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), Lake Buena Vista (11 miles), Reunion (13 miles), Davenport (15 miles), and Windermere (17 miles) for additional vacation rental options.
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Description
Type
Beds
Baths
Sleeps
Avg. Rate
Absolute Luxury! Private Home 4
Your Piece of Paradise after a grueling day at the surrounding theme parks. Our affordable rates mean you can have the luxury...
Your Piece of Paradise after a grueling day at the surrounding theme parks. Our affordable rates mean you can have the luxury...
Home
3
2
7
Luxury Vacation Homes at Hotel
Enjoy a magical Disney vacation at this elegant Emerald Island Resort vacation home. This luxurious 5 star private home include...
Enjoy a magical Disney vacation at this elegant Emerald Island Resort vacation home. This luxurious 5 star private home include...
Villa
4
3
10
$600/wk
Home w/heated pool near Disney
Perfect, Amazing and at the Best Price Vacation Family Rentals. Special for families and for your next vacation in Kissimmee/O...
Perfect, Amazing and at the Best Price Vacation Family Rentals. Special for families and for your next vacation in Kissimmee/O...
Home
4
3
8
$107/nt
$840/wk
$2,400/mth
$840/wk
$2,400/mth
# 1 Source for Vacation Rentals
ABOUT CANE ISLAND: Cane Island is a luxurious vacation community located less than 4 miles to the magical world of Disney...
ABOUT CANE ISLAND: Cane Island is a luxurious vacation community located less than 4 miles to the magical world of Disney...
Condo
3
2
8
$400/wk
Disney Vacation Condo - stay 6 days
2nd Floor unit in gated community with semi- private balcony surrounded by nature conservation area. Master bedroom offers...
2nd Floor unit in gated community with semi- private balcony surrounded by nature conservation area. Master bedroom offers...
Condo
3
2
6
$67/nt
$405/wk
$1,620/mth
$405/wk
$1,620/mth
Brand New Luxury Home W/ South
Brand New - finished in May 2009!!! This luxury home is situated in the 5 star resort community of Windsor Hills in Kissimmee,...
Brand New - finished in May 2009!!! This luxury home is situated in the 5 star resort community of Windsor Hills in Kissimmee,...
Home
6
4
14
$240/nt
$1,620/wk
$1,620/wk
6beds 10 minutes to Disney huge
This 6 Bedroom Home Is Well Furnished With Every Home Comfort, It Has 2 Masters 2 Double And 2 Twin Rooms 2 Lounge Areas...
This 6 Bedroom Home Is Well Furnished With Every Home Comfort, It Has 2 Masters 2 Double And 2 Twin Rooms 2 Lounge Areas...
Home
6
4
12
$177/nt
Luxury Pool Home 5 mn to Disney Free
Enjoy a relaxing and unforgettable vacation at our Encantada Villa. Newly constructed and luxuriously furnished, this 4 bedroo...
Enjoy a relaxing and unforgettable vacation at our Encantada Villa. Newly constructed and luxuriously furnished, this 4 bedroo...
Townhouse
4
3
10
$80/nt
$550/wk
$550/wk
"We are where Comfort, Location and
Just remodeled beautiful"Tropical Color " 3dr/2ba apt. completly equipped, full size washer and dryer. King size bed with...
Just remodeled beautiful"Tropical Color " 3dr/2ba apt. completly equipped, full size washer and dryer. King size bed with...
Apartment
3
2
8
$67/nt
$464/wk
$1,341/mth
$464/wk
$1,341/mth
Disney - 3 Bedrms, 2.5 Baths, Full
Furnished - New Luxury 3 Bedroom Townhouse at Fiesta Key community: Community - Club House - wireless internet,...
Furnished - New Luxury 3 Bedroom Townhouse at Fiesta Key community: Community - Club House - wireless internet,...
Townhouse
3
2.5
8
$79/nt
$499/wk
$1,300/mth
$499/wk
$1,300/mth
2009 Special! $199.00/nt! Call Now!
Escape to Orlando Hideaway, Central Florida's premier rental property in the five star resort of Emerald Island. Only thirty...
Escape to Orlando Hideaway, Central Florida's premier rental property in the five star resort of Emerald Island. Only thirty...
Villa
7
5.5
16
$283/nt
$1,984/wk
$1,984/wk
Luxury Vacation Villas at Hotel
Enjoy a magical Disney vacation at this elegant Encantada Resort vacation home. This luxurious 5 star private villa includes...
Enjoy a magical Disney vacation at this elegant Encantada Resort vacation home. This luxurious 5 star private villa includes...
Villa
3
2
8
$500/wk
Fun Filled Florida Holidays
Lovely 3 bedroom 2 bathroom villa with private screened in pool, only minutes to Disney and all other major attractions locate...
