Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

8042 King Palm Circle

Kissimmee
Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautif...
Home 4 / 3 / 8

*
Online booking available

$295 - $375
Per Night

$2065 - $2625
Per Week

1592 Heritage Crossing Court

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 8

*
Online booking available

$175 - $255
Per Night

$1225 - $1785
Per Week

8154 Fan Palm Way

Kissimmee
This 4bdrm/3bth home located in the gated Windsor Palms just minutes away from disney has many ammen...
Home 4 / 3 / 8

*
Online booking available

$255 - $325
Per Night

$1785 - $2275
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

$310 - $420
Per Night

$2170 - $2940
Per Week

2303 Butterfly Palm Way, U102

Kissimmee
2 Bedroom, 2 Bath Condo that sleeps 4 comfortably in 1 queen and 2 twin sized beds.  This condo also...
Condo 2 / 2 / 4

*
Online booking available

$125 - $185
Per Night

$875 - $1295
Per Week

2854 Oakwater Drive

Kissimmee
Family friendly 3-bedroom / 2-bath first floor unit can accommodate up to 8 people. This warm and in...
Condo 3 / 2 / 8

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

3 Bedrooms Townhome at The Villas at Seven Dwarfs (nj)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 8

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

Beautiful 3 Bed Child Friendly Pool, On Sunset Lakes (Av2...

Kissimmee
Beautiful 3 Bed Child Friendly Pool, On Sunset Lakes (Av2900Sl) If you are an early riser, you may ...
Home 3 / 2 / 7

*
Online booking available

$140 - $150
Per Night

$945 - $1016
Per Week

Aruba Two Bedroom Deluxe Villa

Kissimmee
Aruba Two Bedroom Deluxe Villa Unit Description: Two Bedroom Two Bath deluxe villa is 1400 sqft wit...
Condo 2 / 2 / 6

*
Online booking available

$105 - $179
Per Night

$735 - $1253
Per Week

Cane Island (101Nto) Wonderful Two BR Unit 2.5 miles to D...

Kissimmee
Cane Island (101Nto) Wonderful Two BR Unit 2.5 miles to Disney! Inside this lovely resort apartment...
Apartment 2 / 2 / 4

*
Online booking available

$113 - $148
Per Night

$625 - $875
Per Week

2588 Archfeld Blvd.

Kissimmee
This is the perfect home when you want plenty of space to host lively gatherings for family and frie...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

2739 Oakwater Drive

Kissimmee
Enjoy your next stay in Florida’s sunshine at this beautiful 2 bedroom, 2 bathroom vacation condo wi...
Home 2 / 2 / 6

*
Online booking available

$130 - $175
Per Night

$910 - $1225
Per Week

2712 Oakwater Drive

Kissimmee
This beautiful 3 bedroom/ 2 bath condo is located in the brand new gated community of Oakwater, loca...
Condo 3 / 2 / 6

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

7758 Tosteth Street

Kissimmee
Floor Plan (The Spencer) 2,966 sq. ft. 2 story home with pool and spa. (South facing pool) We invit...
Home 5 / 5 / 10

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
Per Week

7665 Fitzclarence Street

Kissimmee
Your best choice for a Luxury Vacation Home. You will never stay in a hotel room again! Everything i...
Home 3 / 3 / 8

*
Online booking available

$205 - $305
Per Night

$1435 - $2135
Per Week

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

8008 King Palm Circle

Kissimmee
Executive villa perfectly located in the prestigious Windsor Palms luxury estates, just 3 miles from...
Villa 6 / 4 / 10

*
Online booking available

$310 - $415
Per Night

$2170 - $2905
Per Week

7738 Comrow Street

Kissimmee
We are proud to offer this elegant 5 bedroom, 5 bathroom vacation villa in Windsor Hills. This home ...
Home 5 / 5 / 10

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
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

2 bedroom/2 bathroom Condo

Kissimmee
2 bedroom/2 bathroom Condo Unit Description: Condos include a master suite with king or queen bed, ...
Condo 2 / 2 / 4

*
Online booking available

$103 - $157
Per Night

$721 - $1099
Per Week

2326 Silver Palm Drive

Kissimmee
3 bedroom 3 bath townhome Welcome to this elegant, professionally decorated Orlando vacation town ho...
Home 3 / 3 / 6

*
Online booking available

$165 - $240
Per Night

$1155 - $1680
Per Week

2305 Butterfly Palm Way, U104

Kissimmee
This lavishly furnished 2bdrm/2bth condo is located in the gated resort style community of Windsor P...
Condo 2 / 2 / 4

*
Online booking available

$125 - $185
Per Night

$875 - $1295
Per Week

8017 King Palm Circle

Kissimmee
Welcome to this elegant, professionally decorated Orlando vacation pool home, located in the beautif...
Home 5 / 3.5 / 10

*
Online booking available

$275 - $380
Per Night

$1925 - $2660
Per Week

7769 Teascone Blvd

Kissimmee
Sevillle floor plan 2236sqft 5 bedroom 5 barth (2 story) Pool home We invite you to enjoy your next ...
Home 5 / 5 / 12

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

Studio

Kissimmee
Studio Unit Description: The coziness of a Studio villa offers the ideal setting for a memorable va...
Condo 0 / 1 / 4

*
Online booking available

$79 - $139
Per Night

$553 - $973
Per Week

 

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