Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Reunion Madison, 8 BRs, Encore Club at Reunion, private p...

Kissimmee
Reunion Madison, 8 BRs, Encore Club at Reunion, private pool, spa Madison at Encore Club in Reunion...
Home 8 / 7 / 15

*
Online booking available

$450 - $1050
Per Night

$2777 - $5400
Per Week

2628 Daulby Street

Kissimmee
This 6 bedroom 4 bath 2,812 sq feet unit sleeps 12 in style. With 2 king bedrooms, 1 queen bedroom,...
Home 6 / 4 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

8159 Fan Palm Way

Kissimmee
Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away f...
Home 4 / 2 / 10

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

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 - $195
Per Night

$595 - $1365
Per Week

3 Bedrooms Townhome at The Villas at Seven Dwarfs (ky)

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

$82 - $160
Per Night

$574 - $1120
Per Week

5 bedroom, 4 bathroom, Kissimmee Home (CPR8964)

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

$235 - $390
Per Night

$1645 - $2730
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BBD3159-A)

Kissimmee
A fantastic and relaxing 3 bedroom ground floor condo situated in the Villas at Island Club, offerin...
Condo 3 / 2 / 7

*
Online booking available

$81 - $107
Per Night

$567 - $749
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

$210 - $305
Per Night

$1470 - $2135
Per Week

2239 Wyndham Palms Way

Kissimmee
Brighton floor plan 1816 sqft. 4 bedroom 2 bath A newly renovated 4 bedroom house with game room jus...
Home 4 / 2 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

2787 Oakwater Drive

Kissimmee
This beautiful professionally decorated condo is located in the brand new gated community of Oakwate...
Condo 2 / 2 / 4

*
Online booking available

$155 - $210
Per Night

$1085 - $1470
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

$370 - $500
Per Night

$2590 - $3500
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

$70 - $165
Per Night

$490 - $1155
Per Week

Magical Pastime

Kissimmee
Come and stay with your family in this terrific town home that's just a hop-skip-and a jump to the E...
Home 4 / 3 / 9

*
Online booking available

$105 - $240
Per Night

$735 - $1680
Per Week

5 bedroom, 5 bathroom, Kissimmee Villa (BN7788)

Kissimmee
This is a beautiful home consisting of 2 King master suites with full en-suite bathrooms that direc...
Villa 5 / 5 / 10

*
Online booking available

$227 - $297
Per Night

$1589 - $2079
Per Week

8167 Sun Palm Drive

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home. This 6 bedroom 4 ...
Home 6 / 4 / 8

*
Online booking available

$370 - $495
Per Night

$2590 - $3465
Per Week

8953 Cuban Palm Road

Kissimmee
Attention to every detail has been put in as we furnished and decorated this home. This 6 bedroom 5 ...
Home 6 / 4 / 14

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

Place 2 Be

Kissimmee
This spacious 5 bedroom vacation rental home is located on the Windsor Hills resort in Orlando, less...
Home 5 / 5 / 10

*
Online booking available

$195 - $445
Per Night

$1365 - $3115
Per Week

Diamond Hills Condo

Kissimmee
This dazzling 3 bedroom vacation condo is located in Windsor Hills resort in Orlando, less than 2.5 ...
Condo 3 / 2 / 7

*
Online booking available

$70 - $165
Per Night

$490 - $1155
Per Week

Vacation on the Beach

Kissimmee
A perfect location for a family vacation? Come and stay at this beautiful 3 bedroom, 2.5 bathroom to...
Home 3 / 2.5 / 6

*
Online booking available

$80 - $185
Per Night

$560 - $1295
Per Week

Destination Relaxation

Kissimmee
Destination Relaxation is a fabulous family Orlando vacation town home with spa pool in the heart of...
Home 4 / 3 / 9

*
Online booking available

$90 - $205
Per Night

$630 - $1435
Per Week

Sun Mantra

Kissimmee
Sun Mantra vacation town home is ideally situated on the fabulous Windsor Palms resort, that's less ...
Home 3 / 3 / 8

*
Online booking available

$75 - $175
Per Night

$525 - $1225
Per Week

Reunion Hawthorne, 9 BRs, Encore Club at Reunion, private...

Kissimmee
Reunion Hawthorne, 9 BRs, Encore Club at Reunion, private pool, spa Hawthorne at Encore Club in Reu...
Home 9 / 8.5 / 18

*
Online booking available

$500 - $1200
Per Night

$3150 - $6200
Per Week

8147 Fan Palm Way

Kissimmee
Brighton floor plan - 1816 sq.ft. 4 bedroom 3 bath (1 story) South facing pool Welcome to this elega...
Home 4 / 3 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

8953 Coco Palm Road

Kissimmee
If you are looking for a townhome, that sleeps 8 comfortably, check out this 4-bedroom, 3 bathroom u...
Home 4 / 3 / 8

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Hawaiian Palms

Kissimmee
Sure - this isn't Hawaii - but with the warm nights under the stars, the sound of the sparkling wate...
Home 4 / 3 / 10

*
Online booking available

$115 - $260
Per Night

$805 - $1820
Per Week

 

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