Kissimmee Vacation Rentals, Homes, & More

1-50 of 1160 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 42

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$89 - $120
Per week:$623 - $840
Pets allowed:No
Internet:Yes

Luxury, comfort, security and convience is what you will find when you are a guest at this beautifully decorated Town Home. All the comforts of home, and then some, are at your finger tips when staying at R- Disney Palms Retreat. This Town Home is more spacious than any suite ...

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Wonderful experience

“ Excellent ”
March 23, 2014
When we arrived I noticed immediately how neatly trimmedThe lawn, shrubs and trees were maintained.The house was well furnished and exceptionallyClean. Everyone in the community we met were friendly andCourteous.We felt safe and secure in the gated community.We had such a great time we lost track of timeAnd missed our flight :). It was very hard to leaveThis townhouse felt like home to us.The only thing I wish was that we would have been advised That the small pool had a heater - we would have asked toHave it set prior to our arrival.We will definitely be rebooking!!!Best regardsPatty and Tim McLaughlin
Patty McLaughlin, Ontario canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 19

Kissimmee Villa
5 Bedrooms / 4.5 Bathrooms / Sleeps 12

from

$220

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:12
Type:Villa
Per night:$220 - $300
Per week:$1,540 - $2,100
Pets allowed:No
Internet:Yes

Close to Disney World this newly refurbished Private Premier Villa is located along side the Legacy Golf Course fairway (6th Hole) with private pool and spa courtyard. All rooms have flat screen TV's plus all rooms also receive wi fi . The Villa also has second to none 24/7 Security...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 13

“ Excellent ”1 Review

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:13
Type:Townhouse
Per night:$159 - $189
Per week:$1,113 - $1,323
Pets allowed:No
Internet:Yes

Fabulous 5 bed/4 bath Town Home with private pool located in Paradise Palms Resort, just 5 minutes from Disney and I4. Room for everyone, so bring the grandparents, in- laws and extended family. Paradise Palms Resort is gated with around the clock 24hr security guards. Splendid...

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Amazing!

“ Excellent ”
August 5, 2014
Absolutely beautiful! The resort was gorgeous the house was clean and well kept. This will be my new place to stay when I vacation to Disney!
Lizame Rozon, New York, ny

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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$244

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Home
Per night:$244 - $367
Per week:$1,708 - $2,569
Pets allowed:No
Internet:Yes

Planning a Disney vacation and looking for a vacation home that accomodates up to 14 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 for this 6 bedrooms, 5 bathrooms...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$259

/ night

Email Owner
Bedrooms:8
Bathrooms:5.5
Sleeps:18
Type:Home
Per night:$259 - $299
Per month:$7,770 - $8,970
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 - Villa
1 / 16

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”11 Reviews

from

$160

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$160 - $200
Per month:$4,800 - $6,000
Pets allowed:No
Internet:Yes

ALL RATES INCLUSIVE OF POOL HEAT AND TAXES Beautifully redecorated, recarpeted and refurnished for 2010 Our 6 bedroom 4 bathroom florida villa boasts a very private South facing heated pool and seperate toddler pool which backs onto a natural lake and conservation area, Genuine...

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Wonderful home for family!

“ Excellent ”
July 6, 2014
This was a great place to stay with my family. The benefit was being close to Disney World only 5 to 10 minutes to the gate; it is also only 20 minutes away from Sea World and Universal Studios. The home was exactly as listed on the site. It was also very easy working with the owner Matt, who was very helpful and responsive to all my questions. All of my family was extremely pleased with the accommodations and naturally they all want to come back to the villa. Yes, I would definitely recommend this villa to my friends. The pool was perfect as my grandchildren will tell you. The home is well managed and taken care of. We did cook a number of meals while we were at the villa which had all of the necessary cooking utensils. I do recommend Super Target which is near buy for your shopping needs; their prices were more reasonable. We also liked the security of the villa which had a alarm system. When I am back in Florida with my family I will definitely be staying at this villa.
Albin Brenkus, Willowbrook, Illinois

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1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$125
Per month:$3,750
Pets allowed:No
Internet:Yes

Newly Renovated! 4 Bedrooms including: 2 Master bedrooms with King size beds and en suites 1 bedroom with Queen size bed 1 bedroom with double twin beds Games room with pool table and fos All rooms include cable programming with LCD TVs Screened Pool with Hot...

