Kissimmee Vacation Rentals, Villas, & More

1-50 of 625 Kissimmee Rentals

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1 / 17

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”3 Reviews

from

$189

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$189 - $399
Per month:$5,670 - $11,970
Pets allowed:No
Internet:Yes

10 minutes away from Disney World and short driving distances to Universal Orlando Resort, SeaWorld, and Premium Outlets. Access to the club house's facilities, such as the spa, fitness room, stocked fishing lake, pool, and tiki bar, are also readily available! Your home ...

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Excellent Experiences

“ Excellent ”
February 26, 2014
Best place we ever rented for vacation. Clean, spacious, comfortable, tasteful decorated. Close to all the attractions, theme park, shopping, entertaining. Everything you need for a vacation home.
Jesse Li, Ontarion Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$199 - $358
Per week:$1,390 - $2,500
Pets allowed:No
Internet:Yes

This private, luxurious and spacious home is one of the very few lake view 6 bedrooms Home at Windsor Hills, with no rear neighbors. Less than 5 Minutes walking to Club House, Community Pool and Playground. “Windsor Hills”, one of the most internationally renowned...

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1 / 24

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 15

“ Excellent ”18 Reviews

from

$229

/ night

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

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

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Beautiful home

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

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $175
Per week:$910 - $1,225
Pets allowed:No
Internet:No

Beautiful executive villa in the gated community of Crystal Cove in Kissimmee and just 10 minutes from Disney. This single family home has been built to high standards and offers superb accommodation and facilities that will provide an excellent base for your family vacation. It is...

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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 - Villa
1 / 22

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$125

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$125 - $159
Per month:$3,750 - $4,770
Pets allowed:No
Internet:Yes

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

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Good place

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

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Kissimmee Florida Vacation Rentals - 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 / 17

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$207

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$207 - $293
Per month:$6,210 - $8,790
Pets allowed:No
Internet:Yes

Be one of the first families to stay in this 'brand new' 6 Bedrooms 4 Baths and Pool Home in the guarded gated community of Windsor Hills! This luxury Orlando vacation villa is a six bedroom, four baths, pool and spa home located in the brand new, exclusive rental community...

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A great family vacation

“ Excellent ”
March 3, 2015
Our family loved staying at this house. Owner and local property management were a pleasure to deal with. House is maintained, furnished and equipped to a very high standard! Great proxomity to parks.
Allen Guffey, Florence, SC

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 26

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$68

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$68 - $115
Per week:$480 - $800
Pets allowed:No
Internet:Yes

The Trafalgar Village community is centred around a luxurious club house (a 2 minute stroll from the property) with amenities that include a man made beach and lagoon, lakes (stocked for fishing), a pool and games arcade room, a 48 seat movie theatre, a fitness room, a business...

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Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Executive 4000 sq. ft. 5 bedroom, 5 bathroom, Lakeside Villa with 30' Pool and Spa. High- Speed wireless Internet and computer. Perfect for that Orlando, Holiday Parks, Family Vacation, Reunion, Golf Holiday, or just a weeks relaxing in the sun by the pool. Our luxuriously ...

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What an Oasis!

“ Excellent ”
January 24, 2015
We stayed 9 days in this lovely home in January and absolutely loved it. It's situated on a nice quiet street in a gated community and backs on to a lovely lake that was always the centrepiece of our bird watching. The pictures say it all and it was more beautiful in real life. Our highlights were the pool, the hot tub, the covered barbecue area, the location on the lake, the roominess of the whole house, and overall, just how much it just felt like coming "home" to peace and quiet after the chaotic days at Disney and Universal. We picked this place also because of how much privacy it offered in comparison to others in the area and we were not disappointed. We also had the added bonus of always seeing the beautiful sunrises and sunsets...not too mention a view of the moon from our nightly swims. We would definitely recommend this villa to those looking for a very comfortable home away from home while being a close driving distance to the attractions. David was very helpful and was always available for any questions. We would not hesitate to stay here again. We understand they are doing a few renovations which we will certainly want to see on a return visit.Many thanks for the use of your villa.
Mitch and Judith, Ottawa

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$169

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$169 - $271
Per week:$1,183 - $1,897
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”9 Reviews

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$109 - $139
Per week:$763 - $973
Pets allowed:No
Internet:Yes

Just perfect for families who want to be close to the Theme parks but don't want to spend big $$$ on accommodation! This wonderful home is located in the highly popular gated resort community of Terra Verde. This great fully air conditioned family home comes fully equipped ...

