Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $140
Per Night

$910 - $980
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

$104 - $129
Per Night

$725 - $1149
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

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

4402 Hamlet Court

Kissimmee
Located just 15 minutes from Disney, about 20 minutes to Sea World, Universal Studios and all Centra...
Villa 3 / 2.5 / 6

*
Online booking available

$135 - $155
Per Night

$945 - $1085
Per Week

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

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

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

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

$89 - $179
Per Night

$623 - $1253
Per Week

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

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

$105 - $130
Per Night

$735 - $910
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

$90 - $180
Per Night

$630 - $1260
Per Week

7766 Tosteth Street

Kissimmee
Welcome to this beautiful 5 bedroom/5 bathroom vacation pool home, with a private south facing pool ...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

The Palace

Kissimmee
This amazing 5 bedroom vacation rental is located in Windsor Hills resort in Orlando, less than 2.5 ...
Home 5 / 5 / 10

*
Online booking available

$205 - $470
Per Night

$1435 - $3290
Per Week

4 Bedroom Townhome at The Villas at Seven Dwarfs (jh)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 8

*
Online booking available

$105 - $200
Per Night

$735 - $1400
Per Week

7652 Otterspool Street

Kissimmee
Enjoy your next vacation in this beautiful Florida vacation home.  This property will comfortably sl...
Home 3 / 3 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2953 Beach Palm Avenue

Kissimmee
Welcome to this beautiful 6 bedroom, 5 bathroom vacation home in the stunning resort community of Pa...
Home 6 / 5 / 14

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Escape2disney

Kissimmee
This delightful 3 bedroom vacation rental is located in Windsor Hills in Orlando, less than 2.5 mile...
Condo 3 / 2 / 6

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Our Quiet Retreat

Kissimmee
This fabulous top-floor and top-shelf condo unit was recently upgraded and renovated to provide the ...
Condo 3 / 2 / 8

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Jacaranda Villa

Kissimmee
Jacaranda Villa is nestled in the beautiful Cumbrian Lakes gated community, and is less than 6.5 mil...
Home 4 / 3.5 / 10

*
Online booking available

$110 - $250
Per Night

$770 - $1750
Per Week

Orlando Dreams

Kissimmee
This marvelous 4 bedroom vacation rental is located in the Somerset community in Kissimmee, less tha...
Home 4 / 3 / 10

*
Online booking available

$115 - $265
Per Night

$805 - $1855
Per Week

New Favorite Vacation Home Holiday Rental near Orlando an...

Kissimmee
This 3 Bed and 2.5 Bath vacation home rental accommodates up to 6 people comfortably. We know that a...
Home 3 / 2.5 / 6

*
Online booking available

$155 - $245
Per Night

$1085 - $1715
Per Week

Reunion Kingston, 6 bedrooms, Encore Club at Reunion, pri...

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

$350 - $800
Per Night

$2100 - $4350
Per Week

Villa Arabella- 5 Bed Reunion Home Furnished October 2015

Kissimmee
Situated in the highly sought after Liberty Bluff neighborhood of the Reunion Resort this luxurious ...
Home 5 / 5.5 / 10

*
Online booking available

$360 - $595
Per Night

$2520 - $4165
Per Week

2438 Sweetwater Club Circle Unit 50

Kissimmee
Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater ...
Villa 3 / 2 / 8

*
Online booking available

$95 - $105
Per Night

$665 - $735
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