Kissimmee Vacation Rentals, Homes, & More

1188 Rentals

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 15

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$89 - $149
Per week:$623 - $1,043
Pets allowed:No
Internet:Yes

This is a great place to vacation . This lovely 3 bedroom, 2. 5 bath town house has its own private splash pool and comes with washer, Dryer , fully equipped kitchen, towels , linens and more. Home also has Free WIFI and Local Phone service . Enjoy all the amenities as a guest...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

The Amazing 7500 square foot house which non- smoking and with a gated community. This resort style has a great amenities with a large size pool, fully equipped gym, 58 seater movie theater, pool and table tennis tables, basket ball and tennis court, picnic and BBQ area. And ...

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Great House!

“ Excellent ”
June 21, 2014
House was Beautiful, clean, had everything you need away from home, very close to all parks, quiet neighborhood, Coffee Maker was broken, Management immediately brought us a new one, would definitely stay again!
Dolores Gomez, San Antonio Texas

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Kissimmee Florida Vacation Rentals - Home
1 / 10

Kissimmee Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$109 - $199
Per week:$763 - $1,393
Pets allowed:No
Internet:Yes

We offer beautiful private pool vacation homes, condos and town homes close to Walt Disney World, Universal Studios and SeaWorld in Orlando, Florida. All of our properties have fully equipped kitchens, eating utensils, cooking utensils, cookware, dishware, towels, linens,...

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$190

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$190 - $270
Per week:$1,330 - $1,890
Pets allowed:No
Internet:Yes

Home 2827RC is a fully equipped, self- catering, 5 Bedroom/4. 5 Bathroom house. Nestled in the most sought after area of Champions Gate, the community of Tuscany is centrally located and just a short distance from local shops and restaurants and only a short drive from Walt Disney...

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Top Notch!

“ Excellent ”
August 5, 2014
This vacation home is top notch! We stayed in this home the month of July during our Disney vacation. We were a family of seven and had plenty of room. They had a total of 6 bathrooms of which 5 had showers. This was a welcome relief to get everyone showered after a long day at Disney. Restaurants, stores, and Disney were close by. Couldn't have asked for a better house!!
Cynthia Cantu, McAllen, TX USA

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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 - Townhouse
1 / 18

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$99 - $139
Per week:$594 - $973
Pets allowed:No
Internet:Yes

Luxurious 4 bedroom, 3 bathroom townhouse in gated resort community minutes from Central Florida's main attractions. This unit is fully equipped with all the comforts of home, including full kitchen and front loading washer machine and dryer. Conveniently located directly across...

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Great Home

“ Excellent ”
July 22, 2014
The house is gorgeous. The neighborhood was beautiful, and so peaceful. We loved our stay so much we extended it by a day.The owner was so nice and so helpful during the entire process. I would most certainly stay here again. It is within minutes of everything you could possibly need. I was traveling with children between the ages of 6 and 13 and they loved it. There is something for everyone to do here.
Kristy Michele Sanderson, Kinston, North Carolina

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 30

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$165

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 9

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$99 - $199
Per month:$2,970 - $5,970
Pets allowed:No
Internet:Yes

Whether you're planning a family reunion, an extended holiday or just a more private and elegant vacation than a hotel can provide, our home can provide you with your dream accommodations for those memories of a lifetime! Our beautifully furnished 3 bedroom townhome is located ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”13 Reviews

from

$140

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$140 - $170
Per week:$950 - $1,100
Pets allowed:No
Internet:Yes

Brand New! Beautiful 5 bed- room, 3 full bath villa in Emerald Island Resort, nestled within an area of protected wetland! Three miles to Walt Disney World and near a myriad of other attractions in Central Florida! Our villa offers 2000 s. f. of air- conditioned flexible ...

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Highly recommend!

“ Excellent ”
November 24, 2014
This is the perfect location - the house was clean, well stocked with linens/towels, very nice pool, owner and propertly managers were very friendly and answered all questions. It took about 10 minutes to get to the Disney parks. Highly recommend!
Tegan Farrey, Plover, WI

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$135

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$135 - $190
Per week:$945 - $1,330
Pets allowed:No
Internet:Yes

Property Ref: RVH_072 This 3 bed, 3 bath 2, 100 sq ft town house is located in the heart of Reunion Resort - Seven Eagles - with the magnificent Seven Eagles 75 ft. by 45 ft. Infinity pool, and “The Cove” bar and grille just a short walk away. Here you can dive into...

