Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Windsor At Westside - 2111 Tripoli Court

Kissimmee
Welcome to Windsor at Westside. This gorgeous 8 bedroom, 6 bathroom pool home has been awarded our p...
Home 8 / 6 / 16

*
Online booking available

$420 - $900
Per Night

$2940 - $6300
Per Week

Runaway Beach Condo #106090

Kissimmee
Amenities :Communal PoolCommunal GymWireless Internet (Wi-fi)Air ConFree CallsPack n PlayBig Screen ...
Condo 2 / 2 / 9

*
Online booking available

$95 - $210
Per Night

$665 - $1470
Per Week

Emerald Island Resort Townhome #87490

Kissimmee
On the Emerald Island Resort you have the amazing extent of communal facilities at your disposal. Re...
Home 3 / 2.5 / 8

*
Online booking available

$145 - $210
Per Night

$1015 - $1470
Per Week

3128 Pequod Place

Kissimmee
3128 Pequod Place Kissimmee, FL 34746 - 1620ST Location, Location Location!! Close to Theme Parks, ...
Home 5 / 4 / 11

*
Online booking available

$145 - $245
Per Night

$1015 - $1715
Per Week

3151 Tocoa Circle

Kissimmee
3151 Tocoa Circle Kissimmee, FL 34746 - 1950CY 2 Master Suites, Lake View, Kids Theme Room,Great Lo...
Home 4 / 3.5 / 10

*
Online booking available

$105 - $165
Per Night

$735 - $1155
Per Week

3083 Yellow Lantana Ln

Kissimmee
Property Type: Townhouse with Private Pool Floor Area: 1383 sq ft Location: Encantada Resort, Kiss...
Home 4 / 3 / 8

*
Online booking available

$115 - $210
Per Night

$805 - $1470
Per Week

Mary Poppin's Playhouse

Kissimmee
This two story 3 bedroom 2 1/2 bathroom townhome is located in Regal Oaks: the perfect location for ...
Home 3 / 2.5 / 6

*
Online booking available

$85 - $130
Per Night

$595 - $910
Per Week

Windsor Palms - 8008 King Palm Circle

Kissimmee
Solar-Power/Carbon Zero! Amazing 6 Bedroom Pool Home just 3 Miles from Disney Just installed: All n...
Home 6 / 4 / 14

*
Online booking available

$185 - $1170
Per Night

$1295 - $8190
Per Week

Bella Villa

Kissimmee
A Suburban Paradise Situated on a quiet cul-de-sac of Windsor Hills, this beautiful modern two-store...
Villa 6 / 4 / 14

*
Online booking available

$225 - $335
Per Night

$1575 - $2345
Per Week

Magical Seasons Villa

Kissimmee
This state-of-the-art 6 bedroom villa with 6 bathrooms is perfect for larger families, family reunio...
Villa 6 / 5 / 14

*
Online booking available

$185 - $260
Per Night

$1295 - $1820
Per Week

IC051OR - Deluxe 4 Bed 3 Bath Pool Home At the prestigiou...

Kissimmee
Indian Creek is an excellent location west of Disney near Splendid China in the sought after Formosa...
Villa 4 / 3 / 10

*
Online booking available

$125 - $225
Per Night

$875 - $1575
Per Week

4 bedrroms townhome at The Vilas at Seven Dwarfs (FD4)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Home 4 / 3 / 8

*
Online booking available

$120 - $250
Per Night

$840 - $1750
Per Week

VM-4121

Kissimmee
Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disn...
Condo 3 / 2 / 6

*
Online booking available

$105 - $180
Per Night

$735 - $1260
Per Week

Fantastic 8 BR 5.5 Resort Property On Windsor At Westside...

Kissimmee
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi...
Villa 8 / 5 / 16

*
Online booking available

$270 - $435
Per Night

$1890 - $3045
Per Week

4843 Kings Castle Circle

Kissimmee
4843 Kings Castle Circle Kissimmee, FL 34746 - 1651ST Great Location, Gameroom, 2 Master Suites, Fr...
Home 6 / 5 / 12

*
Online booking available

$245 - $400
Per Night

$1715 - $2800
Per Week

2650 Santosh Cove

Kissimmee
2650 Santosh Cove Kissimmee, FL 34746 - 1702VP Great Location!! Gameroom, 2 Master Suites, Professi...
Home 5 / 4.5 / 10

*
Online booking available

$140 - $275
Per Night

$980 - $1925
Per Week

Windsor Hills - 7673 Otterspool Street

Kissimmee
Welcome to this beautiful home located in the resort community of Windsor Hills. This professionally...
Home 3 / 3 / 6

*
Online booking available

$110 - $940
Per Night

$770 - $6580
Per Week

Lost Boy's Hideaway

Kissimmee
This two story 3 bedroom 2 1/2 bathroom townhome is located in Regal Oaks: the perfect location for ...
Home 3 / 2.5 / 8

*
Online booking available

$85 - $130
Per Night

$595 - $910
Per Week

Windsor Hills - 2633 Archfeld

Kissimmee
Pack your bags and book this home located in Windsor Hills Resort for your next vacation to central ...
Home 4 / 4 / 8

*
Online booking available

$170 - $1060
Per Night

$1190 - $7420
Per Week

Relaxing and peaceful vacation home rental getaway!

Kissimmee
This amazing 3 Bedroom/2 bath apartment comfortably accommodates up to 7 guest. This updated moderne...
Apartment 3 / 2 / 7

*
Online booking available

$135 - $220
Per Night

$945 - $1540
Per Week

Ann's Island Club Condo

Kissimmee
This inviting 3 bedroom first floor (ground floor) condo, situated in the Villas at Island Club offe...
Condo 3 / 2 / 6

*
Online booking available

$80 - $150
Per Night

$560 - $1050
Per Week

4 Bedrooms TownHouse at Paradise Palms 66168

Kissimmee
Modern, spacious and comfortable rent, houses in condominium Paradise Palms offer all safety just mi...
Home 4 / 3 / 12

*
Online booking available

$195 - $300
Per Night

$1365 - $2100
Per Week

Beautiful professionally decorated townhome with private ...

Kissimmee
Beautiful professionally decorated townhome with private pool and game room! With space to accommod...
Condo 5 / 4.5 / 10

*
Online booking available

$132 - $703
Per Night

$912 - $4684
Per Week

Hercules' Headquarters

Kissimmee
This gorgeously decorated two story split floor plan Townhome is fully furnished and capable of slee...
Home 4 / 3 / 8

*
Online booking available

$220 - $305
Per Night

$1540 - $2135
Per Week

VM - 4196

Kissimmee
Storey Lake-4872VCTDI 4 bedrooms 3 baths pool home / Sleeps 8 Please note: this brand new town hom...
Home 4 / 3 / 8

*
Online booking available

$150 - $280
Per Night

$1050 - $1960
Per Week

 

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