Vacation rentals in Kissimmee, FL
Find deals on 18,932 vacation rentals in Kissimmee, FL
momondo compares 3M+ hotel and accommodation options.
Top rentals in Kissimmee
Find the perfect vacation rental for your stay in Kissimmee
Vacation rentals in popular neighborhoods in Kissimmee
Below are the most popular neighborhoods in Kissimmee to stay in, as well as some of the best vacation rentals in each area
Downtown
Search rentals in Downtown1 BD Apt close to Disney/Universal/Shopping/Dining
Kissimmee, FL, United States
Enjoy The Large Pool - 6br Bl220
Kissimmee, FL, United States
The Perfect Getaway:3br Stunning Water View Oasis With Private Pool & Free Wifi!
Kissimmee, FL, United States
Hostels and cheap hotels in Kissimmee
These hotels and hostels usually make for a cheap way to stay in Kissimmee
Cozy Master Room with Private Bath
Kissimmee, FL, United States
Cozy Private Room & Bathroom Perfect For Any Trip!
Kissimmee, FL, United States
Homestay - Grandmother home
Davenport, FL, United States
Modern- 2 Queen bed suite with pool near Disney World
Kissimmee, FL, United States
Get the best value vacation rental in Kissimmee
These Kissimmee vacation rentals have the best prices for their ratings
1 BD Apt close to Disney/Universal/Shopping/Dining
Kissimmee, FL, United States
4 bedroom townhouse Sleeps 8 Coral Cay
Kissimmee, FL, United States
Modern- 2 Queen bed suite with pool near Disney World
Kissimmee, FL, United States
Swim, Golf and Relax Family-Friendly Reunion Escape
7673 Heritage Crossing Way, Kissimmee, FL, United States
4 Bed 2245
2245 Wyndham Palms Way, Kissimmee, FL, United States
Renovated 3 Br home near all main attractions
Kissimmee, FL, United States
momondo's favorite vacation rentals in Kissimmee
Learn more about these user-preferred vacation rentals in Kissimmee
Useful insights on Kissimmee vacation rentals
Get a quick overview on price and accommodation trends for your visit in Kissimmee
Lowest Vacation Rental Price | $50 |
|---|---|
Average Length of Stay | 7 days |
When to book a vacation rental in Kissimmee
Check out the information below to find the best deal on a vacation rental in Kissimmee
| Low Season | October | cheapest month to stay |
| High Season | March | most expensive time to stay |
| 32% | expected price decrease | |
| 36% | expected price increase |
Price | $101 - $231 |
|---|
| Cheapest day of week | Sunday | is the cheapest day of the week to book |
| Highest day of week | Thursday | is the most expensive day of the week to book |
| $94 | ||
| $206 |
Information about staying in Kissimmee
Read these important travel tips before booking a vacation rental in Kissimmee
How long do people typically book vacation apartments for in Kissimmee?
A vacation apartment rental booking of around 7 nights is most popular for those visiting Kissimmee.
How much does a vacation rental apartment in Kissimmee cost?
$90 per night is the approximate cost of an average vacation apartment rental in Kissimmee.
When is the best time to book a vacation rental in Kissimmee?
Vacation apartments in Kissimmee are often cheapest in October - rental prices can be around 32% lower than the average during this period.
What’s the best area of Kissimmee to book a vacation rental in?
Downtown is typically the most popular place to rent vacation apartments in Kissimmee.
How many operators does momondo search for hotels in Kissimmee?
As of July 2025, there are 20,225 operators available to choose from for hotels in Kissimmee.
When did momondo last update prices for hotels in Kissimmee?
Prices for hotels in Kissimmee are updated daily.