Kissimmee Vacation Rentals, Villas, & More

1-50 of 625 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 10

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$75

/ night

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

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

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Very Nice!

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

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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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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$55

/ night

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

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

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Florida I.C.E.d Cake Competition

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

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Kissimmee Florida Vacation Rentals - 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 - Villa
1 / 12

Kissimmee Villa
4 Bedrooms / 2.5 Bathrooms / Sleeps 9

“ Excellent ”19 Reviews

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:9
Type:Villa
Per night:$110
Per week:$770
Pets allowed:Yes
Internet:Yes

Take a "Palm" Escape and still be close to everything. Located behind the Super Walmart... in Popular Indian Point Subdivision that features - tennis - a play ground - community pool and recreation center. Relax at this beautiful 4 Bedroom 2 Bath all tile (except the bedrooms) ...

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Great Rental

“ Excellent ”
September 2, 2014
The house was really nice and big really Clean. I would recommend this house to everyone. Looking forward to going back next year.
Jimmy Lopez, Philadelphia, PA

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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 - Condo
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 - 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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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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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”9 Reviews

from

$143

/ night

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

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

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Very nice, BIG house...

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

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Kissimmee Florida Vacation Rentals - Apartment
1 / 15

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$89

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 32

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$189

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$189 - $305
Per week:$1,323 - $2,135
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
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$89

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$89 - $139
Per week:$623 - $973
Pets allowed:No
Internet:Yes

Perfect Jacuzzi Tub and shower for 2 people... Beautiful and well furnished Villa situated in the Venetian Bay Villages has all the amenities required for a relaxing and fun vacation. Rental villa provides Linens, Washer & Dryer, Microwave, Dishwasher, and much more. Stay ...

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Winter Vacation

“ Excellent ”
December 4, 2014
My experience with this rental was great. The house was nice and clean and accommodated myself and family well. I want to give a special thanks to Rob who really helped me in finding this rental. He sent me paperwork of things to do when you don't want to go to theme parks. He also answered all my questions and had such a great personality. I look forward to my winter vacation next year because I know who to call. Lol thanks again for allowing my family to enjoy Your Great property. See ya next year!!
Dena Ellis, Charlotte, NC

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$114

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$114 - $142
Per week:$798 - $994
Pets allowed:No
Internet:Yes

Welcome to Liz and Duncan's privately owned luxury villa, which we would love to share with you. Our villa is perfect for two families sharing a Disney vacation together. THE VILLA OFFERS 5 bedrooms 3 bathrooms 2 en- suite master bedrooms with Queen beds and walk- in showers ...

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First Floor King Master Bedroom
1 / 28

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”5 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$199 - $299
Per week:$1,699
Pets allowed:No
Internet:Yes

Only 3 miles away from Disney parks and with its beautiful landscape and architectual design, the prestigious Emerald Island Resort is the most popular in Orlando area. Our 8 bedroom Villa is fully furnished and equipped, will provide you a private, spacious, luxury, and comfortable...

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Great Vacation with family

“ Excellent ”
June 5, 2014
We rented this home the last week in May, 2014 so we could spend some time in Florida with family. It is a lovely house with plenty of room. There were 9 of us and we all had plenty of bedrooms and bathrooms. The kids loved swimming in the private pool and playing ping pong, air hockey and pool in the game room at the house every day. The kitchen was well equipped and had plenty of storage for groceries. We loved being able to watch the Magic Kingdom fireworks, Wishes, every night from the upstairs balcony window. It was great not having to fight crowds at the parks after they were done. We had breakfast reservations at Animal Kingdom Lodge at Boma one morning and it only took us about 5 minutes to get there. The resort is a short drive to Disney which was great. Emerald Island Resort is lovely and we felt very safe there. It is a very nice neighborhood and everyone was friendly. The resort is very close to Publix, Super Target, Walmart and a lot of other places to shop. There are tons of restaurants very close so there are plenty of choices for eating out. Helen is very quick to respond to emails when booking or if you have any questions at all. Thank you, Helen, for the use of your lovely home. We would definitely rent it again from you in the future. L. Shaw
Lisa Shaw, NC, USA

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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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Kissimmee Florida Vacation Rentals - Villa
1 / 49

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”27 Reviews

from

$145

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$145 - $200
Per month:$4,350 - $6,000
Pets allowed:No
Internet:No

1. 'RATED EXCELLENT' by Tripadvisor 2. 'Top Rental Property - Winner 2011, ' awarded by Flipkey Congratulations ! Based at exceptional guests reviews and impressive listings . Kissimmee Vacation Rentals With 3000sqft of fully air conditioned space incorporating 6 bedrooms,...

