Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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

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! This beautiful Reunio...
Home 5 / 5.5 / 10

*
Online booking available

$200 - $350
Per Night

$1400 - $3010
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

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

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

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

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

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

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

7807 Basnett Circle

Kissimmee
This five bedroom vacation home comes complete with five bathrooms, full kitchen, and pool. This spa...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

8159 Fan Palm Way

Kissimmee
Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away f...
Home 4 / 2 / 8

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

Paradise in Orlando with fully equipped kitchen!

Kissimmee
Plan your next family vacation at this beautifully furnished and decorated 5 bedroom 5 bath single f...
Home 5 / 5 / 14

*
Online booking available

$225 - $395
Per Night

$1575 - $2765
Per Week

Reunion Golfers Dream Holiday Vacation Rental

Kissimmee
This amazing spacious 5 bedroom / 5.5 Bath Vacation Holiday Home comfortable sleeps up to 10 guest.T...
Home 5 / 5.5 / 10

*
Online booking available

$225 - $395
Per Night

$1575 - $2765
Per Week

Lauren's Island Club Condo

Kissimmee
Located at the Island Club resort and gated community, this beautiful vacation home has 3 spacious a...
Condo 3 / 2 / 6

*
Online booking available

$75 - $195
Per Night

$525 - $1365
Per Week

Terje's Fiesta Key Townhouse

Kissimmee
Fiesta Key is home to this magnificent 3 bedroom and bathroom townhouse. This townhouse has an amazi...
Home 4 / 3.5 / 10

*
Online booking available

$85 - $150
Per Night

$595 - $1050
Per Week

3 Bedrooms Townhome at The Villas at Seven Dwarfs (nj)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Home 3 / 2 / 6

*
Online booking available

$110 - $225
Per Night

$770 - $1575
Per Week

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

Kissimmee
There is no finer vacation available than the Reunion Brilliance at the Encore Club. Eight bedrooms ...
Home 8 / 7 / 18

*
Online booking available

$100 - $950
Per Night

$2700 - $4975
Per Week

VM - 2097

Kissimmee
This brand new home has everything you need a pool, spa and games room . This is part of the new Pul...
Villa 6 / 4 / 12

*
Online booking available

$280 - $325
Per Night

$1960 - $2275
Per Week

VM - 4192

Kissimmee
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt D...
Home 8 / 6 / 16

*
Online booking available

$285 - $705
Per Night

$1995 - $4935
Per Week

VM - 5044

Kissimmee
Rolling Hills is an excellent location west of Disney in the sought after Formosa Gardens area of Ki...
Villa 5 / 3.5 / 12

*
Online booking available

$210 - $280
Per Night

$1470 - $1960
Per Week

VM - 6025

Kissimmee
This beautiful five bedroom/four bath pool townhome in Paradise Palms resort is suitable for up to 1...
Home 5 / 4 / 13

*
Online booking available

$225 - $335
Per Night

$1575 - $2345
Per Week

Reunion Sultan, 6 Bedrooms, Encore Club, Private Pool, Sp...

Kissimmee
Reunion Sultan Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps up ...
Home 6 / 5.5 / 14

*
Online booking available

$100 - $725
Per Night

$2100 - $3775
Per Week

8813CC - Lindfield’s Reserve

Kissimmee
This updated, spacious 4 bedroom villa is located in the gated community of Lindfield’s Reserve-- a ...
Villa 4 / 4 / 8

*
Online booking available

$120 - $190
Per Night

$840 - $1330
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