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Great Accommodation

“ Excellent ”
April 20, 2014
We had a great week at the house which suited our needs perfectly. It was well taken care of with a great floor plan, new comfortable furniture and everything we needed to enjoy the beautiful warm weather. Pool and hot tub worked great. Dealing with John the owner was easy and he was great at responding to all the questions we had.
Ken Wilson, Hamilton, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 30

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $140
Per week:$910 - $980
Pets allowed:No
Internet:Yes

BOOK 24/7 in minutes secure ONLINE Please visit wwwfloridagroupcom The longer you book, the better the discount is. More days equal more savings for you. We have Special Savings on your Disney Tickets ask for our PROMO CODE. Description: South facing Pool No rear neighbors...

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Indian Creek happiness

“ Excellent ”
May 1, 2014
House was great and exactly as advertised. The pool table and air hockey was great for the kids. The pool was as described, paid extra for pool heat but it shuts off at 10pm and by time we got home from parks the water was a bit cold. A pool cover woulda been nice but no biggie we made it work. Very happy with our stay and will seriously consider this home for our next trip.
Brad Johnson, Chesapeake, VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$132

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$132 - $159
Per month:$3,960 - $4,770
Pets allowed:No
Internet:Yes

We turned our garage into a game room with table soccer, pool table, airhockey and electronic dartboard and of course here you can play cards or checkers. Enjoy this luxurious villa yourself! Just a few miles away from the parks but still located in a quiet and calm community....

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Good place

“ Excellent ”
August 29, 2014
it's a nice place for vacantion disney. It clean and very well cleanvery near disneythe heat pump make a lot of noise must be fix
Patrick Massé, Canada

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 17

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$110

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$110 - $145
Per week:$770 - $1,015
Pets allowed:No
Internet:Yes

WINDSOR HILLS RESORT - JUST 2 MILES FROM DISNEY! This wonderful 3 bed/3 bath Windsor Hills Townhouse is 1, 602 sq. ft. of spacious vacation rental with your own private pool. Inside this spacious Townhouse you will find a fully equipped kitchen, a dining area and comfortable...

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Kissimmee Florida Vacation Rentals - Home
1 / 24

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 15

“ Excellent ”18 Reviews

from

$229

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:15
Type:Home
Per night:$229 - $239
Per week:$1,603
Pets allowed:No
Internet:Yes

Stay in the Disney area's premiere community - Windsor Hills. This brand new 6 bedroom 4 bath pool home is located right next to one of the many park/playgrounds in Windsor Hill's newest section, The Reserve. The south facing pool is sure to please with full sun all day long. Don't...

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Beautiful home

“ Excellent ”
October 15, 2014
We stayed at this home recently and it is easily the best all around experience that we have had. The home was well kept, everything is updated, guarded community and being right next to the main highway to Disney made for a perfect choice in choosing to stay here. We are down in the area twice a year because my daughter lives nearby and we always rent. I think we have used every rental agency in the area. I will definitely stay here again. Thank you!!
Brett Clendaniel Sr., Nj

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Kissimmee Florida Vacation Rentals - Villa
1 / 42

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$115

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$115 - $185
Per week:$850 - $1,250
Pets allowed:Yes
Internet:Yes

Florida and County licensed newly renovated and furnished villa in March 2014 has 5 bedrooms and 3 baths with two kings, (one downstairs ( master suite) and one upstairs), two queens, (one downstairs and one upstairs), and one twins upstairs. It is situated at the prestigious...

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Kissimmee Florida Vacation Rentals - Home
1 / 31

Kissimmee Home
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”4 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Home
Per night:$199 - $299
Per month:$5,970 - $8,970
Pets allowed:No
Internet:Yes

Only 3 miles away from Disney parks and with its beautiful landscape and architectual design, the prestigious Emerald Island Resort is the most popular in Orlando area. Our 8 bedroom Villa is fully furnished and equipped, will provide you a private, spacious, luxury, and comfortable...

