Kissimmee Vacation Rentals, Homes, & More

1-50 of 1247 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”9 Reviews

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$109 - $139
Per week:$763 - $973
Pets allowed:No
Internet:Yes

Just perfect for families who want to be close to the Theme parks but don't want to spend big $$$ on accommodation! This wonderful home is located in the highly popular gated resort community of Terra Verde. This great fully air conditioned family home comes fully equipped ...

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Family Disney Vacation

“ Excellent ”
November 22, 2014
This huge home had everything we could ask for. Plenty of space for a family of 4 adults and 4 children. This spotless, well maintained, comfortable villa was not only the perfect place to start and end our busy days at the park, but also a wonderful place to relax on the couch with a glass of wine and some take out, the private pool was very nice for the kids. The staff was helpful and friendly, and the Club House was a great place to swim and enjoy lunch and and a poolside cocktail. Close to Disney and all shopping. I would definitely recommend this Villa !
Vahe Ohan, New York, USA

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1 / 16

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

from

$219

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$219 - $425
Per week:$1,533 - $2,975
Pets allowed:No
Internet:No

This is the one! This amazing home is way up there among the very best of homes in the Emerald Island Resort. Not to be confused with other imitations! The home has been very tastefully decorated and equipped to the highest standard and has top quality furniture, decor and fittings...

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Kissimmee Florida Vacation Rentals - Villa
1 / 28

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:16
Type:Villa
Per night:$199 - $350
Per week:$1,393 - $2,450
Pets allowed:No
Internet:Yes

Brand new luxury 3, 300 sqft, two- story single family home located on an exclusive gated resort. It is only 10 minutes away from Disney theme parks. 6 bedrooms, 5 bath, loft, and game room. Spacious kitchen with large island and 4 bar stools; All new appliances. ...

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Family Reunion

“ Excellent ”
January 4, 2015
It was a wonderful vacation. The house was beautiful and accommodating. We had a great time. I definitely recommend it!
Paulina Scherer, Fort Lauderdale

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Kissimmee Florida Vacation Rentals - Apartment
1 / 15

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $145
Per week:$623 - $1,015
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 18

“ Excellent ”8 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$199 - $229
Per month:$5,970 - $6,870
Pets allowed:No
Internet:Yes

Grand opening in July. Luxury 8 bedroom villa accommodates up to 18. Newly Upgraded 8- Bedroom Villa, whole home tastefully decorated by designer 2 Spacious KING rooms both Ensuite 3 QUEEN rooms 3 themed kid rooms each with 2 twin beds (ceiling fan in all rooms, flatscreen...

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Great large family get away

“ Excellent ”
July 27, 2014
This home is perfect for bringing several families together to spend time in the Florida sunshine. We enjoyed this home so much. There was space for all of us to be together while still having your own personal space. When it rained, no one was couped up in a small hotel room. We spent days visiting all the Disney parks and Orlando amenities. All the parks are just a few miles drive from the home. On the days we didn't visit the parks we walked/jogged the lovely grounds. The children enjoyed the playgrounds and community pools and lakes, Work out enthusiast kept up at the club house fitness center. We couldn't get some folks out of the 8 seat movie theater. Every moment of downtime was spent watching netflix or playing the x-box. Many family rivalries were settled. The management company responded quickly to our questions. Family says this is a must do for getting together in the future. We had a fantastic time and would rent this home again.
Karen Theblessingisevident Bryant, Philadelphia, Pa, USA

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Front of House
1 / 28

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$145

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$145
Per week:$1,015
Pets allowed:No
Internet:Yes

Not looking for the typical rental property or villa? This luxury property has been newly decorated and refurnished in a modern, contemporary style and is located in a popular location near all the Theme Parks, Shops and Restaurants. If you're planning a trip to Orlando, you...

