Kissimmee Vacation Rentals
1-24 of 300+ rentals
Sunshine & Storybook Stays
Townhouse in Kissimmee, FL
10Persons
4Bedrooms
3Bathrooms
$238/night

Westside Wonder - Windsor at Westside
House in Kissimmee, FL
20Persons
9Bedrooms
6Bathrooms
$496/night

The Play and Stay House
House in Kissimmee, FL
11Persons
5Bedrooms
4Bathrooms
$246/night

Emerald Island Gem - Emerald Island Resort
Townhouse in Kissimmee, FL
6Persons
3Bedrooms
3Bathrooms
$262/night

Disney Near 4BR Pool-View Townhome in Storey Lake
Townhouse in Kissimmee, FL
10Persons
4Bedrooms
3Bathrooms
$247/night

Spacious 4BR, 3BA Storey Lake townhome.
Townhouse in Kissimmee, FL
10Persons
4Bedrooms
3Bathrooms
$254/night

Enchanted Escape at Reunion
House in Kissimmee, FL
14Persons
5Bedrooms
5Bathrooms
$331/night

4BR Lucaya villa, pool & game room | Near Disney
Townhouse in Kissimmee, FL
12Persons
4Bedrooms
3Bathrooms
$163/night

Sonoma Modern Retreat
House in Kissimmee, FL
30Persons
15Bedrooms
17Bathrooms
$1,245/night

The Stunning Golfview Condo at Reunion
Condo in Kissimmee, FL
8Persons
3Bedrooms
3Bathrooms
$202/night

The Sleek, Chic Villa
House in Kissimmee, FL
22Persons
11Bedrooms
12Bathrooms
$667/night

Encore at Reunion Resort - Near Disney with Harry Potter Game Room
House in Kissimmee, FL
17Persons
5Bedrooms
5Bathrooms
$361/night

Secret Lake Retreat, Apt. 104
Apartment in Kissimmee, FL
8Persons
2Bedrooms
2Bathrooms
$130/night

6BR resort home with private pool, game room & golf access.
House in Kissimmee, FL
16Persons
6Bedrooms
6Bathrooms
$276/night

Luxury Hideaway - Fairway Ridge at Reunion Res
House in Kissimmee, FL
30Persons
13Bedrooms
13Bathrooms
$1,150/night

Lovely Townhome 5min→Disneyworld
Townhouse in Kissimmee, FL
10Persons
4Bedrooms
4Bathrooms
$203/night

Indulgence at Summerville
Townhouse in Kissimmee, FL
10Persons
3Bedrooms
4Bathrooms
$201/night

The Ember & Ease Villa
Townhouse in Kissimmee, FL
14Persons
5Bedrooms
6Bathrooms
$247/night

Encantada Retreat
House in Kissimmee, FL
8Persons
3Bedrooms
3Bathrooms
$177/night

Emerald Magic Retreat
House in Kissimmee, FL
12Persons
6Bedrooms
5Bathrooms
$294/night

Windsor Palms Paradise - Windsor Palms
Condo in Kissimmee, FL
8Persons
3Bedrooms
2Bathrooms
$151/night

Silver Palms
Townhouse in Kissimmee, FL
9Persons
3Bedrooms
3Bathrooms
$174/night

The Modern Manor
House in Kissimmee, FL
8Persons
4Bedrooms
3Bathrooms
$360/night

The Upscale Oasis
House in Kissimmee, FL
14Persons
7Bedrooms
6Bathrooms
$935/night