Kissimmee Vacation Rentals

1-24 of 300+ rentals
Sunshine & Storybook Stays

Sunshine & Storybook Stays

Townhouse in Kissimmee, FL

Rating5.00
Persons
10Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$238/night
Westside Wonder - Windsor at Westside

Westside Wonder - Windsor at Westside

House in Kissimmee, FL

Rating4.15
Persons
20Persons
Bedrooms
9Bedrooms
Bathrooms
6Bathrooms
$496/night
The Play and Stay House

The Play and Stay House

House in Kissimmee, FL

Rating5.00
Persons
11Persons
Bedrooms
5Bedrooms
Bathrooms
4Bathrooms
$246/night
Emerald Island Gem - Emerald Island Resort

Emerald Island Gem - Emerald Island Resort

Townhouse in Kissimmee, FL

Rating4.79
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$262/night
Disney Near 4BR Pool-View Townhome in Storey Lake

Disney Near 4BR Pool-View Townhome in Storey Lake

Townhouse in Kissimmee, FL

Persons
10Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$247/night
Spacious 4BR, 3BA Storey Lake townhome.

Spacious 4BR, 3BA Storey Lake townhome.

Townhouse in Kissimmee, FL

Persons
10Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$254/night
Enchanted Escape at Reunion

Enchanted Escape at Reunion

House in Kissimmee, FL

Persons
14Persons
Bedrooms
5Bedrooms
Bathrooms
5Bathrooms
$331/night
4BR Lucaya villa, pool & game room | Near Disney

4BR Lucaya villa, pool & game room | Near Disney

Townhouse in Kissimmee, FL

Persons
12Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$163/night
Sonoma Modern Retreat

Sonoma Modern Retreat

House in Kissimmee, FL

Persons
30Persons
Bedrooms
15Bedrooms
Bathrooms
17Bathrooms
$1,245/night
The Stunning Golfview Condo at Reunion

The Stunning Golfview Condo at Reunion

Condo in Kissimmee, FL

Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$202/night
The Sleek, Chic Villa

The Sleek, Chic Villa

House in Kissimmee, FL

Persons
22Persons
Bedrooms
11Bedrooms
Bathrooms
12Bathrooms
$667/night
Encore at Reunion Resort - Near Disney with Harry Potter Game Room

Encore at Reunion Resort - Near Disney with Harry Potter Game Room

House in Kissimmee, FL

Rating4.82
Persons
17Persons
Bedrooms
5Bedrooms
Bathrooms
5Bathrooms
$361/night
Secret Lake Retreat, Apt. 104

Secret Lake Retreat, Apt. 104

Apartment in Kissimmee, FL

Persons
8Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$130/night
6BR resort home with private pool, game room & golf access.

6BR resort home with private pool, game room & golf access.

House in Kissimmee, FL

Persons
16Persons
Bedrooms
6Bedrooms
Bathrooms
6Bathrooms
$276/night
Luxury Hideaway - Fairway Ridge at Reunion Res

Luxury Hideaway - Fairway Ridge at Reunion Res

House in Kissimmee, FL

Rating4.17
Persons
30Persons
Bedrooms
13Bedrooms
Bathrooms
13Bathrooms
$1,150/night
Lovely Townhome 5min→Disneyworld

Lovely Townhome 5min→Disneyworld

Townhouse in Kissimmee, FL

Persons
10Persons
Bedrooms
4Bedrooms
Bathrooms
4Bathrooms
$203/night
Indulgence at Summerville

Indulgence at Summerville

Townhouse in Kissimmee, FL

Persons
10Persons
Bedrooms
3Bedrooms
Bathrooms
4Bathrooms
$201/night
The Ember & Ease Villa

The Ember & Ease Villa

Townhouse in Kissimmee, FL

Persons
14Persons
Bedrooms
5Bedrooms
Bathrooms
6Bathrooms
$247/night
Encantada Retreat

Encantada Retreat

House in Kissimmee, FL

Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$177/night
Emerald Magic Retreat

Emerald Magic Retreat

House in Kissimmee, FL

Rating5.00
Persons
12Persons
Bedrooms
6Bedrooms
Bathrooms
5Bathrooms
$294/night
Windsor Palms Paradise - Windsor Palms

Windsor Palms Paradise - Windsor Palms

Condo in Kissimmee, FL

Rating4.57
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$151/night
Silver Palms

Silver Palms

Townhouse in Kissimmee, FL

Rating4.60
Persons
9Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$174/night
The Modern Manor

The Modern Manor

House in Kissimmee, FL

Rating3.00
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
3Bathrooms
$360/night
The Upscale Oasis

The Upscale Oasis

House in Kissimmee, FL

Persons
14Persons
Bedrooms
7Bedrooms
Bathrooms
6Bathrooms
$935/night