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Amazing Home

“ Excellent ”
February 12, 2015
Our stay could not have been better. The house was so spacious, tastefully decorated and had everything you need. The pool was great and the hot tub was so relaxing after a long day. The kitchen was stocked with everything you need to prepare a meal. The pool table and Wii gave us hours of fun and laughs. A truly amazing home and yet so comfortable. Thank you!
Amy Alessi, Kissimmee, FL

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House Front
1 / 25

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

from

$175

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$175 - $385
Per month:$5,250 - $11,550
Pets allowed:No
Internet:Yes

7 Bedrooms, 4 Bathrooms, 1 Half Bath, Sleeps 16 Located in the Emerald Island gated resort community, Li- Do Retreat is comfort, entertainment and luxury accommodations for entire families are provided by this spacious, professionally decorated and air conditioned vacation...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 4

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$75

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$75 - $86
Per week:$525 - $600
Pets allowed:No
Internet:Yes

HURRY! ! ! WEEKS STILL AVAILABLE FROM MAY 1 ONWARDS - SPECIAL RATE! ! (please see current availabilities below) I am offering for rent our fully furnished 4 bedrooms 3 full bathrooms vacation house, 15 minutes away from all the major attractions like Downtown Disney, Disney...

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Kissimmee Florida Vacation Rentals - Home
1 / 10

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”41 Reviews

from

$35

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$35 - $79
Per week:$35 - $55
Pets allowed:No
Internet:Yes

House Rental/3 Star Vacation Villa 4 Bed/ 2 Bath South Facing Pool Home THIS IS NOT A CONDO OR TOWNHOME BUT A PRIVATE HOME WITH A POOL! Don’t spend your vacation in traffic, home is only 2. 5 Miles to Disney. Home has everything you need, Just bring your suitcase! ...

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Great Location!!!

“ Excellent ”
February 10, 2015
My family of seven enjoyed our stay here. The house was nice but needed a little updating. The only minor complaint would be that the house was not the cleanest when we arrived. Jocklyn was very nice and was easy to work with. Thank youThank you
Karla Villalta, Vienna, VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$189

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$189 - $229
Per week:$1,323 - $1,603
Pets allowed:No
Internet:No

Magic Bay Villa Welcomes You at Orlando ! ! ! Located centerally in Emerald Islands Resort, its juts 2 miles from Theme parks & Disney . It has 7 luxurious bedrooms with 5 baths , Newly furnished property is about 3000 sq ft rental home which is ideal for large groups , families...

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Short but Sweet.

“ Excellent ”
August 2, 2011
We had a lovely time in this beautiful home. We had 12 people ages 2-85 stay together for a very special celebration of birthdays and anniversaries. Everything was great. The pool was extremely clean and well managed. The beds were very comfortable. Our family enjoyed the close attractions and shows. We only had four nights to enjoy every minute in Florida. The kitchen was a huge hit and a hang out for the whole famiy with a open family room format. The laundry room was in a very convenient area near the game room. Grandmas room downstairs was easy for her to get to and from. Thanks to Holly for easy contact and follow up with any questions. Our family had not been together on vacation in over 10 years. We were very happy to have our grown children together with us for this special vacation! We hope to be back again some day!
Stacey Booth, Palatine, Illinois

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $110
Per week:$700
Pets allowed:No
Internet:Yes

Gorgious private Disney vacation villa only 3 miles from disney and close to all other attractions. Including 4 Bedrooms/3 full baths/ south facing private enclosed pool and jacuzzi/ game room/ and all the comforts of home away from home, with near by tennis/basketball/ playground....

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Disney Trip

“ Excellent ”
April 18, 2014
We enjoyed our stay, and enjoyed having a private pool. Kids loved the gameroom. Yona & Sam easy to work with!
Debbe Rosenthal, Augusta, Ga.

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20

from

$178

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$178 - $599
Per month:$5,340 - $17,970
Pets allowed:No
Internet:Yes

Newly owned 8 bedroom 5 bath 20 sleeper luxury villa for multi- family vacation stays, sports team stays, family reunions, golfing trips... 8 br/5 bath/private pool, spa and games room, free wifi, wii, private games room with air hockey and pool table. Please email us to...

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Kissimmee Florida Vacation Rentals - Home
1 / 31

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Home
Per night:$129 - $225
Per month:$3,870 - $6,750
Pets allowed:No
Internet:Yes

Brand new and modern home with approximately 2000 square feet. Private pool, fully equipped kitchen with modern appliances and everything you need to enjoy your vacations. Enjoy 5 flat screen TV's, Wi- Fi, cable . Private Community, only 15 minutes from Disney and major Outlets....