Lovely 3 bedroom 2 bathroom villa with private screened in pool, only minutes to Disney and all other major attractions locate...
Home
3
2
6
$99/nt
$700/wk
$2,200/mth
$700/wk
$2,200/mth
Luxury 6 Bedroom Pool Villa with
A large luxury 6 bedroom & 4 1/2 bathroom vacation home within minutes of Disney with FREE WIRELESS INTERNET. All the comfor...
A large luxury 6 bedroom & 4 1/2 bathroom vacation home within minutes of Disney with FREE WIRELESS INTERNET. All the comfor...
Home
4
4.5
12
$180/nt
$1,261/wk
$1,261/wk
4/3 pool, jczi games 6 mls to
This sensational Meditteranean style 4 bedroom 3 bath pool, jacuzzi and game room home is located in the highly desirable...
This sensational Meditteranean style 4 bedroom 3 bath pool, jacuzzi and game room home is located in the highly desirable...
Home
4
3
8
$116/nt
$810/wk
$3,002/mth
$810/wk
$3,002/mth
Luxury Orlando Vacation Home at
Windsor Palms located in the Formosa Gardens area less than 10 minutes to Disney is one of the premier vacation spots in the...
Windsor Palms located in the Formosa Gardens area less than 10 minutes to Disney is one of the premier vacation spots in the...
Villa
6
3.5
13
$1,469/wk
2- Story/Pool Villa/Tiled Roof/Near
This beautiful, 4- bedroom, 3- bathroom, vacation home with private pool is just completed and fully furnished to accommodat...
This beautiful, 4- bedroom, 3- bathroom, vacation home with private pool is just completed and fully furnished to accommodat...
Villa
4
3
10
$122/nt
$793/wk
$2,222/mth
$793/wk
$2,222/mth
Immaculate Luxury Resort - Centrall
Come stay with us and experience resort living at a reasonable price.Our beautiful townhome is clean and has all the comforts...
Come stay with us and experience resort living at a reasonable price.Our beautiful townhome is clean and has all the comforts...
Townhouse
3
2.5
8
$76/nt
$530/wk
$530/wk
Orlando Sunshine starting at $165 a
Is a 6 bedroom, 4 1/2 bathroom home 2 King Size Beds en suite 1 Queen bed 1 Full bed 4 Twin beds 1 Cot / Crib...
Is a 6 bedroom, 4 1/2 bathroom home 2 King Size Beds en suite 1 Queen bed 1 Full bed 4 Twin beds 1 Cot / Crib...
Villa
6
4.5
14
$165/nt
$1,155/wk
$4,455/mth
$1,155/wk
$4,455/mth
6BR/5.5BANewly Renovated Vacation
Welcome to our NEWLY RENOVATED vacation villa located in Emerald Island, a luxurious community only 3 miles from Walt Disney...
Welcome to our NEWLY RENOVATED vacation villa located in Emerald Island, a luxurious community only 3 miles from Walt Disney...
Villa
6
5.5
15
$212/nt
$1,232/wk
$1,232/wk
**Luxury 3 Bedroom, Sleeps 10, Pet
Fun for the family, for any budget. This 3 bedroom 2 bath has everything included to make your Orlando vacation care free....
Fun for the family, for any budget. This 3 bedroom 2 bath has everything included to make your Orlando vacation care free....
Condo
3
2
10
$92/nt
$599/wk
$599/wk
Exceptional 3 bedroom pool home with
A Spacious 3 bedroom / 2 bathroom Home with Lake View This fantastic home is beautifully furnished throughout with comforta...
A Spacious 3 bedroom / 2 bathroom Home with Lake View This fantastic home is beautifully furnished throughout with comforta...
Villa
3
2
8
$109/nt
Da Mouse House, So Close You
Da Mouse House is nestled in the exclusive Windsor Palms resort community, less than 3 miles from Walt Disney World in Kissimm...
Da Mouse House is nestled in the exclusive Windsor Palms resort community, less than 3 miles from Walt Disney World in Kissimm...
Villa
4
3
9
$1,203/wk
Stunning South facing 4 bed Vacation
This Beautiful home was Newly completed in March 2009 Featuring Fully tiled entrance , Lounge, formal kitchen breakfast...
This Beautiful home was Newly completed in March 2009 Featuring Fully tiled entrance , Lounge, formal kitchen breakfast...
Home
4
3
8
$132/nt
$922/wk
$922/wk
Cumbrian Lakes Vacation Home Near
Cumbrian Lakes is a new gated community of upscale vacation homes landscaped around 4 lakes. The home is located just 5 miles...
Cumbrian Lakes is a new gated community of upscale vacation homes landscaped around 4 lakes. The home is located just 5 miles...
Villa
5
4.5
10
$145/nt
$882/wk
$882/wk