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Front Of Villa
1 / 18

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$165

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$165 - $225
Per month:$4,950 - $6,750
Pets allowed:No
Internet:Yes

Our Luxury Executive 5 Bed 5 Bath Villa/Home On 5 Windsor Hills has been professionally furnished to the highest of standards, open plan living room opens directly to the pool area and features 42' high definition plasma T. V with high definition cable channels, upgraded sports ...

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mindblowing

“ Excellent ”
July 27, 2010
great house love the space rooms and the pool was great location was the best would stay there again best house so far and we been coming to florida our last five vacations thanks
LYDELL MCKISSIC, clinton md

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Kissimmee Florida Vacation Rentals - Condo
1 / 49

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$129 - $139
Per month:$3,870 - $4,170
Pets allowed:No
Internet:Yes

"Welcome To Potter's Castle! WOW! ! Our new spectacular home called "Welcome to Potter's Castle! " may be available for your Disney/Orlando vacation dates and if it is, you and your children are in store for the most amazing, magical vacation experience you could ever...

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Kissimmee Florida Vacation Rentals - Home
1 / 19

Kissimmee Home
6 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”51 Reviews

from

$135

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:14
Type:Home
Per night:$135 - $165
Per month:$4,050 - $4,950
Pets allowed:No
Internet:Yes

Pooh's Villa is a newer home with the most luxurious "top of the line" furnishings including "high tech" extras yet is has all the comforts of home. Pooh's Villa sits on a huge yard with lot's of privacy that backs up to a picturesque wooded nature reserve area and features a South...

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ORLAND

“ Excellent ”
September 3, 2014
This house is perfect kids want to live there for ever !!!!
Samuel Owusu, Vernon,CT

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Dining Room
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 / 25

Kissimmee Home
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$495

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Home
Per night:$495 - $695
Per week:$3,465 - $4,865
Pets allowed:No
Internet:Yes

Property Ref: RVH_081 This beautiful home has everything you need to create your dream stay in Reunion Resort. A large pool and spa, luxurious decor that creates a homely ambiance, over 5, 000 sq. ft of spacious living areas and large inviting bedrooms, a cinema and games room...

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Great Stay!

“ Excellent ”
March 17, 2014
Andy was a great host and delivered on everything that was promised. We rented this wonderfully appointed home for a family reunion. It was the perfect venue for both the adults and the four children. The pool/spa was the focal point for everone during the day and the pool table was the venue for most evenings during our nine day visit. We look forward to a return visit. Thanks Andy......!
Dennis Hoskinson, Big Lake, Alaska USA

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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$187

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$187 - $280
Per week:$1,309 - $1,960
Pets allowed:No
Internet:Yes

This home is Sunset Lakes pride and joy. Beautiful home with 4 nice size bedrooms, two of them are master suites with master baths, both have lake views. This home is well equipped, fully furnished and an open plan kitchen and dining area. Suitable for 8 people, this 2604 ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$100 - $132
Per month:$3,000 - $3,960
Pets allowed:No
Internet:Yes

The Clubhouse Luxury Holiday Accommodation has a spacious and open- plan family room with ceiling fan, 2 over- stuffed sofas, plus occasional and coffee tables with lamps, a LCD flat screen HDTV, Digital HD Video Recorder, upgraded digital cable channels and DVD player, Entertainment...

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5 Star vacation!

