Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

8135 Sun Palm Drive

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

*
Online booking available

$315 - $435
Per Night

$2205 - $3045
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

$155 - $225
Per Night

$1085 - $1575
Per Week

7716 Comrow Street

Kissimmee
Floor Plan (The Seville) 2,336 sq ft. 2 story home with pool & spa (South facing pool) We invite you...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

Reunion Raven, 8 Bedrooms, Encore Club, Private Pool, Spa...

Kissimmee
Bring the whole family this year to Orlando, Florida and reserve your stay at Reunion Madison. The r...
Home 8 / 7 / 18

*
Online booking available

$100 - $950
Per Night

$2700 - $4975
Per Week

4 Bedrooms TownHouse at Paradise Palms 85921

Kissimmee
Modern, spacious and comfortable rent, houses in condominium Paradise Palms offer all safety just mi...
Home 4 / 3 / 8

*
Online booking available

$190 - $310
Per Night

$1330 - $2170
Per Week

Jame's Club Cortile Condo

Kissimmee
A condo at Club Cortile comes fully equipped with some incredible amenities. This 3 bedroom and 2 ba...
Condo 3 / 2 / 6

*
Online booking available

$80 - $135
Per Night

$560 - $945
Per Week

VM - 5001

Kissimmee
Bedrooms: 3 (1 Queen, 1 Full, 1 Twin) Bathrooms: 2.5 (1 En-Suite) Sleeps: 8 People Disney: less t...
Home 3 / 2 / 8

*
Online booking available

$120 - $185
Per Night

$840 - $1295
Per Week

7769 Tosteth Street

Kissimmee
Floor Plan (The Spencer) 2,966 sq. ft. 2 story home with pool and spa. (North Facing Pool) We invi...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

2778 Almaton Loop Unit 103

Kissimmee
We invite you to enjoy our condo on your next trip to Orlando. Absolutely perfect for family groups,...
Condo 3 / 2 / 6

*
Online booking available

$155 - $225
Per Night

$1085 - $1575
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 - $180
Per Night

$910 - $1260
Per Week

3081 Beach Palm Avenue

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 / 8

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

7661 Heritage Crossing Way 201

Kissimmee
We are pleased to offer this 3 bedroom, 2 bathroom townhome . With stunning views of the golf course...
Home 3 / 2 / 8

*
Online booking available

$175 - $255
Per Night

$1225 - $1785
Per Week

Lisa's Seasons Villa

Kissimmee
This is a truly grand villa situated at Season Resort in the picturesque area of Kissimmee. It can c...
Villa 7 / 4 / 16

*
Online booking available

$220 - $330
Per Night

$1540 - $2310
Per Week

Martha's Windsor Palms Condo

Kissimmee
Windsor Palms is known to be home to some amazing vacation condos. This 2 bedroom and 2 bathroom con...
Condo 2 / 2 / 6

*
Online booking available

$85 - $150
Per Night

$595 - $1050
Per Week

John's Indian Point Villa

Kissimmee
This vacation rental property with 4 bedrooms and 3 bathrooms is situated at the incredible vacation...
Villa 4 / 3 / 10

*
Online booking available

$225 - $310
Per Night

$1575 - $2170
Per Week

2002 Majorca Drive

Kissimmee
Welcome to the beautiful resort community of Windsor at Westside. When you’re planning your next vac...
Home 5 / 4.5 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

AThe Windsor Hills Resort - 2641GDSJGIE

Kissimmee
The Windsor Hills Resort-2641GDSJGIE 4 bedrooms 4 baths pool home / Sleeps 12 Windsor Hills - Kiss...
Home 4 / 4 / 8

*
Online booking available

$170 - $275
Per Night

$1190 - $1925
Per Week

Kosie's Lake Escape

Kissimmee
The Barbados at Regal Oaks - 3 bedroom, 2.5 bath with 1,507 sq ft of living space. TV lounge, dinin...
Home 3 / 2.5 / 6

*
Online booking available

$125 - $195
Per Night

$875 - $1365
Per Week

Roger Rabbit's Lair

Kissimmee
This two story four bedroom three bathroom townhome is located in Regal Oaks: the perfect location f...
Home 4 / 3 / 10

*
Online booking available

$130 - $270
Per Night

$910 - $1890
Per Week

VM - 2187

Kissimmee
There are two master bedrooms. The first is a king-size, en-suite with a 42 in flat screen TV, remot...
Villa 5 / 3 / 10

*
Online booking available

$245 - $420
Per Night

$1715 - $2940
Per Week

VM - 5038

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

VM - 6031

Kissimmee
This two story 3 bedroom 3 bathroom townhome is located in Regal Oaks Resort, the perfect location f...
Home 3 / 2 / 8

*
Online booking available

$135 - $165
Per Night

$945 - $1155
Per Week

4 Bedroom Townhome at The Villas at Seven Dwarfs (jh)

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

2960 Buccaneer Palm Road

Kissimmee
Welcome to this gorgeous 6 bedroom, 5 bathroom rental home in the stunning resort community of Parad...
Home 6 / 5 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

2306 Silver Palm Dr. Unit 103

Kissimmee
Welcome to this 3 bedroom, 2 bathroom condo located in Windsor Palms. This townhome is newly renovat...
Home 3 / 2 / 8

*
Online booking available

$140 - $210
Per Night

$980 - $1470
Per Week

 

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