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Family Disney Vacation

“ Excellent ”
November 22, 2014
This huge home had everything we could ask for. Plenty of space for a family of 4 adults and 4 children. This spotless, well maintained, comfortable villa was not only the perfect place to start and end our busy days at the park, but also a wonderful place to relax on the couch with a glass of wine and some take out, the private pool was very nice for the kids. The staff was helpful and friendly, and the Club House was a great place to swim and enjoy lunch and and a poolside cocktail. Close to Disney and all shopping. I would definitely recommend this Villa !
Vahe Ohan, New York, USA

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1 / 17

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

from

$123

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$123 - $160
Per week:$856 - $1,116
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 - 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 - Home
1 / 33

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$99 - $165
Per week:$693 - $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 / 21

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 10

from

$135

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$135 - $140
Per week:$945 - $980
Pets allowed:No
Internet:Yes

Rolling Hills at Formosa Gardens villa description This magnificent and tastefully furnished villa is located in Rolling Hills Estates at Formosa Gardens, a prestigious community just three minutes away from Walt Disney World. Highway 192 famous for numerous restaurants, shopping...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$157

/ night

Email Owner
Bedrooms:8
Bathrooms:5.5
Sleeps:18
Type:Home
Per night:$157 - $372
Per week:$1,099 - $2,599
Pets allowed:No
Internet:Yes

Our emerald island villa with luxury furnished 8 bedrooms / 5. 5 baths 4 Master bedrooms ( 3 master suite, 2 family suite ) and private pool/spa is situated in the magnificent 24- hour gated security resort, just 3 miles from Disney World and close by dozens of other world- class...

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Great place to stay with 4 families.

“ Excellent ”
July 30, 2013
We had a great time renting this villa. We had 4 families in town for a baseball/Disney vacation. This home is perfect for kids, and close to Disney. The home was extremely clean and the on call staff was exceptionally helpful when needed.
Chet Angie Steubing, San Antonio, TX

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Kissimmee Florida Vacation Rentals - Condo
1 / 40

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$43

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$43
Per week:$299
Pets allowed:No
Internet:Yes

Watch Walt Disney World Fireworks EVERY NIGHT off of your Screened Balcony. See Magic Kingdom, EPCOT, Hollywood Studios, and Sea World / Universal Studios Fireworks too! This is an AMAZING Windsor Hills 2 Bedroom 2 bath Property with Views of the Fireworks from the Balcony,...

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convenient

“ Excellent ”
December 1, 2014
The condo is conveniently placed minutes from the parks. The condo was nicely decorated and had a nice view off of the balcony. Did not get a chance to use the pool but it looked to be a very nice facility. It was a very good experience over all and would definitely use them again in the future.
earle lavely, frederick Maryland USA

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Entrance
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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Tropical Pool at Legacy Dunes with gently shelving entry ideal for little ones!
1 / 30

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Very Good ”1 Review

from

$69

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$69 - $99
Per week:$400 - $690
Pets allowed:No
Internet:Yes

Fantastic place for a family or group vacation in Orlando! near all the attractions. 2 double bedroom condo 4 miles from Disney World. Literally 10 minutes from everywhere Disney, Epcot, Animal Kingdom, Hollywood Studios, Celebration, Sea World, Universal Studios. Busch...

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Average Condo

“ Very Good ”
March 16, 2015
The area is in a great location. The unit spacious but a little dated. Master bed definitely needs to be changed. Mattress was awful. cabinetry peeling and patio could use a cleaning and paint job.
Thelma Noble, Bear Creek Twp, PA

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Kissimmee Florida Vacation Rentals - Apartment
1 / 31

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 - Villa
1 / 26

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”3 Reviews

from

$228

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$228
Per week:$1,595
Pets allowed:No
Internet:Yes

Come and experience the finest living in this 5 bedroom 5 bathroom luxury villa just 1 mile to Disney. This villa has everything to make your vacation just a perfect one... 5 master suite bedroom with LCD TV's, desktop computer, PlayStation 2 for kids, game room and a totally private...

