Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

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 - $350
Per Night

$1400 - $3010
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

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 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

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

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

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

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

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

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

Brighton: 4 BR Home in Gated Resort Community with Privat...

Kissimmee
Brighton: 4 BR Home in Gated Resort Community with Private Pool and Spa Brighton is a 4 bedroom, 3 ...
Home 4 / 3 / 8

*
Online booking available

$115 - $200
Per Night

$805 - $1400
Per Week

2568 Archfeld Blvd

Kissimmee
This elegant, professionally decorated Orlando vacation pool home features 4 bedrooms and 4 bathroom...
Home 4 / 4 / 10

*
Online booking available

$295 - $370
Per Night

$2065 - $2590
Per Week

2640 Dinville Street

Kissimmee
6BR/3.5BA Windsor Hills Resort private pool home, 1.5 mile to Disney World Orlando, sleeps 12-14!! (...
Home 6 / 3.5 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

Beautiful Penthouse 3/ 2 Condo, Sleeps 8 and very Kid fri...

Kissimmee
You will really enjoy this 3 bedroom 2 bath penthouse, 4th floor condo (the largest condo available ...
Condo 3 / 2 / 8

*
Online booking available

$190 - $250
Per Night

$1330 - $1750
Per Week

6 Bedrooms House at Champions Gate 64982

Kissimmee
The entrance gate show how beauty is the condominium, with tall palms and lush entry double gates. ...
Home 6 / 6 / 12

*
Online booking available

$335 - $465
Per Night

$2345 - $3255
Per Week

4 Bedrooms TownHouse at Paradise Palms 106301

Kissimmee
Modern, spacious and comfortable rent, houses in condominium Paradise Palms offer all safety just mi...
Home 4 / 3 / 10

*
Online booking available

$190 - $310
Per Night

$1330 - $2170
Per Week

Windsor at Westside-2018EMDIL

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

*
Online booking available

$155 - $290
Per Night

$1085 - $2030
Per Week

VM - 6003

Kissimmee
This very spacious five bedroom three and half bath home, surrounded by beautiful landscaping, not o...
Villa 5 / 3.5 / 12

*
Online booking available

$245 - $345
Per Night

$1715 - $2415
Per Week

VM - 6034

Kissimmee
This two story 3 bedroom 3 bathroom townhome is located in Regal Oaks Resort, the perfect location f...
Home 3 / 2 / 8

*
Online booking available

$120 - $275
Per Night

$840 - $1925
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

Lake view! Beautiful 5 BR 4 BA Townhome with a private pool

Kissimmee
Beautifully furnished in contemporary design this awesome 2-Story, 2100 sq ft Town House boasts its ...
Home 5 / 4 / 11

*
Online booking available

$225 - $315
Per Night

$1575 - $2205
Per Week

VM - 2157

Kissimmee
This beautifully furnished, second floor, 1450 sq. ft. condo has 3 bedrooms and 2 baths. Master bedr...
Condo 3 / 3 / 6

*
Online booking available

$155 - $190
Per Night

$1085 - $1330
Per Week

VM - 5013

Kissimmee
Indian Creek is an excellent location west of Disney near Splendid China in the sought after Formosa...
Villa 4 / 3 / 10

*
Online booking available

$155 - $230
Per Night

$1085 - $1610
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