Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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 - $230
Per Night

$1400 - $3010
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

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

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

$75 - $190
Per Night

$525 - $1330
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

$75 - $190
Per Night

$525 - $1330
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

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

Paradise Palms - 8925 Sugar Palm Road

Kissimmee
This stunning 5 bedroom 5 bathroom home is located on a corner lot in Paradise Palms and is only 1 b...
Home 5 / 5 / 10

*
Online booking available

$190 - $375
Per Night

$1330 - $2625
Per Week

Windsor At Westside - 2104 Rome

Kissimmee
Located in the heart of the premier resort community of Windsor at Westside, this magnificent Spanis...
Home 6 / 4.5 / 12

*
Online booking available

$260 - $510
Per Night

$1820 - $3570
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

Sunrise Key 5 Bedroom House 8555

Kissimmee
There are two master bedrooms. The first is a king-size, en-suite with a 42 in flat screen TV, remot...
Villa 5 / 3 / 10

*
Online booking available

$280 - $350
Per Night

$1960 - $2450
Per Week

VM - 2187

Kissimmee
There are two master bedrooms. The first is a king-size, en-suite with a 42 in flat screen TV, remot...
Villa 5 / 3 / 10

*
Online booking available

$245 - $440
Per Night

$1715 - $3080
Per Week

VM - 4195

Kissimmee
Bella Vida Resort-601GLFDIL 4 bedrooms 3 baths pool home / Sleeps 8 Book This Property Bella Vida - ...
Home 4 / 3 / 8

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

VM - 5031

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 6

*
Online booking available

$100 - $150
Per Night

$700 - $1050
Per Week

Welcome to the 7Br vacation home with private pool and sp...

Kissimmee
Welcome to the 7Br vacation home with private pool and spa of your dreams! Welcome to the vacation ...
Villa 7 / 5 / 14

*
Online booking available

$236 - $708
Per Night

$1701 - $4444
Per Week

Reunion Merlin, 8 Bedrooms, Encore Club, Private Pool, Sp...

Kissimmee
Ultra-comfy beds, HDTVs in every bedroom, a full luxe kitchen, and a private swimming pool . . . Reu...
Home 8 / 7 / 16

*
Online booking available

$360 - $800
Per Night

$2520 - $5600
Per Week

Brand new 7 BR pool home in Storey Lake, 10 min from Disn...

Kissimmee
Brand new 7 BR pool home in Storey Lake, 10 min from Disney (sleeps 16)! Welcome to the vacation ho...
Home 7 / 5 / 16

*
Online booking available

$189 - $567
Per Night

$1364 - $3557
Per Week

Beautiful Executive 6 bedroom, Five bathroom Pool Home

Kissimmee
This home is perfect for families, groups, golfers or friends, relocated executives, business travel...
Home 6 / 5 / 14

*
Online booking available

$345 - $450
Per Night

$2415 - $3150
Per Week

Rhodes 7 Bedroom House 8889

Kissimmee
This brand new home has everything you need a pool, spa . This is part of the new Pulte Resort, Win...
Villa 7 / 5 / 14

*
Online booking available

$415 - $560
Per Night

$2905 - $3920
Per Week

Bella Vida Resort - 4571GALIE

Kissimmee
Bella Vida Resort-4571GALIE 3 bedrooms 3 baths pool home / Sleeps 8 Book This Property Bella Vida ...
Home 3 / 3 / 6

*
Online booking available

$140 - $245
Per Night

$980 - $1715
Per Week

VM - 5028

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 6

*
Online booking available

$105 - $150
Per Night

$735 - $1050
Per Week

Windsor Hills - 7652 Otterspool Street

Kissimmee
This stunning 3 bedroom, 3 Bathroom rental (1416sq.ft.) located near the theme parks in Orlando, Flo...
Home 3 / 3 / 7

*
Online booking available

$100 - $265
Per Night

$700 - $1855
Per Week

Paradise Palms: Quality Vacation Home in Disney Area, Kis...

Kissimmee
This home is a 4 bedroom/ 3 bath holiday vacation town home located in the most popular resort in Ki...
Home 4 / 3 / 8

*
Online booking available

$155 - $530
Per Night

$1085 - $3710
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