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- Emerald Island Villa
This Luxury Villa has been refurbished and decorated- - everything is brand new! The 8 bedroom 6 bath home will comfortably...
This Luxury Villa has been refurbished and decorated- - everything is brand new! The 8 bedroom 6 bath home will comfortably...
Villa
8
6
17
$1,419/wk
Luxury Villa with own pool/spa
Luxury Lakeside Villa - 10 mins to Disney. 4 Bedrooms, 2 bathrooms, sleeps 8 Weekly rates start from $795 plus tax per...
Luxury Lakeside Villa - 10 mins to Disney. 4 Bedrooms, 2 bathrooms, sleeps 8 Weekly rates start from $795 plus tax per...
Villa
4
2
8
$50/nt
$350/wk
$350/wk
***** The Emerald Villa...... There's
The Emerald Villa is the last word in Luxury for the Florida villa rental market. It is the Ultimate vacation experience....
The Emerald Villa is the last word in Luxury for the Florida villa rental market. It is the Ultimate vacation experience....
Villa
7
5.5
16
$3,056/wk
Disney vacation home at budge rate
Only 4 miles to Disney main gate. 4 bedrooms with private pool, 2 master bedrooms with king/queen size beds and en- suite...
Only 4 miles to Disney main gate. 4 bedrooms with private pool, 2 master bedrooms with king/queen size beds and en- suite...
Villa
4
3
8
$89/nt
$599/wk
$1,600/mth
$599/wk
$1,600/mth
Disney Vacation Home Rentals 3BR-
Located near Disney, this modern 3 Bed Room (1400 square foot) bungalow holds all the amenities that you would expect to...
Located near Disney, this modern 3 Bed Room (1400 square foot) bungalow holds all the amenities that you would expect to...
Villa
3
2
8
$644/wk
$2,234/mth
$2,234/mth
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
1/1 Autumn Sale Pay 2nts/1 nts
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
$40/nt
$240/wk
$1,300/mth
$240/wk
$1,300/mth
Executive Home on a Lake, Kissimmee(
Rosie's Florida Home Welcome to our spacious 4 bedroom 2 full & 2 - 1/2 bath home located 5 minutes from Disney World. We...
Rosie's Florida Home Welcome to our spacious 4 bedroom 2 full & 2 - 1/2 bath home located 5 minutes from Disney World. We...
Home
4
3
10
$150/nt
$875/wk
$875/wk
Crescent 3/2 home- Pay 2nts/1 free
Autumn Blowout Special: Pay the low season rate of $75 per night stay 2 nights get 1 free, stay 5 nights get 2 free, no...
Autumn Blowout Special: Pay the low season rate of $75 per night stay 2 nights get 1 free, stay 5 nights get 2 free, no...
Home
3
2
8
$89/nt
New Villa At Seven Dwarfs Lane
brand new 3 bedroom 2 bath town home sleeps 8...
brand new 3 bedroom 2 bath town home sleeps 8...
Villa
3
2
8
$75/nt
$500/wk
$1,600/mth
$500/wk
$1,600/mth
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
Luxury 3 bedroom villa in the heart
Our home is set on a ¼ of an acre corner plot with 2, 349 sq ft of living space. We have 3 bedrooms, the large master suite...
Our home is set on a ¼ of an acre corner plot with 2, 349 sq ft of living space. We have 3 bedrooms, the large master suite...
Villa
3
2
1
$450/wk
Luxury 3 Bedroom Town House with
Enjoy this luxury home set in a beautiful gated community. A luxury furnished quality 3 bedroom & 2 bathroom vacation town...
Enjoy this luxury home set in a beautiful gated community. A luxury furnished quality 3 bedroom & 2 bathroom vacation town...
Townhouse
3
2
8
$95/nt
Beautiful 3Bed/2 Bth heated pool
All Taxes, Fees And Clean Included In Our Price!!! Our Gorgeous Home Is Tastefully And Stylishly Furnished And Sleeps Up...
All Taxes, Fees And Clean Included In Our Price!!! Our Gorgeous Home Is Tastefully And Stylishly Furnished And Sleeps Up...
Villa
3
2
8
$99/nt
$680/wk
$1,950/mth
$680/wk
$1,950/mth
5 Bed/5 Bath Vacation Home Near
Our 5 bedroom/5 Bath home is located three miles from Walt Disney World the newest section in the gated community of Windsor...
Our 5 bedroom/5 Bath home is located three miles from Walt Disney World the newest section in the gated community of Windsor...
Home
5
5
12
$348/nt
Home away from home near Disney
Villas at Island Club is a beautiful resort property in a gated community that offers many amenities and is located near all...
Villas at Island Club is a beautiful resort property in a gated community that offers many amenities and is located near all...
Condo
3
2
8
$625/wk
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
Emerald Island Resort Villa
Brand new home!! Located in Orlando's newest and most luxurious gated community, Emerald Island Resort!! This luxurious home...
Brand new home!! Located in Orlando's newest and most luxurious gated community, Emerald Island Resort!! This luxurious home...
Villa
4
3
10
$125/nt
Fiesta Key Resort Disney Vacation
Fiesta Key Resort is located in a secure, newly developed gated community. With Disney World, Sea World and Universal Studios...
Fiesta Key Resort is located in a secure, newly developed gated community. With Disney World, Sea World and Universal Studios...
Townhouse
4
3.5
8
$94/nt
$700/wk
$1,550/mth
$700/wk
$1,550/mth
Stunning 7 Bed in Emerald Island
"Emerald Blossom" If you are looking for a Luxury Stay near Disneyworld, this is it. Truly the Luxury Vacation Resorts...
"Emerald Blossom" If you are looking for a Luxury Stay near Disneyworld, this is it. Truly the Luxury Vacation Resorts...
Villa
7
4.5
16
$322/nt
$2,121/wk
$2,121/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
Reasonably priced, spacious, clean
Quiet 1500 square foot bungalow with 3 bedrooms and 2 bathrooms. In- ground pool in large screened- in patio. All amenities...
Quiet 1500 square foot bungalow with 3 bedrooms and 2 bathrooms. In- ground pool in large screened- in patio. All amenities...
Home
3
2
6
$500/wk
Disney Vacation Rental Villa 5
Our Gorgeous Mickey Houses Vacation Villa is located in the award winning gated Emerald Island Resort just 5 minutes to Disney...
Our Gorgeous Mickey Houses Vacation Villa is located in the award winning gated Emerald Island Resort just 5 minutes to Disney...
Villa
4
3
8
$151/nt
$1,047/wk
$3,884/mth
$1,047/wk
$3,884/mth
Luxurious 7 Bedroom Villa with
Experience the "magic" of DisneyWorld and other world famous theme park MINUTES away from this upscale resort community of...
Experience the "magic" of DisneyWorld and other world famous theme park MINUTES away from this upscale resort community of...
Villa
7
4.5
16
$248/nt
$1,738/wk
$3,000/mth
$1,738/wk
$3,000/mth
5 Bed 5 Bath Executive Villa Only 2
Our Luxury Executive 5 Bed 5 Bath Villa/Home On 5 Windsor Hills has been professionally furnished to the highest of standards,...
Our Luxury Executive 5 Bed 5 Bath Villa/Home On 5 Windsor Hills has been professionally furnished to the highest of standards,...
Villa
5
5
10
$186/nt
$1,299/wk
$1,299/wk