Kissimmee Vacation Rentals, Homes, & More

1-50 of 1033 Kissimmee Rentals

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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 / 16

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$289

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$289 - $424
Per week:$2,023 - $2,968
Pets allowed:No
Internet:Yes

The Heathrow is a beautiful 5- Star vacation rental home located in the Windsor Hills Resort of Kissimmee, Florida. Guests will enjoy the great location, amenities, fine furnishings, and brilliant décor. Its location is in close proximity to the popular Disney parks, Universal...

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$182

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$182 - $288
Per week:$1,274 - $2,016
Pets allowed:No
Internet:Yes

Stay at one of the closest neighbourhoods to Disney, with your own private screened pool and spa in the gated community of Windsor Hills. When vacationing in this 6 bedroom, 4 bathroom, fully furnished villa, enjoy all the comforts and conveniences of home away from home, plus...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

from

$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 - 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 - 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 - Villa
1 / 32

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”8 Reviews

from

$139

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$139 - $339
Per month:$4,170 - $10,170
Pets allowed:No
Internet:Yes

Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney and offers over 3200 sq. feet of fully air conditioned flexible living & play space.  Terra Verde Resort is one of the best located vacation home communities, just 15 minutes from...

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Great stay

“ Excellent ”
September 30, 2014
everything we needed for our stay.
Mike Reising, Davenport, IA

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$221

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$221 - $353
Per week:$1,547 - $2,471
Pets allowed:No
Internet:Yes

Luxurious! If we had to describe in one word this holiday home, “luxurious” would be the most appropriate. If we look up its meaning in the webster dictionary, we find definitions like “marked by or given to self- indulgence; of, relating to, or marked by luxury; of the...

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$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 - Townhouse
1 / 13

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

“ Excellent ”13 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Townhouse
Per night:$100 - $130
Per week:$700 - $900
Pets allowed:No
Internet:Yes

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of Florida attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious...

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Wonderful House

“ Excellent ”
December 14, 2014
I'm from Brazil and I would like to say that I spent a great time with my family at this vila. Everything was amazing. I would like to thanks Emery for always answer my emails so quickly. The house is better then in the photos. You can trust them! I would highly recommend this to anyone. :-)
Tiago Sales, Brasilia, DF Brazil

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$100 - $125
Per week:$700 - $875
Pets allowed:Yes
Internet:Yes

This is a Beautiful 4 bed 3 Bath home located in the popular community of Westbury in Davenport, has its own large private Pool and no rear neighbors.. Has a Queen size master suite, a Queen size bedroom with en suite Bathroom and two twin bedrooms, all bedrooms have there own ...

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Wonderful Time

“ Excellent ”
September 8, 2013
My family and I wanted a weekend getaway to relax and have a good time and that's exactly what we found in this great home. The spacious home was perfect for us and close to shops and restaurants. We will definitely stay here again.
Johalis Cervera-Roldan, Tampa, FL

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$250 - $300
Per month:$7,500 - $9,000
Pets allowed:No
Internet:Yes

The villa, an exquisitely furnished property offers 2881 s. f. of air- conditioned flexible living & play space for up to 16 people, is located in the prestigious Emerald Island Resort, the closest gated vacation community to Disney world (3 miles). it is also close to Sea World,...

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Wonderful

“ Excellent ”
October 22, 2014
great property, very well equiped, a lot of room. placed 10 min. to Disney, quit nighberhood, clean, sw pool was ok. we enjoyed out week stay there very much.
Eyal Ashkenazy Adv, Israel

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 14

from

$219

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$219 - $425
Per week:$1,533 - $2,975
Pets allowed:No
Internet:Yes

This beautiful, 7- bedroomed 4. 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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Beautiful Lake Front View
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 / 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 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”51 Reviews

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$109
Per month:$3,270
Pets allowed:No
Internet:Yes

"Welcome to Our Tropical Oasis"- "MY ORLANDO VACATION HOME"- WANT TO ESCAPE THE NOISE BUT STILL BE CLOSE TO EVERYTHING? Come to the "My Orlando" vacation home - a genuine tree- shaded, quiet neighborhood just minutes from all the action! Relax at this beautiful 4 Bedroom 2 Bath...

