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

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

Mar 21 - Mar 24   

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

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

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

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

$180 - $296
Per Night

$1260 - $2653
Per Week

Brand New 5Bd 5Ba Villa 10 min from Walt Disney World!

Kissimmee
Enjoy this brand new 5 bedroom, 5 bathroom villa with private pool. Located in one of Orlando's best...
Villa 5 / 5 / 12

*
Online booking available

$165 - $429
Per Night

$1325 - $2846
Per Week

(3EIT84CC15) Emerald Island Holiday Home

Kissimmee
This 3 Bed and 2.5 Bath vacation home rental accommodates up to 6 people comfortably. We know that a...
Home 3 / 2.5 / 6

*
Online booking available

$130 - $195
Per Night

$910 - $1365
Per Week

(5PPS89CA00) Disney Paradise Vacation Home

Kissimmee
You will love this spacious and fully furnished 5 bedrooms and 5 bathrooms vacation home rental with...
Home 5 / 5 / 10

*
Online booking available

$240 - $385
Per Night

$1680 - $2695
Per Week

West Lucaya Village Townhome (3WLT89SI64)

Kissimmee
West Lucaya is a new stunning vacation rental resort community that features all the popular resort ...
Home 3 / 2 / 6

*
Online booking available

$130 - $195
Per Night

$910 - $1365
Per Week

Windsor at Westside Townhome (4WWT19MD53)

Kissimmee
Windsor at Westside is a new gated resort with an extraordinary 10,000 sq.ft. clubhouse and includes...
Home 4 / 3 / 8

*
Online booking available

$125 - $265
Per Night

$875 - $1855
Per Week

Lucaya Village Townhouse (4LVT29LH66)

Kissimmee
Lucaya Village is a resort style condo that attracts thousands of tourists every year due to its pri...
Home 4 / 3 / 8

*
Online booking available

$140 - $230
Per Night

$980 - $1610
Per Week

Fabulous 8 Bedroom Vacation Home Bella Vida 498MB

Kissimmee
This fabulous 8 bedroom vacation home-away-from-home is the perfect place for you and your family to...
Villa 8 / 5 / 16

*
Online booking available

$270 - $435
Per Night

$1890 - $3045
Per Week

5 Bedroom 4,5 Bathroom Windsor at Westside 9035RS

Kissimmee
This brand new 5 Bedroom 4,5 Bathroom, 2,265 Sq.Ft. home with private, south facing pool is perfectl...
Home 5 / 4 / 10

*
Online booking available

$190 - $220
Per Night

$1330 - $1540
Per Week

Terra Verde Resort 4691GBC

Kissimmee
Located on the New Gated community Terra Verde Resort with club house, Sundry shop and Fitness cente...
Villa 6 / 5 / 12

*
Online booking available

$190 - $220
Per Night

$1330 - $1540
Per Week

Windsor at Westside 8948RS

Kissimmee
Lots of windows and light! We invite you to enjoy your next vacation at our beautifully decorated 5 ...
Villa 5 / 5 / 10

*
Online booking available

$185 - $325
Per Night

$1295 - $2275
Per Week

Magical Indian Point Villa**

Kissimmee
This exquisite 4 Bedroom, 3 Bathroom Private Pool Home is great for a large family or even multiple ...
Home 4 / 3 / 9

*
Online booking available

$120 - $190
Per Night

$840 - $1330
Per Week

Amazing 5 bedroom home with private pool

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 5 / 5 / 13

*
Online booking available

$260 - $480
Per Night

$1820 - $3360
Per Week

Luxury 4 bedroom home - Reunion Resort

Kissimmee
With a privileged location, only 15 minutes from the Disney parks and major Orlando attractions, Reu...
Home 4 / 2 / 8

*
Online booking available

$220 - $355
Per Night

$1540 - $2485
Per Week

3 bed 3 bath villa w/ private pool - near Disney

Kissimmee
One of the most recognized vacation resorts, close to the Disney area, is Windsor Hills Resort. As y...
Home 3 / 3 / 6

*
Online booking available

$190 - $260
Per Night

$1330 - $1820
Per Week

3 bedroom Villa at Seven Dwarfs

Kissimmee
Enjoy all that The Villas at Seven Dwarfs can offer during your stay. Located less than 15 minutes f...
Home 3 / 2 / 7

*
Online booking available

$145 - $260
Per Night

$1015 - $1820
Per Week

Brand new 6 bedroom house pool and games room

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 6 / 5 / 14

*
Online booking available

$300 - $520
Per Night

$2100 - $3640
Per Week

Luxury 5 bedroom home with private pool

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 5 / 5 / 12

*
Online booking available

$315 - $615
Per Night

$2205 - $4305
Per Week

VM - 7013 Windsor Extravaganza

Kissimmee
Luxury calls! Enjoy extravagant vacations in this incredible home where no expense has been spared t...
Condo 6 / 4.5 / 14

*
Online booking available

$300 - $470
Per Night

$2100 - $3290
Per Week

VM - 7014 Windsor Splendor

Kissimmee
Gorgeous brand new 2 story townhouse with 4 bedrooms and 3.5 Bath, 2,102 Sq Ft. Get ready to enjoy ...
Home 4 / 3 / 10

*
Online booking available

$160 - $325
Per Night

$1120 - $2275
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