Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Windsor Hills - 2638 Dinville Street

Kissimmee
Beautifully furnished and decorated 5 Bedroom 5 bathroom vacation home with private screened in pool...
Home 5 / 5 / 12

*
Online booking available

$205 - $400
Per Night

$1435 - $2800
Per Week

Windsor Hills - 7744 Comrow Street

Kissimmee
Welcome to our stunning 2,966 sq. ft. 5 bedroom, 5 bathroom (with 3 suites) vacation home located in...
Home 5 / 5 / 10

*
Online booking available

$205 - $400
Per Night

$1435 - $2800
Per Week

4 Bedrooms Townhome at The Villas at Seven Dwarfs (mzl)

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

Grand Palms 3 Bedroom House 8833 #a

Kissimmee
Grand Palms is a quiet resort with three bedroom condos on either the first or second floor. A resor...
Condo 3 / 2 / 6

*
Online booking available

$105 - $145
Per Night

$735 - $1015
Per Week

Oakwater Resort-2816GOWI0

Kissimmee
Oakwater Resort-2816GOWI0 3 bedrooms 2 baths / Sleeps 8 Oakwater Resort - Kissimmee, Florida is a ...
Home 3 / 2 / 6

*
Online booking available

$105 - $200
Per Night

$735 - $1400
Per Week

Paradise Palms - 3061 Beach Palm Avenue

Kissimmee
Welcome to the Paradise Palms Resort community. This vacation home is a vacationer’s dream with all ...
Home 4 / 3 / 8

*
Online booking available

$115 - $300
Per Night

$805 - $2100
Per Week

Windsor Hills Resort Villa #65617

Kissimmee
This tastefully decorated 2-storey villa has 6 bedrooms, 4 bathrooms and is located on cul de sac. I...
Villa 6 / 4 / 14

*
Online booking available

$250 - $320
Per Night

$1750 - $2240
Per Week

Paradise Palms Townhome #65699

Kissimmee
This luxurious 2-storey townhome features a living room with a 42” flat screen TV, dining area with ...
Home 5 / 4 / 12

*
Online booking available

$210 - $355
Per Night

$1470 - $2485
Per Week

Windsor Hills - 7751 Basnett Circle

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups, ...
Home 6 / 4 / 14

*
Online booking available

$220 - $430
Per Night

$1540 - $3010
Per Week

Windsor Palms - 8107 Coconut Palm Way, U305

Kissimmee
Welcome to Windsor Palms Resort and this stunning 3 bedroom, 2 Bathroom (1408 sq. ft.) rental locate...
Condo 3 / 2 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Windsor Hills - 7807 Basnett Circle

Kissimmee
We are proud to offer this gorgeous 5 bedroom, 5 bathroom vacation villa. There is plenty of room to...
Home 5 / 5 / 10

*
Online booking available

$190 - $375
Per Night

$1330 - $2625
Per Week

Paradise Palms - 8851 Candy Palm Road

Kissimmee
This beautiful townhome is a 2 story 1,914 sq. ft. townhome consists of 4-bedrooms along with 3-bath...
Home 4 / 3 / 8

*
Online booking available

$115 - $300
Per Night

$805 - $2100
Per Week

Windsor at Westside 8878AMLJGI

Kissimmee
Windsor at Westside-8878AMLJGI 8 bedrooms 6 baths pool home / Sleeps 16 Windsor at Westside - Kiss...
Home 8 / 6 / 16

*
Online booking available

$180 - $700
Per Night

$1260 - $4900
Per Week

Ariel's Hideaway

Kissimmee
This one story single family pool home is fully equipped with all your vacation needs that makes it ...
Villa 3 / 2 / 6

*
Online booking available

$110 - $130
Per Night

$770 - $910
Per Week

VM - 2192

Kissimmee
EST LOCATION! Located right across the street from the clubhouse and playground. We invite you to en...
Home 5 / 4 / 12

*
Online booking available

$210 - $240
Per Night

$1470 - $1680
Per Week

VM - 5002

Kissimmee
On the Emerald Island Resort you have the amazing extent of communal facilities at your disposal. Re...
Home 3 / 2 / 8

*
Online booking available

$125 - $185
Per Night

$875 - $1295
Per Week

VM - 6021

Kissimmee
This gorgeous four bedroom three bathroom home is located in the perfectly placed Paradise Palms Res...
Home 4 / 3 / 10

*
Online booking available

$210 - $300
Per Night

$1470 - $2100
Per Week

Windsor Hills Resort Villa #106209

Kissimmee
Windsor Hills Pool Home. 5 Bed/5 Bath (sleeps 12). HDTVs/Cable/Wi-Fi/Games Room. Welcome to our mag...
Villa 5 / 5 / 12

*
Online booking available

$435 - $640
Per Night

$3045 - $4480
Per Week

Indian Creek Villa #65801

Kissimmee
This attractively decorated 4 bedroom 3 bathroom single-storey home located on a corner lot features...
Villa 4 / 3 / 10

*
Online booking available

$190 - $240
Per Night

$1330 - $1680
Per Week

Windsor Palms - 8074 King Palm Circle

Kissimmee
This stunning 4 bedroom, 3 bathroom rental home located near the theme parks in Orlando, with Florid...
Home 4 / 3 / 8

*
Online booking available

$145 - $290
Per Night

$1015 - $2030
Per Week

8813CC - Lindfield’s Reserve

Kissimmee
This updated, spacious 4 bedroom villa is located in the gated community of Lindfield’s Reserve-- a ...
Villa 4 / 4 / 10

*
Online booking available

$140 - $180
Per Night

$980 - $1260
Per Week

4 Bedroom Holiday Vacation Home!

Kissimmee
Welcome to your new 4 bedroom 3 bath vacation home holiday rental, perfect for your exciting, fun-fi...
Home 4 / 3 / 8

*
Online booking available

$140 - $375
Per Night

$980 - $2625
Per Week

Macapa 8 Bedroom House 8832

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

$285 - $500
Per Night

$1995 - $3500
Per Week

Archfield 6 Bedroom House 2615

Kissimmee
6 bedrooms, 4 bathrooms, sleeps 14, 3,534 sq. ft. This tastefully decorated 2-story villa has 6 bed...
Villa 6 / 4 / 12

*
Online booking available

$250 - $285
Per Night

$1750 - $1995
Per Week

Disney is just 5 minutes away! Bunkbeds for the Kids! Lux...

Kissimmee
Disney is just 5 minutes away! Bunkbeds for the Kids! Luxury Family Resort! Within just 2 miles of ...
Condo 3 / 2 / 8

*
Online booking available

$131 - $219
Per Night

$636 - $1652
Per Week

 

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