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
Pool/Spa/HDTV/Internet/Games 3
This 4br/3br/2 Masters 4- bedroom/3- bathroom villa has a large pool and hot spa, TV in every room including a large 42"...
This 4br/3br/2 Masters 4- bedroom/3- bathroom villa has a large pool and hot spa, TV in every room including a large 42"...
Villa
4
3
10
$90/nt
$600/wk
$2,100/mth
$600/wk
$2,100/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
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
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
7 Bed / 6 Bath Disney Villa with
Welcome to POOH ��S PARADISE located in beautiful Formosa Gardens Estates. This newly upgraded 3900 square foot, 7 bedroom...
Welcome to POOH ��S PARADISE located in beautiful Formosa Gardens Estates. This newly upgraded 3900 square foot, 7 bedroom...
Villa
7
6
16
$369/nt
$2,580/wk
$2,580/wk
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
Disney Townhouse 1.5 Miles From
We have a beautiful 3 bed 3 bath townhouse located in the 5 star gated community of windsor hills.This community is closer...
We have a beautiful 3 bed 3 bath townhouse located in the 5 star gated community of windsor hills.This community is closer...
Townhouse
3
3
8
$99/nt
Oct 28- Dec 26 $1199 - 7 Bed
This 7 Bedroom villa is ideal for the two things you are supposed to do on an Orlando Vacation – REST and PLAY!!! It is...
This 7 Bedroom villa is ideal for the two things you are supposed to do on an Orlando Vacation – REST and PLAY!!! It is...
Villa
7
5.5
16
$244/nt
$1,524/wk
$4,578/mth
$1,524/wk
$4,578/mth
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
"Vivi's Villa" Wi- Fi Special
Vivi's Villa is located in "THE VILLAS AT SEVEN DWARFS LANE" It is a brand new European styled upscale community in a...
Vivi's Villa is located in "THE VILLAS AT SEVEN DWARFS LANE" It is a brand new European styled upscale community in a...
Villa
4
3
10
Villa 6 Br/4ba South Pool/spa Near
Pool, Spa, Extended Deck, Luxury Poolside Furniture 2 King Master Suites, 1 Queen Master Suite, 3 Twin Bedded Rooms,...
Pool, Spa, Extended Deck, Luxury Poolside Furniture 2 King Master Suites, 1 Queen Master Suite, 3 Twin Bedded Rooms,...
Villa
6
4
12
$155/nt
$1,045/wk
$1,045/wk
Oneofakindvillas 8 bedroom 6 bathroom
If your looking for a villa near disney then this is the home for you. This enormous eight- bedroomed villa is one...
If your looking for a villa near disney then this is the home for you. This enormous eight- bedroomed villa is one...
Villa
5
6
10
$2,950/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
837 Villa del Sol $49 Per night
Lovely 2/2 Condo just 7 miles from Disney very close to restaurants, supermarkets, shopping, Walmart. Full kitchen, washer/...
Lovely 2/2 Condo just 7 miles from Disney very close to restaurants, supermarkets, shopping, Walmart. Full kitchen, washer/...
Condo
2
2
6
$49/nt
Windsor Hills Townhome - WDWVilla
Whether you're planning a family reunion, an extended holiday or just a more private and elegant vacation than a hotel can...
Whether you're planning a family reunion, an extended holiday or just a more private and elegant vacation than a hotel can...
Townhouse
3
3
6
$113/nt
Spectacular Pool Home Disney 4 miles
Free high- speed wireless internet Affordable Luxury Vacation Home with PRIVATE SOUTH- FACING POOL in Kissimmee,...
Free high- speed wireless internet Affordable Luxury Vacation Home with PRIVATE SOUTH- FACING POOL in Kissimmee,...
Home
3
2
8
$120/nt
$756/wk
$756/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
Closest Townhouse to Disney only
This vacation home is one of the finest resort townhouse rentals in the Disney area. A spacious 3 bed/2.5 bath townhouse with...
This vacation home is one of the finest resort townhouse rentals in the Disney area. A spacious 3 bed/2.5 bath townhouse with...
Townhouse
3
2.5
6
$71/nt
$496/wk
$1,980/mth
$496/wk
$1,980/mth
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
Lake Berkley 7 Br Sth Facing Pool
This Home Is Built On A Premier Lot With South Facing Pool And Spa.themed Bedrooms And Games Room Please Review Our...
This Home Is Built On A Premier Lot With South Facing Pool And Spa.themed Bedrooms And Games Room Please Review Our...
Villa
7
4.5
16
$234/nt
Luxury South Facing Pool 5 Bedroom
Make your wish come true and enjoy a wonderful and unforgettable vacation that you will remember forever! This lovely 5 bedroo...
Make your wish come true and enjoy a wonderful and unforgettable vacation that you will remember forever! This lovely 5 bedroo...
Villa
5
4
12
$1,200/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
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
Luxurious Executive 6 Bed Villa,
Welcome to Emerald Crown Villa! A newly built luxurious 6 bedrooms, 5.5 baths villa with private heated pool/spa located...
Welcome to Emerald Crown Villa! A newly built luxurious 6 bedrooms, 5.5 baths villa with private heated pool/spa located...
Villa
6
5.5
14
$277/nt
$1, 099 6 Br 2 Miles From Disney
Brand New 6 Bedroom Home 2 Miles From Walt Disney Our third and most luxurious vacation home has six bedrooms, four baths,...
Brand New 6 Bedroom Home 2 Miles From Walt Disney Our third and most luxurious vacation home has six bedrooms, four baths,...
Home
6
4
16
$1,099/wk