Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Emerald Island Haven

Kissimmee
Bring your family to stay at this delightful and elegantly furnished vacation pool home that's locat...
Home 6 / 4 / 12

*
Online booking available

$195 - $455
Per Night

$1365 - $3185
Per Week

Reunion Kingston, 6 BRs, Encore Club at Reunion, private ...

Kissimmee
Reunion Kingston, 6 BRs, Encore Club at Reunion, private pool, spa Reunion Kingston Home at Encore ...
Home 6 / 5.5 / 12

*
Online booking available

$350 - $663
Per Night

$2300 - $4107
Per Week

7795 Basnett Circle

Kissimmee
Enjoy an amazing vacation in Florida at this lovely home in Kissimmee. With five bedrooms and five b...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

7660 Comrow Street Unit 203

Kissimmee
Luxury condo with an idyllic setting – this is one of the few residences in Windsor Hills with a dir...
Condo 3 / 2 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2562 Archfeld Blvd

Kissimmee
Windsor Hills Spencer ll - 2382 sq. ft. Welcome to this elegant, and professionally decorated Orland...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

Paradise Vacation

Kissimmee
You'll have a smile as wide as Mickey's when you stay at this wonderful vacation home on the exclusi...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Very comfortable vacation home, 3 miles from Disney, priv...

Kissimmee
Very comfortable vacation home, 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacati...
Villa 5 / 4 / 10

*
Online booking available

$125 - $169
Per Night

$854 - $1295
Per Week

2784 Almaton Loop Unit 104

Kissimmee
Newly decorated and upgraded 1st floor 3 bedroom, 2 bath condo. This home comes with a 42" flat scre...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

7774 Basnett Circle

Kissimmee
Floor Plan (The Spencer) 2,966 sq. ft. 2 story home with pool and spa. We invite you to enjoy our h...
Home 5 / 5 / 10

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

3067 Beach Palm Ave.

Kissimmee
Floor Plan (The Beach Palm) 1,914 sq. ft. 2 story townhome We invite you to enjoy our townhome on yo...
Home 4 / 3 / 10

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Morgan's Villa

Kissimmee
Morgan's Villa is a spacious 7 bedroom Orlando family vacation home, located in the perfect spot in ...
Home 7 / 5 / 16

*
Online booking available

$205 - $475
Per Night

$1435 - $3325
Per Week

Tinkerbell's Condo

Kissimmee
This spacious and contemporary design condo has everything your family could want for a fantastic va...
Condo 3 / 2 / 6

*
Online booking available

$65 - $155
Per Night

$455 - $1085
Per Week

Donald's Disney Den

Kissimmee
Your family will have a great vacation and lots of fun when they stay at this spacious and perfectly...
Home 4 / 3 / 8

*
Online booking available

$110 - $250
Per Night

$770 - $1750
Per Week

1 bedroom/1 bathroom Villa

Kissimmee
1 bedroom/1 bathroom Villa Unit Description: The 1-bedroom suites has a master bedroom with a king ...
Condo 1 / 1 / 4

*
Online booking available

$141 - $227
Per Night

$987 - $1589
Per Week

3 bedroom/2 bathroom Condo

Kissimmee
3 bedroom/2 bathroom Condo Unit Description: Condos include a master suite with king or queen bed, ...
Condo 3 / 2 / 6

*
Online booking available

$117 - $172
Per Night

$819 - $1204
Per Week

Andros Two Bedroom Deluxe Villa

Kissimmee
Andros Two Bedroom Deluxe Villa Unit Description: This 2 bedroom 2 Bathroom Deluxe Villa is 1394 sq...
Condo 2 / 2 / 6

*
Online booking available

$99 - $219
Per Night

$693 - $1533
Per Week

4 Bedroom / 4 Bathroom Town Home

Kissimmee
4 Bedroom / 4 Bathroom Town Home Unit Description: Attention to every detail has been put in as we ...
Home 4 / 4 / 8

*
Online booking available

$181 - $267
Per Night

$1267 - $1869
Per Week

8058 King Palm Circle

Kissimmee
4 bedroom 3 bath; Luxury house located beautiful gated community just 2.5 miles(4km) from the gates ...
Home 4 / 3 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
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

2779 Oakwater Drive

Kissimmee
Welcome to Oakwater Resort and this stunning 3 bedroom, 2.5 bathroom (1776 sq. ft.) rental located n...
Condo 3 / 2.5 / 8

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
Per Week

2241 Wyndham Palms Way

Kissimmee
Lovely 4 Bedroom/ Bathroom private pool home located in the gated community of Windsor Palms. The be...
Home 4 / 3 / 8

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

Diamond Hills Condo

Kissimmee
This dazzling 3 bedroom vacation condo is located in Windsor Hills resort in Orlando, less than 2.5 ...
Condo 3 / 2 / 7

*
Online booking available

$70 - $165
Per Night

$490 - $1155
Per Week

Harmony House

Kissimmee
This beautiful 4 bedroom vacation rental is located on the Somerset community in Kissimmee, approxim...
Home 4 / 3 / 8

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

Waterside Villa

Kissimmee
Waterside Villa is nestled on a premium lot overlooking a lake and conservation woodlands in the fab...
Home 4 / 3 / 8

*
Online booking available

$140 - $325
Per Night

$980 - $2275
Per Week

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

 

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