Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

8 Beds 6 Baths Private Pool Villa in Brand New 5 Star Resort

Kissimmee
This luxury villa is perfectly situated just 30 minutes from Orlando International airport, 15 minut...
Home 8 / 6 / 20

*
Online booking available

$299 - $599
Per Night

$1699 - $4599
Per Week

3 BRs 2 BAs Townhome at The Villas at Seven Dwarfs (ma)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $1330
Per Week

Florida Disney Private vacation villa only 3 miles to disney

Kissimmee
This property is a beautiful 4 BR/3 bath private villa only 3 miles to disney with private pool/jacu...
Villa 4 / 3 / 10

$119 - $149
Per Night

$840 - $1050
Per Week

Newly Furnished Luxury Key West Home- Perfect for Multi F...

Kissimmee
Newly Furnished Luxury Key West Home- Perfect for Multi Families- Large Pool! 2 King, 1 Queen, 4 Tw...
Home 5 / 5.5 / 10

*
Online booking available

$200 - $230
Per Night

$1400 - $3010
Per Week

Luxury of the highest quality. One of the closest to Disney

Kissimmee
Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appoint...
Villa 7 / 5.5 / 16

$2200 - $3355
Per Week

The villa for a luxury holiday. One of the closest to Disney

Kissimmee
Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a s...
Villa 7 / 4.5 / 14

$1875 - $2925
Per Week

3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

Kissimmee
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! (cc) The Villas at Seven Dwarfs...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $1330
Per Week

Tinkerbelle’s Retreat a Huge!!! 7 Bed 5.5 emerald Isle villa

Kissimmee
Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for your holiday is very imp...
Villa 7 / 5.5 / 16

*
Online booking available

$230 - $400
Per Night

$1800 - $2900
Per Week

Beautiful townhome close to the attractions in Kissimmee

Kissimmee
Beautiful townhome located minutes away from theme parks, restarurants, outlets in a resort style co...
Townhome 4 / 3 / 8

$125 - $135
Per Night

$900 - $950
Per Week

3 Bedroom Townhouse at The Villas at Seven Dwarfs (sg)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $1330
Per Week

Windsor Hills - 2778 Almaton Loop Unit 105

Kissimmee
Attention to every detail was used as we furnished and decorated this beautiful Orlando vacation hom...
Condo 3 / 2 / 8

*
Online booking available

$95 - $215
Per Night

$665 - $1505
Per Week

Windsor Palms - 8107 Coconut Palm Way, U305

Kissimmee
Welcome to Windsor Palms Resort and this stunning 3 bedroom, 2 Bathroom (1408 sq. ft.) rental locate...
Condo 3 / 2 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Windsor At Westside - 2112 Rome Drive

Kissimmee
Welcome to Windsor at Westside. This home has achieved the luxurious Grand Status. The open floor pl...
Home 6 / 4 / 12

*
Online booking available

$290 - $555
Per Night

$2030 - $3885
Per Week

3 bedroom townhome in Reunion Resort

Kissimmee
This awesome, professionally decorated 3 bedroom townhome comfortably sleeps 6 people. It features a...
Home 3 / 2 / 6

*
Online booking available

$185 - $245
Per Night

$1295 - $1715
Per Week

Windsor Palms - 2304 Silver Palm Dr Unit 105

Kissimmee
Welcome to Windsor Palms Resort and this stunning 3 bedroom, 2 bathroom 1,402 sq. ft. rental located...
Condo 3 / 2 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Monster's Inc Monstropolis

Kissimmee
This beautifully decorated 2 bedroom 2.5 bathroom condo is perfect for your Orlando getaway. Featuri...
Home 2 / 2 / 4

*
Online booking available

$170 - $245
Per Night

$1190 - $1715
Per Week

Aboo's Humble Abode

Kissimmee
This spacious three bedroom 3 bathroom townhome is located in the luxurious Paradise Palms. Guest st...
Home 3 / 3 / 6

*
Online booking available

$170 - $245
Per Night

$1190 - $1715
Per Week

VM-4031

Kissimmee
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located j...
Home 6 / 6 / 12

*
Online booking available

$245 - $485
Per Night

$1715 - $3395
Per Week

VM-4131

Kissimmee
VILLASOL-Orlando is located in a scenic residential area only 12 minutes driving distance from Orlan...
Home 4 / 3 / 8

*
Online booking available

$185 - $210
Per Night

$1295 - $1470
Per Week

VM-4124

Kissimmee
The Windsor Hills Resort- 6 bedrooms 4 baths pool home / Sleeps 12 Windsor Hills - Kissimmee, Flor...
Home 6 / 4 / 12

*
Online booking available

$245 - $455
Per Night

$1715 - $3185
Per Week

This gorgeous townhome is perfect for your next Disney Wo...

Kissimmee
This gorgeous townhome is perfect for your next Disney World vacation! If you're looking for a luxu...
Condo 5 / 4.5 / 12

*
Online booking available

$188 - $375
Per Night

$1188 - $2320
Per Week

Windsor Hills - 2568 Archfeld Blvd

Kissimmee
1 story home with pool & spa (South-West facing pool) We invite you to enjoy our Orlando rental hom...
Home 4 / 4 / 10

*
Online booking available

$170 - $330
Per Night

$1190 - $2310
Per Week

Veranda Palms - 4452ANPGI

Kissimmee
Veranda Palms Resort-Kissimmee, Florida is an upscale gated community located just 5 miles from Walt...
Home 4 / 3 / 8

*
Online booking available

$170 - $275
Per Night

$1190 - $1925
Per Week

Tinkerbell Castle

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

$335 - $470
Per Night

$2345 - $3290
Per Week

VM - 5037

Kissimmee
Spacious 3 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 3 / 2 / 8

*
Online booking available

$105 - $165
Per Night

$735 - $1155
Per Week

Kissimmee Getaway Information

Rich in history, Lake Kissimmee was a prominent site during the Seminole War and the Civil War and served as an important early American industrial site. Today, visitors can enjoy the 5,930-acre park through many recreational activities. A living history farm, open weekends and holidays, is a favorite for individuals of all ages. The park has always harbored a large number of plant and animal species and even today the park boasts 50 species of plants and animals that are either threatened or endangered.

Lake Kissimmee State Park is a quiet destination that offers a variety of recreations including mountain biking, horseback riding, hiking, boating, canoeing, picnicking, nature photography, bird-watching, camping, and more.

More Getaway Locations and Properties