Kissimmee Vacation Rentals, Villas, & More

1-50 of 622 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Home
1 / 11

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$125 - $160
Per week:$875 - $1,120
Pets allowed:No
Internet:No

This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 15 minutes away from Disney and about 30 minutes away from Universal Studios & Sea World. The home is within walking distance of a 24 hour Wal- Mart Superstore, yet it's located...

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Kissimmee Florida Vacation Rentals - Villa
1 / 28

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$199

/ night

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

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

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Family Reunion

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

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Kissimmee Florida Vacation Rentals - 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 - $180
Per week:$1,100 - $1,300
Pets allowed:No
Internet:Yes

$1100 per week in month of FEBRUARY- JULY 1, 2015 (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 Italian...

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20

from

$178

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
5 Bedrooms / 5 Bathrooms / Sleeps 14

from

$195

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$195 - $350
Per week:$1,365 - $2,450
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 / 30

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$179

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$179 - $350
Per month:$5,370 - $10,500
Pets allowed:No
Internet:Yes

Our luxury, 5- star Disney vacation villa, 2 Kings, 2 Queens & 4 Twins, is located in the # 1 overall rated Vacation Resort of Windsor Hills. Windsor Hills Resort is considered by many guests and travelers to be the best overall vacation home community in and around the Central...

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Charles Kenny

“ Excellent ”
May 3, 2014
Great location.Spacious house that was very clean and was very comfortable for our family of ten.The pool and jacuzzi were both terrific.We all had a great time and would highly recommend this property.We hope to go back again.
Charles Kenny, Saratoga springs N.Y.

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Kissimmee Florida Vacation Rentals - Home
1 / 24

Kissimmee Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$120 - $229
Per week:$840 - $1,603
Pets allowed:No
Internet:Yes

Private splash pool town home in Paradise Palms resort. This luxury home has 4 bedrooms King in master, queen in 2nd bedroom and each of the other 2 bedrooms have 2 twin beds each. Can comfortably sleep eight. Each bedroom has it's own flat screen TV. The living area features a 50'...

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Spring Break

“ Excellent ”
April 12, 2014
Community was great and generally quiet. House was as advertised and very convenient for our Disney vacation. Remote controls for the ceiling fans didn't work and the pool was very cold despite paying for pool heat. Restaurants and grocery very conveniently located. We were generally pleased with our stay. I did wish the kitchen was stocked with a little more than just salt and pepper. I hate having to buy little things of everything like sugar, spices, coffee, dishwashing detergent, etc. right as we get there.
Lisa Reaves, Columbus, OH

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1 / 17

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

from

$122

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$122 - $159
Per week:$851 - $1,110
Pets allowed:No
Internet:Yes

The house is positioned at the head of a cul- de- sac so no throught traffic and backs onto one of the beautiful lakes with a fountain which illuminates on those lovely relaxing evenings sat out by the pool watching the sunset. The house itself is light and spacious and is big...

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Kissimmee Florida Vacation Rentals - Home
1 / 8

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$100 - $115
Per week:$750
Pets allowed:No
Internet:Yes

If you're looking for a vacation home close to Disney World, Airport Orlando, Florida then look no further. It is just 10 minutes drive away! in gated community minutes from Central Florida's main attractions. This villa is fully equipped with all the comforts of home, including...

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$95 - $135
Per week:$665 - $945
Pets allowed:No
Internet:No

This wonderful 3 bedroom 2 1/2 bath townhouse is located in the exclusive gated community of Lake Berkley Resort. The townhouse offers a living area on the ground floor and the bedrooms are upstairs for privacy. There is a large community pool, heated Jacuzzi, and clubhouse with...

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Kissimmee Florida Vacation Rentals - Villa
1 / 48

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$140

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$140
Per week:$975
Pets allowed:No
Internet:Yes

A WARM & INVITING WELCOME awaits you at our idyllic LAKESIDE family home ... THE PRESIDENTIAL LODGE. As the name suggests, we've spared no expense in creating a luxurious yet comfortable home where you and your family can enjoy a memorable vacation at DISNEY WORLD ORLANDO. Our...

