Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price
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

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

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

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

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

$80 - $190
Per Night

$560 - $1330
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

$80 - $190
Per Night

$560 - $1330
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

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

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

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

$200 - $270
Per Night

$1400 - $3010
Per Week

2630 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home has been furnished and decorated with the u...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

8967 California Palm Road

Kissimmee
Floor Plan (The Royale Palm) 2,128 sq. ft.2 story townhome. We invite you to enjoy our townhome on ...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

Wendy's Windsor Palms Villa

Kissimmee
This beautifully furnished home features a spacious living room, formal dining room, fully equipped ...
Villa 4 / 3 / 8

*
Online booking available

$175 - $190
Per Night

$1225 - $1330
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

Beautiful professionally decorated townhome with private ...

Kissimmee
Beautiful professionally decorated townhome with private pool and game room! With space to accommod...
Condo 5 / 4.5 / 10

*
Online booking available

$188 - $406
Per Night

$1196 - $2534
Per Week

Rafiki's Townhome

Kissimmee
Enjoy your Orlando vacation by staying at Regal Oaks Resort in this gorgeous 3 bedroom townhome. Thi...
Home 3 / 3 / 8

*
Online booking available

$110 - $240
Per Night

$770 - $1680
Per Week

2647 Daulby Street

Kissimmee
Located in Windsor Hills, this beautiful, two-story home with a fantastic view of the lake has been ...
Home 5 / 5 / 12

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

2589 Archfeld Blvd.

Kissimmee
Book your vacation now at this beautiful Orlando rental home with pool and spa located in Windsor Hi...
Home 6 / 4 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

8950 Coco Palm Road

Kissimmee
Floor Plan (The Royale Palm) 2,128 sq. ft. 2 story town home with splash pool We invite you to enj...
Home 5 / 4 / 12

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

Roger's Island Club Condo

Kissimmee
If you’re looking for a convenient smaller vacation rental while in Florida, you should look no furt...
Condo 3 / 3 / 6

*
Online booking available

$75 - $195
Per Night

$525 - $1365
Per Week

Chris's Windsor Palms Townhouse

Kissimmee
This beautiful 3-bedroom, 3-bathrrom townhome can sleep up to 6 people. It comes fully furnished and...
Home 3 / 3 / 6

*
Online booking available

$120 - $175
Per Night

$840 - $1225
Per Week

Karen's Rolling Hills Villa

Kissimmee
As guests enter this beautiful villa they are welcomed by an entrance hall with a high ceiling. This...
Villa 4 / 3 / 8

*
Online booking available

$90 - $150
Per Night

$630 - $1050
Per Week

Magical Paradise Palms Townhouse

Kissimmee
This luxurious 2-storey townhome features a living room with a 42” flat screen TV, dining area with ...
Home 5 / 4 / 10

*
Online booking available

$140 - $195
Per Night

$980 - $1365
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