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Great Place

“ Excellent ”
December 4, 2014
We are a group of eight golfers from Ontario who venture to the Orlando area each fall for one last "golf your brains out" week before retiring from the game until the next Canadian spring allows for yet another season. We are returning renters of Jacksonvilla which in itself says something about the level of satisfaction we have with this accommodation. The house is well appointed, centrally located and fits our needs to a "tee"! The house's owner, Michael, is very accommodating to deal with as is his property management "guy" who deals with your every need on a very timely basis.Great place, great price!
Jim Young, Kingston, ON

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Kissimmee Florida Vacation Rentals - Condo
1 / 27

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $195
Per month:$3,750 - $5,850
Pets allowed:No
Internet:Yes

Property Ref RVH_147 Located in the upscale Reunion Resort community of The Villas North with a great view of the 15th hole of the Independence golf course designed by Tom Watson. This wonderful third floor, 3 bedroom vacation condo is a 10 minute walk to Reunion Resorts own waterpark...

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Everything you need on a vacation in Orlando

“ Excellent ”
January 5, 2015
Really enjoyed our stay at the Reunion property, very comfortable accommodation all bedrooms have ensuite full bathrooms. Kitchen well equipped with all appliances and utensils, separate washer/dryer. Living room great for relaxing and just a step to the spacious balcony overlooking the 15th hole. Elevator from the ground floor made moving in and out a breeze. We made good use of the large swimming pool, hot tub, gym and walks around the grounds.
graham millman, Carlisle, Ontario, Canada

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Kissimmee Florida Vacation Rentals - 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 - Apartment
1 / 27

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$79 - $165
Per week:$553 - $1,155
Pets allowed:No
Internet:Yes

Get ready to live out all your day dreams in this, 3 bed/2 bath condo. Situated on the ground level of building number 2, this unit has been professionally decorated with furnishings to the highest standards. This property contains impressive features, such as the 55- inch flat-...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
6 Bedrooms / 5 Bathrooms / Sleeps 14

from

$309

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Home
Per night:$309 - $449
Per week:$2,163 - $3,143
Pets allowed:No
Internet:Yes

Nicely tucked away in the secure community of Emerald Island Resort lies our Manchester 5- Star luxury vacation home. Guests will enjoy over 2, 800 square feet of breathtaking vacation space across 2 floors. Rich leather furniture and granite accents make this a dream vacation home....

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Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”18 Reviews

from

$110

/ night

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

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

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HOME WAS A GREAT STAY

“ Excellent ”
December 29, 2014
This home was a great choice and a quiet stay.All attractions were within minutes.May think twice though about going to Disney world on Christmas day(very busy}. I personally enjoyed the pool area at the house. we paid extra for the heated pool and in December .it was well worth the extra money. the house was set up nice, kitchen was well equipped if you are looking to rent a house in Kissimmee area to just relax this is it!! thanks FRANK
FRANKLIN COPSEY, VIRGINIA

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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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1 / 14

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”13 Reviews

from

$85

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$85 - $100
Per month:$2,550 - $3,000
Pets allowed:No
Internet:Yes

Enjoy a relaxing and unforgettable vacation at our Encantada Villa. Luxuriously furnished, this 4 bedroom/3 bathroom townhome with heated- private pool, is located in the gated community of Encantada Resort. On the main floor, you will enjoy opened kitchen on the dining area ...

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What you book is what you get!

“ Excellent ”
September 24, 2014
We were please With this house. Spacious, clean, close to the Disney parks. We also had excellent service. The only downside is the lack of kitchen tools.
Martin Lavoie, Tadoussac, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$189

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$189 - $229
Per week:$1,323 - $1,603
Pets allowed:No
Internet:No

Magic Bay Villa Welcomes You at Orlando ! ! ! Located centerally in Emerald Islands Resort, its juts 2 miles from Theme parks & Disney . It has 7 luxurious bedrooms with 5 baths , Newly furnished property is about 3000 sq ft rental home which is ideal for large groups , families...

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Short but Sweet.

“ Excellent ”
August 2, 2011
We had a lovely time in this beautiful home. We had 12 people ages 2-85 stay together for a very special celebration of birthdays and anniversaries. Everything was great. The pool was extremely clean and well managed. The beds were very comfortable. Our family enjoyed the close attractions and shows. We only had four nights to enjoy every minute in Florida. The kitchen was a huge hit and a hang out for the whole famiy with a open family room format. The laundry room was in a very convenient area near the game room. Grandmas room downstairs was easy for her to get to and from. Thanks to Holly for easy contact and follow up with any questions. Our family had not been together on vacation in over 10 years. We were very happy to have our grown children together with us for this special vacation! We hope to be back again some day!
Stacey Booth, Palatine, Illinois

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$495

/ night

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

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

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Great Stay!

