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1-50 of 614 Kissimmee Rentals

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View from the Pool
1 / 11

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8
(3) Excellent 3 Reviews

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$125 - $150
Per week:$850 - $1,000
Pets allowed:No
Internet:Yes

Beautiful, fully air conditioned home was primarily selected because of its stunning lakeside setting. Set in a prime, much sought after area, on the edge of a beautiful private lake with fish, birds, and other wildlife. Enjoy the fantastic sunsets over the lake while relaxing...

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Loved it!

“ Excellent ”
January 20, 2015
Loved the house. Very clean and spacious. The kids loved the pool and we enjoyed the view of the lake. Will definitely recommend to others.
Renee Attwood, Newfoundland, Canada

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $139
Per week:$875 - $973
Pets allowed:No
Internet:Yes

It's called "The Lion Kings! " and WOW, will you and your family absolutely fall in love with this Disney World area home, This spectacular, newly re- designed and newly furnished Disney World area home has TWO king- master bedroom suites, each with it's own king bed, cable...

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Kissimmee Florida Vacation Rentals - Home
1 / 23

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(18) Excellent 18 Reviews

from

$149

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$149 - $189
Per week:$1,043 - $1,323
Pets allowed:Yes
Internet:Yes

Mickey’s Scotch Corner is your ultimate destination for fun by the mouse. The gourmet chef in your family will love the remodeled kitchen with granite counter tops and new appliances. The kids (of all ages) will enjoy the games room and the private pool & spa with their colorful...

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 84 BR / 3.5 BA / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$100

/ night

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

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

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5 Star vacation!

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 208 BR / 4.5 BA / Sleeps 20
Villa / 8 Bedrooms / Sleeps 20
(6) Excellent 6 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$199 - $799
Per month:$5,970 - $23,970
Pets allowed:No
Internet:Yes

Please email us to check availability of this home or other homes we have! Home is fully air conditioned and completely non smoking. Furnished 8bedrooms and 5baths luxurious home is perfectly located in enclave area. There are two king sized master suites, two king sized bedrooms,...

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Large and comfortable home

“ Excellent ”
August 4, 2015
Good bits: Spacious open plan living/dining areas. All furniture top spec. Beds very comfortable. Very good sized pool. In gated community. Plenty of towels and cutlery. Check-in and check-out was simple. May be improved: Due to design of living room warm air rises to the top floor and if weather is hot outside no amount of air conditioning is able to cool the bedrooms sufficiently. Insufficient amounts of pots and pans for 18 or 20 people. Games rooms (garage) had a pool table with damaged cloth. Nothing else in there except table tennis bats without balls, and a darts board without darts. Why not leave items worth a few dollars to get people started (like hand wash, washing up liquid & sponge)? The oven controls are not intuitive, may be a simple guide would help.
Saniyan Bala, Croydon, United Kingdom

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Kissimmee Florida Vacation Rentals - Home
1 / 52

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:Yes
Internet:Yes

You'll understand why this home is called Sun Palace when you step onto the over sized pool deck to start your vacation tan. The Florida sunshine welcomes you! This three bedroom is located close to everywhere you want from Disney World to world class dining and shopping, and tucked...

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Mickey Bathroom Theme
1 / 13

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10
(7) Excellent 7 Reviews

from

$150

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$150 - $250
Per week:$950 - $1,350
Pets allowed:No
Internet:Yes

This newly upgraded Mickeys Magical Vacation Home this 5- bedroom 4 baths resort home is located in the popular Resort Community in Indian Creek only 2. 5 miles to Walt Disney World Entrance in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and...

