Kissimmee Vacation Rentals, Villas, & More

1-50 of 622 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$120 - $160
Per week:$840 - $1,120
Pets allowed:No
Internet:Yes

Encantada Resort - Kissimmee, Florida is an upscale gated community located just 4 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay you will enjoy this...

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$170

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$170 - $234
Per month:$5,100 - $7,020
Pets allowed:No
Internet:Yes

Holiday Paradise Villa is a comfortable and convenient 4 bedroom, 4 bathroom privately owned villa located in the world famous 5 star Windsor Hills Resort. The beautifully decorated 1824 square foot home features four bedrooms each with its our private en suite bathroom. The ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 14

“ Excellent ”12 Reviews

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Villa
Per night:$250 - $325
Per week:$1,750 - $2,275
Pets allowed:Yes
Internet:Yes

"The Emerald Star" - Awarded "Top Vacation Villa" Two Years In A Row! High Speed Internet and WI- FI Accommodations: Villa - 7 Bedrooms - 4. 5 Baths - (Sleeps 14) The EMERALD STAR has been awarded, for the second year in a row, "Top Vacation Villa" in the Kissimmee...

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Great vacation!

“ Excellent ”
July 28, 2013
The house was wonderful. Beautifully furnished, spacious, and very comfortable. Everyone had plenty of space to spread out and the pool was terrific!
Benjamin Babad, Lakewood NJ

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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 - Home
1 / 16

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$89 - $149
Per month:$2,670 - $4,470
Pets allowed:No
Internet:Yes

This Lovely 3 bed house with Private Pool ! , Free Wi- Fi and much more! ! Home is perfect for vacation and sleeps upto 8 people with sofa bed. Community is a quiet gated community with in minutes of grocery stores, shopping malls and Disney and theme parks. Home comes fully...

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Home Away From Home

“ Excellent ”
February 10, 2015
We recently stayed at a vacation home at Eagle Point, Kissimmee, Fl. The property was everything promised and we enjoyed our stay there. Hope to get an opportunity to use this property again.
Mary Bauer, Benton, Illinois

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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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Sunset Villa
1 / 36

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”24 Reviews

from

$173

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$173 - $223
Per month:$5,190 - $6,690
Pets allowed:No
Internet:No

[We also have another beautiful 5 bed, 3. 5 bath villa on Sunset Lakes ~ Please enquire about availabiliy if Sunset Lakes is booked ] Superior 6 bed, 4 bath Vacation Home ~ Sleeps 14 Guests Affordable Luxury ~ Value For Money Just 5 minutes drive from Walt Disney World’s...

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Great property met all of our needs.

“ Excellent ”
March 28, 2015
Very spacious, great location to the parks. There were 10 of us we had plenty of room. Staff very friendly, especially at the gate. Felt very secure. We will be back. It made our weeks vacation well worth it.Thanks
Borden Mosher, Halifax,NS 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 - Villa
1 / 24

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$300

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$300
Per month:$9,000
Pets allowed:No
Internet:Yes

Windsor Hills villa description Located in the 24/7 guarded and gated community of Windsor Hills, the Disney area's #1 Vacation Resort! Only 2 Miles from Disney. South facing pool/SPA for all day Sun exposure AND Extra privacy! an Exclusive feature, only few houses in Windsor...

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Kissimmee Florida Vacation Rentals - Villa
1 / 39

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 19

from

$178

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$178 - $599
Per month:$5,340 - $17,970
Pets allowed:No
Internet:Yes

Newly owned 7 bedroom 5 bath luxury villa for multi- family vacation stays, sports team stays, family reunions, golfing trips... 7 br/5 bath/private pool, spa and games room, free wifi, private games room. Please email us to check availability of this home or other similar...

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 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 - Villa
1 / 40

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$127

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Villa
Per night:$127 - $137
Per week:$795 - $1,000
Pets allowed:No
Internet:Yes

Luxury 4 bedroom, 3 bathroom villa with two master bedrooms & en- suites, ideal for 2 families. 30ft pool fenced off for children's safety & hot tub jacuzzi. with fully fenced private garden with climbing frame swingset. Over 2100 sq ft of living space with 7ft pool / air hockey...