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Everything we hoped for!! :)

“ Excellent ”
November 21, 2014
My husband and I stayed here for a week for our honeymoon and the house was just gorgeous! :) We loved the pool, it was the perfect temperature for our whole stay. Marcy was so sweet and always answered any questions for us very quickly. Our next Florida vacation we will definitely be renting from them again! :)
Julia Spivey, Middletown, OH USA

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1 / 18

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”21 Reviews

from

$90

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$90 - $110
Per week:$600
Pets allowed:No
Internet:Yes

Kissimmee's Closest Resort to the Magic of Disney, at just 1. 5 miles from the gates. Next door to Mystic Dunes Golf. This resort has it all, comforts of home in your condo and all the activities you can think of at the resort, waterpark with sand beach, waterslide, waterfalls,...

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Windsor Hills Townhouse

“ Excellent ”
March 26, 2012
Last Visit I stayed at Saratoga Springs Disney in a 2 bedroom villa at over 5 times the price of this Windsor Hills Townhouse. There was a slight drop off of not staying at the Disney property but overall it was a great stay for the price. Accomadations were good and everything was close. You do need a car to get around, Parking in the parks was 10 to 20 minute ride and $14 dollars for the day. My only real complaint was we had a problem with the neighbors making noise at 1:00 am, but they left after 2 nights. I know I am not raving about the place but I also have little to complain about and sometimes that is a good sign.
Richard Boyd, Schwenksville, PA

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Kissimmee Florida Vacation Rentals - Home
1 / 19

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $150
Per week:$910 - $1,050
Pets allowed:No
Internet:No

This wonderful Orlando Florida vacation home, features a nautical theme through out the home. It has a game room with pool table with a ping pong top and a private screened in pool and patio. You will not want to miss this lovely vacation home at the doorsteps of local shopping areas...

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Kissimmee Florida Vacation Rentals - Home
1 / 49

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$229

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$229 - $357
Per week:$1,599 - $2,499
Pets allowed:No
Internet:Yes

Welcome to The Windsor Dream - The Ultimate Villa at Windsor Hills – A luxurious south- facing home with private pool and hot- tub, with no rear neighbors. The most important feature of our family retreat is that we offer one of the few south- facing pool homes in Windsor ...

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Kissimmee Florida Vacation Rentals - Home
1 / 12

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$135

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:12
Type:Home
Per night:$135
Per week:$925
Pets allowed:No
Internet:Yes

This is a beautiful fully furnished 5 bed 4. 5 bath Pool and Spa home located in the gated golf community of Remington in Kissimmee. Has a huge master bedroom with KING SIZE 4 poster bed and a separate upstairs living area this is a huge house. The location is great and is close to...

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Muito Boa a Casa....

“ Excellent ”
April 21, 2013
Recomendo para quem tem filhos e vai com um grupo bom... Otimos quartos, super confortavel e com tudo.... Localizacao perfeita perto dos Outlets e Walmarts...e logico dos Parques
Luiz Bullio Neto, Natal, RN BRASIL

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14

from

$279

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$279 - $429
Per week:$1,953 - $3,003
Pets allowed:No
Internet:No

This 6 bedroom and 4 bathroom vacation home offers all the comfort the a vacationer could ever want. Its not only the comfort that it can offer, it also has a very relaxing ambiance especially when you are beside the pool. Amenities in this home is excellent, especially those that...

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Front
1 / 9

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$95 - $114
Per week:$650 - $795
Pets allowed:Yes
Internet:Yes

Lovely 3 bedroom 2 bathroom villa with private screened in pool, only minutes to Disney and all other major attractions located in Kissimmee, Florida in the most sought out community of Chatham Park. Our Beautiful home comes fully equipped with 2 car garage. Master bedroom has...

