Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

180 Hideaway Beach Lane

Kissimmee
Located in the prestigious gated community of Terra Verde, in the heart of Kissimmee. Expect to be i...
Home 7 / 4.5 / 14

*
Online booking available

$250 - $350
Per Night

$1750 - $2450
Per Week

2538 Hamlet Lane

Kissimmee
This welcoming 5 bedroom, 3 bath pool home is situated in the electronic gated Community of the Haml...
Home 5 / 3 / 10

*
Online booking available

$145 - $180
Per Night

$1015 - $1260
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

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

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

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Owner
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2536 Hamlet Lane

Kissimmee
This 5 bedroom villa is situated in the Hamlets gated community, Kissimmee. It has a large living ro...
Home 5 / 3 / 10

*
Online booking available

$145 - $180
Per Night

$1015 - $1260
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

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

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

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

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

8813Cc

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

$147 - $204
Per Night

$1029 - $1428
Per Week

7677 Otterspool Street

Kissimmee
2 story town home with splash pool (North facing pool) 3 bedroom/3 bath townhome in gated Windsor Hi...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2785 Oakwater Drive

Kissimmee
This immaculate 3 bedroom 2 bathroom vacation home has a lake view with a private garage. It will co...
Home 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

8970 Majesty Palm Road

Kissimmee
Don''t look any further than this amazing townhome on your next trip to Orlando. This terrific 4 bed...
Home 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
Per Week

Reunion Madison, 8 bedrooms, Encore Club, private pool spa

Kissimmee
Madison at Encore Club in Reunion is an 8-bedroom air-conditioned luxury home that sleeps 15 people ...
Home 8 / 7 / 15

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
Per Week

4807 Clock Tower

Kissimmee
Welcome to the vacation home of your dreams in Storey Lake Resort! This townhouse, boasting 4 bedroo...
Home 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
Per Week

Kissmmee 3bd 2ba Townhome

Kissimmee
New Listing. New photos to come soon! Come stay in the heart of the excitement just of the ever pop...
Home 3 / 2 / 6

*
Online booking available

$129 - $319
Per Night

$903 - $2233
Per Week

2620 Daulby Street

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home.  This 6 bedroom ...
Home 6 / 3.5 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

7505 Bliss Way

Kissimmee
Welcome to your Orlando condo. This condo is located 1.5 miles from Disney world, in the gated comm...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

8176 Fan Palm Way

Kissimmee
We invite you to enjoy this home on your next trip to Orlando. Absolutely perfect for family groups,...
Home 5 / 3 / 11

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
Per Week

8988 Cuban Palm Road

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on ...
Home 4 / 3 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

8975 Majesty Palm Road

Kissimmee
Welcome to our lovely vacation home that has a great location - actually one of the best in the comm...
Home 4 / 3 / 8

*
Online booking available

$230 - $340
Per Night

$1610 - $2380
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