“ Excellent ”
March 16, 2012
Linda and Laurie were wonderful to deal with. Very accommodating. We were 2 families who shared this property which had all of the amenities of home. Two of the bedrooms had their own ensuite which made it very practical for the adults. We had our "children" ages 16-23 with us and they loved the pool and games room. There are TV's in each room along with a playstation for them to pass the evening if they so chose. All of the rooms are spacious and as we were a group of 7, we found this ideal. There was lots of place to move around. The kitchen is well equipped enabling you to prepare meals at home instead of dining out - if that's your preference! This home is located a reasonable distance to all the theme parks and close to shopping. The gated community provides a secure feeling when you're in an unfamiliar neighbourhood. The neighbours are very friendly and helpful. I'm looking forward to our next visit to this property. Book this property with confidence:) You will be pleased that you did. I know we were!
Tina Noble, Fredericton, NB Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 61

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

from

$169

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$169 - $329
Per week:$899 - $2,499
Pets allowed:No
Internet:No

Welcome to our 7BR/4. 5BA Fantasia Villa! Sleeps up to 16 guests comfortably on beds. Location & the community: Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney (map is included in the photo link below) and offers over 2800 sq....

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Front Door
1 / 24

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 15

“ Excellent ”5 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:15
Type:Villa
Per night:$149 - $349
Per week:$1,099 - $2,499
Pets allowed:No
Internet:Yes

Spacious, beautiful vacation home located just three miles from the Walt Disney World Park and close by dozens of other world- class attractions and restaurants such as Universal Studios and Sea World. This luxurious 3, 000+ sq. ft home backed on conservation with oversized porch,...

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Here's where the magic begins!

“ Excellent ”
July 7, 2014
Fantastic facility. Easily accommodated a party of 12 with room to spare. The 2 toddlers were enthralled with the pool. Appliances, eating areas, and patio made meals very easy. Bathrooms were large and clean. Bedrooms had nice mattresses and no one had a problem sleeping after an exhausting day in the Disney parks. Den area great for seating and viewing television. Location close to the parks. Never more than 15 min commute. We woukd stay again in a heartbeat! Dreams do come true!
Terry Sheehan, Deer Park, Tx

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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 / 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 - Villa
1 / 16

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$140

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$140 - $204
Per week:$980 - $1,422
Pets allowed:No
Internet:Yes

The luxury of a Hotel, the comforts of Home Luxury executive style Villa Accommodation Set in a Gated Community Orlando Florida This Villa is a 2 story, 4 bedroom, 3 bathroom air conditioned villa set in a private location with its own private heated swimming pool and...

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Kissimmee Florida Vacation Rentals - Home
1 / 42

Kissimmee Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”5 Reviews

from

$179

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:16
Type:Home
Per night:$179 - $350
Per month:$5,370 - $10,500
Pets allowed:No
Internet:Yes

Our beautifully furnished 5 star disney vacation villa is situated in the magnificent community of emerald island resort, which is only 3 mile to disney world and close by universal studios, sea world and golf courses etc. You will love this beautiful villa, it has everything you...

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Comfortable Stay!

“ Excellent ”
December 7, 2014
The villa was very comfortable for our extended family vacation over the Thanksgiving week. Close to the parks, nice green view out the back (complete with a small alligator in the pond one day!), and plenty of room. The pool was delightfully warm for our (at times) chilly stay in the Orlando area. Lee was pleasant to work with, and handled a minor maintenance issue promptly. Overall, a recommended property!
Barbara Maling, Maine

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$200

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$200 - $271
Per month:$6,000 - $8,130
Pets allowed:No
Internet:Yes

As promised, you get to have a haven away from your home. First, you can sleep away your worries in any of the kingsize, queen- size, twin or single beds. Next, even if you opt to stay in for the day, you can still enjoy yourself. The Cable/satellite TV will make sure you won’t...

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Kissimmee Florida Vacation Rentals - Condo
1 / 23

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 - $99
Per month:$2,070 - $2,970
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 - Home
1 / 20

Kissimmee Home
7 Bedrooms / 3.5 Bathrooms / Sleeps 16

“ Excellent ”5 Reviews

from

$172

/ night

Email Owner
Bedrooms:7
Bathrooms:3.5
Sleeps:16
Type:Home
Per night:$172
Per week:$1,199
Pets allowed:No
Internet:Yes

Water View Vactionhome is a 3100 sq ft. 2 story with 7 bedroom and tile roof. It on a oversized lot with small lake in the front and conservation in the back. It is newly renovated with ganite counter top in kitchen and bathrooms. Flat screen tv in all the rooms with blue ray DVD ...