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First vacation with the family!!

“ Excellent ”
November 14, 2014
Really enjoy my time in the house, gorgeous bedrooms and the beds are so comfortable. You can see owners take care of this property very well. Locations was awesome and I would recommend this home to big families. Can't wait till our next vacation!! Only downside was the drive to get there and home next time we will fly.
Nancy Banks, Sterling VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$150

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$150 - $380
Per week:$999 - $2,400
Pets allowed:No
Internet:Yes

Lake view private swimming pool and 6 miles away from Disney with excellent access to all of Orlando's Disney theme parks and golf courses, Harmony Villa is the perfect place for your vacation in Florida. Located on the peaceful and exclusive Seasons community in Kissimmee, our ...

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Our stay was amazing!

“ Excellent ”
June 16, 2014
We rented this home for a big family vacation. There was 14 people in the house and there was definitely enough room for everyone! The house is amazing and looks just like the pictures! The house was very clean and very nicely decorated! We had a few minor issues but the owner George took care of them very fast! Our whole family had an amazing time staying at this Villa and we recommend it to all families small or big! We promise you that you wont regret your stay!
Julius Cook, Florence, Italy

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Kissimmee Florida Vacation Rentals - Home
1 / 14

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”2 Reviews

from

$183

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$183 - $360
Per week:$1,281 - $2,520
Pets allowed:No
Internet:Yes

WOW luxury and comfort await you at this new 6 bedroom (sleeps 14), 4 bath home located in beautiful Windsor Hills only 2 miles from the South entrance to Disney! This home is perfect for everyone, including families, golf groups, honeymooners, relocated families, family reunions,...

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Disney Bound!

“ Excellent ”
June 2, 2014
Our traveling family of 13 had a fantastic time at this property. We had 6 kids and 7 adults and everyone fell in love with the house! The house was spacious enough to give everyone privacy when needed, but yet we could all congregate together for meals and games etc. without feeling crowded. The kids were in the pool every day - multiple times! The location is incredibly convenient...only 5-15 minutes to everything Disney! In addition to the house, I have to point out that the owner himself is a pleasant person to work with. He was very accommodating and prompt to respond. All in all a great experience. We're actually talking about going back next year! Thank you for sharing your home with us and helping us to create some great memories!!
Stephanie Barnhill, Michigan, USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$119

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$119 - $139
Per month:$3,570 - $4,170
Pets allowed:No
Internet:Yes

It's called "The Lion Kings! " and WOW, will you and your family absolutely fall in love with this Disney World area home, This spectacular, newly re- designed and newly furnished Disney World area home has TWO king- master bedroom suites, each with it's own king bed, cable...

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Kissimmee Florida Vacation Rentals - Home
1 / 42

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$159

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$159 - $299
Per month:$4,770 - $8,970
Pets allowed:No
Internet:Yes

2 Story Luxury 6 Bedroom 3. 5 Bath, Private Pool&spa, BBQ Grill, Game room with Billiard Pool Table, pingpang table, Highchair, Baby playpen and Stroller Gated community with Playground, Tennis Court, 10 Minutes to Major Disney Theme Parks. The villa is 1. 5 mile south ...

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Great Vacation

“ Excellent ”
April 26, 2014
clear not was a nice area to stay in. close to Disney, Universal Studios, Sea World and shopping. The house is very nice, well maintained. The pool was cloudy one day, I called Management and within an hour the girls were there and the pool was back to clear. Quiet area. Enjoyed some nice walks through the gated community, everyone was very friendly. With 12 of us vacationing together, this was the perfect spot!
Kim Premo, Malone, NY USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 28

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Condo
Per night:$115 - $185
Per month:$3,450 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_051 Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson, this wonderful third floor 3 bedroom vacation condo is close to Reunion's water park and just 500 yards from the Cabana Court pool....

