Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Cool Waters

Kissimmee
This 4/3 bath bedroom vacation rental is over 2300 sq.ft and is located in Oak Island in Kissimmee, ...
Home 4 / 2 / 9

*
Online booking available

$85 - $200
Per Night

$595 - $1400
Per Week

Secret Key Villa

Kissimmee
This fabulous 4 bedroom, 3 bathroom family vacation pool home offers the perfect location on the Eme...
Home 4 / 3 / 8

*
Online booking available

$120 - $275
Per Night

$840 - $1925
Per Week

Reunion Madison, 8 bedrooms, Encore Club, private pool spa

Kissimmee
Madison at Encore Club in Reunion is an 8-bedroom air-conditioned luxury home that sleeps 15 people ...
Home 8 / 7 / 15

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
Per Week

8804 Bamboo Palm Court

Kissimmee
Out of the Ordinary - Villa Out of the Blue. And definitely not your typical vacation rental home! ...
Home 5 / 5 / 11

*
Online booking available

$360 - $485
Per Night

$2520 - $3395
Per Week

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

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

$90 - $180
Per Night

$630 - $1260
Per Week

Kids Suite

Kissimmee
Kids Suite Unit Description: These suites sleep 2 adults and 3 kids and feature a set of jr. bunk b...
Condo 0 / 1 / 5

*
Online booking available

$58 - $107
Per Night

$406 - $749
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

$315 - $420
Per Night

$2205 - $2940
Per Week

100 Acre Wood

Kissimmee
Parents Magazine called 100 Acre Wood ''awesome'' with ''tons of amenities'' and we're sure that you...
Home 7 / 5.5 / 14

*
Online booking available

$220 - $510
Per Night

$1540 - $3570
Per Week

5 Bedroom vacation home near Orlando Disney Area!

Kissimmee
This spacious 5 Bedroom/4 Bath Vacation Holiday Town-Home that sleeps up to 12 guests has a private ...
Home 5 / 4 / 12

*
Online booking available

$225 - $355
Per Night

$1575 - $2485
Per Week

Spacious Vacation Home Rental House with Private Pool and...

Kissimmee
This is one of the best luxury retreats you can find for your Disney vacation: only 3 miles from Dis...
Home 6 / 4 / 12

*
Online booking available

$290 - $460
Per Night

$2030 - $3220
Per Week

Reunion Kingston, 6 bedrooms, Encore Club at Reunion, pri...

Kissimmee
Reunion Kingston Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps u...
Home 6 / 5 / 12

*
Online booking available

$350 - $800
Per Night

$2100 - $4350
Per Week

Reunion Wellington, 6 bedrooms, Encore Club at Reunion, p...

Kissimmee
Reunion Wellington Home at Encore Club is a 6-bedroom, 6 bathroom air-conditioned home that sleeps u...
Home 6 / 6 / 12

*
Online booking available

$350 - $800
Per Night

$2100 - $4350
Per Week

4 bed executive

Kissimmee
4 bed executive Unit Description: This 4 bedroom executive home offers all the amenities of a hotel...
Condo 4 / 3 / 8

*
Online booking available

$105 - $999
Per Night

$735 - $6993
Per Week

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

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

$90 - $180
Per Night

$630 - $1260
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

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

Vacation Dream Home

Kissimmee
Come and enjoy a family vacation to cherish forever - when you stay at this spacious and elegant 5 b...
Home 5 / 5 / 13

*
Online booking available

$180 - $415
Per Night

$1260 - $2905
Per Week

Sunrise Estates

Kissimmee
Bring your family to stay at this spacious and well appointed seven bedroom pool vacation home on th...
Home 7 / 4.5 / 14

*
Online booking available

$250 - $575
Per Night

$1750 - $4025
Per Week

Reunion Fremont I, 8 bedrooms, Encore Club at Reunion, pr...

Kissimmee
Fremont I at Encore Club in Reunion Resort is an 8-bedroom / 8-bathroom air-conditioned luxury home ...
Home 8 / 8 / 16

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
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

Treasure Hunt

Kissimmee
Inside this Windsor Palms 3 bedroom vacation condo, you'll find a spacious, well designed, fully air...
Condo 3 / 2 / 8

*
Online booking available

$75 - $165
Per Night

$525 - $1155
Per Week

Luxury Villas at Paradise Palms. Vacation Homes 6 miles f...

Kissimmee
Plan your next family vacation at this beautifully and spacious fully furnished and decorated 4 bedr...
Home 4 / 3 / 8

*
Online booking available

$190 - $300
Per Night

$1330 - $2100
Per Week

Reunion Kingston, 6 bedrooms, Encore Club at Reunion, pri...

Kissimmee
Reunion Kingston Home at Encore Club is a 6-bedroom, 5.5 bathroom air-conditioned home that sleeps u...
Home 6 / 5 / 12

*
Online booking available

$350 - $800
Per Night

$2100 - $4350
Per Week

3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles fr...

Kissimmee
3 BRs Townhouse at Villas at Seven Dwarfs only 4 miles from Disney! (cc) The Villas at Seven Dwarfs...
Condo 3 / 2 / 6

*
Online booking available

$90 - $180
Per Night

$630 - $1260
Per Week

8945 Bismark Palm Road

Kissimmee
Are you planning your vacation to Orlando ? - Explore the magic of theme parks like the Walt Disney ...
Home 4 / 3 / 10

*
Online booking available

$200 - $300
Per Night

$1400 - $2100
Per Week

 

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