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Lovely, lovely!

“ Excellent ”
September 10, 2014
Wat een mooie villa!! En ook zo groot en van alle gemakken voorzien! En het zwembad was ook zo groot! Heerlijk om hier te vertoeven! En hoe fijn ingericht, je voelt je gelijk thuis! De hygiene was goed. Enig nadeel voor ons was de locatie, op de een of andere manier hadden we op onze route continu file waardoor de reistijd van en naar de villa vaak wat lang was. Maar om dan thuis te komen in deze villa was dat al snel vergeten! Een aanrader!
linda krom, The netherlands

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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$135

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$135 - $140
Per week:$945 - $980
Pets allowed:No
Internet:Yes

Rolling Hills at Formosa Gardens villa description This magnificent and tastefully furnished villa is located in Rolling Hills Estates at Formosa Gardens, a prestigious community just three minutes away from Walt Disney World. Highway 192 famous for numerous restaurants, shopping...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 30

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$165

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Townhouse
Per night:$165 - $240
Per week:$1,155 - $1,680
Pets allowed:No
Internet:Yes

This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney! ! and within a couple miles to restaurants, grocery stores and shopping. Stay in the lap of luxury when you book our professionally decorated unit inParadise....

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Kissimmee Florida Vacation Rentals - Home
1 / 5

Kissimmee Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$150
Per month:$4,500
Pets allowed:Yes
Internet:No

Do you want a home that is “far from the madding crowd”? Are you looking for an oasis of luxury in the countryside around Central Florida? If the answers to these questions are Yes, then we have the ideal home for your vacation. A trip through the citrus groves and the cattle...

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

from

$240

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$240 - $290
Per week:$1,680 - $2,030
Pets allowed:No
Internet:Yes

Excecutive 7 Bedroom Pool home in the Prestigious Emerald Isle Resort Community! Oversized covered lanai overlooks the screen enclosed pool and whirlpool Game room with a pool table and airhocky table Internet service is provided free of charge TV's with DVD players in all the...

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Clubhouse pool
1 / 17

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$50

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$50 - $150
Per month:$1,500 - $4,500
Pets allowed:No
Internet:No

Windsor Hills is one of the newest and greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort. Our...

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Perfect

“ Excellent ”
December 14, 2014
Our vacation was absolutely perfect thanks to Tony and his condo at Windsor Hills. Tony, the owner is one of the friendliest and most conscientious people I have ever dealt with. He has everything so well organized that we didn't have any issues during our stay. By having a door code and gate permit, we were able to drive right in and enter our unit. Smooth!! The beautiful condo was definitely an A+++, couldn't have been any cleaner, more comfortable or better furnished and supplied. Everything we needed was there. The grounds were also beautiful, extremely clean and well maintained. The pool too was clean as a whistle and heated to a comfortable temperature. We really enjoyed it. The kids enjoyed the game room and it was handy having a variety store on site. The condo and the entire complex were very quiet. It is an absolutely perfect place to stay; we couldn't have found anything better. We have rented other vacation rentals in the past, but will definitely stay at Windsor Hills in the future. Thank you Tony and the Windsor Hills staff for a great vacation.
Chris Ramsay, London, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 18

Kissimmee Villa
5 Bedrooms / 2.5 Bathrooms / Sleeps 12

“ Excellent ”19 Reviews

from

$157

/ night

Email Owner
Bedrooms:5
Bathrooms:2.5
Sleeps:12
Type:Villa
Per night:$157 - $172
Per month:$4,710 - $5,160
Pets allowed:No
Internet:Yes

Our home is a gorgeous fully air conditioned, 2 storey, 5 bedroom home ideal for 2 or more families to share and still have plenty of privacy. The master bedroom has a King size bed, tray ceiling, cable tv, dvd player and patio doors overlooking pool and patio area. The master...