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 5.5 Bathrooms / Sleeps 14

“ Excellent ”3 Reviews

from

$165

/ night

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

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

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Family environment

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$149

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$149 - $239
Per week:$1,043 - $1,673
Pets allowed:No
Internet:No

Imagine your next Orlando vacation without the hassle of hotel reservations, overpriced dining options and parking fees. Picture yourself in a tropical hideaway where your room is always ready, dinner is on the house, and your car is one step away from your front door. Once you...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”93 Reviews

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$49 - $75
Per week:$380 - $525
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other. They are located on the quiet and beautiful Crestwynd Bay in Kissimmee, which has the definition of “convenience”. Whether traveling to the theme parks or heading to play a ...

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Winter home

“ Excellent ”
March 3, 2015
We stayed at One of Sophia Sun's properties for the month of Jan and Feb 2015. My first impression of the townhouse was how immaculate everything was. The special touches the house keepers provided were enjoyable. It was convenient to location of our family and friends. Plus close to many attractions in the area. Sophia was a joy to communicate to if we needed to ask her a question. We would recommend her prosperity to our friends in the North. Of course this was the perfect winter to be in FL seeing that the first snow storm up North dumped 6 feet of snow. Thank you Sophia and Vacationhomerentals for everything.
Alice Setler, Cape Cod MA USA

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$100 - $122
Per week:$700 - $850
Pets allowed:No
Internet:Yes

4 Beds, 3 Full Bath, Private Pool, Gated Community within Lake Berkley Resort Master bedroom with a King size bed 2nd bedroom with a queen size bed 3rd bedroom with two twin size beds 4th bedroom with Two twin size beds 3 full bathrooms A large size private...

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A wonderful house for vacationing.

“ Excellent ”
August 6, 2013
We stayed for two weeks at this amazing house. The property is located at the best spot of Kissimmee. The house is perfect for big groups. The bedrooms, kitchen and living rooms are very large but the master bedroom is the best. We really enjoyed being Mrs. Zang's guests. She is very attentive and friendly. We definitely consider this house for our next trip to Florida.
Felix Briones, NY

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Kissimmee Florida Vacation Rentals - Home
1 / 9

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$95

/ night

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

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

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Fun Time

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

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Kissimmee Florida Vacation Rentals - 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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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 - Villa
1 / 25

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”29 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$85 - $110
Per month:$2,550 - $3,300
Pets allowed:No
Internet:Yes

Our charming sweet home is conveniently located , in a dead- end and a small, quiet gated community called :Windward cay. The villa is fully furnished in a comtemporay style. This 3 bedrooms 2 bathrooms, can put off 8 people. It has all you need to make your stay unforgettable....

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Great house!

“ Excellent ”
March 23, 2015
This was an amazing house perfect for our family. It was clean and well equipped. It was in the perfect location close to everything you needed including a Walmart minutes away. The pool was perfect and always warm. I highly recommend this house to anyone wanting to be in a beautiful neighborhood close to all the major theme parks
Lisa Robinson, Halifax, NS

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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 - 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 - 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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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$95 - $140
Per week:$665 - $980
Pets allowed:No
Internet:No

This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation fun here in the entertainment capital of Florida! This home is complete with fully furnished kitchen, a full sized washer and dryer, linens, cable TV, internet access broadband ...

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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 / 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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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 - Villa
1 / 16

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

from

$158

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$158
Per week:$1,100
Pets allowed:No
Internet:Yes

This luxurious home is located in Trafalgar Village Resort, a premiere resort community located just minutes from shopping, dining, and Disney! The house has 6 bedrooms with 5 bathrooms and is beautifully appointed inside and out. The pool deck provides plenty of room for ...

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Great Home

“ Excellent ”
January 29, 2015
I was in Orlando for a wedding and stayed at this property with some family. It was very clean and had everything we needed. The neighborhood was nice and quiet, and the guard made you feel safe. It's quite a drive when heading into town but other than that it was awesome. Would recommend to anyone.
Jimmy Flemington, Tallahassee Fl

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1 / 43

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”19 Reviews

from

$179

/ night

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

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

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Wonderful house!

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

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Kissimmee Florida Vacation Rentals - 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 - Villa
1 / 22

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$250

/ night

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

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

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Wonderful

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

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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 / 27

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$99 - $169
Per month:$2,970 - $5,070
Pets allowed:No
Internet:Yes

Lovely, fully furnished home is one of the best kept turnkey properties you will find in Indian Creek ! Home is tastefully furnished with a new sofa, has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm...

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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 - 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 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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