Kissimmee Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

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

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

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 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

$86 - $190
Per Night

$602 - $1330
Per Week

Windsor Hills Resort 6Br Pool Home 1.5mi to Disney World!

Kissimmee
Property Description SPECIALS: Please ask about last minute vacancy rates or see our Specials page....
Home 6 / 3.5 / 14

$250 - $349
Per Night

$1700 - $2400
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

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

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 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

$86 - $190
Per Night

$602 - $1330
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! This beautiful Reunio...
Home 5 / 5.5 / 10

*
Online booking available

$200 - $300
Per Night

$1400 - $3010
Per Week

Springbank Townhouse at Venetian Bay Villages

Kissimmee
RECENTLY PURCHASED ...OUR STYLISH 3 BEDROOM TOWNHOUSE IS LOCATED IN THE RESORT VACATION COMMUNITY OF...
Townhome 3 / 2.5 / 7

$80 - $100
Per Night

$560 - $700
Per Week

May 1 - May 31   Only $650 week includes everything

Beautiful Disney 3 Bedroom Condo Lowest Rates

Kissimmee
We have put a lot of love into our home and most of our previous guests usually rebook with us and r...
Condo 3 / 2 / 7

*
Online booking available

$80 - $100
Per Night

$650 - $850
Per Week

Doc 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 / 6

*
Online booking available

$86 - $190
Per Night

$602 - $1330
Per Week

4 Bedrooms Townhouse at The Villas at Seven Dwarfs (fd1)

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

$95 - $200
Per Night

$665 - $1400
Per Week

2537 Maneshaw Lane

Kissimmee
We invite you to enjoy your next vacation at our beautifully decorated 3 bed/3 bath Townhome with a ...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
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

$405 - $545
Per Night

$2835 - $3815
Per Week

7738 Comrow Street

Kissimmee
We are proud to offer this elegant 5 bedroom, 5 bathroom vacation villa in Windsor Hills. This home ...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Brand new 5 Br townhome with pool in new resort 10 minute...

Kissimmee
Brand new 5 Br townhome with pool in new resort 10 minutes from Disney World! Be the first to enjoy...
Condo 5 / 4.5 / 10

*
Online booking available

$190 - $444
Per Night

$1196 - $2626
Per Week

Walt's Wonderland

Kissimmee
Perhaps the best positioned house on the Windsor hills resort, this luxurious five bedrooms and five...
Villa 5 / 5 / 12

*
Online booking available

$245 - $315
Per Night

$1715 - $2205
Per Week

Well Appointed Reunion Terraces Condo

Kissimmee
Wonderful Reunion Terraces 3 bedroom 2 bath condo with wrap around balcony and view across the stree...
Condo 3 / 2 / 6

*
Online booking available

$110 - $160
Per Night

$770 - $1680
Per Week

2240 Wyndham Palms Way

Kissimmee
Orlando Florida vacation dreamhome, in gated community minutes from Disney and other attractions. 4 ...
Home 4 / 2 / 8

*
Online booking available

$295 - $375
Per Night

$2065 - $2625
Per Week

7826 Beechfield Street

Kissimmee
Welcome to Windsor Hills Resort and this stunning 4 bedroom, 4 bathroom rental home (1868sq.ft.) loc...
Home 4 / 4 / 8

*
Online booking available

$295 - $370
Per Night

$2065 - $2590
Per Week

2120 Rome Drive

Kissimmee
This new luxury vacation home is located in the man-gated Windsor at Westside upscale resort communi...
Home 6 / 4.5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

4 Bedrooms Townhose at Storey Lake 87683

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 4 / 3 / 8

*
Online booking available

$190 - $310
Per Night

$1330 - $2170
Per Week

Majesty Palms 4 Bedroom House 8953

Kissimmee
This townhome is very spacious and has air conditioning throughout. The open living room contains a...
Home 4 / 3 / 8

*
Online booking available

$180 - $195
Per Night

$1260 - $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