Kissimmee Vacation Rental Getaways


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

Emerald Island Haven

Kissimmee
Bring your family to stay at this delightful and elegantly furnished vacation pool home that's locat...
Home 6 / 4.5 / 12

*
Online booking available

$200 - $455
Per Night

$1400 - $3185
Per Week

Tinkerbell's Treasure

Kissimmee
You and your family can enjoy a vacation to remember forever when you stay at this wonderful vacatio...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Treasure Hunt

Kissimmee
Inside this Windsor Palms 3 bedroom vacation condo, you'll find a spacious, well designed, fully air...
Condo 3 / 2 / 8

*
Online booking available

$75 - $165
Per Night

$525 - $1155
Per Week

Spacious Vacation Home Rental House with Private Pool and...

Kissimmee
This is one of the best luxury retreats you can find for your Disney vacation: only 3 miles from Dis...
Home 6 / 4 / 12

*
Online booking available

$290 - $460
Per Night

$2030 - $3220
Per Week

Parkside Palace, Windsor Hills, 6 bedroom, Sleeps 12, Pool

Kissimmee
Walt Disney World, here you come! When you make Parkside Palace your vacation headquarters in the Or...
Home 6 / 4 / 12

*
Online booking available

$300 - $550
Per Night

$1900 - $2800
Per Week

2691 La Isla Court

Kissimmee
A stylish, warm and homely welcome awaits you in our 7 Bedroom true-luxury 2,827sq.ft holiday villa,...
Home 7 / 5 / 14

*
Online booking available

$340 - $450
Per Night

$2380 - $3150
Per Week

8870 Candy Palm Rd.

Kissimmee
Floor Plan (Majesty Palm) 3,275 sq. ft. 2 story home with loft / East Facing Pool We invite you to e...
Home 6 / 5 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

8929 Bismark Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on ...
Home 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
Per Week

Paradise Palms is perfect for a fun family getaway!

Kissimmee
You will love the spacious and fully furnished 6 bedrooms and 5 bathrooms, this vacation home holida...
Home 6 / 5 / 16

*
Online booking available

$290 - $460
Per Night

$2030 - $3220
Per Week

Windsor Hills Luxury Villa, 6 Bedroom, Private Pool, Slee...

Kissimmee
Entertainment options abound when you stay at Windsor Hills Luxury Villa in Orlando. The home is par...
Home 6 / 4 / 12

*
Online booking available

$300 - $550
Per Night

$1900 - $2800
Per Week

Storey Lake 4891, 4 Bedrooms, Sleeps 10, Private Pool

Kissimmee
Welcome to Storey Lake Resort and this luxurious 4 bedroom, 3 bath rental with a private pool locate...
Home 4 / 3 / 8

*
Online booking available

$150 - $450
Per Night

$1550 - $2300
Per Week

5 bedroom, 3.5 bathroom, Kissimmee Villa (RC725)

Kissimmee
Luxurious and spacious 5 bedroom villa with 3.5 bathrooms, completed March 2009. This beautiful 2 st...
Villa 5 / 3.5 / 10

*
Online booking available

$140 - $180
Per Night

$980 - $1260
Per Week

Min Rates Apply: Rolling Hills: Sweet Magnolia Villa

Kissimmee
See nightly fireworks while relaxing on the pool deck from this luxury four bedroom, 3 bath pool hom...
Villa 4 / 3 / 8

*
Online booking available

$137 - $192
Per Night

$958 - $1344
Per Week

2813 Almaton Loop Unit 403

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

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
Per Week

8106 Princess Palm Lane

Kissimmee
Please feel free to view our new, professionally decorated townhouse. Our amenities include a spaci...
Home 3 / 3 / 6

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
Per Week

Reunion Stafford, 6 bedrooms, Encore Club at Reunion, pri...

Kissimmee
Reunion Stafford Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps u...
Home 6 / 5.5 / 12

*
Online booking available

$350 - $800
Per Night

$2100 - $4350
Per Week

8113 Sun Palm Drive

Kissimmee
Welcome to Windsor Palms and this 6 bedroom, 3.5 bathroom pool home with spa. This vacation rental f...
Home 6 / 3.5 / 12

*
Online booking available

$310 - $415
Per Night

$2170 - $2905
Per Week

At The Palms: 4 BR Beautifully Furnished Home in Gated Re...

Kissimmee
At The Palms: 4 BR Beautifully Furnished Home in Gated Resort Community At the Palms is a beautiful...
Home 4 / 3 / 8

*
Online booking available

$140 - $205
Per Night

$980 - $1435
Per Week

4 Bedrooms Townhome at The Villas at Seven Dwarfs (Fd2)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 8

*
Online booking available

$105 - $200
Per Night

$735 - $1400
Per Week

8147 Fan Palm Way

Kissimmee
Brighton floor plan - 1816 sq.ft. 4 bedroom 3 bath (1 story) South facing pool Welcome to this elega...
Home 4 / 3 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

2543 Archfeld Blvd

Kissimmee
Your search for the perfect vacation, whether it be to Disney, golf, or soakĀ up the Florida sun, has...
Home 5 / 5 / 10

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

Disney At Your Doorstep

Kissimmee
This fabulous family 3 bedroom condo is perfectly located on the Windsor Hills Resort in Kissimmee, ...
Condo 3 / 2 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Sun and Sand

Kissimmee
Come and enjoy a family vacation home that your loved ones can cherish forever - this fabulous and s...
Home 6 / 5 / 14

*
Online booking available

$205 - $470
Per Night

$1435 - $3290
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

$205 - $470
Per Night

$1435 - $3290
Per Week

Bautiful 4 Bedroom Vacation Home Near Orlando Disney Area!

Kissimmee
Cumbrian Lakes is located just minutes away from Walt Disney World and other Orlando attractions. Ar...
Home 4 / 3.5 / 10

*
Online booking available

$180 - $290
Per Night

$1260 - $2030
Per Week

 

More Getaway Locations and Properties