Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Excitement Villa: Grand 5 BR Pool and Spa Home in Reunion...

Kissimmee
Excitement Villa: Grand 5 BR Pool and Spa Home in Reunion Resort Excitement Villa in the community ...
Home 5 / 4 / 10

*
Online booking available

$299 - $450
Per Night

$2093 - $3150
Per Week

2632 Archfeld Blvd

Kissimmee
This very modern 6 bedroom 4 bathroom home has been professionally furnished and decorated including...
Home 6 / 4 / 12

*
Online booking available

$405 - $545
Per Night

$2835 - $3815
Per Week

6 BR Luxury Vacation Home only a few miles from Orlando 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

$320 - $515
Per Night

$2240 - $3605
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

2814 Oakwater Drive

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

*
Online booking available

$145 - $200
Per Night

$1015 - $1400
Per Week

Sugar Sands

Kissimmee
Bring your family to stay in this fabulous Paradise Palms vacation town home with spa pool that's lo...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Paradise Vacation

Kissimmee
You'll have a smile as wide as Mickey's when you stay at this wonderful vacation home on the exclusi...
Home 4 / 3 / 8

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Special Holiday Vacation Home Villa at Encantada Resort 5...

Kissimmee
Don’t miss out on this 4 bed 3 bath holiday vacation town home rental! This home has 1 king, 1 queen...
Home 4 / 3 / 8

*
Online booking available

$180 - $290
Per Night

$1260 - $2030
Per Week

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

Kissimmee
Lancaster at Encore Club in Reunion is an 8-bedroom air-conditioned luxury home that sleeps 20 peopl...
Home 8 / 5.5 / 20

*
Online booking available

$450 - $1050
Per Night

$2700 - $5700
Per Week

Luxury Retreat, Windsor Hills, 5 Bedroom, Sleeps 12, Priv...

Kissimmee
You’ll be just two miles from the gates to Walt Disney World when you make Windsor Hills Luxury Retr...
Home 5 / 5 / 12

*
Online booking available

$225 - $675
Per Night

$2050 - $3500
Per Week

Windsor Whimsy, Windsor Hills, 6 Bedroom, Sleeps 12

Kissimmee
Magic Kingdom fireworks will dazzle you every night when you stay at Windsor Whimsy. Located in the ...
Home 6 / 4 / 12

*
Online booking available

$300 - $550
Per Night

$1900 - $2800
Per Week

4885 Clock Tower

Kissimmee
If you are planning your next vacation to central Florida, be sure to book this beautiful townhouse ...
Home 5 / 4 / 10

*
Online booking available

$250 - $370
Per Night

$1750 - $2590
Per Week

7677 Otterspool Street

Kissimmee
2 story town home with splash pool (North facing pool) 3 bedroom/3 bath townhome in gated Windsor Hi...
Home 3 / 3 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2805 Oakwater Drive

Kissimmee
Enjoy this beautiful second story 2 bedroom, 2 bathroom condominium on your next vacation.  This con...
Home 2 / 2 / 6

*
Online booking available

$130 - $180
Per Night

$910 - $1260
Per Week

Tropical Sun

Kissimmee
Tropical Sun is packed with all the features and luxuries that you and your family could possibly wa...
Home 5 / 5 / 10

*
Online booking available

$205 - $470
Per Night

$1435 - $3290
Per Week

Vacation Home Rental 3 Bedroom Apartment by Owner!

Kissimmee
This beautiful 3 Bedroom 2 Bath Home accommodates up to 6 guests comfortably. The perfect Disney vac...
Apartment 3 / 2 / 6

*
Online booking available

$155 - $245
Per Night

$1085 - $1715
Per Week

Terra Topolino

Kissimmee
Book your family in to this terrific Tuscany village-style vacation town home with pool that's nestl...
Home 4 / 3 / 8

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

7652 Sir Kaufmann Court

Kissimmee
After vacationing in Windsor Hills with some friends last year, we decided that staying in a townhou...
Home 3 / 3 / 8

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
Per Week

2640 Dinville Street

Kissimmee
6BR/3.5BA Windsor Hills Resort private pool home, 1.5 mile to Disney World Orlando, sleeps 12-14!! (...
Home 6 / 3.5 / 12

*
Online booking available

$350 - $475
Per Night

$2450 - $3325
Per Week

8927 Candy Palm Road

Kissimmee
Awesome location - Right across the street from the top-of-the line Paradise Palm Clubhouse Complex,...
Home 5 / 4 / 10

*
Online booking available

$220 - $325
Per Night

$1540 - $2275
Per Week

1368 Center Court Ridge 302

Kissimmee
Stunning 3 bed, 3 bath unit overlooking the 11th hole of the Tom Watson Course. Just 30 minutes from...
Home 3 / 3 / 6

*
Online booking available

$175 - $255
Per Night

$1225 - $1785
Per Week

Golfers Dream Vacation Home Rental near Orlando!

Kissimmee
This amazing 6 bedroom 6 bath vacation home rental is perfect for group of 12! This home consist of ...
Home 6 / 6 / 12

*
Online booking available

$290 - $460
Per Night

$2030 - $3220
Per Week

Grand villa with game room, X-box & more 2 miles from Dis...

Kissimmee
Grand villa with game room, X-box & more 2 miles from Disney in 5 star resort Watch the Disney fire...
Villa 4 / 4 / 10

*
Online booking available

$250 - $300
Per Night

$1750 - $3500
Per Week

2694 Manesty Lane

Kissimmee
Relax in this elegant and professionally decorated 5 bedroom/5 bath pool home, located in the beauti...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

7738 Comrow Street

Kissimmee
We are proud to offer this elegant 5 bedroom, 5 bathroom vacation villa in Windsor Hills. This home ...
Home 5 / 5 / 10

*
Online booking available

$315 - $420
Per Night

$2205 - $2940
Per Week

 

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