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Golf trip with the wives

“ Excellent ”
March 9, 2015
We took our annual trip to Kissimee with our wives to play golf (three couples). We always rent a house for at least a week. The Presidential Lodge was our best lodging to date. The house was as clean as you would keep your home. The furnishings were attractive, and functional. The house has all the amenities of home. We entertained our friends from the area almost every night in the well equipped and spacious kitchen/family room. Beautiful warm evenings were spent on the patio by the pool and a lot laughs and bad pool playing were had in the game room. The wives enjoyed the many malls and outlets and we all visited our favorites restaurants. What a great break in the action from our New England weather. Everyone is talking about next year"s trip already.
Cornell Lewis, New England

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Kissimmee Florida Vacation Rentals - Villa
1 / 42

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$120

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$120 - $185
Per week:$860 - $1,250
Pets allowed:Yes
Internet:Yes

Florida and County licensed newly renovated and furnished villa 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 Hampton Lakes...

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1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 18

“ Excellent ”9 Reviews

from

$199

/ night

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

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

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Wonderful Vacation

“ Excellent ”
March 14, 2015
My wife and I took all four of our children, their spouses and all three of our grandchildren on vacation and stayed in this house which was perfect. We could not have been happier with the home.
Mark Smith, Detroit, MI

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1 / 20

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”7 Reviews

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$95 - $160
Per week:$665 - $1,120
Pets allowed:No
Internet:Yes

Villa Forresta is a fully furnished Vacation home with modern and comfortable appeal. The pool are overlooks a private wooded area with no rear neighbors. This single family home comes fully furnished with bed linen, towels and a fully equipped kitchen. You will also find a washer...

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Beautiful Home

“ Excellent ”
December 8, 2014
We really loved staying in this beautiful home while visiting Disney. There was plenty of space, comfortable beds, quality furnishings and appliances... gorgeous decorating through-out. We did have to go buy napkins, laundry and dish soap and more toilet tissue. Nothing like that is provided at all, so come prepared. Otherwise our stay was quite perfect! We would definitly stay at Villa Laguna again.
Sarah Gregga, Dayton, OH USA

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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 - 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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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$70

/ night

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

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

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Great location, Great deal

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$105

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$105 - $130
Per week:$735 - $910
Pets allowed:No
Internet:No

Windsor Hills Resort is a secure guard gated community located 1. 5 miles to Disney World within the heart of Orlando’s premier tourist attractions! Luxury, privacy and five star vacation resort amenities bring this holiday condo rental to an executive level beyond its class! ...

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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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Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

Venetian Bay Villages is an upscale, family- friendly, GATED resort community – developed and built for a vacation lifestyle. The community is only seven miles from the entrance to Disney World and conveniently located to ALL of Florida’s most popular attractions! Our two- ...

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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 / 40

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$114 - $128
Per week:$795 - $895
Pets allowed:Yes
Internet:Yes

This 3 bedroom pet friendly vacation rental home welcomes families travelling with their beloved pets. This pet friendly holiday home rental is located in Chatham Park and includes a private screened in pool and sundeck. This pet friendly vacation home rental has a fully furnished...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 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:No

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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Relax after a busy day

“ Excellent ”
September 23, 2013
Nice place, very comfortable. Felt very homey with plenty of pots, pans and dishes to cook a meal at 'home.' Pool just around the corner within walking distance felt very private. Seemed like there were quite a few people who live in the complex, but they seemed nice- Just watch out for the three little kids who live a couple buildings over. They do not pay attention when riding their bikes and almost got hit by cars a couple times. Security at front gate was nice to know that not just anyone was coming and going. Plenty of sidewalks around the complex to go for walks or jogs and outside the complex along the main road there are sidewalks if you want to go for a longer run. I had a pleasant stay Anne Marie, Thank you.
Kristen Hand, Portland, Oregon

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$99

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$99 - $129
Per month:$2,970 - $3,870
Pets allowed:No
Internet:Yes

Welcome to 'Pool- Side Paradise' in Disney World! Please note that because we have several homes with availability, we do not update the availability calendar on this listing. Please email us and we'll respond quickly about this and our other homes. This gorgeous, magnificently...

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Lake view of our back yard
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 / 30

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$175

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$175 - $315
Per week:$1,225 - $2,205
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 43

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”19 Reviews

from

$179

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$179 - $339
Per month:$5,370 - $10,170
Pets allowed:No
Internet:Yes

Luxurious and Beautiful Villa is ideally located at exclusive Season Community , about 5 miles short distance from Disney World & about minutes distance from the best restaurants and shops of the Central FL. Close to 24 hrs Wal Mart . Lake Buena Vista Factory Stores, 5 miles away....