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1 / 21

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 4

from

$95

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$95 - $150
Per month:$2,850 - $4,500
Pets allowed:No
Internet:Yes

Property Ref RVH_158 This 2nd floor, 1 bed, 1 bath 823 sq ft condo offers views of the Arnold Palmer Legacy golf course. Located in the heart of the Resort, the Seven Eagles neighborhood is made up of a beautifully landscaped area known as Linear Park running down the center....

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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 - Home
1 / 19

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”4 Reviews

from

$95

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$95 - $169
Per week:$285 - $1,183
Pets allowed:No
Internet:Yes

Wow you will love this cozy home! Home offers Tv in every room. Free cable, WIFI and Locals calls. Home comes with linens, towels, hairdryer, iron , board , fully equiped kitchen, comfortable lounge chairs and so much more. Experience a great vacation with an affordable ...

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chocolate

“ Excellent ”
September 5, 2014
The house that we rented was one of the best houses I ever rented very very pleased.
yolanda brown, chattanooga tennessee 37410

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”28 Reviews

from

$80

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$80 - $110
Per month:$2,400 - $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 - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$165

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$165 - $330
Per month:$4,950 - $9,900
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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Front of Home
1 / 8

Kissimmee Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”3 Reviews

from

$139

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$139
Per week:$973
Pets allowed:No
Internet:Yes

CERTIFIED 5 STAR VACATION HOME ! ! ! ! This is the perfect home if you enjoy PRIVACY. From the moment you pull up to this beautiful home, you sense the warmth and hospitality welcoming you. A beautiful tropical landscaped front yard makes this property the most attractive on the...

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Amazing

“ Excellent ”
June 1, 2009
We took our children and grandchildren to Disney and this is the first time we rented a home. It will defenitely not be the last time. The whole family had a great experience. It really was a home away from home.
Michael Bellerose, Canada

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 12

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$100 - $143
Per week:$700 - $1,000
Pets allowed:No
Internet:Yes

Luxury 3 bedroom/3 bathroom townhouse with private pool, situated on the Windsor Hills Resort, Kissimmee, Florida. The resort is perfectly located, only 2 miles from the Disney parks. The house offers a west facing pool and sun terrace. The accomodation is laid out on two...

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$150

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$150 - $299
Per week:$1,050 - $2,093
Pets allowed:No
Internet:Yes

GRAND OPENING for this beautiful south facing villa at Windsor Hills Resort. Grand opening discount will be offered through the end of May 2015. The house is professionally designed and renovated with star hotel quality. Brand new & high standard bedding & linens to ensure you the...

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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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1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$187

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$187 - $280
Per week:$1,309 - $1,960
Pets allowed:No
Internet:Yes

A holiday home to remember for a lifetime. This could be a good definition for this sunny south facing home away from home, located at Windsor Palms resort, Kissimmee Orlando. Featuring spacious rooms, this house can sleep up to 8 guests. With 4 bedrooms and 3 bathrooms (one suite...

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Kissimmee Florida Vacation Rentals - Villa
1 / 18

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20

from

$219

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$219 - $399
Per week:$1,499 - $2,699
Pets allowed:Yes
Internet:Yes

This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The villa is located a short walk from the club house and is on a private conservation lot....

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Kissimmee Florida Vacation Rentals - Condo
1 / 20

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$79 - $109
Per week:$553 - $763
Pets allowed:No
Internet:No

Paradise in Kissimmee is a 3 bed 2 bath condo features nearly 1400sqft of living space and is fully equipped with everything that you will need for your vacation. Fully air conditioned and furnished to an individual style by the owners. Towels and linens are provided; you will only...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$165 - $205
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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1 / 9

Kissimmee Condo
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$99
Per month:$2,970
Pets allowed:No
Internet:Yes

For faster response please call the reservation number or if making an email request we will respond as soon as we can. Ask for Anthony or Scott 4BR Second Floor Condo (no elevators) Screened Balcony 1 King Master Bedroom and Queen 2nd Queen bed, Four (4) Twin Beds, Queen Sleeper...

