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
Villa By The Pond
4 Bdrm Home, 2 Bath Villa Sleeps 10, With All The Amenities For Your Vacation Dreams. Master Bedroom Has A Large Bathroom...
4 Bdrm Home, 2 Bath Villa Sleeps 10, With All The Amenities For Your Vacation Dreams. Master Bedroom Has A Large Bathroom...
Villa
4
2
10
$129/nt
$980/wk
$980/wk
*new T2k Villa Terra Verde, Pool/spa
Looking for a great Florida vacation close to Disney and all the attractions? Look no further! Get the best of both worlds...
Looking for a great Florida vacation close to Disney and all the attractions? Look no further! Get the best of both worlds...
Villa
4
3
10
$100/nt
$700/wk
$700/wk
Disney Villa
This is a new luxury villa for only $700/$1000 week. A pool home is located in a quiet neighborhood and is perfect for all...
This is a new luxury villa for only $700/$1000 week. A pool home is located in a quiet neighborhood and is perfect for all...
Villa
4
3
10
$119/nt
$799/wk
$3,055/mth
$799/wk
$3,055/mth
305 2/2 Pay 2 Nts/1 Free Or 5nts/2
Autumn Blowout Special: Pay the low season rate of $45 per night stay 2 nights get 1 free, stay 5 nights get 2 free, no...
Autumn Blowout Special: Pay the low season rate of $45 per night stay 2 nights get 1 free, stay 5 nights get 2 free, no...
Villa
2
2
6
$47/nt
$1,400/mth
$1,400/mth
Stunning 5 bed villa just 10 minutes
"Season's Delight" is our magnificent villa just 10 minutes from Disneyworld in Orlando. We are delighted to share our home...
"Season's Delight" is our magnificent villa just 10 minutes from Disneyworld in Orlando. We are delighted to share our home...
Villa
5
3.5
10
$800/wk
6br/5.5ba 4 King Master Suites
Approximately 3 miles from Disney's main gate, this luxurious, 6 bedroom, 5.5 bathroom, vacation home has been customized...
Approximately 3 miles from Disney's main gate, this luxurious, 6 bedroom, 5.5 bathroom, vacation home has been customized...
Home
6
5.5
14
$298/nt
$2,017/wk
$2,017/wk
Reunion 5 Bedroom Disney Villa
This imposing villa on Reunions famous 'Legends Corner' has probably the largest pool and deck combination in the whole...
This imposing villa on Reunions famous 'Legends Corner' has probably the largest pool and deck combination in the whole...
Villa
5
6.5
10
$3,950/wk
Detached 2bed/2bath villa - Own
Ideal for 4 People 2bed/2bath with Private Solar Heated Pool, Air con/Fans, Tiled throughout. On A Prime Location, Chatham...
Ideal for 4 People 2bed/2bath with Private Solar Heated Pool, Air con/Fans, Tiled throughout. On A Prime Location, Chatham...
Villa
2
2
4
$89/nt
$620/wk
$620/wk
Cottage Home For Rental
Beautiful cottage home behind Old Town, Kissimmee, 10 minutes from Disney World. One bedroom and a loft equipped with all...
Beautiful cottage home behind Old Town, Kissimmee, 10 minutes from Disney World. One bedroom and a loft equipped with all...
Cottage
1
1
6
$74/nt
$391/wk
$1,325/mth
$391/wk
$1,325/mth
Be at Home in our Florida Villa
Our three bedroom detached bungalow is on Lakeside Estate in Kissimmee, which is near Orlando. It is approximately 20 minutes...
Our three bedroom detached bungalow is on Lakeside Estate in Kissimmee, which is near Orlando. It is approximately 20 minutes...
Villa
3
2
8
$113/nt
$790/wk
$790/wk
Magical Disney Vacation Rental
Living Room- This spacious, comfortable room is beautifully furnished and looks directly out onto the swimming pool and...
Living Room- This spacious, comfortable room is beautifully furnished and looks directly out onto the swimming pool and...
Villa
4
3
10
$114/nt
$756/wk
$3,195/mth
$756/wk
$3,195/mth
$1, 000 5 Br 2 Miles From Disney
Beautiful new five bedroom five bath home with heated pool and spa located in 24 hour gated resort community 5 minutes from...
Beautiful new five bedroom five bath home with heated pool and spa located in 24 hour gated resort community 5 minutes from...
