Kissimmee Vacation Rental Getaways


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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Hawaiian Palms

Kissimmee
Sure - this isn't Hawaii - but with the warm nights under the stars, the sound of the sparkling wate...
Home 4 / 3 / 10

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

Tuscany Villas

Kissimmee
Bring along the whole family to stay at this spacious and gracious 2-level vacation home in the Flor...
Home 5 / 3 / 10

*
Online booking available

$125 - $285
Per Night

$875 - $1995
Per Week

2625 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the u...
Home 6 / 4 / 14

*
Online booking available

$420 - $565
Per Night

$2940 - $3955
Per Week

2568 Archfeld Blvd

Kissimmee
This elegant, professionally decorated Orlando vacation pool home features 4 bedrooms and 4 bathroom...
Home 4 / 4 / 10

*
Online booking available

$350 - $440
Per Night

$2450 - $3080
Per Week

7664 Comrow Street Unit 303

Kissimmee
Floor Plan (Sonoma) 1,247 sq. ft. 3rd Floor Condo We invite you to enjoy our condo on your next tr...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

Tropical Paradise Villa

Kissimmee
This family-sized vacation home is located in the gated Emerald Island resort that's less than 3 mil...
Home 4 / 2 / 8

*
Online booking available

$105 - $240
Per Night

$735 - $1680
Per Week

Enchanted Cottage

Kissimmee
This family-friendly vacation pool home is perfect for vacations to the Walt Disney World® Resort ar...
Home 4 / 3 / 8

*
Online booking available

$135 - $305
Per Night

$945 - $2135
Per Week

2814 Oakwater Drive

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Home 3 / 2 / 6

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

8503 La Isla Drive

Kissimmee
A stylish, warm and homey welcome awaits you in our 7 Bedroom true-luxury 2,827sq.ft holiday villa, ...
Home 7 / 5.5 / 14

*
Online booking available

$405 - $535
Per Night

$2835 - $3745
Per Week

7950 Sea Pearl Circle

Kissimmee
Located in the prestigious gated community of Formosa Gardens this ultimate five bedroom, 4 bathroom...
Home 5 / 4 / 12

*
Online booking available

$275 - $355
Per Night

$1925 - $2485
Per Week

2541 Oneida Loop

Kissimmee
Beautiful Luxury 4 Bedroom, 3 Bathroom Vacation Home only 5 minutes from World Renowned Disney Attra...
Home 4 / 3 / 8

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

Neptunes Retreat Villa

Kissimmee
This spacious, family-sized rental town house on the Windsor Palms Resort has a private pool, open p...
Home 5 / 4 / 12

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

Tropical Delight

Kissimmee
This fabulous family Orlando vacation town home has a spa pool and is located in the heart of the ex...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Beautiful 3 Bed Child Friendly Pool, On Sunset Lakes (Av2...

Kissimmee
Beautiful 3 Bed Child Friendly Pool, On Sunset Lakes (Av2900Sl) If you are an early riser, you may ...
Home 3 / 2 / 7

*
Online booking available

$135 - $163
Per Night

$923 - $1124
Per Week

8956 Sugar Palm Road

Kissimmee
This 6 bedroom, 5 bathroom home, located in Paradise Palms is perfect for your next trip to Orlando....
Home 6 / 5 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

Lucky Charm

Kissimmee
Come and enjoy relaxed, laid-back living style at the "Lucky Charm" villa situated on Cumbrian Lakes...
Home 5 / 3 / 10

*
Online booking available

$125 - $285
Per Night

$875 - $1995
Per Week

2554 Archfeld Blvd

Kissimmee
2 story home with pool and spa (South Facing Pool) We invite you to enjoy our home on your next tri...
Home 6 / 4 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

8926 Majesty Palm Road

Kissimmee
Paradise Palms is one of Global’s newest and most sought after resort communities. One of the best w...
Home 4 / 3 / 10

*
Online booking available

$275 - $405
Per Night

$1925 - $2835
Per Week

8928 Bismark Palm Road

Kissimmee
Beautfiul Paradise Palms Home with Pool and Spa. We invite you to enjoy our home on your next trip t...
Home 5 / 5 / 12

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

Evening Breeze

Kissimmee
This beautifully furnished, fully air conditioned top floor (elevator serviced) end unit condo is lo...
Condo 3 / 2 / 6

*
Online booking available

$85 - $195
Per Night

$595 - $1365
Per Week

Horizon Skies

Kissimmee
This captivating, upscale 3 bedroom vacation rental is located in ''The Cove'' - and enclave of Emer...
Home 3 / 2 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Sugar Sands

Kissimmee
Bring your family to stay in this fabulous Paradise Palms vacation town home with spa pool that's lo...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Donald's Disney Den

Kissimmee
Your family will have a great vacation and lots of fun when they stay at this spacious and perfectly...
Home 4 / 3 / 8

*
Online booking available

$110 - $250
Per Night

$770 - $1750
Per Week

Paradise Getaway

Kissimmee
This spacious 6 bedroom family-friendly pool home-away-from-home offers the perfect location for fam...
Home 6 / 5 / 12

*
Online booking available

$200 - $465
Per Night

$1400 - $3255
Per Week

2545 Montego Bay Blvd.

Kissimmee
This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation f...
Villa 3 / 2 / 8

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

 

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