Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Enchanted Cottage

Kissimmee
This family-friendly vacation pool home is perfect for vacations to the Walt Disney World® Resort ar...
Home 4 / 3 / 8

*
Online booking available

$135 - $305
Per Night

$945 - $2135
Per Week

8929 Bismark 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

$230 - $340
Per Night

$1610 - $2380
Per Week

Place 2 Be

Kissimmee
This spacious 5 bedroom vacation rental home is located on the Windsor Hills resort in Orlando, less...
Home 5 / 5 / 10

*
Online booking available

$195 - $445
Per Night

$1365 - $3115
Per Week

2683 Manesty Lane

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 5 / 5 / 12

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Your Vacation Spot

Kissimmee
Have a great time with your family when you book and stay at this 4 bedroom pool on the gated Terra ...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

Secret Key Villa

Kissimmee
This fabulous 4 bedroom, 3 bathroom family vacation pool home offers the perfect location on the Eme...
Home 4 / 3 / 8

*
Online booking available

$120 - $275
Per Night

$840 - $1925
Per Week

Sunrise Crossing

Kissimmee
This family-sized vacation town home on the Paradise Palms Resort is the perfect spot for a great va...
Home 4 / 3 / 10

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Best Vacation Home Rental near Orlando Disney area in Par...

Kissimmee
You do not want to miss out on this 5 bedroom 4 bath holiday home for 14 guests. This house is full...
Home 5 / 4 / 14

*
Online booking available

$275 - $435
Per Night

$1925 - $3045
Per Week

2604 Daulby Street

Kissimmee
Floor Plan (The Seville)  2,336 sq. ft. 2 story home with pool and spa (South-West facing pool). We...
Home 5 / 5 / 12

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
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

8858 Candy Palm Road

Kissimmee
Absolutely perfect for the large family groups or smaller groups just looking for a roomier more com...
Home 6 / 5 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

Caribbean Sunshine

Kissimmee
Beautifully furnished and decorated, this luxurious Windsor Palms Resort town home has everything yo...
Home 3 / 3 / 8

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Windsor Hills Breeze, 3 Bedroom, Sleeps 6, Pool, Minutes ...

Kissimmee
Orlando here you come! Imagine staying in a comfortable condo that puts you just minutes from the ga...
Condo 3 / 2 / 6

*
Online booking available

$125 - $300
Per Night

$750 - $1500
Per Week

Crystal Cove 3 bedroom home Close to Disney

Kissimmee
The house is located in the Crystal Cove resort complex, not far from Disney World and numerous outl...
Home 3 / 2 / 6

*
Online booking available

$169 - $319
Per Night

$1183 - $2233
Per Week

San Salvador Two Bedroom Superior Villa

Kissimmee
San Salvador Two Bedroom Superior Villa Unit Description: This 2 bedroom 2 Bathroom Superior Villa ...
Condo 2 / 2 / 6

*
Online booking available

$109 - $209
Per Night

$763 - $1463
Per Week

2788 Almaton Loop Unit 103

Kissimmee
This is a new 1st floor condo in beautiful Windsor Hills, where there is privacy near the end of the...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
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 / 14

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

8159 Fan Palm Way

Kissimmee
Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away f...
Home 4 / 2 / 10

*
Online booking available

$260 - $330
Per Night

$1820 - $2310
Per Week

Villascape

Kissimmee
Villascape is nestled on the Somerset community, just a short drive from Walt Disney World® Resort i...
Home 6 / 4 / 12

*
Online booking available

$155 - $360
Per Night

$1085 - $2520
Per Week

100 Acre Wood

Kissimmee
Parents Magazine called 100 Acre Wood ''awesome'' with ''tons of amenities'' and we're sure that you...
Home 7 / 5.5 / 14

*
Online booking available

$220 - $510
Per Night

$1540 - $3570
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

2589-Forrest View

Kissimmee
Located close to the US192 with it’s wealth of shops/restaurants and attractions, Indian Creek is a ...
Villa 5 / 4 / 12

*
Online booking available

$158 - $221
Per Night

$1106 - $1547
Per Week

Three bedroom villa

Kissimmee
Three bedroom villa Unit Description: This spacious villa features two master bedrooms, private bat...
Condo 3 / 3 / 12

*
Online booking available

$329 - $510
Per Night

$2303 - $3570
Per Week

Mini-suite

Kissimmee
Mini-suite Unit Description: This mini-suite sleeps four people and features a separate bedroom wit...
Condo 1 / 1 / 4

*
Online booking available

$143 - $14304
Per Night

$1001 - $100128
Per Week

Minnie's Condo

Kissimmee
This third floor condo is located on the Windsor Palms gated resort and has all the amenities and ho...
Condo 3 / 2 / 6

*
Online booking available

$70 - $155
Per Night

$490 - $1085
Per Week

 

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