Kissimmee (ISM)
- Flights from Fort Myers (RSW) to Kissimmee (ISM)
- Flights from Savannah (SAV) to Kissimmee (ISM)
- Flights from Richmond (RIC) to Kissimmee (ISM)
- Flights from Salt Lake City (SLC) to Kissimmee (ISM)
- Flights from Minneapolis (MSP) to Kissimmee (ISM)
- Flights from Melbourne (MLB) to Kissimmee (ISM)
- Flights from Panama City (ECP) to Kissimmee (ISM)
- Walt Disney World® Resort
- Lanier's Historic Downtown Marketplace
- Visit Historic Downtown Kissimmee
- Kissimmee Lakefront Park
- Monument of States
- Kissimmee Civic Center
- First United Methodist Church
- Osceola County Clerk of the Court
- Bataan-Corregidor Memorial
- Osceola Regional Medical Center
- Brinson Park
- Car rental Orlando Airport (MCO)
- Car rentals near Orlando
- Advantage Rent-A-Car Rental Cars in Historic Downtown Kissimmee
- Nextcar Rental Cars in Historic Downtown Kissimmee
- Rent A Wreck Rental Cars in Historic Downtown Kissimmee
- Car rentals near Historic Downtown Kissimmee
- Budget Rental Cars in Historic Downtown Kissimmee
- Sixt Rental Cars in Historic Downtown Kissimmee
- AirCar Car rental Rental Cars in Historic Downtown Kissimmee
- Payless Rental Cars in Historic Downtown Kissimmee
- Car rentals near Kissimmee Lakefront Park
- Car rentals near Osceola County Clerk of the Court
- Car rental Orlando Airport (ISM)
- Enterprise Rental Cars in Kissimmee Gateway
- Fox Rental Cars Rental Cars in Kissimmee Gateway