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Fun Time

“ Excellent ”
March 28, 2014
We really enjoyed our two week stay. The home was clean and well equiped for a long term stay. The location was great. Easy access to Disney and area attractions. The two maintenance items that came up were addressed quickly. Will stay here again on our next trip.
Craig Smith, Bellevue, NE USA

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”11 Reviews

from

$95

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$95 - $145
Per week:$665 - $1,015
Pets allowed:No
Internet:Yes

Welcome to Indian Creek community. Our beautiful home is located 3. 5 miles from Disney. There is a shopping centre, restaurants, and Harley- Davidson dealer less than one mile away. Our house offers a large pool, patio and spa area is covered with a lanai. Pool backs up to...

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Excellent!

“ Excellent ”
August 6, 2014
We were very happy with the home. The price was perfect, home was beautiful, and we had everything we needed and more!! We recommended it to a few different people that asked us about it! We would love to rent this house anytime we take a Florida vacation!
Shanna Miller Rutter, Massillon, Ohio

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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 - Home
1 / 35

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 13

“ Excellent ”1 Review

from

$229

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:13
Type:Home
Per night:$229 - $349
Per week:$1,603 - $2,443
Pets allowed:No
Internet:No

Find Orlando Vacation Rentals on FlipKeyWindsor Palms located in the Formosa Gardens area less than 10 minutes to Disney and is one of the premier vacation spots in the Orlando area. A 24/7 manned security entrance maintains the resorts exclusivity and with a full range of resort ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$129

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$129 - $199
Per week:$899 - $1,199
Pets allowed:Yes
Internet:Yes

You would never describe our villa as is "minimalist" or “simplistic”. Unique ornaments and carefully selected picture collections in a thematic unity are on full display in this stylish home. Subtle design details add interest to this cozy home too. Comfort, style, serene, ...

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Enjoyed Our Stay

“ Excellent ”
July 31, 2013
The 5BR/4BA villa was wonderful and the management stayed on top of any concerns. In comparing it with other vacation homes that we have stayed in, the only thing that I can say is a few pieces of furniture requires updating, otherwise, it was one of the best places we have stayed. The community is quite and pleasant, close to many restuarants and other attractions. It was great!
Lorraine Faison, Goldsboro, N.C., USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 22

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$69 - $129
Per month:$2,070 - $3,870
Pets allowed:No
Internet:Yes

Our Canadian- owned vacation condo located near Formosa Gardens Boulevard and Silk Road in Kissimmee, FL is available for rent! This lovely 1500 sq. ft condo is spacious enough to house 6 people comfortably with it's 3 bedrooms and 2 bathrooms. It is newly and completely furnished...

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Very nice place!

“ Excellent ”
September 28, 2014
My experience in this place was awesome...,nice and clean 5 points recommend.
Silvia Lobaton, Pennsylvania

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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$55

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$55 - $85
Per week:$385
Pets allowed:No
Internet:Yes

Luxurious Orlando Hotel Condo Suite on Parc Corniche , situated in middle of action at popular International Drive , major Orlando’s vacation destinations. Unit is conveniently located at minutes distance from all destinations and major attractions . Parc Corniche : Rarely...

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Florida I.C.E.d Cake Competition

“ Excellent ”
June 5, 2012
Thanks Rohan L, had the greatest time in Florida and your condo was so clean and well kept will definitely rent again next year...
Maritza Baez, Springfield Ma

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”24 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$149 - $299
Per week:$1,199 - $1,699
Pets allowed:No
Internet:No

The closest community to Disney - 3 miles only! 8 miles to Orange County Convention Center & major hotels of different events; 5 miles to world class golf courses! Most Favored floor plan in the Most Favored Resort Community Emerald Island! Tastefully & luxuriously furnished!...

