Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 / 6

*
Online booking available

$89 - $160
Per Night

$623 - $1120
Per Week

8416 Rising Star Court

Kissimmee
Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 3 bathroom villa tha...
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
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

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

2974 Viscount Circle

Kissimmee
This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate is perfectly p...
Villa 3 / 2 / 6

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

Mar 16 - Dec 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NON ...

The Villas At Seven Dwarfs Lane. Minutes To Disney World.

Kissimmee
The Villas At Seven Dwarfs Lane is located in the heart of Walt Disney World Parks. We are just off ...
Condo 3 / 2 / 8

$89 - $115
Per Night

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 - $180
Per Night

$945 - $1260
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

$146 - $175
Per Night

$1004 - $1204
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

2 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 2 / 2 / 4

*
Online booking available

$85 - $150
Per Night

$595 - $1050
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

$230 - $400
Per Night

$1800 - $2900
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

In popular Indian Creek, under 3 miles from Disney, priva...

Kissimmee
In popular Indian Creek, under 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacatio...
Villa 4 / 3 / 8

*
Online booking available

$104 - $129
Per Night

$725 - $1149
Per Week

Windsor Hills Resort 6Br Pool 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

$250 - $349
Per Night

$1700 - $2400
Per Week

7766 Tosteth Street

Kissimmee
Welcome to this beautiful 5 bedroom/5 bathroom vacation pool home, with a private south facing pool ...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

8571 La Isla Drive

Kissimmee
Gorgeous 7bedroom/6 bath in the upscale resort community Emerald Island. Pool and spa is southeast f...
Home 7 / 6 / 14

*
Online booking available

$595 - $710
Per Night

$4165 - $4970
Per Week

5 bedroom, 5 bathroom, Kissimmee Home (WH717)

Kissimmee
Windsor Hills Pool Home. 5 Bed/5 Bath (sleeps 12). HDTVs/Cable/Wi-Fi/Games Room. Welcome to our mag...
Home 5 / 5 / 12

*
Online booking available

Contact
Owner
Directly
For Rates

7652 Sir Kaufmann Court

Kissimmee
After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhou...
Home 3 / 3 / 8

*
Online booking available

$215 - $315
Per Night

$1505 - $2205
Per Week

8851 Candy Palm Road

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

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Magical Vacations

Kissimmee
Why stay in a cramped, impersonal and expensive hotel room when you can enjoy the privacy, space and...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

Hemingway Villa

Kissimmee
Imagine sitting in Key West drinking something long and cool...the sound of the waves lapping, gentl...
Home 6 / 5 / 14

*
Online booking available

$205 - $475
Per Night

$1435 - $3325
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

$305 - $390
Per Night

$2135 - $2730
Per Week

8944 Majesty Palm Road

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

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Once Upon A Time

Kissimmee
This fabulous 5 bedroom Florida pool home has everything - and more besides. With an extended deck, ...
Home 5 / 4 / 10

*
Online booking available

$165 - $380
Per Night

$1155 - $2660
Per Week

Cool Waters

Kissimmee
This 4/3 bath bedroom vacation rental is over 2300 sq.ft and is located in Oak Island in Kissimmee, ...
Home 4 / 2 / 9

*
Online booking available

$85 - $195
Per Night

$595 - $1365
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