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Fantastic!!

“ Excellent ”
January 20, 2013
We were amazed when we arrived. VERY CLEAN!! ...this coming from three very picky adult women. Three children 1 yr, 6 and 13 and it instantly felt like home. 10 of us and we never got in each others "space". Pool was great...grandchildren loved it. Disney was an afternoon experience as they played in the pool most mornings. Hot tub was great also...adults loved it...temperature was nice and comfortable. Would not hesitate to stay here again. Nice and secure. Never went in community pool as house pool was so nice. Thanks for a wonderful vacation.
Dennis Price, Naubinway, Michigan USA

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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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Kissimmee Florida Vacation Rentals - Home
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 - Villa
1 / 35

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$319

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$319 - $525
Per week:$2,233 - $3,675
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 / 25

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 14

“ Excellent ”8 Reviews

from

$185

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$185 - $360
Per week:$1,295 - $2,520
Pets allowed:No
Internet:Yes

Welcome to this spacious seven bedroom luxurious home. Just 3 miles from Walt Disney World® at the gated Emerald Island resort. This beautifully furnished and professionally decorated villa has 7 bedrooms (one master on 1st floor, another master on 2nd floor) and 4. 5 bathrooms,...

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Fantastic vacation rental!

“ Excellent ”
February 2, 2015
We had a great time. It took us about 15 minutes to get from the Emerald Island House to the Disney grounds. We had eight adults and two children in our group. The house was a perfect fit for us. It was so nice to have a full size washer and dryer. Our grandson really enjoyed the game room. We enjoyed swimming in the heated pool in January. Linda's house and the Emerald Island Resort are very well maintained. If we ever return as a large group we would rent Linda's house again.
Kathy Wendling, Muskego, WI

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

4 Bedrooms, 3 Full Baths, Pull Out Sofa Bed, (Sleeps 8- 10) Nicely furnished, well kept single family home with swimming pool and covered Lanai and to think just 3. 5 miles from Walt Disney World. Conveniently located in Indian Creek community off Rt 192 and I- 4. Great for...

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Clean, comfortable, close!

“ Excellent ”
March 8, 2015
The location was perfect, quick drive up to world drive toward the parks. Also very close to super target for last minute items and snacks. Clean, comfortable. Has a radio, and coffee maker for fun mornings. Nice, private feeling pool because of the landscaping.Bring detergent if you want to do laundry.
Jenna Cassidy, Upstate NY

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Kissimmee Florida Vacation Rentals - Villa
1 / 13
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This beautiful villa is on a quiet gated and guarded community close to all amenities. Just of the US27 and near the I- 4. Just 1 mile from Southern Dunes Golf course. Walmart and Winn Dixie are 1 mile away and it is near Posner Park shopping outlet. 20 mins from Disney. The villa...

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Wonderful vacation

“ Excellent ”
October 27, 2014
We just spent a month at this home and it was great. Paula and Phil were fabulous ! To start with, the booking was very easy and Paula was very professional and extremely prompt in replying to any e-mails or questions. We arrived after dark and it was nice to find the outside lights on, no fumbling in the dark to get in. There is a keypad entry so no worrying about keys which was great. The home was spotlessly clean and very well equipped. The bed was very comfy with nice soft linens and there were plenty of towels. The ice maker in the fridge works great. We had an issue with the spa. I made a call to Phil and the issue was rectified very quickly. The pool is sparkling and a lovely temperature (we did pay to have it heated and it is worth it). It is in a nice area with a guarded gated entrance which made you feel safe. I was quite comfertable going out for early morning runs. Overall we had a wonderful experience. Thank you to Paula and Phil. I would definitely recommend this home to friends.
Charlene Pike, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 27

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 17

“ Excellent ”3 Reviews

from

$195

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:17
Type:Home
Per night:$195 - $450
Per month:$5,850 - $13,500
Pets allowed:No
Internet:Yes

This spacious 2900 square ft newly furnished and air conditioned villa sits in a cul- de- sac lot, it has been tastefully renovated & decorated to feature all your vacation needs. Brand new state of art kitchen appliances, designer dinning room furniture and premium quality bedding/linen...