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Very Clean, Close to everything

“ Excellent ”
December 26, 2013
We had to make a last minute change in our overnight accomadations for our most recent trip to Disney. Literally within hours of booking the condo we checked in. Everything was very easy and the condo was not difficult to find. We were less than 15 minutes to Disney. The trip would probably be quicker if there wasnt so much holiday traffic! :) My family will definitely stay at this condo again.
Nicole Gearheart, St. Augustine, Florida

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”90 Reviews

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$49 - $75
Per week:$380 - $525
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other. They are located on the quiet and beautiful Crestwynd Bay in Kissimmee, which has the definition of “convenience”. Whether traveling to the theme parks or heading to play a ...

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vacations

“ Excellent ”
August 22, 2014
excelent
Hector Luis Figueroa Colon, Puerto Rico

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Kissimmee Florida Vacation Rentals - Home
1 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”2 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:7
Type:Home
Per night:$99
Per week:$693
Pets allowed:No
Internet:Yes

This Luxury Vacation Villa was renovated and newly furnished in Spring 2011. The eclectic designed vacation homes offers accommodations for up to 8 people. The master features a King bed. The second master features a queen bedset. The third bedroom features another queen bed. The ...

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Thanksgiving weekend homebase

“ Excellent ”
December 6, 2014
Great location. Super amenities. Friendly and helpful owner. Awesome. Will stay there again and strongly recommend.
Pablo Gomez III, Miami. fl.

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$179 - $239
Per week:$1,253 - $1,673
Pets allowed:No
Internet:Yes

Our Canadian- owned villa located on Archfeld Boulevard in the Windsor Hills area in Kissimmee, FL is available for rent! This spacious 5 bedroom/bathroom home is large enough to sleep up to 10 people comfortably, so large families do not fret! In the backyard you will have access...

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$165 - $249
Per week:$1,155 - $1,743
Pets allowed:No
Internet:No

Imagine your next Orlando vacation without the hassle of hotel reservations, overpriced dining options and parking fees. Picture yourself in a tropical hideaway where your room is always ready, dinner is on the house, and your car is one step away from your front door. Once you...

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Kissimmee Florida Vacation Rentals - Villa
1 / 8

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$69 - $79
Per week:$483 - $553
Pets allowed:No
Internet:Yes

Enjoy The Villa at Seven Dwarfs featuring resort style living at its finest! This beautiful, gated vacation resort is just 4 miles from Walt Disney. The vacation town home offer a spacious alternative to the standard hotel room at a great value The Villa at Seven Dwarfs town homes...

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Kissimmee Florida Vacation Rentals - Villa
1 / 20

Kissimmee Villa
5 Bedrooms / 4.5 Bathrooms / Sleeps 10

from

$149

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:10
Type:Villa
Per night:$149 - $196
Per month:$4,470 - $5,880
Pets allowed:No
Internet:Yes

You will feel it the moment you pass the entry gates to this beautiful new community - Cumbrian Lakes. The sense of peace and harmony with nature. Pleasing streetscapes are lined with ancient oak tree preserves. This executive family home is brand new for Summer 2004. It offers 2500...

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Kissimmee Florida Vacation Rentals - Villa
1 / 59

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”3 Reviews

from

$219

/ night

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

This is an exquisite home which will leave you, your family or guests with warm memories in a home styled, furnished and decorated with no expense spared! This home was purchased in August 2012 and has been completely refurbished with all wood floors throughout the home, ...

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TJ

“ Excellent ”
June 1, 2014
loved the location. close to basically everything. loved the theater room. it accommodated all 13 of us comfortably and house was spacious. pool area is very nice. only down fall is couldn't get thermostat to work (thinking it was on a set temp) and one of sinks/bathtubs had a severe draining problem. but other than those minor things the house is great to stay at and would recommend it.
Tracy Jackson, joplin, mo

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The Lovely Italian  "Rowdy Joe"  Home
1 / 21

Kissimmee Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$150 - $170
Per week:$1,100 - $1,200
Pets allowed:No
Internet:Yes