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Universal Trip and Sisters Bday celebration

“ Excellent ”
October 20, 2014
We just spent the weekend at this property and it was everything we had asked for. It was extremely comfortable, the rooms were very comfortable and the kitchen had everything you needed. They provided several things to entertain yourself with from books, board games, billiard table, and the pool was GREAT. The owner provided very informative instructions throughout the entire house. Menus of near by locations, even though we are extremely close to several stores, restaurants, and even entertainment spots. We went to celebrate my sisters birthday and she LOVED IT!! Definitely coming back whenever we go on our Orlando vacation. Thank you so much for the great service as well.
Jennifer, Miami, Florida

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Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$109 - $139
Per month:$3,270 - $4,170
Pets allowed:No
Internet:Yes

You and your children will absolutely fall in love with this beautiful home and everyone will be taking home a lifetime of unforgettable memories. Combining the warmth of Hemingway world traveled decor and Disney's Animal Kingdom, this home has it all! Please note that because...

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”21 Reviews

from

$245

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$245 - $500
Per month:$7,350 - $15,000
Pets allowed:No
Internet:Yes

Our 7 Bedroom villa is ideal for the two things you are supposed to do on an Orlando Vacation – REST and PLAY! ! ! It is spectacular because you will be Razzle- Dazzled by the many amenities that abound. Travel the world as you stay at our Enclave house in Emerald Island Resort...

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Perfect

“ Excellent ”
February 23, 2015
House was beautiful and clean and jeeves was very accommodating with any questions we had prior to and during our stay. Will definitely stay again.
Dan Vance, Nj

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$220

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$220 - $330
Per week:$1,540 - $2,310
Pets allowed:No
Internet:No

Property Ref: RVH_089 This luxury Reunion home is located within the Homestead area of Reunion, situated within easy walking distance to the Reunion Grande, The Clubhouse and The Seven Eagles Pool and Pavilion. If you are looking for accommodation close by for friends of family...

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”3 Reviews

from

$200

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$200 - $271
Per month:$6,000 - $8,130
Pets allowed:No
Internet:Yes

We thank the visitors for showing their interest in this beautiful Vacation Home! We are proud of our home and are sure that our guests will also be! ! It’s a luxuriously decorated 6 bedrooms and 4 baths home in fully gated community of the Windsor Hill in Kissimmee, considered...

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House

“ Excellent ”
February 20, 2015
it was a group of us that stayed in this home. we stayed from the thursday to the sunday. it was a beautiful home. the only things that did not work was the garbage disposal as well as the wifi. the house also needs curtains in the master bedrooms. other than that it was an excellent trip. the beds in the master rooms are simply AMAZING ! best weekend !!!! highly recommended .
Brittney Ebanks, florida

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Kissimmee Florida Vacation Rentals - Villa
1 / 39

Kissimmee Villa
8 Bedrooms / 5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:18
Type:Villa
Per night:$199 - $459
Per month:$5,970 - $13,770
Pets allowed:No
Internet:Yes

Welcome to our brand new luxury finished 3600 Sqft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica...

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Perfect place to stay!!!

“ Excellent ”
August 23, 2014
The home was actually even better than expected!!! It was really spacious, clean and well decorated. The kids loved the Wii, board games and of course the games room. The fully stocked kitchen gave us the chance to prepare the feast for the big group. Another thing I have to mention is the amazing swimming pool with the hot tub. It was nice, clean and refreshing. We all had a really good time ! I highly recommend this beautiful villa to everyone!
AnDong Pan, Vancouver, Canada

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Kissimmee Florida Vacation Rentals - Condo
1 / 31

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $185
Per month:$3,750 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_063 Located in the upscale Reunion Resort community of Center Court Ridge. The condo is located in Building K, so too is RVH_054 if you are looking for two condo's in the same building. This third floor, corner unit with stunning Golf views has three beds and...

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Stacey Sage Home

“ Excellent ”
January 24, 2015
Very well decorated, and would stay there again. Beautiful home
Eve Black-Venters, nort carolina

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Kissimmee Florida Vacation Rentals - Home
1 / 23

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”4 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$115 - $225
Per week:$800 - $1,525
Pets allowed:No
Internet:Yes

Within the most desired gated community of Windsor Palms this fantastic 4 bedroom 3 bathroom vacation home with private pool is furnished with two master suites and is nicely decorated with comfort and relaxation in mind. Quality bedding, spacious rooms, huge kitchen, wireless ...

