Kissimmee Vacation Rentals in Florida
Our Kissimmee vacation rentals section includes the home, townhouse, condo, apartment and villa rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Kissimmee, Florida.
Our inventory of Kissimmee villa rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Celebration (8 miles), Reunion (13 miles), Davenport (15 miles), Windermere (17 miles), and Orlando (18 miles) for additional vacation rental options.
Results 276 - 300 of 355
Villa
3
2
7
$111/nt
$750/wk
$1,300/mth
$750/wk
$1,300/mth
Five Bedroom with Amazing Pool &
Kissimmee, Florida
A spacious five bedroom beautiful home. Space is the key word. There are two separate lounges, a dining area and a kitchen...
Kissimmee, Florida
A spacious five bedroom beautiful home. Space is the key word. There are two separate lounges, a dining area and a kitchen...
Home
5
2.5
12
$166/nt
Brand New 5 Stars Villa 2 miles
Kissimmee, Florida
A luxurious family vacation awaits you at our 5 bedroom/ 5 bath home in the brand new 5- star Windsor Hills Reserve Resort....
Kissimmee, Florida
A luxurious family vacation awaits you at our 5 bedroom/ 5 bath home in the brand new 5- star Windsor Hills Reserve Resort....
Villa
5
5
12
$212/nt
2 Miles Disney South Facing Windsor
Kissimmee, Florida
Come to Windsor Hills resort a genuine 2 miles to Disney. Our 5 star 5 bedroom, 5 bathroom pool and spa home is your number...
Kissimmee, Florida
Come to Windsor Hills resort a genuine 2 miles to Disney. Our 5 star 5 bedroom, 5 bathroom pool and spa home is your number...
Villa
5
5
12
$1,350/wk
Exclusive Home Near Disney
Kissimmee, Florida
Space is the key in this lovely home. There are two separate lounges, a dining area and kitchen nook, ample seating space...
Kissimmee, Florida
Space is the key in this lovely home. There are two separate lounges, a dining area and kitchen nook, ample seating space...
Home
5
3
10
$175/nt
Mingo Mansion - Disney vacation
Kissimmee, Florida
Luxury Villa, Private Swimming Pool, Quiet Location, Overlooking Conservation Area. Kissimmee, Orlando, Florida....
Kissimmee, Florida
Luxury Villa, Private Swimming Pool, Quiet Location, Overlooking Conservation Area. Kissimmee, Orlando, Florida....
Villa
4
3
8
$791/wk
Windsor Luxury Home
Kissimmee, Florida
This year, enjoy your vacation at a luxury home located within a gated resort at Windsor Palms, just three and- a- half...
Kissimmee, Florida
This year, enjoy your vacation at a luxury home located within a gated resort at Windsor Palms, just three and- a- half...
Home
4
3
10
$1,000/wk
Minutes To Disney- Windsor Palms
Kissimmee, Florida
Our family- friendly 3 bedroom, 2 bathroom condo can sleep 8 people comfortably. It is in a very quiet location in Windsor...
Kissimmee, Florida
Our family- friendly 3 bedroom, 2 bathroom condo can sleep 8 people comfortably. It is in a very quiet location in Windsor...
Condo
3
2
8
$95/nt
$643/wk
$643/wk
7 Miles from Disney World
Kissimmee, Florida
Townhouse location in gated community - Walk to Pool and clubhouse. Completely furnished. 7 miles from Disney World and...
Kissimmee, Florida
Townhouse location in gated community - Walk to Pool and clubhouse. Completely furnished. 7 miles from Disney World and...
Townhouse
3
2.5
8
Luxury Private Gated Community Minutes
Kissimmee, Florida
Venetian Bay Villages is a Gated, All- Inclusive, Luxury Resort Community minutes from Disney, Epcot, MGM, SeaWorld,...
Kissimmee, Florida
Venetian Bay Villages is a Gated, All- Inclusive, Luxury Resort Community minutes from Disney, Epcot, MGM, SeaWorld,...
Townhouse
3
2
8
beautiful 4 bedroom 4 bath heated
Kissimmee, Florida
this home is amazing it has 2 master suites which one has a king size luxury bed , home is located only 10 minutes to disney...
Kissimmee, Florida
this home is amazing it has 2 master suites which one has a king size luxury bed , home is located only 10 minutes to disney...
Home
4
4
12
Mi Casa Es Su Casa!! At Venetian Bay
Kissimmee, Florida
Venetian Bay Villages is a gated facility located in Kissimmee, Florida, 10 minutes from Disney World, 15 minutes from...
Kissimmee, Florida
Venetian Bay Villages is a gated facility located in Kissimmee, Florida, 10 minutes from Disney World, 15 minutes from...
Townhouse
4
3
8
Magical Disney Vacation Rental
Kissimmee, Florida
Living Room- This spacious, comfortable room is beautifully furnished and looks directly out onto the swimming pool and...