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2667 Emerald Island Blvd

“ Excellent ”
June 27, 2014
We really enjoyed our stay at this property while inFlorida on a family vacation. The house was in a great location and we enjoyed having plenty of room for all our guests. Being in a gated community was a treat as well. Our only feedback to the owners would be to update the funiture downstairs for the comfort of furture guests. This house is a great find and we would recommend it to our family and friends.
Susan Hieger, Fort Worth, TX

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 11

“ Excellent ”1 Review

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:11
Type:Villa
Per night:$110 - $160
Per month:$3,300 - $4,800
Pets allowed:No
Internet:Yes

Completely furnished and fully equipped, Casabelvoir provide a welcome retreat with all the conveniences of personal home. Casabelvoir's decor reflect a casual, yet fashionnable Florida style, and every confort has been anticipated. Casabelvoir is located within close proximity...

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Awesome time!!

“ Excellent ”
May 12, 2014
You have a beautiful home! We enjoyed the weekend in your home- very comfortable. Our kids loved the space, games, and pools. Thank you so much for making availablity for us :)
Mary Davis, Tarpon Springs,FL

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 17

Kissimmee Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$80

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$80 - $125
Per month:$2,400 - $3,750
Pets allowed:No
Internet:Yes

Located only 3 miles from Disney World, this deluxe 2 story townhouse/villa sleeps up to 6 guests, includes a fully equipped kitchen, range, refrig, washer, dryer, dishwasher, microwave, 3 tv's with cable, coffee maker, fully air conditioned, 2 full baths, screened patio....

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Extremely Pleased

“ Excellent ”
March 3, 2012
I booked this location for a vacation and received everything very quickly. Unfortunately I experienced an event that had to change my plans. My new dates were not available so I was not able to stay there however Rich was amazing. He kept in contact with me and offered me other options and when we were not able to make it work he promptly refunded me all of my deposit. I am extremely pleased with the way he handles his business and hope that on my next visit I can utilize this location. Thank You Rich.
Dave McNamara, Pensacola, FL.

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Kissimmee Florida Vacation Rentals - Home
1 / 28

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Very Good ”1 Review

from

$149

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$149 - $179
Per week:$1,043 - $1,253
Pets allowed:No
Internet:Yes

Plan your own amazing and memorable vacation in Orlando and book this nicely decorated home with sleeping accommodation for up to 8 and comes with 4 bedrooms and 3 bathrooms. This home is ideally seated in the tranquil Cumbrian Lakes Community in Kissimmee. Everything you need for...

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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 - Condo
1 / 9

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 1

“ Excellent ”2 Reviews

from

$90

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:1
Type:Condo
Per night:$90 - $115
Per week:$630 - $805
Pets allowed:No
Internet:Yes

Cane Island is a luxurious vacation community located less than 4 miles to the magical world of Disney and minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the top golf courses in the country and many are within a 10 minute...

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A Great Condo

“ Excellent ”
August 1, 2013
My stay was wonderful. The condo was nice and clean with lots of room. My kids enjoyed the pool. The condo was in the heart of everything. I recommend this condo to anyone vacation in Orlando, Florida.
Marquitta Adams, Richmond, VA

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$119

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$119 - $169
Per week:$833 - $1,183
Pets allowed:No
Internet:Yes

This lovely furnished single story vacation home situated at the sought after resort- style community of Trafalgar Village comes with 5 bedrooms and 3 bathrooms. The bedroom composition consists of 2 King Master Bedrooms, a Queen Bedroom and 2 Twin Bedrooms (each with 2 twin beds)....

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$179 - $219
Per week:$1,253 - $1,533
Pets allowed:No
Internet:Yes

Newly Upgraded. Contemporary. Luxurious. Pamper yourself in our spacious 4 bedroom/4 bathroom air conditioned villa with all the amenities you and your family will enjoy. Our comfortable villa sleeps 10 magical guests and features a litany of premium enhancements to make your...

