Kissimmee Vacation Rental Getaways


Refine Your Search
Check-In 
calendar

Check-Out
calendar
  • Property Options
  • Amenities
  • Location Type
  • Bed
  • Bath
  • Sleeps
Max Price Per Week $
  • Special Offers
  • Online Booking
  • Home/Villa
  • Cottage/Cabin
  • Condo/Townhome
  • Bed & Breakfast
  • Apt/Room/Suite
  • Air Conditioning
  • Washer/Dryer
  • Full Kitchen
  • Satellite/Cable TV
  • Handicap Access
  • High Speed Internet
  • Elevator
  • Maid Service
  • Garage Parking
  • Pets Allowed
  • Private Pool
  • Pool Access
  • Hot Tub
  • Fireplace
  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
  • Golf nearby
  • Ocean Front
  • Ocean View
  • Lake Front
  • Lake View
  • Ski in/out
  • Walk to Slopes
  • Skiing nearby
 
Sort by: Type BR/BA/Sleeps Price

2226 Wyndam Palm Way

Kissimmee
4 bedroom, 2 bathroom pool home. Within this spacious vacation home, you will find all the comforts ...
Home 4 / 2 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

Beautiful 4 Bed Sunset Lakes Family Home, With South Faci...

Kissimmee
Beautiful 4 Bed Sunset Lakes Family Home, With South Facing Pool (Av2902Sl) Nestled in a quiet cove...
Villa 4 / 3 / 10

*
Online booking available

$146 - $169
Per Night

$1004 - $1164
Per Week

Indian Retreat

Kissimmee
Bring along the whole family to stay in this wonderful pool home on the Indian Creek community. It's...
Home 4 / 3 / 10

*
Online booking available

$100 - $230
Per Night

$700 - $1610
Per Week

Mickey Mouse Clubhouse

Kissimmee
Come and enjoy a vacation that will give you and your family memories to last forever when you stay ...
Home 4 / 3 / 10

*
Online booking available

$135 - $305
Per Night

$945 - $2135
Per Week

5 bedrooms 5 baths home

Kissimmee
5 bedrooms 5 baths home Unit Description: This spacious home offers 5 bedrooms, 5 bathrooms and a p...
Condo 5 / 5 / 10

*
Online booking available

$263 - $360
Per Night

$1841 - $2520
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (BB3148-C)

Kissimmee
This inviting 3 bedroom condo, situated in the Villas at Island Club offers the proximity of the com...
Condo 3 / 2 / 6

*
Online booking available

$72 - $97
Per Night

$504 - $679
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (KPC8018)

Kissimmee
Additional Features: Villa with Private Pool, Heatable Electric Pool, Community Pool/Facilities, Gat...
Villa 4 / 3 / 8

*
Online booking available

$187 - $240
Per Night

$1309 - $1680
Per Week

7675 Comrow Street Unit 104

Kissimmee
Ideally located ground floor condo with pool and clubhouse just across the street and the outdoor am...
Condo 3 / 2 / 6

*
Online booking available

$180 - $265
Per Night

$1260 - $1855
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

8114 Princess Palm Lane

Kissimmee
This 3 Bedroom 3 Bath Townhome is located in the gated resort style Windsor Palms just minutes from ...
Home 3 / 3 / 6

*
Online booking available

$195 - $285
Per Night

$1365 - $1995
Per Week

8922 Majesty Palm Road

Kissimmee
This lovely 4 bedroom, 3 bathroom vacation town home in Paradise Palms. There are stainless steel ap...
Home 4 / 3 / 8

*
Online booking available

$240 - $355
Per Night

$1680 - $2485
Per Week

Hemingway Villa

Kissimmee
Imagine sitting in Key West drinking something long and cool...the sound of the waves lapping, gentl...
Home 6 / 5 / 14

*
Online booking available

$205 - $475
Per Night

$1435 - $3325
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (CCC2730)

Kissimmee
Great Location & newly decorated & furnished in 2012! Located in the heart of all the parks & attrac...
Condo 3 / 2 / 6

*
Online booking available

$81 - $105
Per Night

$567 - $735
Per Week

4 bedroom, 3 bathroom, Kissimmee Villa (SRW131)

Kissimmee
Perfect location for all attractions! This four bed private pool home is located in the heart of all...
Villa 4 / 3 / 8

*
Online booking available

$120 - $175
Per Night

$840 - $1225
Per Week

Reunion Crestview, 5 BRs, Encore Club at Reunion, private...

Kissimmee
Reunion Crestview, 5 BRs, Encore Club at Reunion, private pool, spa Elegant living and family fun c...
Home 5 / 5.5 / 10

*
Online booking available

$300 - $675
Per Night

$1866 - $3500
Per Week

8190 Fan Palm Way

Kissimmee
We are pleased to offer our beautiful privately-owned 4 bedroom 3 bath home just two stoplights from...
Home 4 / 3 / 8

*
Online booking available

$305 - $390
Per Night

$2135 - $2730
Per Week

2663 Emerald Island Blvd.

Kissimmee
2317 sq ft 5 bedroom 3 bath (2 story) Pool home. We invite you to enjoy your next vacation at our l...
Home 5 / 3 / 12

*
Online booking available

$325 - $450
Per Night

$2275 - $3150
Per Week

2625 Pawnall Street

Kissimmee
Welcome to this stunning 5 Bedroom, 5 Bathroom pool home, with spa, in popular Windsor Hills Resort....
Home 5 / 5 / 12

*
Online booking available

$370 - $500
Per Night

$2590 - $3500
Per Week

2542 Archfeld Blvd.

Kissimmee
Book your vacation now at this Brentwood model with a South facing pool flanked by palm trees and a ...
Home 6 / 4 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

2890 Oakwater Drive

Kissimmee
This beautiful 3 bedroom and 2.5 bath condo is located in the gated community of Oakwater, located 1...
Condo 3 / 2.5 / 6

*
Online booking available

$205 - $285
Per Night

$1435 - $1995
Per Week

Fantasy Villa

Kissimmee
This fabulous 6 bedroom vacation home-away-from-home is the perfect place for you and your family to...
Home 6 / 5 / 12

*
Online booking available

$175 - $400
Per Night

$1225 - $2800
Per Week

3 bedroom, 3 bathroom, Kissimmee Home (SP2334)

Kissimmee
This lovely 3 bedroom townhouse is in the gated community of Windsor Palms. The bedrooms consist of...
Home 3 / 3 / 8

*
Online booking available

Contact
Owner
Directly
For Rates

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

$82 - $160
Per Night

$574 - $1120
Per Week

In popular Indian Creek, only 3 miles from Disney, privat...

Kissimmee
In popular Indian Creek, only 3 miles from Disney, private pool, free Wi-Fi This Excellent Vacation...
Villa 4 / 3 / 8

*
Online booking available

$109 - $129
Per Night

$763 - $1149
Per Week

2572 Archfeld Blvd

Kissimmee
We invite you to enjoy our home on your next trip to Orlando. Absolutely perfect for family groups,...
Home 6 / 4 / 12

*
Online booking available

$480 - $650
Per Night

$3360 - $4550
Per Week

 

More Getaway Locations and Properties