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outstanding place to stay

“ Excellent ”
March 8, 2015
There was 12 of us staying here with ample space for everyone. Lots of room for parking, we had 3 vehicles,one a mini van. The place is conveniently located so it doesn't take long to get to any parks or shopping places. This house was very private, only one house to the north but nobody was staying there. We loved coming back from the parks or shopping and relaxing in the hot tub while the kids burnt up excess energy in the pool. Lots of supplies in the kitchen. Nice and clean. We will be renting this house again in the future. I can't say enough nice thing about this property or the owners. Very professionally run. It was a pleasure staying here.
Brett Kunstleben, Regina, Saskatchewan, Canada

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House Front
1 / 25

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

from

$175

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$175 - $385
Per month:$5,250 - $11,550
Pets allowed:No
Internet:Yes

7 Bedrooms, 4 Bathrooms, 1 Half Bath, Sleeps 16 Located in the Emerald Island gated resort community, Li- Do Retreat is comfort, entertainment and luxury accommodations for entire families are provided by this spacious, professionally decorated and air conditioned vacation...

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Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 10

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:10
Type:Home
Per night:$315 - $475
Per month:$9,450 - $14,250
Pets allowed:No
Internet:No

Property Ref: RVH_007 Luxurious comfort, Quality…. This beautiful home with four poster beds, private pool, spa and sun deck enjoys views of the famous Tom Watson Independence course at Reunion Resort. A brand new air conditioned movie and games room has recently been ...

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Kissimmee Florida Vacation Rentals - Villa
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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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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1 / 29

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$100 - $130
Per week:$700 - $910
Pets allowed:No
Internet:Yes

Rolling Hills, Kissimmee, Florida. Great vacation home just three miles from the gates of Disney! Flat screen TV's in living room and all 4 bedrooms. Free wireless hi- speed internet and cable TV. Watch Netflix movies via blu- ray DVD player in the living room. Large beautiful ...

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The Gibson family holliday

“ Excellent ”
September 4, 2014
Kays retreat is the perfect location for all your needs in and around Disney, the estate that this villa is in is very clean and well lookt after, inside the villa is everything that is described in the advertisement, kay has put a lot of thought into the needs of her guests and has thought of everything to make your holliday home comfortable and homely, we could easily have moved in.We didn't hire a car but found a very nice taxi driver that took us everywhere for our stay,this also was cheaper than car hire,it made it so easy getting to our destination. We live in Spain so the weather was the same for us aswell as we also have our own villa and pool,so going to kays retreat was really like home from home.this We hope someday to return to Orlando,and definatley would be contacting kay again,we also would highly recommend this property to any friends, Thankyou once again for sharing your lovely home with us and continued sucsses for the future. x
Dawn Gibson, alicante, Spain

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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 - 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 - 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 - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$200

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 9

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”9 Reviews

from

$240

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$240 - $300
Per week:$1,680 - $2,100
Pets allowed:No
Internet:Yes

Spend your tropical Disney vacation in this 5 bedroom 4 bath home with access to exclusive amenities in the gated community of West Haven. This upgraded beach themed home has spacious living areas and three master bedrooms with ensuite bathrooms attached. Relax in your very own south...

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Lovely high class villa

“ Excellent ”
March 1, 2015
This lovley villa was very nice and to a good standard. It worked splendid to have as a base for our Disney vacation as the drive was only about 20 minutes to the parks. We where one family with three boys who liked the pool and game room very much. The kids grandparents where with us, which worked out fine as they could use the downstairs bedroom while we lived upstairs. The rental company where very helpful when needed and quick to respond. We truly recomend this villa/home for anyone.
Marika Ileskog, Sweden

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Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 18

“ Excellent ”6 Reviews

from

$150

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$150 - $300
Per month:$4,500 - $9,000
Pets allowed:No
Internet:Yes

The spacious 2900 square ft highly furnished and fully air conditioned villa has been tastefully renovated & decorated to feature your all vacation needs . Brand new & high standard beddings & linens to ensure you comfortable and peaceful nights . Each bedrooms features cable TV, ...

