Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

2545 Montego Bay Blvd.

Kissimmee
This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation f...
Villa 3 / 2 / 8

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

A luxurious recently renovated 4 BR, 3 BA home (Av2916Sr)

Kissimmee
Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home wit...
Home 4 / 3 / 8

*
Online booking available

$146 - $175
Per Night

$1004 - $1204
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

$130 - $160
Per Night

$910 - $1120
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

$230 - $400
Per Night

$1800 - $2900
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

2 Bedrooms Condo at Windsor Palms Resort (ga)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 2 / 2 / 4

*
Online booking available

$80 - $150
Per Night

$560 - $1050
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (AL2817#404)

Kissimmee
This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all...
Condo 3 / 2 / 8

*
Online booking available

$91 - $143
Per Night

$637 - $1001
Per Week

Windsor Hills Resort 6Br Pool Home 1.5mi to Disney World!

Kissimmee
Windsor Hills is a brand new secure guarded/gated resort community located 1.5 miles to Disney World...
Home 6 / 3.5 / 14

$250 - $349
Per Night

$1700 - $2400
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

$82 - $160
Per Night

$574 - $1120
Per Week

2263 Wyndham Palms Way

Kissimmee
This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney....
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

Mar 16 - Dec 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NON ...

The Villas At Seven Dwarfs Lane. Minutes To Disney World.

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

6 bedroom, 4 bathroom, Kissimmee Villa (AF2548)

Kissimmee
This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. I...
Villa 6 / 4 / 14

*
Online booking available

$268 - $339
Per Night

$1876 - $2373
Per Week

8416 Rising Star Court

Kissimmee
Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 3 bathroom villa tha...
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

In popular Indian Creek, under 3 miles from Disney, priva...

Kissimmee
In popular Indian Creek, under 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacatio...
Villa 4 / 3 / 8

*
Online booking available

$109 - $129
Per Night

$763 - $1149
Per Week

Reunion Madison, 8 BRs, Encore Club at Reunion, private p...

Kissimmee
Reunion Madison, 8 BRs, Encore Club at Reunion, private pool, spa Madison at Encore Club in Reunion...
Home 8 / 7 / 15

*
Online booking available

$450 - $1050
Per Night

$2850 - $5400
Per Week

2606 Bowring Street

Kissimmee
Located in Windsor Hills, this beautiful home has been furnished and decorated with the utmost atten...
Home 5 / 5 / 10

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

7732 Teascone Blvd.

Kissimmee
Wow luxury and comfort await you at this new 6 bedroom, 4 bath home built in 2005. This home is perf...
Home 6 / 4 / 14

*
Online booking available

$420 - $565
Per Night

$2940 - $3955
Per Week

7660 Comrow Street Unit 303

Kissimmee
This beautifully decorated 3-bedroom, 2-bath condo is an ideal vacation spot in Orlando for the fami...
Condo 3 / 2 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2689 Manesty Lane

Kissimmee
Welcome to this elegant, and professionally decorated Orlando vacation pool home, located in the bea...
Home 5 / 5 / 12

*
Online booking available

$425 - $575
Per Night

$2975 - $4025
Per Week

2818 Oakwater Drive

Kissimmee
Enjoy this brand-new resort featuring luxury condominiums! This beautiful gated community is just 1...
Condo 3 / 2 / 6

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
Per Week

8883 Candy Palm Road

Kissimmee
This 4 bedroom, 3 bathroom Townhome has all the comforts of home and more. This rental is located ha...
Home 4 / 3 / 8

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Ariel's Enchantment

Kissimmee
This family four bedroom pool home on Oak Island in Kissimmee sleeps up to 10 guests and is perfect ...
Home 4 / 3 / 8

*
Online booking available

$110 - $250
Per Night

$770 - $1750
Per Week

Harbor Nights

Kissimmee
Your whole family, kids, sisters, brothers, Mom and Dad - can all come and stay in this fabulous vac...
Home 7 / 4 / 14

*
Online booking available

$220 - $510
Per Night

$1540 - $3570
Per Week

Petals Paradise

Kissimmee
This family paradise is a spacious 7 bedroom vacation pool home, located in the perfect spot in the ...
Home 7 / 5 / 15

*
Online booking available

$215 - $500
Per Night

$1505 - $3500
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