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Wonderful house!

“ Excellent ”
March 19, 2015
We enjoyed the house, it was beautiful. Good location, we felt safe in the area. We will definitely go again.
Cindy Westley, Texas, USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 5.5 Bathrooms / Sleeps 14

“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$165 - $200
Per week:$1,155 - $1,400
Pets allowed:No
Internet:Yes

Our Luxury Villas are located in the 5 Star Gated Community at Solana Resort. This HIgh End Villa is very spacious and are ideal for a two party groups or extended families. The nightly rate starts at $175 to $265 per night plus sales tax @7% depending on the time of year All...

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Family environment

“ Excellent ”
February 14, 2015
Good house with a few minor furniture repairs needed. The pool and hot tub were great. The community playground was a bit worn and in need of upgrades. 13+ miles from most Disney attractions. Convenient to 27.
Jim Anglin, Germantown, TN

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Kissimmee Florida Vacation Rentals - Apartment
1 / 32

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$89

/ night

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

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

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Kissimmee Florida Vacation Rentals - 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 - Villa
1 / 28

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”23 Reviews

from

$109

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$109 - $265
Per month:$3,270 - $7,950
Pets allowed:No
Internet:No

First class furnished house is waiting for you! It’s newly renovated keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms,...

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Vacation

“ Excellent ”
September 13, 2014
Thoroughly enjoyed staying at this property. It met and exceeded expectations, we would definately stay here again.
Laura Karasek, Ohio

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1 / 24

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 14

from

$140

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Villa
Per night:$140 - $249
Per month:$4,200 - $7,470
Pets allowed:No
Internet:Yes

This luxury, bright and spacious vacation home has over 2800 sq/ft located in the famous Gated Resort - Terra Verde Resort. This stunning 7 bedroom pool home in the exclusive gated resort of Terra Verde is perfect as a vacation home or primary residence. Boasting tile floors, an...

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Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”67 Reviews

from

$43

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$43
Per week:$299
Pets allowed:No
Internet:Yes

Best Priced 3 Bedroom Condo For Rent At Windsor Hills. Disney Fireworks View Building - Watch Disney Fireworks, Never Leave Building. Closest To Disney - Be On Property In Two Minutes. - king Master Bed - free Wireless Internet - flat Screen Hdtv And Dvd Players...

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Awesome accomodations

“ Excellent ”
December 4, 2013
I loved this property!!! It was close enough to the parks for a quick drive yet far enough from the hustle and bustle of everything! It felt like a home away from home and would stay there again in a heart beat!
Melissa Marlein, Windsor, Ontario canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 35

Kissimmee Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

from

$399

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$399 - $625
Per week:$2,793 - $4,375
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 16

“ Excellent ”3 Reviews

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:16
Type:Villa
Per night:$199
Per week:$1,393
Pets allowed:No
Internet:Yes

Beautiful views, excellent attractions and a quiet, spacious sanctuary await you! Location, Location, Location. Do you know Windsor Hills Resort is the best, closest, 5 star resort near Disney World? It is also one of the newest resort in the area. Windsor Hills is...

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BEAUTIFUL HOME!

“ Excellent ”
August 8, 2014
Pictures do not do this home justice! This is more than enough room for a large family/families. Kids spent most of their time in the pool at house and didn't go to the Community pool (nice option). The ping pong table and games in gargage kept them busy on rainy days and we watched movies and had pizza delivered. Nice area to walk! Master suite and bath was great very comfortable and relaxing! We felt safe and secure being in gated community and location was excellent (close to all major resturants and stores within a few minutes). I would highly recommend this property. Bring your own beach towels. Kitchen fully equipped with pots and pans (tupperware containers for left overs) but no baking dishes, paper towels or alumiun foil. Will definitely stay again and highly recommend!
Gwen McKenzie, Tennessee

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Kissimmee Florida Vacation Rentals - Villa
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 - Home
1 / 28

Kissimmee Home
7 Bedrooms / 5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$185

/ night

Email Owner
Bedrooms:7
Bathrooms:5
Sleeps:16
Type:Home
Per night:$185 - $300
Per month:$5,550 - $9,000
Pets allowed:No
Internet:Yes

Our Enclave home is located in a prestigious Emerald Island resort only 3 Miles from Disney's Main Gate. 7 luxurious bedrooms with a theme in every room from the most famous regions around the world, 5. 5 Bath vacation home has digital flat panel HDTV in every bedroom plus family...