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beautiful vacation

“ Excellent ”
March 23, 2015
just got back from a fantastic week here. we had really lucked out with weather-everyday was 80+F. Lots of space for 7 adults and 7 kids, lots of room, nobody felt on top of each other. beautiful view out back to lake give you feeling of privacy. pool was warm and hottub hot. kids had a blast. short walk to clubhouse with lots of fun activities and a bigger pool. only about a five minute drive to groceries as well. i would recommend this place for anyone. it was a total hassle free vacation. thanks donna for all professionalism.
jeff bloom, toronto canada

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 17

“ Excellent ”3 Reviews

from

$189

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:17
Type:Home
Per night:$189 - $399
Per week:$1,323 - $2,793
Pets allowed:No
Internet:Yes

This beautiful, professionally decorated house / villa (with private pool) is located in the amazing community of Emerald Island Resort which is one of the closest subdivisions to Disney. It is also minutes away from I- 4 which will takes you to Sea World, Universal Studios, Busch...

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My stay at 226 Viola

“ Very Good ”
June 26, 2011
The villa was beautiful had great time. Owner great
Sylvester Ginn, Msnsfield Ohio

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
6 Bedrooms / 4.5 Bathrooms / Sleeps 14

from

$200

/ night

Email Owner
Bedrooms:6
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$200 - $320
Per month:$6,000 - $9,600
Pets allowed:No
Internet:Yes

Incredibly beautiful, this 6 bedroom 4. 5 bath luxury home features large, screened pool and spa with gorgeous view of a heavily wooded conservation area. Located at the end of a cul- de- sac, this exquisite villa offers peace and privacy. With sparkling granite counter tops...

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Moon Lake House is near Disney properties
1 / 26

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$230

/ night

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

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

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Beautiful home!

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

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$164

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$164 - $284
Per week:$1,148 - $1,988
Pets allowed:No
Internet:Yes

The 4- Star Darlington Kissimmee vacation rental home covers an impressive 2258 square feet and features 3 bedrooms and 2. 5 bathrooms. Two levels of living area make it a perfect place to sleep a large family of 8. Popular Disney parks, Universal Studios, and Sea World are just...

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Kissimmee Florida Vacation Rentals - Villa
1 / 34

Kissimmee Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

from

$410

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$410 - $645
Per week:$2,870 - $4,515
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 - Townhouse
1 / 24

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

2 levels, 1880 square feet of sheer luxury. Everything is New! When you walk in the front door the first thing you will smell is 'Clean'. This house is maintained to a very high standard. On the main level you'll find a Modern, fully equipped kitchen. Bake a casserole or...

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Summer Vacation

“ Excellent ”
August 17, 2014
My family stayed at the property in the first week of August.The property was very clean and well maintained. The cabinets were well stocked with all of the necessary kitchen supplies. It was very spacious and plenty of room for four people. The only negative of the resort was the channel selection on the televisions in the bedrooms was not as extensive as the television in the living room.
Marvin, Dumfries, VA

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Exclusive Two Story 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 - Condo
1 / 16

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”8 Reviews

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$65 - $110
Per month:$1,950 - $3,300
Pets allowed:No
Internet:Yes

Welcome to Caribe Cove Resort, Kissimmee. Caribe Cove is situated amidst a lush, wooded conservation preserve, yet minutes from Orlando 's world- class theme parks, attractions, golf, shopping, and dining. Find tranquility in Caribe Cove's idyllic natural setting, and ...

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Very Satisfied Guest

“ Excellent ”
March 27, 2014
Caribe Cove exceeded our expectations! Pictures and reviews were as described as when we booked. Rooms were clean. Staff was polite and helpful. My kids loved the heated pool. We look forward to our return back to this escape paradise!
Adam R. Wheelock, Syracuse NY

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Dream Florida Holidays Villa - sweet.
1 / 14

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$91

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$91 - $119
Per week:$637 - $833
Pets allowed:No
Internet:Yes

Dream Florida Holidays villa is a fabulous 4 bedroomed home, if your looking for a "truly dream holiday" this is the place to stay. Our villa is beautifully decorated, fully air conditioned very comfortable and spacious with high vaulted ceilings and cool stone tiled flooring. Our...

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Very Comfortable family villa

“ Excellent ”
March 20, 2014
Our family of 7 enjoyed every feature of this home. Lovely covered pool which we enjoyed everyday, Very comfortable home to come home to after a busy day at the parks. We would love to stay here again.
Nancy Voros, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$190

/ night

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

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

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Top Notch!

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

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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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