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Perfect location, Great Villa with so many extras

“ Excellent ”
February 4, 2015
Our family enjoyed our week's stay at Florida Getaway. We felt very safe in the gated community and we made great use of the courts and the clubhouse area. Our kids loved the video games and pool at the home and the adults seemed to love the games room even more than the kids did.. The villa was exactly as described, spotless, spacious, comfortable and it was just like being at home. The villa was convenient to everywhere, especially Disney and very easy to find thanks to the great maps and directions on the home website. all chain restaurants are also quite near. We cannot imagine now staying in another house while on vacation at Disney. The house is beautiful, nicely furnished and very clean; it has all you could need while on vacation. Windsor Palms is a beautiful resort located very close to the entrance to Disney World. The owners are very responsive to any requests and will do everything to make your stay enjoyable and worry-free. We are already planning our next visit to Disney for 2016, and are excited to be able to return to this wonderful home.
Lisa Ubling, Chesterton, IN

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$165 - $250
Per month:$4,950 - $7,500
Pets allowed:No
Internet:Yes

Property Ref RVH_152 This large 1, 755 sq ft ground floor luxury corner unit is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. The porch faces a secluded green that backs onto the preserve where children can spread out ...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$157

/ night

Email Owner
Bedrooms:8
Bathrooms:5.5
Sleeps:18
Type:Home
Per night:$157 - $372
Per week:$1,099 - $2,599
Pets allowed:No
Internet:Yes

Our emerald island villa with luxury furnished 8 bedrooms / 5. 5 baths 4 Master bedrooms ( 3 master suite, 2 family suite ) and private pool/spa is situated in the magnificent 24- hour gated security resort, just 3 miles from Disney World and close by dozens of other world- class...

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Great place to stay with 4 families.

“ Excellent ”
July 30, 2013
We had a great time renting this villa. We had 4 families in town for a baseball/Disney vacation. This home is perfect for kids, and close to Disney. The home was extremely clean and the on call staff was exceptionally helpful when needed.
Chet Angie Steubing, San Antonio, TX

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Kissimmee Florida Vacation Rentals - Condo
1 / 27

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $195
Per month:$3,750 - $5,850
Pets allowed:No
Internet:Yes

Property Ref RVH_147 Located in the upscale Reunion Resort community of The Villas North with a great view of the 15th hole of the Independence golf course designed by Tom Watson. This wonderful third floor, 3 bedroom vacation condo is a 10 minute walk to Reunion Resorts own waterpark...

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Everything you need on a vacation in Orlando

“ Excellent ”
January 5, 2015
Really enjoyed our stay at the Reunion property, very comfortable accommodation all bedrooms have ensuite full bathrooms. Kitchen well equipped with all appliances and utensils, separate washer/dryer. Living room great for relaxing and just a step to the spacious balcony overlooking the 15th hole. Elevator from the ground floor made moving in and out a breeze. We made good use of the large swimming pool, hot tub, gym and walks around the grounds.
graham millman, Carlisle, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 20

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”20 Reviews

from

$65

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$65 - $125
Per month:$1,950 - $3,750
Pets allowed:No
Internet:Yes

BEST LOCATION! Only 1. 5 miles from Disney World, we are in the 2nd closest resort in entire Disney Vacation Home Rental Area! ! Close to everywhere - Supermarket, Restaurant, Golf Course, Shopping Center, etc. Why waste your valuable time on traffic? You will see this convenience...

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Good service, nice place

“ Excellent ”
January 25, 2015
I had a nice stay with my family, all was set as they previously said, just minor details, nothing major.We will stay here again no question about it.
Jorge Chaves, Alajuela, Costa Rica

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Kissimmee Florida Vacation Rentals - Apartment
1 / 29

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $165
Per week:$623 - $1,155
Pets allowed:No
Internet:Yes

Specializing in vacation rentals located within Reunion Resort, Windsor Hills Resort and The Retreat at Champions Gate; Magical Vacation Homes offers the finest selection of privately owned, luxury rental properties that are fully furnished and exquisitely designed to provide your...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

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$208

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$208 - $333
Per week:$1,456 - $2,331
Pets allowed:No
Internet:Yes

Planning a Disney vacation and looking for a vacation home that accommodates up to 12 guests? We have a great option for you. It's spacious, comfortable, near Disney parks and inside a great resort community: Paradise Palms. You will fall in love with these 5 bedrooms, 4 bathrooms...

