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
Luxury/2K Sqft/Pool/internet/last
Specially designed for 2 families traveling together. This brand new villa has 5 bed/3 bath, one den, and 30'x15' heated...
Specially designed for 2 families traveling together. This brand new villa has 5 bed/3 bath, one den, and 30'x15' heated...
Villa
5
3
12
$130/nt
$870/wk
$2,476/mth
$870/wk
$2,476/mth
Luxury 4BR villa- South Facing
This luxurious villa has 4 bedroom/3bathroom(1 king bed, 1 queen bed, 4 twin beds and a sofa bed) and an extra large 30x15...
This luxurious villa has 4 bedroom/3bathroom(1 king bed, 1 queen bed, 4 twin beds and a sofa bed) and an extra large 30x15...
Home
4
3
10
$115/nt
$727/wk
$727/wk
Hibiscus Haven - near Disney
Our beautiful villa, Hibiscus Haven, with private heated south- facing pool is situated in the exclusive LAKE BERKLEY RESORT...
Our beautiful villa, Hibiscus Haven, with private heated south- facing pool is situated in the exclusive LAKE BERKLEY RESORT...
Villa
5
3
10
$992/wk
4BR Vacation House/Villa + Pool
Disneyworld Vacation House Rental Special Sep 11- 30 - $65/night + Tax Columbus Week Oct 9 - Oct 16 - $89/night...
Disneyworld Vacation House Rental Special Sep 11- 30 - $65/night + Tax Columbus Week Oct 9 - Oct 16 - $89/night...
Villa
4
2
12
$78/nt
$499/wk
$1,599/mth
$499/wk
$1,599/mth
Private Luxury Villa
A queen or double bed in the master bedroom. A double bed in the second bedroom, two singles in the third, two singles in...
A queen or double bed in the master bedroom. A double bed in the second bedroom, two singles in the third, two singles in...
Villa
4
3
10
$155/nt
$858/wk
$2,422/mth
$858/wk
$2,422/mth
Luxury 4 Bedroom 2 Bath Home Near
Location: Rolling Hills, Kissimmee, Central- Disney- Orlando Area, Florida, USA (25 miles from Orlando International Airpor...
Location: Rolling Hills, Kissimmee, Central- Disney- Orlando Area, Florida, USA (25 miles from Orlando International Airpor...
Home
4
2
8
$117/nt
$868/wk
$868/wk
Fireworks View of Disneyworld
"Be Our Guest" at our Orlando Vacation Home Rental (Villa Mickey), located on the premier Resort- Style gated community in...
"Be Our Guest" at our Orlando Vacation Home Rental (Villa Mickey), located on the premier Resort- Style gated community in...
Home
4
3
8
$161/nt
$1,069/wk
$1,069/wk
Huge 3 Bedroomed Platinum Home
Located within 10 minutes of the Disney Theme Parks on the 192 . Brand new for Summer 2008. For those wholike the finer...
Located within 10 minutes of the Disney Theme Parks on the 192 . Brand new for Summer 2008. For those wholike the finer...
Villa
3
3
6
$156/nt
$1,092/wk
$1,092/wk
Enchanted Encantada Villa 4 Miles To
Enchanted Encantada Villa is a tropical paradise vacation retreat, located 4 miles from Disney's West Gate Entrance and close...
Enchanted Encantada Villa is a tropical paradise vacation retreat, located 4 miles from Disney's West Gate Entrance and close...
Villa
3
2.5
6
$113/nt
$719/wk
$2,281/mth
$719/wk
$2,281/mth
Quinn's Luxury Vacation Home Near
Our Orlando vacation rental home rental is located in the highly desirable Windsor Hills Reserve the closest vacation rental...
Our Orlando vacation rental home rental is located in the highly desirable Windsor Hills Reserve the closest vacation rental...
Villa
5
5
12
Fantastic Florida 3 bed pool home -
Fantastic 3 bedroom villa with pool, LOTS of extras, very well equipped, very private pool area, King master suite, Scooby...
Fantastic 3 bedroom villa with pool, LOTS of extras, very well equipped, very private pool area, King master suite, Scooby...
Home
3
2
8
$800/wk
Two Side by Side Executive 7 bed
These luxuriously appointed homes are presented with upgraded furniture and fittings throughout, and fully air conditioned...
These luxuriously appointed homes are presented with upgraded furniture and fittings throughout, and fully air conditioned...
Villa
14
8
32
$1,888/wk
Luxury, Modern Villa in a Great
(We also have a 5 bed, 3.5 bath villa on the same street) Ask for special offers/discounts that run thoughout the year...
(We also have a 5 bed, 3.5 bath villa on the same street) Ask for special offers/discounts that run thoughout the year...
