Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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! - Ma The Villas at Seven Dwarfs...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $1330
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 TThe Villas at Seven Dwarf...
Condo 3 / 2 / 6

*
Online booking available

$75 - $190
Per Night

$525 - $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! 2 King, 1 Queen, 4 Tw...
Home 5 / 5.5 / 10

*
Online booking available

$179 - $314
Per Night

$1253 - $4153
Per Week

Paradise Palms - 8927 Candy Palm Road

Kissimmee
Awesome Location - Right across the street from the top-of-the line Clubhouse Complex, Lake View and...
Home 5 / 4 / 10

*
Online booking available

$145 - $1220
Per Night

$1015 - $8540
Per Week

Windsor At Westside - 2120 Rome Drive

Kissimmee
“A Villa called Eureka” luxury vacation home is located in the man-gated Windsor at Westside upscale...
Home 6 / 4.5 / 12

*
Online booking available

$325 - $695
Per Night

$2275 - $4865
Per Week

Reunion Splendor, 6 Bedrooms, Encore Club, Private Pool, ...

Kissimmee
Are you ready to make a splash this year with family and friends? Reunion Splendor is ready and wait...
Home 6 / 5.5 / 12

*
Online booking available

$224 - $618
Per Night

$1568 - $4326
Per Week

Reunion Lancaster, 8 Bedrooms, Encore Club, Private Pool,...

Kissimmee
If you are looking for a place for your next family reunion, you won’t find a better destination tha...
Home 8 / 5 / 18

*
Online booking available

$288 - $780
Per Night

$2016 - $5460
Per Week

Phenomenal Brand New 5Bd/4.5Ba Townhome!

Kissimmee
With 5 Bedrooms and 4.5 Bathrooms, this brand new and beautifully decorated town home offers luxury...
Condo 5 / 4.5 / 10

*
Online booking available

$157 - $775
Per Night

$1141 - $5056
Per Week

Star Island 1 Bedroom #226336

Kissimmee
Star Island Resort and Club If you're looking for a slice of paradise where fun and luxury meet, yo...
Condo 1 / 1 / 4

*
Online booking available

$87 - $87
Per Night

$609 - $609
Per Week

Star Island 2 Bedroom #215876

Kissimmee
Star Island Resort and Club If you're looking for a slice of paradise where fun and luxury meet, yo...
Condo 2 / 2 / 8

*
Online booking available

$152 - $152
Per Night

$1064 - $1064
Per Week

(5sys47kc12) Gorgeous Brand New Home At Storey Lake

Kissimmee
This new 5 bed/5 bath vacation holiday home accommodates up to 10 guests. This homes features a spac...
Home 5 / 5 / 10

*
Online booking available

$225 - $335
Per Night

$1575 - $2345
Per Week

2847 Oakwater Drive Condo #221565

Kissimmee
This great waterfront home has 3 bedrooms and 2 baths. With the sleeper sofa, it can accommodate up ...
Condo 3 / 2 / 6

*
Online booking available

$120 - $165
Per Night

$840 - $1155
Per Week

Updated 3 BR/2.5 BA in resort community near Walt Disney ...

Kissimmee
Updated 3 BR/2.5 BA in resort community near Walt Disney World Terra Verde Villa is absolutely stun...
Condo 3 / 2.5 / 6

*
Online booking available

$65 - $235
Per Night

$466 - $1094
Per Week

Venetian Bay - VBD108

Kissimmee
Sleep 11 guests Bedrooms: 04 Bathroom: 03 King Bed: 01 | Full Bed: 03 | Twin Single Bed: 03 Full...
Home 4 / 3 / 11

*
Online booking available

$99 - $599
Per Night

$693 - $4193
Per Week

Lincoln Townhome at Lucaya Resort near Disney

Kissimmee
The Lincoln townhome provides for a relaxing contemporary escape for vacationing guests in the Lucay...
Home 4 / 3 / 10

*
Online booking available

$102 - $270
Per Night

$714 - $1890
Per Week

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

Kissimmee
4 BRs Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! Fd2 The Villas at Seven Dwarfs ...
Condo 4 / 3 / 8

*
Online booking available

$86 - $200
Per Night

$602 - $1400
Per Week

Paradise Palms - 8944 Majesty Palm Road

Kissimmee
This 4-bedroom, 3-bathroom, 1.914 sq. ft. townhome can accommodate 8 in spacious living. This townho...
Home 4 / 3 / 8

*
Online booking available

$125 - $990
Per Night

$875 - $6930
Per Week

2589OL -Forest View Drive

Kissimmee
Located close to the US192 with it’s wealth of shops/restaurants and attractions, Indian Creek is a ...
Villa 5 / 4 / 12

*
Online booking available

$175 - $290
Per Night

$1225 - $2030
Per Week

2 Bedrooms Townhouse at The Villas at Seven Dwarfs (am)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Home 2 / 2 / 4

*
Online booking available

$100 - $225
Per Night

$700 - $1575
Per Week

Windsor at Westside-2082ARDI

Kissimmee
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt D...
Home 4 / 3 / 8

*
Online booking available

$150 - $280
Per Night

$1050 - $1960
Per Week

VM - 7007

Kissimmee
Welcome to the vacation home of your dreams! This 5 bedroom, 4.5-bath house is located in the resort...
Home 5 / 4 / 12

*
Online booking available

$205 - $375
Per Night

$1435 - $2625
Per Week

Lake Berkely Villa #215860

Kissimmee
Gorgeous 4 Bedoom/2 Bath Orlando Vacation Home located in the very popular Lake Berkley Resort. A gr...
Villa 4 / 2 / 8

*
Online booking available

$179 - $239
Per Night

$1253 - $1673
Per Week

Cumbrian Lakes Villa #86015

Kissimmee
This immaculate 4 Bedroom, 3 Bath, Kissimmee/Disney/Orlando area vacation home has everything you ne...
Villa 4 / 3 / 8

*
Online booking available

$169 - $219
Per Night

$1183 - $1533
Per Week

Windermere Townhouse #266929

Kissimmee
The beautiful modern kitchen features new stainless steel appliances, granite counter tops, pendant ...
Home 4 / 3 / 8

*
Online booking available

$157 - $242
Per Night

$1099 - $1694
Per Week

Star Island Condo #267111

Kissimmee
Star Island Resort and Club If you're looking for a slice of paradise where fun and luxury meet, yo...
Condo 2 / 2 / 8

*
Online booking available

$152 - $152
Per Night

$1064 - $1064
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