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PERFECT-LOVED LOVED IT !!

“ Excellent ”
August 15, 2014
My family and I stayed at this property and it was just hands down perfect, so perfect I personally would have just enjoyed staying in the house the entire time,it was just like being at home,it was so clean and the kitchen had everything we need and more,it was more than enough space for the 17 of us, the pool was awesome, and the owners were so easy and nice to work with, this is definitely our home away from home in FLorida we will be using this property again next year !!
Nona Washington-In Due Time, Richmond,VA

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Kissimmee Florida Vacation Rentals - Condo
1 / 33

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Condo
Per night:$125 - $190
Per month:$3,750 - $5,700
Pets allowed:No
Internet:Yes

Property Ref RVH_139 This third floor, corner unit condo with stunning Golf views has three beds and three bathrooms. This condo is in one of the most popular neighborhoods in Reunion Resort. Centre Court Ridge is a centrally- located community, made up of a large 55, 000 gallon...

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$115 - $185
Per month:$3,450 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_149 Located in the upscale Reunion Resort community of The Villas North at Sandy Ridge Drive and overlooking the The Independence golf course by Tom Watson, this wonderful third floor 3 bedroom 3 bathroom condo is just 500 yards from the Sandy Ridge community ...

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Perfect Accommodation for a family of 6

“ Excellent ”
August 19, 2014
Well decorated; Super Clean; Ample amenities; Quick drive to all Disney Parks; All the conveniences of home, including nearby target, major grocery store, and plenty of restaurants. We plan to stay again.
Quisha Cherry, Washington, DC USA

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1 / 10

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$99 - $145
Per week:$693 - $1,015
Pets allowed:No
Internet:No

Make our three- bedroom, three- bath townhouse your home- away- from- home for your Orlando vacation. Located just two miles from Disney World in the fabulous Windsor Hills Resort, our home is located near all the action! The home has a screened, private splash pool that faces...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$90

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$90 - $99
Per month:$2,700 - $2,970
Pets allowed:Yes
Internet:Yes

The Pocahontas Villa Retreat is a beautiful 3 bedroom 2 bath modern home with all tile. It has a sparkling private pool - under umbrella table & chairs and BBQ Grill. Enjoy the modern eat in Kitchen that overlooks The family room featuring a large Flat Screen TV and DVD Player. Gaze...

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Wonderful

“ Excellent ”
November 29, 2014
The rental was much more than we expected. It was a beautiful house very clean, decorated very well. We felt right at home. The hot tub was amazing and we had so much fun. We will definitely be renting from this company again. This house made our Honeymoon so much better!!
Matt Pierce, Middleburg, FL

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Kissimmee Florida Vacation Rentals - Condo
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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Luxury Resort 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 - Home
1 / 32

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”10 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$85
Per week:$595 - $750
Pets allowed:No
Internet:Yes

Thanks for considering our properties. We would be happy to call you or receive your call to discuss any aspect of the rental. Choice of a Splash Pool home or an identical Spa/jacuzzi home on the same street. Or book both for larger groups! Superb Value homes just 3 Miles...

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1st family Disney vacation

“ Excellent ”
August 5, 2014
The home was amazing just like the owners described it was. Very close to the Disney parks plus food,, gift shopping, etc.
Nicole Harris, Opelousas , la

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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 - 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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Moon Lake House is near Disney properties
1 / 26

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$230

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$230 - $290
Per week:$1,610 - $2,030
Pets allowed:No
Internet:Yes

Moon Lake House is a fantastic luxury home with three master suites and two bedrooms. The heated pool and spa are mere feet from Moon Lake. The first master suite is 45' long and has a king- size bed, two walk- in closets, and a sitting room. Its bathroom has a large soaking...

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Beautiful home!