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vacation love it very nice

“ Excellent ”
July 19, 2014
Feels like home away from home a definite good choice thanks a lot had fun lookin forward to not time
Falanza Haymond, Donaldsonville, La

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Kissimmee Florida Vacation Rentals - Apartment
1 / 32

Kissimmee Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$75

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$75 - $140
Per week:$525 - $980
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 / 16

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$220

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 18

Kissimmee Villa
5 Bedrooms / 2.5 Bathrooms / Sleeps 12

“ Excellent ”19 Reviews

from

$157

/ night

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

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

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Universal Trip and Sisters Bday celebration

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

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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 / 28

Kissimmee Home
6 Bedrooms / 5 Bathrooms / Sleeps 14

from

$221

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

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

Beautifully decorated large vacation home in a gated community, with new furniture and 4 flat screen tv's. This home has 4 bedrooms. 3 upstairs with 2 full baths, and 1 on the main floor with another full bath. Offers full kitchen, with all the amenities of home, the pool, hot...

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Great rental

“ Excellent ”
January 9, 2015
After being scammed with another rental property, I was extremely worried this would be the same thing. Totally not the case as the description is completely accurate. Close to theme parks, grocery stores, restaurants, and more. Comes stocked with basics such as pots/pans, dinnerware, and flatware. Great location and owners are very nice. Highly recommend.
Maria Ellis, Las Vegas, NV

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$125 - $160
Per week:$875 - $1,120
Pets allowed:No
Internet:No

This homes location is convenient to everything- just off Hwy 192 at Marker 14. Less than 10 minutes away from Disney and about 15 minutes away from Universal Studios & Sea World. The home is within walking distance of a 24 hour Wal- Mart Superstore, yet its located in a quiet,...

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Kissimmee Florida Vacation Rentals - Villa
1 / 39

Kissimmee Villa
8 Bedrooms / 5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$199

/ night

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

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

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Perfect place to stay!!!

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 10

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$99 - $135
Per month:$2,970 - $4,050
Pets allowed:No
Internet:Yes

Welcome to your home away from home! Everything you and your family will need for your Florida vacation is provided in this lovely 3 bedroom, 3 bath townhome located in the prestigious, subdivision of Windsor Hills. This exclusive guarded/gated community is located only 2 miles...

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Front
1 / 22

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$85

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$85 - $135
Per week:$590 - $930
Pets allowed:No
Internet:No

This is a new luxury villa for only $700/$1000 week. A pool home is located in a quiet neighborhood and is perfect for all of family to stay in during their Orlando visit. The spacious home have a very comfortable atmosphere with they own private screened porch pool to enjoy after...

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excellent value

“ Excellent ”
July 28, 2011
We really enjoyed our stay for 10 days. It's just far enough away from the busy city but convenient enough that wherever we went it seemed to be close. Very peaceful and private back yard.
Stephen Bellefontaine, Nova Scotia, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 42

Kissimmee Home
6 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”6 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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Great vacations

“ Excellent ”
January 13, 2015
Along with my family, had an excellent time during our stay in Kissimmee - Orlando, thanks also to the great house where we stayed. The house is found spacious, clean and well equipped. Also very close to the Disney´s thems parks, restaurants and commerce in general (Wallgreens, Publik, Target, etc.) With security on our next trip to Orlando, we'll be renting your house again. Thanks Lee for his kindness and be aware of all we need.
Mario A Aranguren, Bogotá, Colombia

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Kissimmee Florida Vacation Rentals - Home
1 / 11

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

from

$254

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$254 - $389
Per week:$1,778 - $2,723
Pets allowed:No
Internet:Yes

The Nottingham is a 4- Star vacation home hosted by Magical Memories. Its many bedrooms and bathrooms are perfect for a larger family or group who demands privacy and space during vacation. Enjoy 2, 357 square feet of living space and a private swimming pool within a screened porch...

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Dinning area
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 - Townhouse
1 / 15

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”21 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Townhouse
Per night:$99 - $105
Per week:$650 - $750
Pets allowed:No
Internet:Yes

Fiesta Key Resort is located in a secure gated community. With Disney World, Sea World and Universal Studios only minutes away you're guaranteed a great family vacation. Amenities available to our guests are a swimming pool, tennis court, fitness center, access to the community...

