Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Emerald Isle Resort Pool Home with 7 bdr/6 Bath for 16 Guest

Kissimmee
Huge 7 bedroom, 6 bath executive pool home with a full size game room and free internet service. Loc...
Home 7 / 6 / 16

$240 - $289
Per Night

$1679 - $2023
Per Week

Disney area 7 bedroom Villa conservation area view

Kissimmee
This is an exquisite home which will leave you, your family and guests with warm memories in a home ...
Home 7 / 4.5 / 16

$219 - $425
Per Night

6 bedroom, 4 bathroom, Kissimmee Villa (AF2548)

Kissimmee
This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. I...
Villa 6 / 4 / 14

*
Online booking available

$325 - $440
Per Night

$2275 - $3080
Per Week

2536 Hamlet Lane

Kissimmee
This 5 bedroom villa is situated in the Hamlets gated community, Kissimmee. It has a large living ro...
Home 5 / 3 / 10

*
Online booking available

$135 - $175
Per Night

$945 - $1225
Per Week

2989 Sunset Vista Blvd

Kissimmee
Within the small gated community of Sunset Lakes, we have a 4 bed and 3 bath air conditioned villa w...
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

4716 Windwood Drive

Kissimmee
Enjoy this spacious 4 bedroom 2 bath Orlando Florida-style vacation home situated in the tranquil es...
Home 4 / 2 / 10

*
Online booking available

$125 - $150
Per Night

$875 - $1050
Per Week

Windsor Hills Resort Pool & Spa Home 1.5mi to Disney World!

Kissimmee
Windsor Hills is a brand new secure guarded/gated resort community located 1.5 miles to Disney World...
Home 6 / 3.5 / 14

$200 - $349
Per Night

$1400 - $2000
Per Week

3 Bedrooms Condo at Windsor Palms Resort (ga)

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

$85 - $160
Per Night

$595 - $1120
Per Week

2974 Viscount Circle

Kissimmee
This well maintained 3 bedroom 2 baths home on the renowned Lindfields Estate is perfectly placed to...
Villa 3 / 2 / 6

*
Online booking available

$105 - $130
Per Night

$735 - $910
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (AL2817#404)

Kissimmee
This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all...
Condo 3 / 2 / 8

*
Online booking available

$110 - $185
Per Night

$770 - $1295
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

A luxurious recently renovated 4 BR, 3 BA home (Av2916Sr)

Kissimmee
Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home wit...
Home 4 / 3 / 8

*
Online booking available

$151 - $193
Per Night

$1022 - $1316
Per Week

180 Hideaway Beach Lane

Kissimmee
Located in the prestigious gated community of Terra Verde, in the heart of Kissimmee. Expect to be i...
Home 7 / 5 / 14

*
Online booking available

$250 - $350
Per Night

$1750 - $2450
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

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (vv)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 8

*
Online booking available

$85 - $160
Per Night

$595 - $1120
Per Week

1.5 miles from Disney- Windsor Hills 6 Bed, Pool, Games Room

Kissimmee
Our Luxurious Villa features: • 6 bedroom 4 bath 2,812 sq feet • 2 King Master bedrooms, 1 Queen bed...
Home 6 / 4 / 13

$200 - $450
Per Night

Indian Ridge Oaks 2306

Kissimmee
This home is a Knock Out! Welcome to luxury located in Indian Ridge Oaks, This residential community...
Home 4 / 2 / 8

*
Online booking available

$149 - $240
Per Night

$1043 - $1682
Per Week

Spacious vacation home with private pool, close to Disney...

Kissimmee
Spacious vacation home with private pool, close to Disney and free Wi-Fi. This Excellent Vacation H...
Villa 3 / 2 / 6

*
Online booking available

$73 - $99
Per Night

$515 - $973
Per Week

Orlando Condo at Legacy Dunes, Kissimmee

Kissimmee
Fantastic place for a family or group vacation in Orlando! near all the attractions. 2 double bedro...
Condo 2 / 2 / 6

$79 - $115
Per Night

$550 - $700
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (GPC7907)

Kissimmee
This single family home with four bedrooms and three baths can accommodate up to 10 guests. It is lo...
Villa 4 / 3 / 8

*
Online booking available

$116 - $162
Per Night

$812 - $1134
Per Week

Lindfields 3116

Kissimmee
Lindfields is conveniently located just off of Highway 192 in Kissimmee and within 5 miles of Disney...
Home 4 / 2 / 10

*
Online booking available

$139 - $217
Per Night

$973 - $1521
Per Week

Happy Dwarf Townhouse at The Villas at Seven Dwarfs

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 8

*
Online booking available

$85 - $160
Per Night

$595 - $1120
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BB3148-C)

Kissimmee
This inviting 3 bedroom condo, situated in the Villas at Island Club offers the proximity of the com...
Condo 3 / 2 / 6

*
Online booking available

$87 - $125
Per Night

$609 - $875
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 / 10

*
Online booking available

$95 - $170
Per Night

$665 - $1190
Per Week

Windsor Hills Wh009

Kissimmee
The Windsor Hills Resort is a gated community located within the heart of Orlando’s premier tourist ...
Home 6 / 4 / 14

*
Online booking available

$189 - $309
Per Night

$1323 - $2165
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