Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 - $180
Per Night

$602 - $1260
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

979 Park Terrace Circle

Kissimmee
This wonderful 3 bedroom 2 1/2 bath townhouse is located in the exclusive gated community of Lake Be...
Home 3 / 2.5 / 8

*
Online booking available

$105 - $135
Per Night

$735 - $945
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 / 4.5 / 14

*
Online booking available

$300 - $350
Per Night

$2100 - $2450
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

$229 - $350
Per Night

$1603 - $2793
Per Week

2504 Hamlet Lane

Kissimmee
This wonderful Orlando Florida vacation home, features a nautical theme through out the home. It has...
Home 4 / 2.5 / 8

*
Online booking available

$135 - $160
Per Night

$945 - $1120
Per Week

Jul 6 - Jan 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NON ...

Beautiful 3 Bedroom 2 Bathroom Town House. Minutes to Disney

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

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

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

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

$86 - $180
Per Night

$602 - $1260
Per Week

Aug 20 - Dec 26   $1400/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

1061 Lake Berkley Drive

Kissimmee
This homes location is convenient to everything- just off Hwy 192 at Marker 14. Less than 10 minutes...
Home 4 / 2 / 8

*
Online booking available

$135 - $160
Per Night

$945 - $1120
Per Week

Reunion Kings Landing, 6 Bedrooms, Encore Club, Private P...

Kissimmee
Reunion Kingston Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps u...
Home 6 / 5.5 / 12

*
Online booking available

$100 - $725
Per Night

$2100 - $3775
Per Week

7660 Comrow St # 403

Kissimmee
Windsor Hills Resort is a secure guard gated community located 1.5 miles to Disney World within the ...
Villa 3 / 2 / 6

*
Online booking available

$130 - $130
Per Night

$910 - $910
Per Week

8038 King Palm Circle

Kissimmee
Barrington lll floor plan 2450 sq. ft 5 bedrooms - 3 baths (2 story) Welcome to this elegant, profes...
Home 5 / 3.5 / 12

*
Online booking available

$275 - $380
Per Night

$1925 - $2660
Per Week

2825 Oakwater Drive

Kissimmee
Gardenia floor plan (second floor unit) - 1417 sqft This beautiful 3 bedroom/ 2 bath condo is locate...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

2683 Manesty Lane

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 5 / 5 / 12

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Holiday Vacation Home with Game Room and Private Pool/Spa!!

Kissimmee
You do not want to miss out on this beautiful 4 bedroom 2 bath home that accommodates up to 8 guests...
Home 4 / 2 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

Modern Furnishings- Front Porch Golf View- Huge Pool and ...

Kissimmee
Modern Furnishings- Front Porch Golf View- Huge Pool and Kids Pool Out Back This brand new and newl...
Home 5 / 3.5 / 12

*
Online booking available

$210 - $350
Per Night

$1470 - $2653
Per Week

Million $$ Executive Home With One Of The Best Golf Views...

Kissimmee
Million $$ Executive Home With One Of The Best Golf Views in Reunion The house is located in the pr...
Home 4 / 4.5 / 8

*
Online booking available

$370 - $749
Per Night

$2590 - $6293
Per Week

Beautifully furnished 2-story Townhome with Private Pool

Kissimmee
Beautifully and professionally furnished 2-Story town home with a screened private pool and covered ...
Home 5 / 3 / 13

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

Home from Home

Kissimmee
Located in the prestigious Windsor Hills gated community, this 4-star condo has 3 large bedrooms, 2 ...
Condo 3 / 2 / 8

*
Online booking available

$105 - $160
Per Night

$735 - $1120
Per Week

2304 Silver Palm Dr Unit 105

Kissimmee
Welcome to Windsor Palms Resort and this stunning 3 bedroom, 2 bathroom 1,402 sq. ft. rental located...
Condo 3 / 2 / 6

*
Online booking available

$140 - $210
Per Night

$980 - $1470
Per Week

Stay less than 5 miles to Disney ID8059WC

Kissimmee
Located in the Oak Island Harbor community is a single story 3 bedroom 2 bathroom vacation home whic...
Home 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
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