Kissimmee Vacation Rental Getaways


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  • Golf on site
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Sort by: Type BR/BA/Sleeps Price

Windsor Hills 6 Bedroom Holiday Home!

Kissimmee
This fun and beautiful 6 bedroom 4 bath home accommodates up to 12 guest, with 2 King Beds, 2 Queen ...
Home 6 / 4 / 12

*
Online booking available

$240 - $420
Per Night

$1680 - $2940
Per Week

Sweet Magnolia

Kissimmee
See nightly fireworks while relaxing on the pool deck from this luxury four bedroom, 3 bath pool hom...
Villa 4 / 3 / 8

*
Online booking available

$190 - $235
Per Night

$1330 - $1645
Per Week

IR010OR - Lovely 3 Bed 2 Bath Pool Home At Indian Ridge O...

Kissimmee
Indian Ridge Oaks has all of the comforts of your own home while you`re on vacation along with the b...
Villa 3 / 2 / 7

*
Online booking available

$125 - $165
Per Night

$875 - $1155
Per Week

Cape San Blas Island

Kissimmee
Cane Island - Cane Island is a luxurious vacation community located less than 4 miles to the magical...
Condo 2 / 2 / 4

*
Online booking available

$120 - $155
Per Night

$840 - $1085
Per Week

Compass Bay 3155

Kissimmee
Compass Bay is one of the nearest communities to Disney. Within 5 minutes of leaving Compass Bay you...
Home 4 / 3 / 8

*
Online booking available

$175 - $235
Per Night

$1225 - $1645
Per Week

Cinderella's Enchanted Palace

Kissimmee
This four bedroom three bathroom pool home in the very popular community of Windsor Palms has all th...
Villa 4 / 3 / 8

*
Online booking available

$175 - $240
Per Night

$1225 - $1680
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 / 6

*
Online booking available

$110 - $240
Per Night

$770 - $1680
Per Week

Paradise On Ice

Kissimmee
Paradise On Ice Our family wanted a beautiful vacation home that we could enjoy with our children, ...
Home 4 / 3 / 10

*
Online booking available

$195 - $280
Per Night

$1365 - $1960
Per Week

VM - 2190

Kissimmee
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi...
Villa 8 / 5.5 / 16

*
Online booking available

$345 - $590
Per Night

$2415 - $4130
Per Week

VM-4037

Kissimmee
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located j...
Home 8 / 5 / 16

*
Online booking available

$370 - $800
Per Night

$2590 - $5600
Per Week

VM - 5031

Kissimmee
Spacious 2 bedroom Orlando vacation Townhomes at Mango Key Resort complex near Disney. Mango Key Tow...
Home 2 / 2 / 6

*
Online booking available

$100 - $150
Per Night

$700 - $1050
Per Week

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (aw)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$86 - $190
Per Night

$602 - $1330
Per Week

4 Bedrooms Townhouse at The Villas at Seven Dwarfs (ks)

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

*
Online booking available

$99 - $200
Per Night

$693 - $1400
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

$315 - $420
Per Night

$2205 - $2940
Per Week

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

$350 - $475
Per Night

$2450 - $3325
Per Week

2562 Maneshaw Lane

Kissimmee
Enjoy the warm sunshine of Florida, the magic of the Orlando theme parks and the amenities of this w...
Home 3 / 3 / 7

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

8932 Majesty Palm Road

Kissimmee
Welcome to this stunning 5 bedroom, 4 bathroom townhome, with pool. Selecting this unit for your nex...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

Welcome Home to Paradise! Vacation House near Orlando’s D...

Kissimmee
You will love the spacious and fully furnished 6 bedrooms and 5 bathrooms, this vacation home holida...
Home 6 / 5 / 14

*
Online booking available

$240 - $420
Per Night

$1680 - $2940
Per Week

2109 Morocco

Kissimmee
Luxurious 7 bedroom, 5.5 bath pool home in Windsor at Westside Resort near all Orlando Attractions! ...
Home 7 / 5.5 / 14

*
Online booking available

$490 - $660
Per Night

$3430 - $4620
Per Week

MK027OR - Nice 2 Bed 2 Bath TownHome At Mango Key Near Di...

Kissimmee
Comfortable 2 bed/2 bath Townhouse at Mango Key near Disney Situated in the heart of the Orlando At...
Home 2 / 2 / 6

*
Online booking available

$95 - $125
Per Night

$665 - $875
Per Week

5 Bedrooms TownHouse at Storey Lake 91074

Kissimmee
The new Storey Lake resort is in one of the best locations of the city, just 10 minutes from Disney ...
Home 5 / 4 / 13

*
Online booking available

$200 - $390
Per Night

$1400 - $2730
Per Week

4 Bedroom Townhouse at The Villas at Seven Dwarfs (fd1)

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

$125 - $250
Per Night

$875 - $1750
Per Week

(4WHS77HD58) Windosr Hills Home Near Disney Area!

Kissimmee
This home has it all from your own personal theater to a game room with Arcade, private large pool w...
Home 4 / 4 / 8

*
Online booking available

$225 - $395
Per Night

$1575 - $2765
Per Week

Reunion Paradise, 8 Bedrooms, Encore Club, Private Pool, ...

Kissimmee
Make your Paradises a reality at Reunion Paradise! Located within minutes of the Disney theme parks,...
Home 8 / 7 / 18

*
Online booking available

$100 - $1000
Per Night

$2200 - $5275
Per Week

Sun Key 3 Bedroom House 2771

Kissimmee
There is a very spacious open plan living area and clean modern kitchen breakfast bar for sociable m...
Home 3 / 2 / 6

*
Online booking available

$160 - $195
Per Night

$1120 - $1365
Per Week

 

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