Stay in Kissimmee and Stay Happy

The time has come to cross Disney/Orlando off your list of vacation destinations, and you want to make the trip flow as smoothly as possible. Heading to this colorful, crazy and fun-filled cluster of theme parks in the heart of Florida is something the entire family has probably been looking forward to for quite a while, so do everyone a favor and make it a success by taking care of a few important details.


Choosing to stay in a vacation villa or town home will lay a solid foundation for all the good times to come; even better, pick one that is located on a quiet street surrounded by tennis and volleyball courts, swimming pools, golf courses and fitness centers. Kissimmee area vacation rentals offer all of these amenities and are just a few miles from the major attractions; they’re also close to outlet malls, supermarkets and movie theatres. By balancing out the hubbub with a little bit of breathing room, the experience of visiting Disney World, Animal Kingdom, Sea World and Universal Studios will be wonderfully hectic but not overwhelming – just what a good getaway should be.


Finding your own space but still being close to the action isn’t just a fairy tale. Kissimmee is known as the best of both worlds to travelers who want to see what the fuss is about without sacrificing their sanity, so consider this or one of the neighboring communities, like Formosa Gardens, Windsor Hills or Windsor Palms when mapping out your upcoming trip.

Destination: Search

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Vacation Rentals in Kissimmee

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Reunion Resort with beautiful furnishings and private pool – Property 3007092

  • Kissimmee rental - villa, 5 bedrooms, sleeps 12, 5 bathrooms, 1 half bath, Hot Tub, Resort
  • $3,250 - $5,350/week
  • Calendar Last Updated On: Apr 23, 2014
Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in Reunion Resort, Orlando. FREE UK:...

Sunny Oaks Pool Side - FL011 – Property 3667641

  • Kissimmee rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, Hot Tub, Private Pool
  • $903 - $1,253/week
  • Calendar Last Updated On: Apr 23, 2014
The first thing you’ll notice about Sunny Oaks Poolside is how much SPACE it provides! High vaulted ceilings and an open floor plan make the home feel like one...

Tinkerbell's Retreat - FL027 – Property 3667643

  • Kissimmee rental - house, 6 bedrooms, sleeps 12, 5 bathrooms, 1 half bath, Hot Tub, Private Pool
  • $2,653/week
  • Calendar Last Updated On: Apr 23, 2014
This home has everything that you, your family and friends will ever need and more! It is very central to all the main attractions being just off Interstate 192 and...

WoodLands At Indian Creek - Fl110 – Property 3667647

  • Kissimmee rental - house, 5 bedrooms, sleeps 12, 4 bathrooms, Hot Tub, Private Pool
  • $1,673/week
  • Calendar Last Updated On: Apr 23, 2014
Quiet location, backing onto conservation woodland in the premium Indian Creek community. Spacious, luxurious villa with open floor plan and cathedral ceilings.

100 Aker Woods - Fl031 – Property 3667654

  • Kissimmee rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, pets considered, Hot Tub
  • $1,253/week
  • Calendar Last Updated On: Apr 23, 2014
100 aker woods is a wonderful 4 bedroom 2 bath pool home that offers you peace, quiet and comfort along with many modern amenities & entertainment to enjoy after a...

Cinderella's Castle - FL001 – Property 3667658

  • Kissimmee rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, Hot Tub, Private Pool
  • $1,043 - $1,323/week
  • Calendar Last Updated On: Apr 23, 2014
Cinderella’s castle - The perfect vacation home for the active family! Just added, leather fully electronically reclining sofas for the ultimate comfort.

Disney Movie Castle - Fl008 – Property 3667661

  • Kissimmee rental - house, 5 bedrooms, sleeps 10, 2 bathrooms, pets considered, Hot Tub
  • $973 - $1,393/week
  • Calendar Last Updated On: Apr 23, 2014
Beautiful 5 bedroom 2 bath Disney movie castle Completely refurnished and redecorated. The perfect home to make magical memories for years to come! Featuring:...

Disney Magic - FL002 – Property 3667662

  • Kissimmee rental - house, 5 bedrooms, sleeps 12, 3 bathrooms, Private Pool, Communal Pool
  • $1,323 - $1,813/week
  • Calendar Last Updated On: Apr 23, 2014
Disney Magic is a large, comfortable, well appointed house in Indian Ridge Oaks only 4 Miles from Disneyworld. Spectacular Highlights Include: Lovely Master...

Enchanted Suites - FL076 – Property 3667664

  • Kissimmee rental - house, 6 bedrooms, sleeps 12, 5 bathrooms, 1 half bath, Hot Tub, Private Pool
  • $1,883 - $2,653/week
  • Calendar Last Updated On: Apr 23, 2014
FOUR MASTER SUITES!!! 5 1/2 Bathrooms! Truly a house fit for 4 Kings!!! Plus, a pool and spa(heating available for an additional charge), and a fully equipped game...