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Very beautiful home central location

“ Excellent ”
July 28, 2015
My family and I stayed here for a week in July and the owners were very accomidating. The home was beautiful and spacious. The only problems my guests had were trying to get the tv's to work, I don't watch TV so it wasn't a problem for me. I would have liked to see more spices in the home and also some sort of oil for cooking. Otherwise everything was great!
Angela Strande, Michigan

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Kissimmee Florida Vacation Rentals - Home
1 / 26

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 147 BR / 4.5 BA / Sleeps 14
Home / 7 Bedrooms / Sleeps 14
(9) Excellent 9 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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Skipwith Family Vacation

“ Excellent ”
June 30, 2015
This home was the best. It had everything we needed for out entire family. The kids and adults enjoyed the pool and the game room. We are a family that likes to cook and all the kitchen items we needed were there for us to use. If you are looking for a place to stay that is close to the parks, shopping and grocery stores this is the place.
WANDA SKIPWITH, Birmngham, Al

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Kissimmee Florida Vacation Rentals - Home
1 / 67

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 187 BR / 7.5 BA / Sleeps 18
Home / 7 Bedrooms / Sleeps 18

from

$695

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:18
Type:Home
Per night:$695 - $890
Per month:$20,850 - $26,700
Pets allowed:No
Internet:Yes

Property Ref: RVH_080 One of the most sought after homes in the exclusive Reunion Resort! Enjoy the benefits of the stunning main home and added privacy of a guest home. The dream location for both small and large groups or families. The unique top floor has been designed solely...

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Kissimmee Florida Vacation Rentals - Condo
1 / 18

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$115

/ night

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

Property Ref: RVH_138 This large 1, 630 sq. ft 3 bed, 3 bath condo is located in The Villas South at Cabana Court close to the heart of Reunion Resort. Located on the third floor and only 150 yards from the Cabana Court pool! This condo is located in Building C. If you are...

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Great place to stay

“ Excellent ”
July 1, 2014
All was perfect
Lino Rojas, Colombia

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1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 146 BR / 4 BA / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$199 - $325
Per month:$5,970 - $9,750
Pets allowed:No
Internet:Yes

Located just 3 miles from the gates of Walt Disney, this fully air conditioned home away from home offers comfort and style throughout. To make your stay an extra special one, spread out, relax and enjoy a great night`s sleep! High speed internet access and telephone (free to ...

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 146 BR / 3.5 BA / Sleeps 14
Home / 6 Bedrooms / Sleeps 14
(14) Excellent 14 Reviews

from

$180

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$180 - $440
Per month:$5,400 - $13,200
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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Awesome

“ Excellent ”
May 3, 2015
We loved the place. We had a big group with us and with a house with six bed room it's the best. Big swimming pool for the kids. It was close to Disney World. Compare to a hotel I rather book this place. It's more private and cheaper
Tia Tran, Ma usa

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 146 BR / 4 BA / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14
(10) Excellent 10 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:Yes

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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Great Stay

“ Excellent ”
July 30, 2015
This home was exactly how it was advertised, very clean and well kept. A few times at night the kids bedroom got a little warm with no ceiling fan and the thermostat for the house is locked to remain at 74 degrees or above, however overall, this home was very inviting and provided us with a great stay.
Cher Jackson-Lewis, Richmond, VA USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
4 Bedrooms / 2.5 Bathrooms / Sleeps 104 BR / 2.5 BA / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10
(12) Excellent 12 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:10
Type:Villa
Per night:$100 - $160
Per week:$700 - $1,120
Pets allowed:No
Internet:Yes

Note: If This House Is Booked For Your Desired Days, Feel Free To Send Us An Inquiry Because We Have Several Vacation Homes In The Disney Area And May Have One Available For Your Desired Days. Hi And Thank You For Viewing Our Listing. First Let Me Say That The Regal Villa Is...

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Everything You Need For A Wonderful Vacation

“ Excellent ”
May 4, 2015
House was fantastic, pool was beautiful, accommodations were amazing. My two boys and my wife can't wait to go back again. Your house was kept really well, your information package was very helpful and everything you can imagine was available in the house. From life jackets to play stations in every room the kids had an amazing time and i would like to say Thank you for making this trip everything the kids wanted it to be. It was a pleasure dealing with you and i am already recommending your house to future vacationers.
angelo lalkovski, Woodbridge, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 127 BR / 7.5 BA / Sleeps 12
Home / 7 Bedrooms / Sleeps 12

from

$745

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:12
Type:Home
Per night:$745 - $1,050
Per week:$5,215 - $7,350
Pets allowed:No
Internet:Yes

Property Ref: RVH_001 . This unique, one of a kind, beautiful, private custom Estate Home features over 8, 200 sq/ft of luxury accommodation and balconies. This ‘WOW! ’ factor home is private, quiet and not overlooked. Soak up the Florida sun on the biggest rear deck...

