Kissimmee Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Browse Select Kissimmee Vacation Homes

The Berkley, Orlando
The Berkley, Orlando
9.6 out of 10, Exceptional, (1882)
The price is CA $135
CA $168 total
includes taxes & fees
Aug 26 - Aug 27

Super Trend
Super Trend
The price is CA $165
CA $534 total
includes taxes & fees
Aug 25 - Aug 26

Royal Park Orlando Modern Room with 2 DBL Beds & Tennis Court
Royal Park Orlando Modern Room with 2 DBL Beds & Tennis Court
10.0 out of 10, Exceptional, (1)
The price is CA $80
CA $120 total
includes taxes & fees
Aug 26 - Aug 27

Formosa Valley Resort by UNE Homes
Formosa Valley Resort by UNE Homes
9.4 out of 10, Exceptional, (167)
The price is CA $176
CA $641 total
includes taxes & fees
Aug 24 - Aug 25

Willow Bend
Willow Bend
10.0 out of 10, Exceptional, (1)
The price is CA $196
CA $821 total
includes taxes & fees
Aug 24 - Aug 25

Super Boho - At Lake Toho's Water
Super Boho - At Lake Toho's Water
The price is CA $136
CA $348 total
includes taxes & fees
Aug 25 - Aug 26

Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood!
9.8 out of 10, Exceptional, (20)
The price is CA $248
CA $526 total
includes taxes & fees
Aug 25 - Aug 26

4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!
4 Bedrooms/2 Bathrooms AMAZING HOME! PRIVATE POOL!
9.4 out of 10, Exceptional, (15)
The price is CA $251
CA $743 total
includes taxes & fees
Aug 25 - Aug 26
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

Ramada by Wyndham Hotel & Water Park
10/10 Excellent
Price trends for Vacation Homes in Kissimmee
Price trends for Vacation Homes in Kissimmee
Less expensive | More expensive | Next month |
---|---|---|
August | December | CA $148 |
Month | Price |
---|---|
January | CA $186 |
February | CA $225 |
March | CA $216 |
April | CA $183 |
May | CA $147 |
June | CA $215 |
July | CA $214 |
August | CA $144 |
September | CA $148 |
October | CA $163 |
November | CA $170 |
December | CA $235 |
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
Find out more about Kissimmee
Kissimmee Vacation Homes information
Number of reviews | 5,116 |
---|---|
Accommodation | 16324 Vacation Homes |
Lowest Price | CA $131 |
Highest Price | CA $176 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
- Vacation Homes in Lake Buena Vista
- Vacation Homes in Haines City
- Vacation Homes in Clermont
- Vacation Homes in Davenport
- Vacation Homes in Four Corners
- Vacation Homes in Orlando
- Vacation Homes in Poinciana
- Vacation Homes in Intercession City
- Vacation Homes in Winter Garden
- Vacation Homes in Celebration
Top Vacation Homes in Other Destinations
More Accommodation Types in Kissimmee
- Villas in Kissimmee
- Condo Rentals in Kissimmee
- Apartments in Kissimmee
- Cottages in Kissimmee
- Resorts in Kissimmee
- Townhomes in Kissimmee
- Aparthotels in Kissimmee
- Guest Houses in Kissimmee
- Motels in Kissimmee
- Residences in Kissimmee
- B&B in Kissimmee
- Condo Resorts in Kissimmee
- Farmstay in Kissimmee
- Chalets in Kissimmee
- Cabin Rentals in Kissimmee
- RV Parks in Kissimmee
- Castles in Kissimmee
- Houseboats in Kissimmee
- Lodges in Kissimmee
- Riads in Kissimmee
- Hotels
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
- Best Hotels in Clearwater
- Best Hotels in Miami Beach
- Best Hotels in Clearwater Beach
- Hollywood Oceanfront Hotels
- Best Hotels in Lake Buena Vista
- Best Hotels in Celebration
- Best Hotels in Winter Park
- Best Hotels in Dunedin
- Best Hotels in Sunny Isles Beach
- Pompano Beach Oceanfront Hotels
- Best Hotels in St. Pete Beach
- Best Hotels in Treasure Island
- Best Hotels in Lauderdale-by-the-Sea
- Best Hotels in Hollywood
Activities