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.
| Results 1 - 25 of 365 | 1 2 3 4 5 6 7 8 9 Next |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Dolphin Dream - Luxury 6 Bedroom
Our Luxurious Dolphin Dream Villa is now operated under New Management effective August 2008. Fully renovated with upgraded...
Our Luxurious Dolphin Dream Villa is now operated under New Management effective August 2008. Fully renovated with upgraded...
Villa
6
4
12
$215/nt
$1,507/wk
$1,507/wk
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
Condo - 5 Star Windsor Hills
Windsor Hills Is A Gated Community With 24 Hour Security, And Only 2 Miles From Disney And Next Door To Mystic Dunes Golf...
Windsor Hills Is A Gated Community With 24 Hour Security, And Only 2 Miles From Disney And Next Door To Mystic Dunes Golf...
Condo
3
2
8
$87/nt
$572/wk
$1,800/mth
$572/wk
$1,800/mth
Family friendly home with Hot tub
Come and join us at the Mediterranean style gated resort of Fiesta Key, in the heart of Kissimmee. You can relax in the...
Come and join us at the Mediterranean style gated resort of Fiesta Key, in the heart of Kissimmee. You can relax in the...
Townhouse
3
2.5
8
$85/nt
$543/wk
$543/wk
Disney Vacation Home - Florida
Lovely 4 Bedroom Vacation home with beautiful pond view. Relax in your own private pool or sip a cool drink under the Lanaii....
Lovely 4 Bedroom Vacation home with beautiful pond view. Relax in your own private pool or sip a cool drink under the Lanaii....
Home
4
2
8
$875/wk
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
Disney at its best.Gorgeous Windsor
Kissimmee's Closest Resort to the Magic of Disney, at just 1.5 miles from the gates. Next door to Mystic Dunes Golf. This...
Kissimmee's Closest Resort to the Magic of Disney, at just 1.5 miles from the gates. Next door to Mystic Dunes Golf. This...
Condo
3
2
8
$100/nt
$600/wk
$1,900/mth
$600/wk
$1,900/mth
Vacation Holiday Rental, Gorgous
This is a gorgious, 3 bedroom 2 bathroom condominium located only 5 miles from the entrance of Disney. The master bedroom...
This is a gorgious, 3 bedroom 2 bathroom condominium located only 5 miles from the entrance of Disney. The master bedroom...
Condo
3
2
8
Awsome 4 Bed 3 Bath home with 2
This is a awesome fully furnished 4 bed 3 bath home located in the Gated community of Magic Landings in a great location just...
This is a awesome fully furnished 4 bed 3 bath home located in the Gated community of Magic Landings in a great location just...
Home
4
3
8
$115/nt
$795/wk
$2,000/mth
$795/wk
$2,000/mth
3 Kings, Game Rm, Wifi, Pool,
Goofy's Getaway is located in the exclusive Lake Berkley Resort, 5 miles from Walt Disney World, 7 miles to Sea World and...
Goofy's Getaway is located in the exclusive Lake Berkley Resort, 5 miles from Walt Disney World, 7 miles to Sea World and...
Villa
5
3
12
$157/nt
$1,075/wk
$1,075/wk
Disney's Townhome 4 BR Two Master
Thank you for viewing Disney's Townhome. We purchased this beautiful gem in July 2009 and have improved the inside for our...
Thank you for viewing Disney's Townhome. We purchased this beautiful gem in July 2009 and have improved the inside for our...
Townhouse
4
3.5
10
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
Luxurious House - Private pool,
Our home in Paradise Palms Resort offers you and you family the vacation of a lifetime. Our luxury home offers private pool...
Our home in Paradise Palms Resort offers you and you family the vacation of a lifetime. Our luxury home offers private pool...
Townhouse
4
3
10
$142/nt
$871/wk
$2,845/mth
$871/wk
$2,845/mth
Gorgeous 4 Bedrooms 2 Master Suites
Gorgeous, spacious Brand New 4 bedrooms home, with 2 master suites, 3 full bathrooms and 2 further twin bedrooms, Superb...
Gorgeous, spacious Brand New 4 bedrooms home, with 2 master suites, 3 full bathrooms and 2 further twin bedrooms, Superb...
Home
4
3
10
Last Minute 30%Off/Guest Comments/Game
8 miles' drive to the main gate of Disney Parks; minutes away from grocery stores, restaurants, and even post office just...
8 miles' drive to the main gate of Disney Parks; minutes away from grocery stores, restaurants, and even post office just...
Villa
5
3
12
$129/nt
$805/wk
$3,079/mth
$805/wk
$3,079/mth
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
Games Room, Pool Spa, Lake View
The property has 4 bedrooms, 3 bathrooms. 2 Master suites both with en suite bathrooms & separate walk- in wardrobes, and...
The property has 4 bedrooms, 3 bathrooms. 2 Master suites both with en suite bathrooms & separate walk- in wardrobes, and...
Villa
4
3
10
$149/nt
$761/wk
$2,515/mth
$761/wk
$2,515/mth
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
Windsor Hills Townhouse- Private
New 5- Star Guard- Gated Resort community minutes from Disney!! This new town home features 2 master bedrooms with adjoining...
New 5- Star Guard- Gated Resort community minutes from Disney!! This new town home features 2 master bedrooms with adjoining...
Townhouse
3
3
8
$124/nt
$867/wk
$3,108/mth
$867/wk
$3,108/mth
Disney Area Florida - Venetian Bay
This resort includes gated entry, 4 x SWIMMING POOLS, spacious club house with recreation center / games room, fitness...
This resort includes gated entry, 4 x SWIMMING POOLS, spacious club house with recreation center / games room, fitness...
Townhouse
3
2
8
$98/nt
$601/wk
$1,571/mth
$601/wk
$1,571/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
Fully Furnished 5 bed house near
This is a Large Fully Furnished 5 bed 3 bath house that is located close to Disney and all the attractions, the home is clean...
This is a Large Fully Furnished 5 bed 3 bath house that is located close to Disney and all the attractions, the home is clean...
Villa
5
3
12
$125/nt
$875/wk
$2,200/mth
$875/wk
$2,200/mth
5 Bed villa with South Facing Pool
Our beautiful 5 bedroomed 4 bath home is furnished to the highest of standards and provides all the comforts you need for...
Our beautiful 5 bedroomed 4 bath home is furnished to the highest of standards and provides all the comforts you need for...
Villa
5
4
10
$942/wk
Stunning Lake View - 7 bedroom
This Luxuriously appointed home is presented with upgraded furniture and fittings throughout, and fully air conditioned to...
This Luxuriously appointed home is presented with upgraded furniture and fittings throughout, and fully air conditioned to...
Villa
7
4
16
$1,998/wk
4 Kings, GameRm - FullSize Arcade,
King Louie's Palace is located in the exclusive Seasons community, 5.5 miles from Walt Disney World, 10 miles to Sea World...
King Louie's Palace is located in the exclusive Seasons community, 5.5 miles from Walt Disney World, 10 miles to Sea World...
Home
7
4.5
16
$266/nt
$1,862/wk
$1,862/wk