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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 / 27

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$119

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$119 - $179
Per month:$3,570 - $5,370
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 - Villa
1 / 53

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 14

“ Excellent ”7 Reviews

from

$139

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$139 - $399
Per week:$973 - $2,793
Pets allowed:Yes
Internet:Yes

Luxurious 7 Bedroom Vacation Home In Exclusive Resort Community - Just Minutes Away From Disney! Welcome to our Emerald Island Resort. With its luxurious decor and prime location only 4 miles to disney, this is our very best of the best! This vacation home includes the following...

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Home away from home

“ Excellent ”
March 25, 2014
The resort was great the house was beautiful felt like I was home. Niebghorhood was great staff at gate and clubhouse friendly and helpful. The convinicne of being 5 mins from the parks was great. Kids loved the pool kitchen was great bedrooms beautiful really felt like we were home. Diffidently will be back whenever we vacation in Orlando.
Wandey Alexis, Boca Raton, FL USA

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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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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 / 34

Kissimmee Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$315 - $495
Per week:$2,205 - $3,465
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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Lower Unit
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 / 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 / 23

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”49 Reviews

from

$59

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$59 - $149
Per week:$430 - $553
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 vacation houses located on the same site, couple steps from each other. They are fully furnished the same way with free internet and free long distance calls to North America. This beautiful townhouse is located in the gated community of Paradise Cay. It features...

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Excellent Town House

“ Excellent ”
February 6, 2015
The town house was an excellent home. My family and i were very very comfortable, clean and spacious. We felt like home away from our home. The premium outlets were very close by. I will highly recommend this home to anyone . We do hope that in the near future we can stay here again. Best vacation homeNoel & Sherline Heredia-RossAnguilla, The Caribean
sherline Heredia-Rosa, Anguilla

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”9 Reviews

from

$143

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$143 - $258
Per week:$999 - $1,800
Pets allowed:No
Internet:No

This beautifully upgraded vacation home has it all! ! ! 6 bedrooms, with 2 of them being master suites, and 4 bathrooms, home theater, screened pool, lanai and heated spa, located in popular gated community of Windsor Hills just minutes to Disney World. This majestic home...

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Very nice, BIG house...

“ Excellent ”
January 5, 2015
Very nice house with lots of room. We stayed here while we were on Christmas break. We went to one of the theme parks every other day so we wanted to rest something large enough for everyone to spread out and do their own thing. The house has all of the amenities you could ask for... air hockey, billiards, Foosball, home theater area, pool and hot tub. With our stay being over Christmas the large kitchen and dining room were essential for our family Christmas dinner. The house had everything we needed. Location was nice, not too far from Disney... though traffic was horrendous.
Michael Reynolds, DeWitt, MI USA

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$109 - $149
Per week:$763 - $1,043
Pets allowed:No
Internet:Yes

To provide a very relaxing vacation to keen Disney vacationers, this spacious 4- bedroom home is equipped to suit every need. This beautiful, Florida pool home is nestled in Indian Pointe in Kissimmee. It comes with 4 bedrooms complete with needed amenities convenient to all. There...

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Very Good ”1 Review

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$125 - $150
Per week:$875 - $1,050
Pets allowed:No
Internet:No

Tucked securely in a quaint gated community called Sunset Lakes is a 4 bedroom, 2 bathroom villa that can accommodate up to 8 people comfortably. Sunset Lakes is a peaceful subdivision situated approximately 10 minutes from the Walt Disney World entrance and is conveniently located...

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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$175

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$175 - $195
Per week:$1,225 - $1,365
Pets allowed:No
Internet:Yes

Disney area home with 4 bedroom / 3 bathroom has all necessities and luxuries you need to make your vacation one to remember. Within this lovely home you will find multiple TV’s, multiple DVD players, a Play Station 3 video game console, internet (Wi- Fi), safe, cable, local,...

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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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