Home
5
5
15
$1,000/wk
great florida home, with pool
Florida Disney 5 Bedroom 2 and half bathroom, with gameroom , and high speed internet , free phone service for our guest...
Florida Disney 5 Bedroom 2 and half bathroom, with gameroom , and high speed internet , free phone service for our guest...
Home
5
2.5
13
$99/nt
Disney Magic Villa
Updated three bedroom two bathroom 1400 square foot ground floor condo situated less than 4 minutes to Disney! Every thing...
Updated three bedroom two bathroom 1400 square foot ground floor condo situated less than 4 minutes to Disney! Every thing...
Condo
3
2
8
$60/nt
Orlando Dream South Pool, Spa/Hot
What Makes Us Special? Orlando Dream Villa offers its guests some of the most unique and unrivalled facilities availabl...
What Makes Us Special? Orlando Dream Villa offers its guests some of the most unique and unrivalled facilities availabl...
Villa
3
2
8
$789/wk
Emerald Island Resort Kissimme
Amazing 24 Hour Guarded Resort with all the Amenities, within 5 minutes of Disney and very convenient for all central Florida...
Amazing 24 Hour Guarded Resort with all the Amenities, within 5 minutes of Disney and very convenient for all central Florida...
Villa
4
3
8
$109/nt
1027- Pay 2 Nights Get 1 Free,
Autumn Blowout Special: Pay the low season rate of $40 per night stay 2 nights get 1 free, stay 5 nights get 2 free, no...
Autumn Blowout Special: Pay the low season rate of $40 per night stay 2 nights get 1 free, stay 5 nights get 2 free, no...
Condo
1
1
4
$47/nt
5 Bedroom 4 Bathroom Kissimmee Pool
Perfect for two families! Two master suites with king beds and private baths! Four full bathrooms! A total of five bedrooms...
Perfect for two families! Two master suites with king beds and private baths! Four full bathrooms! A total of five bedrooms...
Home
5
4
12
$128/nt
$870/wk
$870/wk
Bella Vida, Largest 6 bed,
This new home is the largest vacation home you can rent in the Disney area. 3500 sq ft, excluding the games room. The interi...
This new home is the largest vacation home you can rent in the Disney area. 3500 sq ft, excluding the games room. The interi...
Villa
6
5.5
12
$1,567/wk
Pool & Spa Home Near Disney
Stunning 4 Bed 3 Bathroom Close To Disney New Games Room Hi- Speed Internet Access Connection Free Local And Nationa...
Stunning 4 Bed 3 Bathroom Close To Disney New Games Room Hi- Speed Internet Access Connection Free Local And Nationa...
Villa
4
3
11
$799/wk
Mickeys Favorite Home Near Disney
Beautiful townhouse, near Disney. Feel the comfort of home- away- from- home in this three- bedroom, two- bathroom, fully-...
Beautiful townhouse, near Disney. Feel the comfort of home- away- from- home in this three- bedroom, two- bathroom, fully-...
Townhouse
3
2
8
$75/nt
$525/wk
$1,200/mth
$525/wk
$1,200/mth
Formosa Garden Estates Prestigious
This luxury villa could not be more conveniently located on one of Florida's most prestigious, private, gated community...
This luxury villa could not be more conveniently located on one of Florida's most prestigious, private, gated community...
Villa
5
4
12
$249/nt
$1,712/wk
$1,712/wk
Orlando Vacation Villa with Pool
A luxury lakeside villa with own pool in the pretigious private gated Lake Berkley Resort in central Kissimmee, Orlando....
A luxury lakeside villa with own pool in the pretigious private gated Lake Berkley Resort in central Kissimmee, Orlando....
Villa
4
2
10
$900/wk
Disney Villa at Creekside
Creekside This fully air conditioned luxurious open plan villa with high vaulted ceiling giving a cool fresh feel in the...
Creekside This fully air conditioned luxurious open plan villa with high vaulted ceiling giving a cool fresh feel in the...
Villa
3
2
8
$98/nt
$702/wk
$2,632/mth
$702/wk
$2,632/mth
Dream Disney Chateau
Emerald Island is a quiet, fairly secluded community very close to the restaurants and shops on US 192 and ideally placed...
Emerald Island is a quiet, fairly secluded community very close to the restaurants and shops on US 192 and ideally placed...
Villa
7
5.5
16
$298/nt
$2,086/wk
$2,086/wk