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

from

$139

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$139 - $250
Per week:$973 - $1,750
Pets allowed:Yes
Internet:Yes

This beautifully- designed villa fully refurbished in sept 2013 is set in a very prestigious and highly sought- after emerald island resort. A truly beautiful home ? Just waiting for you there is a gas bbq grill for your free use! ! free international calls wireless wi fi conservation...

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Well Landscaped front entry off cul-de-sac
1 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(1) Very Good 1 Review

from

$113

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$113
Per week:$785
Pets allowed:No
Internet:Yes

Spacious 4bedrooms home, perfectly located in subdivision on Crescent Lakes. Rental is fully furnished and offers hardwood and ceramic floorings, Fully equipped kitchen, air condition, whole house sound system are part of modern amenities. Large and well maintained pool and...

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Montego bay vacation home

“ Very Good ”
April 24, 2015
I rented the Montego bay home through seven heaven for 9 days and overall the experience was pleasant except for a few minor issues. The negatives were that they charge you for a grill that is in extremely poor conditions, for which I was reimbursed. The pool is extremely small , ok if you have children under the age of 7. House could of been a bit more clean and does need some upgrading. There are no tv ' s in the bedrooms except for the master suite. I must say that they were prompt in returning my calls and check in instructions were accurate and simple. I would rent again from them in the future but this time would ask for better photos and details about the property. Overall the kids enjoyed their stay and the neighborhood was excellent.
jennifer rodriguez, New haven ct.

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Kissimmee Florida Vacation Rentals - Home
1 / 37

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6
(6) Excellent 6 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$100 - $113
Per week:$695 - $785
Pets allowed:No
Internet:Yes

NEW This luxury property has been newly decorated and refurnished in April 2010 and is located in a popular location near all the Theme Parks. Living Area The villa is fully air conditioned and well furnished throughout. Living accommodation comprises of a lounge area, formal...

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PERFECT

“ Excellent ”
September 20, 2013
I highly recommend this property, It was very clean, secure and it had everything and more we needed. I went with my two kids, they really loved it. The pool was just right, i loved the fact that it was very private. Driving was very easy everywhere was 10/15 minuites away.I will be back there every time I am in florida
francis cole, England

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Kissimmee Florida Vacation Rentals - Condo
1 / 77

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$125 - $139
Per month:$3,750 - $4,170
Pets allowed:No
Internet:Yes

Just what the "Doctor" ordered! You and your children will absolutely fall in love with this beautiful home and FABULOUS amenity- packed resort - and so, so close to Disney World! An absolutely magical, 3 bedroom / 2 bath town house in a spectacular amenity packed resort...

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Perfect!

“ Excellent ”
March 31, 2015
We travel to the Orlando area every year and it has just become a tradition to stay at one of Frank's properties. The Hemingways Animal Kingdom was probably one of the nicest places that we have ever stayed, considering every property that you have ever placed us at was amazing! Thank you again for another great vacation!! We will see you again next year, and many more after that!
Jim Tucker, Evansville, IN USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 61 BR / 1 BA / Sleeps 6
Condo / 1 Bedroom / Sleeps 6
(1) 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 - Townhouse
1 / 16

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10
(3) Excellent 3 Reviews

from

$90

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$90 - $120
Per month:$2,700 - $3,600
Pets allowed:Yes
Internet:Yes

The pool will be closed from March 1, 2013 to March 31, 2015 while a new club house facility is being built. During this time the pool at the Encantada Resort just down the street will be available for your use. For your next vacation plan on visiting us at Regal Oaks, a new resort...