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

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$171

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$171 - $235
Per month:$5,130 - $7,050
Pets allowed:No
Internet:Yes

Be one of the first families to stay in this 'brand new' 4 Bedrooms 4 Baths and Pool Home in the guarded gated community of Windsor Hills! This luxury Orlando vacation villa is a four bedroom, four baths, pool and spa home located in the brand new, exclusive rental community...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$157

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$157 - $225
Per week:$1,555
Pets allowed:No
Internet:Yes

Large, private backyard with NO rear neighbors! NOT a condo! Game Room, WIFI, Private Pool, Four bedrooms, Two baths, More! Private backyard. Unlike most homes in the developments near Disney, there is NO walking path behind this home which gives you peace, quite, and ...

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Lovely home in quiet neighbourhood

“ Excellent ”
May 29, 2014
We had a lovely stay at this home in mid may. The neighbourhood was nice and quiet and was close to all the major Disney parks. We especially loved the pool area and spent a lot of time out here swimming, relaxing and eating!We also really enjoyed the games room, and challenging each other to basketball and fooseball games. We had everything we needed appliance wise in the kitchen and a large eating table which was great. The only thing was the garbage disposal in the sink of the kitchen smelt quite badly and there was nothing we could really do to help this. Other than that there's really nothing negative I have to say a bout our stay here. Great home and great location with a beautiful backyard and pool area. I would stay here again and recommend it to friends and family.
Sarah Dallaire, Gatineau, Quebec, Canada

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Kissimmee Florida Vacation Rentals - Condo
1 / 12

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

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$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$129
Per week:$903
Pets allowed:No
Internet:Yes

Ground floor condo, and closest to the clubhouse/swimming pool. This condo is beautifully decorated with maximum comfort in mind. The large spacious living area welcomes you as you walk in the front door, and offers two sofas, love seat, television with a DVD player. The dining...

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Felt like home!!

“ Excellent ”
July 16, 2013
This was a well-kept property with a spacious common area. There was enough room for us to spread out and enjoy ourselves unlike most hotel rooms. The community was in a decent neighborhood and quiet. It was not far from the ESPN Sports Complex and afforded us the opportunity to be able to relax. I will will definitely stay here again. My family and I really loved the accommodations.
Sarina Bagby, Spartanburg, SC

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$335

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$335 - $510
Per month:$10,050 - $15,300
Pets allowed:No
Internet:Yes

Property Ref RVH_092 This beautiful home is situated in the Homestead neighborhood within Reunion Resort. The great location within the Resort allows for easy access to amenities such as the restaurants and pool and the Grande, and the Seven Eagles pool and Pavilion all just 0....

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1 / 25

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”28 Reviews

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$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$85 - $110
Per month:$2,550 - $3,300
Pets allowed:No
Internet:Yes

Our charming sweet home is conveniently located , in a dead- end and a small, quiet gated community called :Windward cay. The villa is fully furnished in a comtemporay style. This 3 bedrooms 2 bathrooms, can put off 8 people. It has all you need to make your stay unforgettable....

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Great home

“ Excellent ”
December 19, 2014
The home was perfect in every way!!! we really enjoyed our stay. We will return in the future to this property. Maurice was very easy to work with and responded very quickly!!!!!
Tammy Wilson Barnes, South Carolina

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 10

“ Excellent ”9 Reviews

from

$199

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:10
Type:Villa
Per night:$199 - $299
Per week:$1,393 - $2,093
Pets allowed:No
Internet:Yes

Our exclusive vacation villa offers a private pool and 5 bedrooms that allow up to 10 guests comfortable accommodations. This luxury vacation home is equipped with all the amenities to make you stay relaxing and pleasurable. A fully equipped kitchen, 5 full bathrooms and modern...