Villa
6
4
14
$190/nt
$1,327/wk
$1,327/wk
Condo for Vacation Rental near
Condominium For Rent Has Internet Excess. Grand Palms Circle, Kissimmee, Florida. 5 Miles From Disney World Off Highway...
Condominium For Rent Has Internet Excess. Grand Palms Circle, Kissimmee, Florida. 5 Miles From Disney World Off Highway...
Condo
3
2
8
$75/nt
$525/wk
$1,500/mth
$525/wk
$1,500/mth
Vacation Home Near Disney - Tropical
"welcome To Our Tropical Oasis" Want To Escape The Noise But Still Be Close To Everything? Come To The "my Orlando" Vacation...
"welcome To Our Tropical Oasis" Want To Escape The Noise But Still Be Close To Everything? Come To The "my Orlando" Vacation...
Home
4
2
10
$109/nt
$760/wk
$760/wk
Disney- 10 Min.- S.pool- Pond- Game
The home has 4 bedrooms, 2 and bathrooms, a south facing pool, and it is on the WATER with a beautiful view and lot's of...
The home has 4 bedrooms, 2 and bathrooms, a south facing pool, and it is on the WATER with a beautiful view and lot's of...
Home
4
2
10
$104/nt
$731/wk
$731/wk
1bd/1ba Cottage w/Loft $59/night
This 1 Bedroom with Loft Cottage rental is in the heart of Tropical Palms Resort in Kissimmee, Florida. This cottage provides...
This 1 Bedroom with Loft Cottage rental is in the heart of Tropical Palms Resort in Kissimmee, Florida. This cottage provides...
Cottage
1
1
6
$59/nt
$399/wk
$1,299/mth
$399/wk
$1,299/mth
Brand New Bedding Super Size Porch
The Closest Community to Disney - 3 miles only! Best Location: Located in Orlando's finest and newest gated communities,...
The Closest Community to Disney - 3 miles only! Best Location: Located in Orlando's finest and newest gated communities,...
Villa
7
4.5
16
$230/nt
$1,470/wk
$4,654/mth
$1,470/wk
$4,654/mth
1BR Luxury condo for rent near
Spacious 1BR fully furnished condo for rent near Disney at the gated community of Legacy Dunes Resort in Kissimmee, Florida...
Spacious 1BR fully furnished condo for rent near Disney at the gated community of Legacy Dunes Resort in Kissimmee, Florida...
Condo
1
1
4
$59/nt
$400/wk
$1,300/mth
$400/wk
$1,300/mth
Pool- Side Paradise! 5 Min's Disney,
New, The Amazing Disney World "pool- Side Paradise" Vacation Condo! And We're So Sure You Will Fall In Love With It, That...
New, The Amazing Disney World "pool- Side Paradise" Vacation Condo! And We're So Sure You Will Fall In Love With It, That...
Condo
2
2
6
$101/nt
$704/wk
$2,772/mth
$704/wk
$2,772/mth
Close to Disney - Luxury villa
This luxury townhouse located in the Bellavida gated resort offers 4 bdrms/3 baths, private pool and sleeps 8. The villa...
This luxury townhouse located in the Bellavida gated resort offers 4 bdrms/3 baths, private pool and sleeps 8. The villa...
Townhouse
4
3
8
$100/nt
$700/wk
$700/wk
Dolphin Paradise 3 Miles to Disney
Our Kissimmee 4 bedroom Vacation Villa offers the perfect combination - the ambiance of a Luxury Villa with the Amenities...
Our Kissimmee 4 bedroom Vacation Villa offers the perfect combination - the ambiance of a Luxury Villa with the Amenities...
Villa
4
2.5
10
$124/nt
$865/wk
$865/wk
Beautiful 4 bedroomed villa in
Our lovely villa has 4 bedrooms and 3 bathrooms. Private heated pool fully screened, with safety fence for the safety of...
Our lovely villa has 4 bedrooms and 3 bathrooms. Private heated pool fully screened, with safety fence for the safety of...
Villa
4
3
8
$117/nt
$810/wk
$810/wk
5 Br 3 Ba Poolhome, Gamesroom,
Lovely new home with private pool and personal games room in house in gated Lake Berkley Resort close to everything....
Lovely new home with private pool and personal games room in house in gated Lake Berkley Resort close to everything....
Home
5
3
12
$140/nt
$977/wk
$2,260/mth
$977/wk
$2,260/mth
Only Minutes to Disney World Fiesta
Our beautiful townhouse at Fiesta Key Resort is in a newly developed gated community with 24 hour security, located within...
Our beautiful townhouse at Fiesta Key Resort is in a newly developed gated community with 24 hour security, located within...
Townhouse
3
2.5
6
$88/nt
$583/wk
$1,847/mth
$583/wk
$1,847/mth