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Better than expected

“ Excellent ”
August 17, 2013
This was our first time renting a town home instead of a hotel. Everyone agreed, we will never stay in a hotel again. Everything was much better than even the pictures described. Very clean. 4 nice sized bedrooms and 3 Full baths. Awesome location. Close to everything. Disney world, Sea World and Universal Studios. Fun Spot amusement park is within walking distance. TheBeaches were only 45 min to an hour away. Thank you Ivan and Kathy for the wonderful first time stay! National Fine Arts will be in Orlando in 2 years and we plan on staying there again!The Theesfeld'saway. Thank you Ivan and Kathy for the best stay ever.I would recommend their place to anyone. away.Overall excellent stay. Thank you to Ivan and Kathy for taming care of everything.i would highly
Liesel Theesfeld, Mesa,Az

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Kissimmee Florida Vacation Rentals - Condo
1 / 32

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(7) Excellent 7 Reviews

from

$65

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$65 - $100
Per week:$455 - $700
Pets allowed:No
Internet:Yes

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

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Kissimmee 2014

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 48

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(1) Excellent 1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$125 - $139
Per week:$875 - $973
Pets allowed:No
Internet:Yes

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

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Excellent!

“ Excellent ”
May 26, 2015
We loved the house! Cozy and comfortable! we asked Frank a thousand questions before maKing a reservation and he answered them kindly and right away! Really close to parks, supermarkets and malls. Everything is just What you see in the photos. No Surprises! We will absolutelly come back! Thanks Frank
Jimmy Grohl, Zarate, Argentina

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Weekly Luxury Vacation Home Rental
1 / 41

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(44) Excellent 44 Reviews

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$125 - $179
Per week:$983
Pets allowed:No
Internet:Yes

Ideally located just minutes from Disney many great golf courses near by. Why stay in a cramped hotel room when you can stay at Debbie’s Florida Retreat a beautifully decorated, Luxury Pool Home with 4 bedrooms, 3 full bathrooms, a gourmet kitchen and screened- in private...

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Great experience!

“ Excellent ”
August 7, 2015
This is a fantastic home, very well kept and clean! Debbie was extremely helpful, organized and prompt. Pictures do not do this home justice - very roomy, updated decor and clean. Did I mention clean???? This was a fantastic experience.
Burkevitch family, Calgary, Alberta

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Kissimmee Florida Vacation Rentals - Condo
1 / 22

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(8) Excellent 8 Reviews

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$99
Per month:$2,970
Pets allowed:No
Internet:Yes

WINDSOR HILLS 5 STAR RESORT is number 1 with Trip Advisor bloggers. DISNEY only 2 MILES. Our 3 bed 2 bath 1450 sq ft Home with 1 King, 1 Queen, 1 Twin bedroom and Sofa Queen bed is furnished to a 5 Star standard. Windsor Hills is closer to Disney than some of the Disney hotels....

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Great!

“ Excellent ”
December 30, 2013
The condo was very nice, comfortable and clean.We have stayed here before and it's always been great.Very close to all the attractions, many restaurants and shops. We enjoyed our stay very much!
EP, New Jersey

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Beautiful Pond View
1 / 9

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(7) Excellent 7 Reviews

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$125
Per week:$875
Pets allowed:No
Internet:Yes

Lovely 4 Bedroom Vacation home with beautiful pond view. Relax in your own private pool or sip a cool drink under the Lanaii. (Also available as a 3 Bedroom Home, please inquire) Fully furnished with well appointed kitchen. Cable TV, Phone, Wireless Internet. Sleeps up to...

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Perfect

“ Excellent ”
August 25, 2014
Beautiful, clean, well maintained centrally located home. Our family of five felt very safe and secure during our stay. Lovely view of pond, clean pool, many extras provided in home ( games, books, crib, strollers etc) which we did not need but were there. Very close to Disney and other parks. Reasonably priced. Would certainly recommend this home to family and friends and hope to return again.
Connie Couvion, Ontario, canada

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Kissimmee Florida Vacation Rentals - Apartment
1 / 33

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Apartment / 3 Bedrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $145
Per month:$2,670 - $4,350
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 / 9

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

from

$75

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$75 - $90
Per week:$525 - $630
Pets allowed:No
Internet:No

BOOK WITHIN 24 HOURS OF REQUESTING QUOTE AND GET AN ADDITIONAL $5 OFF PER NIGHT! BEST PRICE GUARANTEE! EXCLUDES HOLIDAYS! Beautiful four bedroom, three bath villa with excellent amenities. Washer and dryer in unit. Beautiful village concept setting with a resort- style clubhouse...