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Spring break

“ Excellent ”
June 6, 2012
House is as advertised. Plenty of room. Furniture and appliances are both fine. Kids enjoyed the pool. Gated community. Location is good. 10 minutes to Walmart and restaurants. Looks/feels like second homes or rentals. Overall very good value for money.
Vince Mcmanus, Oregon

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

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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great place to stay

“ Excellent ”
January 5, 2015
This unit was wonderfully decorated with all the amenities we needed. We arrived late in the evening and made plans to drop off things at the condo and step out to find a grocery store. To our surprise there was a package of necessities arranged on the counter - felt very cared for!Everything was perfect except for the dryer seemed to have trouble getting the clothes dry
Debbie Gilbert, Billings, MT

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Kissimmee Florida Vacation Rentals - Home
1 / 8

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$85 - $102
Per month:$2,550 - $3,060
Pets allowed:No
Internet:Yes

Suray is our Jewel. A gift from the Orient. A beautiful air conditioned 3 bed 2 bath villa with a west facing screened solar heated pool and deck overlooking a lake. The bedrooms comprise a King bed in the master, Queen bed in the guest and Twin beds in the third Bedroom. The villa...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$99

/ night

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

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

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Beautiful home!

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

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Kissimmee Florida Vacation Rentals - 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 / 30

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

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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CandyPalm Place

“ Excellent ”
March 14, 2015
Very Nice Townhome suited our family of 10 well. Great dishwasher, washer and dryer, microwave and splash pool. Would stay here again in a heart beat as we enjoyed shuffleboard, basketball, tennis, and the resort pool too!
KIm Craddock, Wisconsin, USA

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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 - Villa
1 / 21

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Very Good ”3 Reviews

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$69 - $89
Per week:$475 - $623
Pets allowed:Yes
Internet:No

great new home just 1 mile from Dsieny in Gated community. Our main page at My Orlando Stay - unit 14 shows you all the pictures. Nice neighborhood. Best part of he stay - you will not feel when you are Disney or when you are at home. Sleeps- Easily sleep up to 6 to 8 people Bedrooms-...

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Spring Training

“ Very Good ”
March 26, 2013
Townhouse was nice, neighbors on both sides lived there and were terrible. Heated pool was cold every day for full month. My car was scratched by kids in complex. Location was good.
David King, Louisville, Ky

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1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”4 Reviews

from

$115

/ night

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

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

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Perfect location, Great Villa with so many extras

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 19

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”19 Reviews

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$79 - $93
Per week:$475 - $650
Pets allowed:Yes
Internet:Yes

Our main page at our site My Orlando Stay has more details and pictures. Vacation Home features Sleeps Easily sleep up to 8 people Bedrooms 3 bedrooms, master with King, King/Queen in Guest and 2 twins in Kids room. Bedding and linens provided. Some homes have special features...

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very nice

“ Excellent ”
March 17, 2015
I was very happy with my vacation home. It was clean and well kept and looked like the pictures. It was a quiet and clean complex. All appliances were in working order. The cost was reasonable and the management was very nice.
Denise Clark, West Wyoming PA

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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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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”42 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$100 - $112
Per month:$3,000 - $3,360
Pets allowed:Yes
Internet:Yes

The Pirates Retreat has 4 bedrooms, 2 and bathrooms, Sunny Pool, and it is on the WATER with a beautiful view. It has a Game Room with a Pool Table, Ping Pong Table, Foose Ball Table & Dart Board and other games. The house also includes High Speed Wireless Internet, Cable TV...

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Simply Wonderful...

“ Excellent ”
October 8, 2014
First, I would like to give big kudos to Marcy. She was very attentive with my e-mails, detailed everything I needed to know and do leading up to the trip and super nice :) I had 5 people in my group and a small dog. My dog loved the house, with how roomy it was for her to run around in. The house is exactly as the pictures show but it still doesn't do it justice. The house is really beautiful and airy. It's literally 20-25 minutes from the parks but that's also due to traffic/traffic lights. It was so nice coming home to this rental house and swimming in the pool after all day at the parks. It's a few minutes away from Wal-Mart, restaurants, gas station...anything you need is a short drive away. It was a smooth transaction renting this house and I definitely will be doing it again for my next Disney trip!
Laura Saracino, Pomona, NY

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Home
Per night:$175 - $245
Per week:$1,225 - $1,715
Pets allowed:No
Internet:Yes

Property Ref: RVH_019 Not only does this two- level home in the Homestead Community have a resort view, but it is also within walking distance of The Spa, The Grande and Seven Eagles. Step up onto the inviting front porch (that seats two), and into a house that features a decor...

