Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Reunion Madison, 8 Bedrooms, Encore Club, Private Pool, S...

Kissimmee
Madison at Encore Club in Reunion is an 8-bedroom air-conditioned luxury home that sleeps 15 people ...
Home 8 / 7 / 16

*
Online booking available

$100 - $800
Per Night

$2400 - $4188
Per Week

Luxurious 4 BR, 3 bath rental with a private pool in Stor...

Kissimmee
Luxurious 4 BR, 3 bath rental with a private pool in Storey Lake Resort Welcome to Storey Lake Reso...
Condo 4 / 3 / 8

*
Online booking available

$169 - $280
Per Night

$1065 - $1734
Per Week

2630 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the u...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

2689 Manesty Lane

Kissimmee
Welcome to this elegant, and professionally decorated Orlando vacation pool home, located in the bea...
Home 5 / 5 / 12

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

4823 Brier Rose Lane

Kissimmee
Welcome to our luxurious, brand new 5 bedroom, 4 bath home. With 3 kings, 2 full beds, and a queen o...
Home 5 / 4 / 14

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

Gorgeous 5/5 Pool Home in Beautiful Windsor Hills Resort

Kissimmee
This awesome home sleeps up to 10 people comfortably with two downstairs Master Bedrooms, one king a...
Home 5 / 5 / 10

*
Online booking available

$300 - $430
Per Night

$2100 - $3010
Per Week

EI007OR - Spacious 3 Bed 2.5 Bath TownHome At Emerald Isl...

Kissimmee
Bedrooms: 3 (1 Queen, 1 Full, 2 Twin) Bathrooms: 2.5 (1 En-Suite) Sleeps: 8 People Disney: less t...
Home 3 / 2.5 / 8

*
Online booking available

$100 - $160
Per Night

$700 - $1120
Per Week

Wendy's Windsor Palms Villa

Kissimmee
This beautifully furnished home features a spacious living room, formal dining room, fully equipped ...
Villa 4 / 3 / 8

*
Online booking available

$175 - $190
Per Night

$1225 - $1330
Per Week

VM - 2140

Kissimmee
There is a very spacious open plan living area and clean modern kitchen breakfast bar for sociable m...
Home 3 / 2 / 6

*
Online booking available

$155 - $190
Per Night

$1085 - $1330
Per Week

VM - 2141

Kissimmee
Our tranquil lakeside home is just over two miles from the entrance to Walt Disney World, just South...
Villa 4 / 2 / 8

*
Online booking available

$180 - $195
Per Night

$1260 - $1365
Per Week

VM - 4196

Kissimmee
Storey Lake-4872VCTDI 4 bedrooms 3 baths pool home / Sleeps 8 Please note: this brand new town hom...
Home 4 / 3 / 8

*
Online booking available

$135 - $240
Per Night

$945 - $1680
Per Week

VM - 6054

Kissimmee
This gorgeous Sunset Lakes villas is ideal for your next Orlando vacation. This villa has four spaci...
Villa 4 / 3 / 8

*
Online booking available

$180 - $285
Per Night

$1260 - $1995
Per Week

Golf View Condo On The Exclusive Reunion Resort 7468ED

Kissimmee
This beautifully furnished, second floor, 1450 sq. ft. condo has 3 bedrooms and 2 baths. Master bedr...
Condo 3 / 3 / 6

*
Online booking available

$125 - $145
Per Night

$875 - $1015
Per Week

2788 Almaton Loop Unit 103

Kissimmee
This is a new 1st floor condo in beautiful Windsor Hills, where there is privacy near the end of the...
Condo 3 / 2 / 8

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

7807 Basnett Circle

Kissimmee
This five bedroom vacation home comes complete with five bathrooms, full kitchen, and pool. This spa...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Orlando Vacation home with full amenities near Disney!

Kissimmee
Come and enjoy one of the most pleasant holidays or just a getaway you’ve ever had in this unique de...
Home 4 / 3 / 8

*
Online booking available

$155 - $270
Per Night

$1085 - $1890
Per Week

Your New Favorite Vacation Home away from Home near Orlan...

Kissimmee
This spacious 5 bedroom 5 bath holiday vacation home rental that accommodates 12 guests comfortably....
Home 5 / 5 / 12

*
Online booking available

$225 - $395
Per Night

$1575 - $2765
Per Week

Spectacular Reunion Golf View Home-Stunning Balcony Views...

Kissimmee
Spectacular Reunion Golf View Home-Stunning Balcony Views- No Expense Spared Beautiful 4 bedroom 4....
Home 4 / 4.5 / 10

*
Online booking available

$330 - $580
Per Night

$2310 - $5243
Per Week

Roger's Island Club Condo

Kissimmee
If you’re looking for a convenient smaller vacation rental while in Florida, you should look no furt...
Condo 3 / 3 / 6

*
Online booking available

$75 - $195
Per Night

$525 - $1365
Per Week

Flik & Princess Atta's Hideaway

Kissimmee
This gorgeous vacation home rental in Legacy Dunes sleeps six with two bedroom and two bathrooms. En...
Condo 2 / 2 / 6

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

VM - 6062

Kissimmee
Located in Windsor Hills, the Vacation Resort Community only 5 minutes away from Disney World, this ...
Villa 6 / 4 / 12

*
Online booking available

$375 - $530
Per Night

$2625 - $3710
Per Week

VM - 6061

Kissimmee
This gorgeous six bedroom four bathroom pool home is also known as Tinkerbell's Little Castle and is...
Villa 6 / 4 / 14

*
Online booking available

$375 - $530
Per Night

$2625 - $3710
Per Week

3 Bedrooms Condo at Windsor Palms Resort (G-Wp)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 3 / 2 / 6

*
Online booking available

$86 - $190
Per Night

$602 - $1330
Per Week

8074 King Palm Circle

Kissimmee
Welcome to this beautifully furnished home in Kissimmee, Florida. With four bedrooms and three baths...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

Minutes To Disney- Private Pool- Huge Resort Pool and Clu...

Kissimmee
Minutes To Disney- Private Pool- Huge Resort Pool and Clubhouse- Call Now! New listing. More photos...
Condo 4 / 3 / 10

*
Online booking available

$120 - $199
Per Night

$840 - $1400
Per Week

 

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