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6

from

$109

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$109 - $129
Per week:$763 - $899
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 - Villa
1 / 25

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 125 BR / 3 BA / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12
(15) Excellent 15 Reviews

from

$185

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$185 - $280
Per week:$1,295 - $1,960
Pets allowed:No
Internet:Yes

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

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vacation 2015

“ Excellent ”
July 22, 2015
Overall was one of the best places we have stayed, the pool was a little small and there was no covered porch to stay out of the rain. A laundry basket would be helpful too. Great location and well stocked for 12 people, had a fantastic time
Danielle Workman Dunham, Delaware, OH

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(7) Excellent 7 Reviews

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$150
Per month:$4,500
Pets allowed:No
Internet:Yes

Newly Renovated! 4 Bedrooms including: 2 Master bedrooms with King size beds and en suites 1 bedroom with Queen size bed 1 bedroom with double twin beds Games room with pool table and fos All rooms include cable programming with LCD TVs Screened Pool with Hot...

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4 days of enjoyment

“ Excellent ”
April 17, 2015
Thank you! We enjoyed the pool and hot tub. The space was great for family of 7 - 8 people. Good location and we felt safe and secure. Property well maintained.
Kay Warren, Gander, NL, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 19

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(44) Excellent 44 Reviews

from

$119

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$119
Per month:$3,570
Pets allowed:Yes
Internet:Yes

Luxurious house at Rolling Hills. 3 miles to Disney. Excellent location next to Disney. Bedding arrangements are TWO King master suites. Two twin beds in bedrooms three and four. TV's in Family Room and ALL bedrooms. Pool and deck overlook lake. Games equipment in ...

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Ruby home review

“ Excellent ”
August 23, 2015
Great home and very comfortable. We were a family of 7 with a pet and we all had plenty of space and slept very well. The neighborhood is very nice and calm and the pool with the jacuzzi was great! I recommend it if you have a big family and want a comfortable spacious home to vacation in.
Fanny Huamani, Hollywood fl

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 125 BR / 5 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
(1) Excellent 1 Review

from

$179

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$179 - $219
Per week:$1,253 - $1,533
Pets allowed:Yes
Internet:Yes

5 Master Suites Heated Swimming Pool Pet Friendly Why stay in a cramped, costly hotel room when you can enjoy the spaciousness & luxury of our home at a fraction of the cost! Additional amenities include: private pool / spa, TV in every bedroom, paved parking, gated community,...

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 104 BR / 2 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(46) Excellent 46 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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Great Stay

“ Excellent ”
August 19, 2015
A beautiful house equipped with everything. I truly recommend this rental to everyone. Had a great stay looking forward to next year.
Jimmy Lopez, Philadelphia

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
7 Bedrooms / 4 Bathrooms / Sleeps 207 BR / 4 BA / Sleeps 20
Villa / 7 Bedrooms / Sleeps 20
(1) Excellent 1 Review

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:4
Sleeps:20
Type:Villa
Per night:$200 - $425
Per month:$6,000 - $12,750
Pets allowed:No
Internet:Yes

ALL NEW and Gorgeous! ! ! Four sumptuous King Master Bedrooms (3 with ensuite bathrooms) with Flat Screen TVs & Blu- rays. Decked out PRINCESS, PIRATES OF THE CARIBBEAN, HARRY POTTER, & MICKEY MOUSE rooms, with all the dress- ups (sized toddler to 12 yrs), toys, games, & movies...

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Vacationers Dream

“ Excellent ”
April 12, 2014
We recently enjoyed a mini-family reunion spanning 4 generations at "Happily Ever After". The first floor accommodations were the answer to our great-grandparents needs from meals to entertainment, relaxation and sleep. We all enjoyed not only the "theater/game room" but the screen enclosed lanai with heated pool and spa. The décor, furnishings, appliances, well equipped kitchen and luxury linens are all superb and the villa is kept spit-spot clean. After a long, tiring day at the Disney parks it was only a few short minutes back to the villa. How great is that !! "Happily Ever After" is truly a vacationers dream !!
Katie Yagodzinski Ranf, Pittsburgh, PA

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / 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 - Home
1 / 19

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$130

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$130 - $160
Per week:$910 - $1,120
Pets allowed:No
Internet:No

This wonderful Orlando Florida vacation home, features a nautical theme through out the home. It has a game room with pool table with a ping pong top and a private screened in pool and patio. You will not want to miss this lovely vacation home at the doorsteps of local shopping areas...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 9

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 83 BR / 2.5 BA / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8
(3) Excellent 3 Reviews

from

$69

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$69 - $89
Per week:$483 - $623
Pets allowed:No
Internet:No

My home has everything you need for your vacation. On the first floor there is a full kitchen, dining room, living room, half bath, and laundry room. On the second floor you will find three bedrooms. The Master Suite has a Queen bed, a balcony, and a full bath. The second bedroom...