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Terra verde resort

“ Excellent ”
December 26, 2014
Its a really nice resort.
Eric Flores, mcallen,Tx USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”3 Reviews

from

$74

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$74 - $274
Per month:$2,220 - $8,220
Pets allowed:No
Internet:Yes

Welcome to this newly finished 8 bedroom 4. 5 bath lake view vacation home in the beautiful Terra Verde Resort – a premier award winning gated resort which has 24/7 man- gated security to ensure your stay absolutely 100% safe. The villa is specifically designed to accommodate up...

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Best Family Vacation EVER!!

“ Excellent ”
July 29, 2014
The house we rented was perfect, we had a mini family reunion the house accomadated us all, (19) of us. We had space that no one was on top of each other, close to all the parks, and stores. The community pool was Awesome. Cant wait to start planning our next vacation.
Rose Rivera, New Haven, CT

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$99 - $169
Per month:$2,970 - $5,070
Pets allowed:No
Internet:Yes

Lovely, fully furnished home is one of the best kept turnkey properties you will find in Indian Creek ! Home is tastefully furnished, has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm Florida holidays....

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$120 - $185
Per week:$840 - $1,295
Pets allowed:No
Internet:Yes

Property Ref: RVH_067 This fantastic 2, 000 sq. ft town home has amazing views over the Arnold Palmer Legacy Golf Course. Enjoy beautiful sunsets from your own Private Patio. Close by are two heritage crossing communal pools and hot tub to choose from. This three- bedroom ...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
7 Bedrooms / 5.5 Bathrooms / Sleeps 14

from

$219

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:14
Type:Home
Per night:$219 - $425
Per week:$1,533 - $2,975
Pets allowed:No
Internet:Yes

This beautiful, 7- bedroomed 5. 5 bathroom home is very spacious and can accommodate up to 14 people in luxurious comfort. It is decorated to a very high standard by an interior designer and offers all of the facilities that you could possibly want for a truly magical vacation. The...

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Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$199 - $358
Per week:$1,390 - $2,500
Pets allowed:No
Internet:Yes

This private, luxurious and spacious home is one of the very few lake view 6 bedrooms Home at Windsor Hills, with no rear neighbors. Less than 5 Minutes walking to Club House, Community Pool and Playground. “Windsor Hills”, one of the most internationally renowned...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$99 - $149
Per week:$699 - $990
Pets allowed:No
Internet:Yes

This brand new 4 bedroom vacation hosue has it ALL. It can fit two families (8- 10 people) This model features a spacious single story open floor plan, and a screened- in private pool With beautiful ceramic tile throughout the home and soft carpeting in each of the bedrooms, this...

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Great vacation home for a family

“ Excellent ”
November 11, 2013
It is a great home for our whole family to stay for one week. Everyone loved the stay in this home. It has ample room and bed for 10 people. The house. bed, linen etc are very clean and of good quality. To our surprise, it eve has all sets of cooking ware. It made us feeling live moving to a brand new house. My son gave it a super five star rating. He rarely gave high rating to hotels we visited. But this vacation home is truly exceptional. This excellent vacation home made our Orlando trip perfect! Kids enjoyed theme parks and adult enjoyed the comfortable home.
David Ye, New Jersey

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Terra Verde Resort Swimming Pool - View 1
1 / 29

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$70 - $105
Per week:$490 - $735
Pets allowed:No
Internet:Yes

It is a 2- story townhome offering comfort, space, style privacy and a genuinely lush, cozy and most welcoming atmosphere. It is a professionally decorated, lavishly furnished and spacious 3- bedroom/2½- bathroom townhome with a private Spa in the enclosed porch. It is located...

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Great location, Great deal

“ Excellent ”
January 28, 2015
Rented this 3BR, 2.5Ba villa for my family trip to Disney World in January and was very pleased. House was exactly what we needed and the location was great. Right off of International Drive and minutes to everything, including theme parks, shopping, and dining. House had heated spa in yard so we could relax our tired bones after the park each night. Had a bit of trouble getting the spa going the first night, but property manager solved issue for me the next day. Gated community so your rental vehicle is safe from vandals, which I've personally experienced staying in other rentals in Kissimmee.
Phillip Moore, Baltimore, MD

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”11 Reviews

from

$143

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$143 - $286
Per week:$999 - $2,000
Pets allowed:No
Internet:Yes

An extremely popular vacation home Located less than three miles from Walt Disney World, 3000+ sq ft spacious living space, 7 bedrooms & 4. 5 bathrooms, fully equipped kitchen & laundry, beautifully decorated living & dining area and a game room, Disney Sunshine is the perfect...