Kissimmee, Florida
Living Room- This spacious, comfortable room is beautifully furnished and looks directly out onto the swimming pool and...
Villa
4
3
10
Genuine Best Value
Kissimmee, Florida
. Situated in a beautiful lakeside development, yet only four miles from Disney and all the main attractions. Vista offers...
Kissimmee, Florida
. Situated in a beautiful lakeside development, yet only four miles from Disney and all the main attractions. Vista offers...
Villa
4
2
8
Luxury 5 bed Villa - Only 3 miles
Kissimmee, Florida
Our home in Rolling Hills is situated on the prestigious Formosa Gardens Estate which is located approximately 1/ 2 mile south...
Kissimmee, Florida
Our home in Rolling Hills is situated on the prestigious Formosa Gardens Estate which is located approximately 1/ 2 mile south...
Home
5
3.5
12
Disney World just 3 miles!
Kissimmee, Florida
Beautiful 5 bedroom, 4 bath home just 3 miles to Disney in Kissimmee FL. This home easily sleeps 10. 2 Master suites,...
Kissimmee, Florida
Beautiful 5 bedroom, 4 bath home just 3 miles to Disney in Kissimmee FL. This home easily sleeps 10. 2 Master suites,...
Home
5
4
12
$150/nt
$1,050/wk
$3,000/mth
$1,050/wk
$3,000/mth
Florida Dream Villa rental on Indian
Kissimmee, Florida
The villa is a single storey dwelling, fully air- conditioned, tastefully furnished and sleeps 8/ 10 people. The main entrance...
Kissimmee, Florida
The villa is a single storey dwelling, fully air- conditioned, tastefully furnished and sleeps 8/ 10 people. The main entrance...
Villa
4
3
10
$875/wk
Good upmarket location 15 minutes
Kissimmee, Florida
Beautiful, newly decorated and furnished 2 storey air- conditioned house on a 1/ 4 of an acre plot in quiet location, only...
Kissimmee, Florida
Beautiful, newly decorated and furnished 2 storey air- conditioned house on a 1/ 4 of an acre plot in quiet location, only...
Home
4
2.5
8
$124/nt
$864/wk
$864/wk
2BR 2BA Condo in Beautiful Windsor
Kissimmee, Florida
Only a couple of minutes drive to the Walt Disney World Theme Parks and Downtown Disney. This spacious 2 bedroom & 2...
Kissimmee, Florida
Only a couple of minutes drive to the Walt Disney World Theme Parks and Downtown Disney. This spacious 2 bedroom & 2...
Condo
2
2
6
$85/nt
$600/wk
$600/wk
Luxury awaits at Villa Gianessa
Kissimmee, Florida
Villa Gianessa is our Dream Villa named for our 2 Granddaughters Gianna & Vanessa. Our newly built luxury 2875 square foot...
Kissimmee, Florida
Villa Gianessa is our Dream Villa named for our 2 Granddaughters Gianna & Vanessa. Our newly built luxury 2875 square foot...
Villa
6
5.5
14
$225/nt
Beautiful Executive 5BR Home with
Kissimmee, Florida
The home consists of a very well- appointed living room with TV, DVD and VCR, fully- equipped kitchen with attached eating...
Kissimmee, Florida
The home consists of a very well- appointed living room with TV, DVD and VCR, fully- equipped kitchen with attached eating...
Villa
5
3.5
12
$991/wk
Dream Vacation Villa Near Disney
Kissimmee, Florida
A beautiful Villa with 4 Luxury Bedroom, 2 Bathroom set on one level with air conditioning throughout, beautifully decorated...
Kissimmee, Florida
A beautiful Villa with 4 Luxury Bedroom, 2 Bathroom set on one level with air conditioning throughout, beautifully decorated...
Villa
4
2
10
$742/wk
Orlando Vacation Rental
Kissimmee, Florida
Westgate Town Center is in a great location for your trips to Disney. There are manny manny amenities on- site for your comfort....
Kissimmee, Florida
Westgate Town Center is in a great location for your trips to Disney. There are manny manny amenities on- site for your comfort....
Condo
3
3
10
$1,850/wk
Disney for less !
Kissimmee, Florida
Very spacious four bedroom holiday home located in secure, family friendly park with excellent facilities You accommodation...
Kissimmee, Florida
Very spacious four bedroom holiday home located in secure, family friendly park with excellent facilities You accommodation...
Home
4
2
8
$467/wk
Lakeside Villa, South Facing Pool,
Kissimmee, Florida
Huge Two Storey Platinum 5 Star Accredited Lakeside Villa With South Facing Pool, Spa And Balcony With Lake Views Only 10...
Kissimmee, Florida
Huge Two Storey Platinum 5 Star Accredited Lakeside Villa With South Facing Pool, Spa And Balcony With Lake Views Only 10...
Villa
5
3.5
12
$177/nt
$1,242/wk
$5,159/mth
$1,242/wk
$5,159/mth