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Immaculate property

“ Excellent ”
January 9, 2014
This condo was perfect for our 5 night stay. We enjoyed the fact that it was spatious, clean and well stocked. It was even better than the pictures! We were in Orlando for a basketball tournament at Disney. The proximity to Disney was great since it only took us 10 minutes from our door to Disney. The amenities were all as described. One of the women in our group walked every morning on the grounds of the condo community and felt safe. All in all, I would definitely recommend this property to others as an economical choice that does not disappoint in any way!!
Traci Wike, North Carolina

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Kissimmee Florida Vacation Rentals - Apartment
1 / 15

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Apartment / 3 Bedrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $129
Per week:$623 - $903
Pets allowed:No
Internet:Yes

Cricket's Holiday is a 2nd floor, 3 bedroom, 2 bathroom resort condo located in Terrace Ridge Resort. A spacious and convenient alternative to hotel rooms for your family vacation, this beautiful vacation rental condo is located just a few minutes driving distance from Walt Disney...

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 208 BR / 4.5 BA / Sleeps 20
Villa / 8 Bedrooms / Sleeps 20
(2) Excellent 2 Reviews

from

$178

/ night

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

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

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Great vacation home

“ Excellent ”
July 18, 2015
We had a family reunion and all 17 of us stayed in this home. Everything was just as if not better than expected. The house was near the attractions we wanted to visit. The fact that the kitchen had all the tools necessary to cook with was a big plus. The pool was a big hit with the kids as we all enjoyed a "dip" in the pool after a long day if sightseeing.
Rene Polanco, Austin, TX

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(5) Excellent 5 Reviews

from

$90

/ night

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

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

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Wonderful, Wonderful. Wonderful!!!

“ Excellent ”
July 20, 2015
We loved this house. We were close to everything. This house itself was amazing. Clean, comfortable and relaxing. My family and I will be back next year.
Barbie Countryman, Huntsville, Al

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Kissimmee Florida Vacation Rentals - Home
1 / 26

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 113 BR / 2 BA / Sleeps 11
Home / 3 Bedrooms / Sleeps 11

from

$110

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:11
Type:Home
Per night:$110 - $125
Per week:$756
Pets allowed:No
Internet:Yes

This 3 bed/2 bath fully furnished 1309 sq ft Home is 4 miles from Disney! Master with en- suite shower and Queen Custom Designed Wingback Bed. 2nd Bedroom with Custom Wingback Queen Bed 3rd Bedroom with 4 twin Bunk beds with shared bath. Also, All custom made furniture...

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front elevation
1 / 16

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 125 BR / 4 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
(17) Excellent 17 Reviews

from

$160

/ night

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

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

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Beautiful and Comfortable home

“ Excellent ”
August 11, 2015
My family and I just got back from our vacation in this home. We were totally satisfied and will definitely return. After having the last vacation home robbed that we were staying in last year we were very skeptical. But this house had all of the security measures in place. The home was very large, clean and more importantly comfortable. The home owner Karen Pope was very professional and accomodating and this was another reason i'd recommend this home to anybody. Raquel Dorsett
Raquel Dorsett, Nassau, Bahamas

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8
(1) Poor 1 Review

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$85 - $105
Per week:$595 - $735
Pets allowed:No
Internet:No

Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater Club. This cozy condo has all the amenities one could possibly need. Sweetwater has a heated community pool, tennis courts and a play area for kids. Additional amenities include: stories:...