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Family vacation

“ Excellent ”
October 18, 2014
This house was just what we expected/needed! It is comfortable and located close to parks and retail! Nice pool and quiet neighborhood. We plan to stay here again!
Doty Cheezem, Columbia SC

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20

“ Excellent ”5 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$199 - $799
Per month:$5,970 - $23,970
Pets allowed:No
Internet:Yes

Please email us to check availability of this home or other homes we have! Home is fully air conditioned and completely non smoking. Furnished 8bedrooms and 5baths luxurious home is perfectly located in enclave area. There are two king sized master suites, two king sized bedrooms,...

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great vacation

“ Excellent ”
July 4, 2014
My family stay at this villa and had a wonderful time.Ms.Lili was great help us the whole time,I never met her but I count her as one of my friend. Thank you so much!!!!
jerome snoddy, Washington,D.C.

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Kissimmee Florida Vacation Rentals - Home
1 / 28

Kissimmee Home
6 Bedrooms / 5 Bathrooms / Sleeps 14

from

$221

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Home
Per night:$221 - $353
Per week:$1,547 - $2,471
Pets allowed:No
Internet:Yes

Looking for a home away from home or just planning a Disney vacation? This spacious rental comfortably accommodates 14 guests. It's just 10 minutes to Disney parks and inside a great resort community: Paradise Palms. It’s a convenient location to access shopping centers, theme ...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$99 - $149
Per week:$693 - $1,043
Pets allowed:No
Internet:Yes

Welcome to Indian Ridge Trail South! This well equipped 3 bedroom, 2 bath home is well furnished and has everything you need for a comfortable stay. Come home from a long day at the parks to your vacation home with incredible swimming pool and spa. As you enter the home you...

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Beautiful home!

“ Excellent ”
August 14, 2014
This house was a wonderful place to stay in. Everything you needed and more was at your fingertips. There were many stores in the area, near the house, so it was easy to get what you needed. The pool was great. Everything shown is what you get. It was a great home, and I will defiantly be coming again.
Fatima Makki, New York

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$180

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$180 - $360
Per month:$5,400 - $10,800
Pets allowed:No
Internet:Yes

Come and enjoy the family vacation of life time when guests stay on fantastic 6bedrooms resorts home in 5 Star Windsor Palm Resorts in Kissimmee, most sought after luxurious gates communities. About 3 miles distance for Disney , few minutes distance for other major attractions ,...

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beautiful home

“ Excellent ”
July 22, 2014
the house was absolutely beautiful we had a great time
Smiley Sim-Sim Patrice, brooklyn new york

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Kissimmee, Florida Travel Tips

Located only moments from Orlando, the beautiful resort town of Kissimmee offers the best that Florida has to offer. Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and renting by owner ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable Florida vacation in Kissimmee.
Beaches and Parks
Because it is such a popular tourist destination, there is an abundance of available vacation homes in Kissimmee. Families interested in spending time at the beach can easily find great accommodations, but hurry! Beach houses for rent in Kissimmee, FL are quickly snapped up. Make sure to reserve your spot online well in advance to save time and money.
St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.
Things to Do
A great feature of Kissimmee vacation homes is their central location to a number of popular attractions. Theme parks, outdoor activities, and fun things for the kids can all be found within a short drive. Read on to find out more about the variety of activities waiting for you in the Kissimmee area.
Theme Parks
What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.
Outdoor Adventures
Airboat Tours are available via Aquatic Adventures Airboat Tours . Go bird watching, look out for alligators, or take a combination hiking tour/boat ride and learn all about the wildlife of the Florida wetlands.
Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.
Fun With Kids
The kids will have no shortage of things to do while enjoying their time in Kissimmee vacation homes. Kids and parents will have all the comforts of home while having a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.
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