$1100 per week in month of SEPTEMBER- DECEMBER 18th (Cleaning & Taxes included ) OPTIONAL POOL HEAT is $140 per WEEK or $150 a night plus one time $90 cleaning ( Taxes Included ) NO ANIMALS & NO SMOKING NO ANIMALS & NO SMOKING This Luxuriously Huge 2400 Square foot Furnished ...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$120 - $195
Per week:$840 - $1,365
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 / 10

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”40 Reviews

from

$15

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$15 - $85
Per week:$35 - $150
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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ideal for families

“ Excellent ”
November 14, 2014
well worth the money and convience to all attractions and plenty to do.
daniel ryan, ireland

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Kissimmee Florida Vacation Rentals - Condo
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 / 15

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$150 - $225
Per month:$4,500 - $6,750
Pets allowed:No
Internet:Yes

This 4 Bed 3 Bath Villa Has Its Own Pool And Spa Which Are South Facing And Not Overlooked It Is Situated Only 3 Miles From Disney You Will Be Staying In Windsor Palms Kissimmee's Premier Location We Have Free Unlimited Phone Calls Within The U. S. A. For Our Guests Be...

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Presque parfait!

“ Excellent ”
October 28, 2013
Nous avons adoré cette villa. Elle est effectivement bien située, a proximité de tous les services, de WDW et d'Orlando. Elle est vaste et la piscine et le spa ( quoique peu isolés des voisins ) nous donnèrent de bons moments de détentes.Nous ne pouvons lui accorder un 5/5 en raison de menus détails comme celui du ou des lecteurs de DVD, le confort des meubles du salon et le manque d'éléments de base comme du savon à vaisselle etc. Je retournerais volontier dans cette villa.Jacques Delorme
Jacques Delorme, Trois-Rivières, QC

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Kissimmee Florida Vacation Rentals - Condo
1 / 14

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$70 - $90
Per week:$490 - $630
Pets allowed:No
Internet:Yes

This beautiful main floor Kissimmee vacation condo with three bedrooms and two full bathrooms. It can sleep up to six guests comfortably. The Kissimmee vacation rental features a fully equipped kitchen with all the necessities to make you feel at home, a large dining and living room...

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Enjoyed Stay

“ Excellent ”
August 31, 2014
We enjoyed our staying at the condo. The rooms were quit spacious. A beautiful place to stay. Would stay there again.
Jean Edelman, Northampton, Pa USA

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Kissimmee Florida Vacation Rentals - Home
1 / 28

Kissimmee Home
6 Bedrooms / 5 Bathrooms / Sleeps 14

from

$244

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Home
Per night:$244 - $366
Per week:$1,708 - $2,562
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 - Villa
1 / 23

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

from

$219

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$219 - $399
Per month:$6,570 - $11,970
Pets allowed:No
Internet:Yes

This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful curtains and nice furnishings. The villa is located a short walk from the club house and is on a private conservation lot....

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 20

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”17 Reviews

from

$55

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$55 - $125
Per month:$1,650 - $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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Rental

“ Excellent ”
December 6, 2014
We enjoyed having our family all together for our FL vacation at Disney. The rental provided for all of our needs once a few details were taken care of. The layout was wonderful and it is in a good location. I was sorry that we didn't have a chance to use the pool.
Gail Frye, Harrisonburg, VA

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 21

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$165 - $249
Per week:$1,155 - $1,743
Pets allowed:No
Internet:Yes

This beautiful Vacation Home Villa at the Bellavida Resort have been designed to appeal to residents of all ages where you can be as private or as social as you want to be. Staying in this spacious 4 bedroom/3 bathroom you'll also have access to the Clubhouse that is over 6700 square...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 1 Bathroom / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Home
Per night:$79 - $109
Per week:$525 - $699
Pets allowed:No
Internet:Yes

This is a 3 Bedroom 3 Bath Town House Located In Crestwynd Bay And Just A Mile From Disney Gates. The Home Consists Of 1 KING Bed With Attached Bathroom, 1 QUEEN Bed With Bathroom On The Side, 1 Kids Bedroom With 2 Twin Beds Living Room With Sofa. and Love seat. The Home Can ...

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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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