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1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 188 BR / 4.5 BA / Sleeps 18
Villa / 8 Bedrooms / Sleeps 18
(9) 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 - Villa
1 / 70

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 146 BR / 5 BA / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14
(1) Excellent 1 Review

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Villa
Per night:$199 - $369
Per week:$1,393 - $2,583
Pets allowed:Yes
Internet:Yes

Welcome to our brand new luxurious villa located at the Paradise Palm Resort. If you are looking for an amazing vacation to enjoy the sun shine, this is the perfect place for you. This resort has one of the best amenities in the Orlando area, including a beautiful pool, waterfall,...

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Villa at Paradise Palm

“ Excellent ”
July 29, 2015
We stayed at a 5 bedroom villa in Paradise Palm. The staff was very nice and accommodating. We reported the phones not working but they were unable to fix it. But overall it was a lovely villa with a lot of space. Would definitely come back!
Sheryl Adams, Nassau Bahamas

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Kissimmee Florida Vacation Rentals - Apartment
1 / 29

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Apartment / 3 Bedrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $165
Per month:$2,670 - $4,950
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 / 39

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 197 BR / 4.5 BA / Sleeps 19
Villa / 7 Bedrooms / Sleeps 19
(2) Excellent 2 Reviews

from

$178

/ night

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

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

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OUTSTANDING

“ Excellent ”
August 20, 2015
Had A Wonderful time LOVED IT
Mary Williams, Gwynn Oak Maryland

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$89 - $149
Per week:$623 - $1,043
Pets allowed:No
Internet:Yes

This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in this gated community makes planning your Florida Vacation easy. The spacious living area has comfortable sofas, Flat Screen TV, DVD Player. There is a PlayStation...

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1 / 78

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 105 BR / 5 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10
(1) Poor 1 Review

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

Attention shoppers ! If your inquiry to this listing or any listing results in an email response that does not provide a contact name and phone number or if they are asking for payment by wire transfer your inquiry has not been received by the owner but instead, has been intercepted...

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vacation at its best

“ Poor ”
May 27, 2015
the minute we entered the house we were amazed. the décor, rooms, game room bedrooms were great. We all entered the pool as soon as we got unpacked. the security was great and proved to be very comforting. very close to Disneyland and other places to visit. planning on returning very soon. just a great place to relax and enjoy life.
Fred Wehring, Ohio

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About Kissimmee

Whether you want to visit theme parks or nature preserves, Kissimmee is the place to be in Central Florida. Take your pick from dozens of luxurious Kissimmee villas, and enjoy a dip in the pool and plenty of fun in the Florida sun.

Introduction to Kissimmee

Located just a short hop away from Orlando, Kissimmee is a small city that offers quick and convenient access to a whole range of family friendly activities. When you want to take the kids on a trip to Central Florida but don’t want the stress or expense of vacationing at the theme parks, consider staying at one of the affordable Kissimmee villas. Vacation properties in Kissimmee give you the space to have a good time without breaking the bank.

Kissimmee Climate

Like most of Central Florida, Kissimmee enjoys hot, humid summers followed by mild winters. If you visit in December or January, you’ll find temperatures around 60 degrees, while temperatures top out around 90 in July and August.

How to Get Around Kissimmee

If you’re flying to Kissimmee, Orlando International Airport is an easy 25-minute drive away. Public busses and private shuttles can transport visitors around the Kissimmee area, but if you want to explore on your own, renting a car is your best bet. You can easily get from your vacation home to the theme parks, or to the natural attractions, on your own schedule with a car.

Visit the Parks

The rides and attractions at Disney World are just a short drive away, but Kissimmee also boasts several of its own parks. Right on Lake Tohopekaliga, Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for family get togethers, and fishing piers for everyone. If you time your visit right, you can even catch one of the many festivals or events on the park’s outdoor stage.

If you’re looking for something more outdoorsy, visit Shingle Creek Regional Park, which encompasses over 1,000 acres. Canoe along the creek, hike the trails, and enjoy a picnic near the park’s historic pioneer homes. Even more impressive is the Disney Wilderness Preserve, which includes 11,500 acres and over 1,000 plant and animal species. Explore wetlands, swamps, and a freshwater marsh while spotting bats, snakes, and even panthers.

Shop and Dine in Old Town

When you’re ready to do some shopping or grab a bite to eat, head straight for Kissimme’s Old Town neighborhood. Here you’ll find everything from souvenir shops to ...

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