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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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Kissimmee Florida Vacation Rentals - Home
1 / 12

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $155
Per week:$910 - $1,085
Pets allowed:No
Internet:No

This beautiful, gated Orlando vacation resort is just 2. 5 miles (4km) from the gates of Walt Disney. . All Windsor Palms homes feature private pools and a spa. The Windsor Palms Resort's distinctive 7, 500 sq. feet (2, 300 sq. meter) clubhouse features a huge community pool with...

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Family Room
1 / 17

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”4 Reviews

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$200 - $360
Per month:$6,000 - $10,800
Pets allowed:No
Internet:Yes

Kirk Manor is a beautiful 7 bed/4. 5 bath home situated at the most prestigious vacation spot- Emerald Island Resort. Kirk Manor vacation home has a private pool and screen lanai with lots of patio furniture and is close to all the Orlando attractions in Kissimmee, Florida. Kirk...

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Vacation Perfection!

“ Excellent ”
August 12, 2014
Our family had a fabulous time staying at Kirk Manor! The home is so comfortable and conveniently located close to Disney World. The owners provided absolutely everything we needed during our stay. We all enjoyed the lovely swimming pool and hot tub and our grandchildren spent time in the game room as well. We would highly recommend this rental property!
Kathleen Humski, Wisconsin

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Kissimmee Florida Vacation Rentals - Apartment
1 / 35

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$79 - $145
Per week:$553 - $1,015
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$125 - $155
Per week:$875 - $1,085
Pets allowed:No
Internet:No

Located just 15 minutes from Disney, about 20 minutes to Sea World, Universal Studios and all Central Florida attractions. This home features 3 bedrooms, 2 baths, living room, dining room, fully- equipped kitchen, large master bedroom with full bathroom, and private screened...

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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 - Home
1 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$165 - $240
Per month:$4,950 - $7,200
Pets allowed:Yes
Internet:Yes

Remy's Refuge is a 4- bedroom, 3- bathroom house with a private, screened- in pool and a lakeside view. The open- concept living space is bright and airy with a newly- renovated kitchen, black granite breakfast bar and seating area with a flat panel television. Two identical...

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Good view, but not much sun.

“ Very Good ”
October 23, 2014
PROS: Nice view, well maintained home, good price & size for small family or a couple, close to Disney Parks.CONS: Pool heat poor, pool area gets very little sun.
John Bochiechio, Buffalo, NY

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Kissimmee Florida Vacation Rentals - Home
1 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$179

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$179 - $299
Per week:$1,253 - $2,093
Pets allowed:No
Internet:Yes

Larger families and groups of friends will love the Southampton vacation home in Kissimmee. This spacious 4- Star home features 4 bedrooms and 2 bathrooms, of which will comfortably sleep 10 guests. There is plenty of room to lounge in the two full living rooms. The Southampton is...

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Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 11

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Villa
Per night:$315 - $475
Per month:$9,450 - $14,250
Pets allowed:No
Internet:Yes

Property Ref: RVH_086 This luxurious vacation rental home is located in the Fairway Ridge South neighborhood, in the desirable west- side of Reunion Resort. This neighborhood is surround by the beautiful landscape of the Tradition golf course designed by Jack Nicklaus. Reunion...

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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$418 - $590
Per week:$2,926 - $4,130
Pets allowed:No
Internet:No

REF: TOP VILLAS - Reunion Resort 383All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing...

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Kissimmee Florida Vacation Rentals - Condo
1 / 18

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Newly renovated, new kitchen, new floors, newly painted, , Beautiful updates come and visit us. Do you need a vacation? We can help. This beautiful condo is an end unit so the sun shines in. It has all the comforts of home and more. Washer, dryer, dishwasher, microwave,...

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Vacation

“ Excellent ”
August 16, 2011
It has been the best vacation ever. The condo is in wonderful condition, clean and we found everything that you can need to use. Put it this way, Laguna Bay Circle is the place to be, when you are away from home relaxing.
Sandy Francois, Valley Cottage, NY

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1  2  3  4  5 

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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