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Wonderful!!

“ Excellent ”
January 11, 2015
We had such a great time! We had planned on visiting a park or two but ended up staying at the house most of the time. We had 16 people and never felt crowded. We truly felt at home and can't wait to do it again!
Vickie Shickel, Bloomington, IL

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”3 Reviews

from

$200

/ night

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

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

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House

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 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 / 19

Kissimmee Home
6 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”52 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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Best Vacation Home Ever!!

“ Excellent ”
January 1, 2015
This was the best by far vacation home we have stayed in! The home was very spacious and cozy. It was home away from home. It very well accommodated all of my family. I totally recommend this vacation home to everyone! We truly enjoyed this home.
yara vargas, Deer Park, TX USA

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$180

/ night

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

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

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beautiful home

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 2

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 1

from

$84

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:1
Type:Condo
Per night:$84 - $104
Per week:$553 - $693
Pets allowed:No
Internet:Yes

This condominium is the perfect place to come home to after a long day at the Disney World parks or numerous other attractions in the area. It is equipped with central heat and air conditioning for your comfort. Also, it is a non- smoking unit as well. There is a king size bed...

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Kissimmee Florida Vacation Rentals - Condo
1 / 22
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
No rental rates available - please contact the owner
 
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 / 21

Kissimmee Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$169

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$169 - $271
Per week:$1,183 - $1,897
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 - Apartment
1 / 29

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$89

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”16 Reviews

from

$160

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$160 - $179
Per month:$4,800 - $5,370
Pets allowed:No
Internet:Yes

Dopey's Delight is a Disney vacation rental that is nestled in the popular Indian Creek community, less than 3 miles from Disney's doorstep in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and attractions that Orlando has to offer. With 5 bedrooms ...

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Best vacation ever!

“ Excellent ”
December 1, 2014
Wonderful home. Great floor plan . Plenty of room for all 9 of us. Fantastic privacy with 3 split bedroom with their own baths on opposite ends of home and 2 bedrooms that shared a bath. Plenty of dishes and cooking supplies very conducive for home cooked meals. The kitchen was a dream to work in. Easy drive to all Disney attractions and convenient to shops and restaurants. We all had a fantastic time. Home was clean and bright. Would definitely recommend to multi generational families. The space was very easy to share. Would stay again in the future. Only issue was no garbage pickup on Thursday due to thanksgiving holiday which was an issue due to raccoons trying to get into trash. Wish I would have known earlier so I could have talked to owner about an alternative.
Maggie Hendler, Elk Grove Village, Il. USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$95 - $140
Per week:$665 - $980
Pets allowed:No
Internet:No

This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate is perfectly placed to maximize your family’s vacation fun here in the entertainment capital of Florida! This home is complete with enclosed swimming pool, a fully furnished kitchen, full sized...

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Front View
1 / 1

Kissimmee Home
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”5 Reviews

from

$180

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Home
Per night:$180 - $250
Per month:$5,400 - $7,500
Pets allowed:No
Internet:Yes

Seven bedroom/five bathroom executive home! Minutes from Walt Disney World in the Cumbrian Lakes subdivision in Kissimmee! Exclusive Gated Subdivision! South- facing pool area is not overlooked! Our house features three master suites with king beds, a fourth bedroom with ...

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Superb

“ Excellent ”
September 12, 2013
When you visit Disney World - you think Mickey Mouse is the star. In our case, it was the vacation home we rented. As a matter of fact my grandson - in the midst of Animal Kingdom - he said rather loudly "I want to go my to the house, eat Raisenets and get in the pool." We LOVED OUR STAY!
Barbara Drummond, Gainesville, Virgina and Mobile, Alabama

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Kissimmee Florida Vacation Rentals - Condo
1 / 14

Kissimmee Condo
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$90

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$90
Per week:$560
Pets allowed:No
Internet:Yes

Venetian Bay Villages is a gated community located in the central part of Kissimmee only 6 miles (15 minute drive) from Disney World with local shopping and restaurants within a half mile. Venetian Bay is the perfect spot for a relaxing vacation, family fun, grown- up getaway or...

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great stay

“ Excellent ”
January 2, 2015
the place was great we enjoyed staying their would recommend to family and friends easy access to everything I would stay again we found every to our likeness
tina greaves, bermuda

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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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