“ Excellent ”
November 30, 2012
My family and I rented this home for one week during Thanksgiving and we couldn't ask for a more beautiful relaxing home. The house was nicely decorated with all the necessities of my own home. Its great for kids because of the playroom and the video games. We would definately stay again!
Crystal Rodriguez, Orlando, FL

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Kissimmee Florida Vacation Rentals - Villa
1 / 20

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”17 Reviews

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Villa
Per night:$110 - $128
Per month:$3,300 - $3,840
Pets allowed:No
Internet:Yes

Welcome to Indian Point Villa, our Villa is fully air- conditioned has four bedrooms two bath rooms a dinning area, kitchen and breakfast area, a double garage/games room its own very large private pool with toddlers pool in a netted area. New to the Pool area is a Hot- Tub/Spa...

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Great home

“ Excellent ”
April 26, 2014
The house was very clean and had all our needs. Will definitely do this again .
Nolan Norman, Labrador city , NL . Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

from

$145

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$145 - $150
Per month:$4,350 - $4,500
Pets allowed:No
Internet:Yes

Rolling Hills is a much sought- after community development of executive villas surrounded by wide boulevards, beautiful conservation areas and tranquil lakes attracting herons and wildlife all year round. This two floor executive villa features 2 living rooms, 5 bedrooms (2...

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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 / 22

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$244

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$244 - $367
Per week:$1,708 - $2,569
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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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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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 - Townhouse
1 / 10

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$75
Per week:$525 - $650
Pets allowed:Yes
Internet:Yes

Venetian Bay Villages is a community full of white picket fences, friendly sidewalk trails, numerous pools and a clubhouse that rivals any major resort. It is located only minutes away from the restaurants and attractions on the 192 Highway. The resort style pools and clubhouse...

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Very Nice!

“ Excellent ”
April 2, 2014
We stayed at this house for 1 week and were very happy with the home. The pictures on the website were accurate and it was exactly as we hoped it would be. The complex was excellent as well and had more services than we expected. Annemarie was wonderful to deal with and she went above and beyond to make everything work for us and our trip.
Steve Vanderzwan, Ontario, Canada

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King Bedroom
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 - Villa
1 / 20

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$110 - $159
Per month:$3,300 - $4,770
Pets allowed:No
Internet:Yes

CL 12 4 bed 3 bath villa – sleeps 8- 10 CUMBRIAN LAKES Cumbrian Lakes is beautifully maintained and just minutes from the excitement of all Orlando attractions and theme parks such as Disney World, Universal Studios and Sea World. Accommodation Recently refurbished...

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Kissimmee Florida Vacation Rentals - Condo
1 / 15

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $199
Per week:$875 - $1,393
Pets allowed:No
Internet:Yes

Property Ref: RVH_065 This large third floor luxury corner unit is located close to the center of Reunion This large 1, 755 sq ft third floor luxury corner unit is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. Located...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 22

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$113

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$113 - $175
Per week:$791 - $1,225
Pets allowed:No
Internet:Yes

Vacation Homes close to Disney! Gated community, Lucaya Village Resort is only 10 minutes to Disney and Premium Outlet, perfect for families or groups of friends. 04 bedrooms and 03 bathrooms with all comfort and privacy. Kitchen: There is a fully equipped kitchen Dining...

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Kissimmee Florida Vacation Rentals - Condo
1 / 32

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$70 - $105
Per week:$490 - $735
Pets allowed:No
Internet:Yes

Condominium: It is a professionally decorated and furnished and spacious 3- bedroom/2- bathroom condominium offering space, style, luxury and privacy. It is nestled in Villas at Island Club Resort. This beautiful, gated resort community offers luxury with a unique Caribbean Island...

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Kissimmee 2014

“ Excellent ”
September 16, 2014
Excellent condominium; good location and close to theme parks. Relation rate/service is also considerated as good. We spent a wonderful Holiday, included the lodging. Visiting Orlando again we would ask the same lodging. Can be recommanded to our friends. Thank you
LORGE Nicolas, Gosseldange, Luxembourg, Europe

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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 - Villa
1 / 38

Kissimmee Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 10

from

$225

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:10
Type:Villa
Per night:$225 - $300
Per week:$1,500 - $1,800
Pets allowed:Yes
Internet:Yes

Come see this to actually believe it. The owners of this pristine villa litteraly spared no expense to make sure you have a wonderful stay during your vacation. Located on the 192, you are just minutes away from Disney and other amusement parks. Restaurants and supermarkets are...

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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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