Minnies Movie House – Property 3667695

  • Kissimmee rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Private Pool, Communal Pool
  • $903 - $1,253/week
  • Calendar Last Updated On: Apr 23, 2014
Minnies Movie House is packed with great features and is anything but MINI when it comes to comfort and amenities. We've spent a lot of time, love (and money)...

101 Dalmatian's Den - Fl090 – Property 3667655

  • Kissimmee rental - house, 4 bedrooms, sleeps 8, 3 bathrooms, Hot Tub, Private Pool
  • $1,043 - $1,323/week
  • Calendar Last Updated On: Apr 23, 2014
101 dalmatians den fl090 Designed for the child in all of us - clean, beautiful and comfortable thasis private villa makes it easy to soak up the fun for which...

Simbas Lake House – Property 3667693

  • Kissimmee rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, pets considered, Private Pool
  • $903 - $1,253/week
  • Calendar Last Updated On: Apr 23, 2014
This beautiful 4 bedroom home backs up to the serenity of Star Lake! The views are spectacular and the house is a comfortable retreat from a long hard day of...

Mystic View - Fl019 – Property 3667685

  • Kissimmee rental - villa, 2 bedrooms, sleeps 8, 2 bathrooms, Private Pool, Communal Pool
  • $763 - $1,113/week
  • Calendar Last Updated On: Apr 23, 2014
Mystic view is a spacious, executive 4 bedroom villa over looking mystic dunes golf course, on Indian ridge oaks - a peaceful well maintained community only 1...

Disney Playhouse - FL058 – Property 3667663

  • Kissimmee rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, Private Pool, Communal Pool
  • $903 - $1,253/week
  • Calendar Last Updated On: Apr 23, 2014
The ultimate destination for family fun - disney playhouse! Not your ordinary vacation home! Completely redone 3 bedroom home only 4 miles to disney! Featuring:...

Beautiful Condo! Disney Location! Fantastic Price! TIGGER'S FUN SPOT – Property 330162

  • Kissimmee rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, accept credit card, Lake, Resort
  • $623 - $763/week
  • Calendar Last Updated On: Apr 23, 2014
Our beautiful condo will have you feeling like you have entered a 5 star resort! The unit is tastefully decorated with upscale furnishings and luxurious bedding.

New Huge Luxury Rental In Watersong Resort Minutes From Wdw – Property 3636204

  • Kissimmee rental - villa, 6 bedrooms, sleeps 14, 6 bathrooms, 1 half bath, accept credit card, pets considered
  • $1,120 - $1,925/week
  • Calendar Last Updated On: Apr 22, 2014
Watersong vacation villa is the latest addition of vacation homes for Disneypoolvillas and the third home in the prestigious gated community of Watersong resort.

Stunning Views Overlooking the Arnold Palmer Course at Reunion Resort – Property 973382

  • Kissimmee rental - condo, 3 bedrooms, sleeps 8, 3 bathrooms, accept credit card, Hot Tub
  • Calendar Last Updated On: Apr 22, 2014
Villa Palmer is located in the amazing Reunion Resort and is an exquisite 3 bedroom and 3 bathroom villa/condo. Patio doors lead onto the balcony perfect for those...

Less than 4 miles from Disney, 4br/3ba + Pool/Spa + Game Room – Property 958841

  • Kissimmee rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, Hot Tub, Waterfront
  • $725 - $1,015/week
  • Calendar Last Updated On: Apr 22, 2014
Welcome to Indian Creek community. Our beautiful home is located 3.5 miles from Disney. There is a shopping centre, restaurants, and Harley-Davidson dealer less than...

Tasteful 6BR House w/ Private Pool & Game Room * Short Drive to Disney World!* BF7829 – Property 3517296

  • Kissimmee rental - house, 6 bedrooms, sleeps 14, 4 bathrooms, Private Pool, Communal Pool
  • $1,428 - $1,764/week
  • Calendar Last Updated On: Apr 23, 2014
Planning a vacation with a group can be difficult sometimes. Sure, you could get multiple hotel rooms, but 9 times out of 10 everyone’s rooms are all spread out,...

Perfectly Located 2BR Condo 5 Minutes from Disney World! (SL3150A) – Property 3517309

  • Kissimmee rental - condo, 2 bedrooms, sleeps 6, 2 bathrooms, Communal Pool, DVD Player
  • $560 - $840/week
  • Calendar Last Updated On: Apr 23, 2014
Location is key when choosing a place to stay on your Orlando vacation! With so many famous attractions and amusement parks, you need to pick somewhere that gives...
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