Kissimmee Vacation Rentals, Homes, & More
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1-50 of 662 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Condo
1 / 32

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / 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 - $110
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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Conservation View
1 / 31

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

(3)“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$165 - $195
Per month:$4,950 - $5,850
Pets allowed:No
Internet:Yes

Welcome to Sun Palm Disney Villa ! Located less than a 10 minute drive from Walt Disney World in Orlando, Florida and within the fabulous Windsor Palms Resort community. You'll find everything at Sun Palm Disney Villa! RELAX and ENJOY the private wooded conservation view...

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Wonderful Vacation Home...

“ Excellent ”
April 22, 2013
Our stay was as great as the description and the photos. The house was lovely, well cared for and so comfortable. From grandma to 3 year old twins, there was something for everyone, even a 10 year old video game player. We all enjoyed the pool and patio area. The short distance to the parks and entertainment areas gave us more time for fun and less time traveling. Many thanks The Scott P. Family for sharing your wonderful vacation home with us.
K Thornburg Kohler, The Kohler Family, Mohnton, PA., USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

from

$170

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(14)“ Excellent ”14 Reviews

from

$57

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$57
Per week:$399
Pets allowed:No
Internet:Yes

New End Unit! Our Most Private And Best Priced 3 Bedroom, 3 Bath Townhouse With Private South Facing Pool For Rent At Windsor Hills. It Features A Large Yard Out Back, A Screened In Lanai, And South Facing Pool With Privacy! You Want South Facing Pool For Maximum Warm Florida...

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Very Homey and Clean!

“ Excellent ”
June 18, 2015
Excellent place to stay. Very close to Disney and Universal. Will stay here again!
Charlotte Read, Arkansas

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Dinning room
1 / 17

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(6)“ Excellent ”6 Reviews

from

$129

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$129 - $199
Per week:$899 - $1,199
Pets allowed:Yes
Internet:Yes

You would never describe our villa as is "minimalist" or “simplistic”. Unique ornaments and carefully selected picture collections in a thematic unity are on full display in this stylish home. Subtle design details add interest to this cozy home too. Comfort, style, serene, ...

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Enjoyed Our Stay

“ Excellent ”
July 31, 2013
The 5BR/4BA villa was wonderful and the management stayed on top of any concerns. In comparing it with other vacation homes that we have stayed in, the only thing that I can say is a few pieces of furniture requires updating, otherwise, it was one of the best places we have stayed. The community is quite and pleasant, close to many restuarants and other attractions. It was great!
Lorraine Faison, Goldsboro, N.C., USA

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 18

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8
Townhouse / 4 Bedrooms / Sleeps 8

(15)“ Excellent ”15 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$99 - $139
Per week:$594 - $973
Pets allowed:No
Internet:Yes

Cozy 4 bedroom, 3 bathroom townhouse in gated resort community minutes from Central Florida's main attractions. This unit is fully equipped with all the comforts of home, including full kitchen and front loading washer machine and dryer. Conveniently located directly across from...

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Family Vacation

“ Excellent ”
April 3, 2015
The major benefit was the heated pool located just outside our condo and suitable for lap swimming or just relaxing. The major parks are close and the kids went wild for them. Also, I was able to get in quite a bit of golf with my son and nephew at very nice and reasonably priced courses.
Bob or Helene Morin, MA

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Home Theater
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 18
Home / 8 Bedrooms / Sleeps 18

(3)“ Excellent ”3 Reviews

from

$157

/ night

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

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

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enjoyable

“ Excellent ”
May 29, 2015
We had our first family vacation and i must say it will be an unforgettable. This home was conveniently located near restaurants and shopping plazas. Loved it that this home was spacious and had its own pool. Which kids loved. This home had all plus more. It was like being in my own home. Really enjoyed ourselves.
Elizabeth Balderas Gutierrez, texas

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
6 Bedrooms / 5 Bathrooms / Sleeps 14
Townhouse / 6 Bedrooms / Sleeps 14

from

$225

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$225 - $380
Per week:$1,575 - $2,660
Pets allowed:No
Internet:Yes

This beautiful unit is located in Paradise Palms Resort one of Florida's Premier Resorts only 5 minutes from Disney! ! and within a couple miles to restaurants, grocery stores and shopping. Stay in the lap of luxury when you book our professionally decorated unit inParadise....

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1 / 10

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(5)“ 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 / 10

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$99

/ night

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

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

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Highly comfortable and well located

“ Excellent ”
July 4, 2015
We enjoyed the setting, well kept, high quality of dotation and superb location. We received exactly what we were looking for!
Fernando Rojas, Cajica, Cund COLOMBIA

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

(16)“ Excellent ”16 Reviews

from

$120

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$120 - $190
Per month:$3,600 - $5,700
Pets allowed:No
Internet:Yes

Welcome to our five star, Luxurious 5 Bedroom Vacation Rental Villa, We have just Renovat, Redecorated and refurnished this villa in October 2009 with the help of interior decorator. The High quality beautiful furnishings are all brand new this villa really has everything ! The...

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Wonderful

“ Excellent ”
June 29, 2015
We have a wonderful time and everything was great! Only thing that we were a little disappointed with was the stove but other then that everything was wonderful, beautiful rooms and pool. Will stay there again.
Sherry Paradis, Pembroke, NH

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1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / 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 - Home
1 / 14

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(3)“ Very Good ”3 Reviews

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$129 - $189
Per week:$903 - $1,323
Pets allowed:No
Internet:Yes

These units are designed, decorates and fitted with the high end clientele in mind. Especially the corporate executives who need a place to call their home or a family visiting the Orlando parks and are accustomed to finer things in there life. Rent these units from a week to...

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average

“ Very Good ”
July 21, 2013
Not a bad place, but about what one should expect for the price. Have stayed at nicer, more upscale houses in the past for a little more money.
Keith Saari, spring hill, tn

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Kissimmee Florida Vacation Rentals - Home
1 / 9

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

(10)“ Excellent ”10 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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Very beautiful, spacious and spotless

“ Excellent ”
June 8, 2015
out of the past 5 years I have been renting homes in Orlando this is the best house by far! The house was beautiful inside and out, very well decorated, very clean and spacious, I have nothing bad to say about this home, also loved the location in a very quiet secluded neighborhood :) will definately rent from again :)
latonya lovin, Morristown, TN

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 39

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$89 - $159
Per month:$2,670 - $4,770
Pets allowed:No
Internet:Yes

(I have three 3 bedroom vacation homes, all share the same price, you may find the detail information from Vacation Home Rental By Owner, property 692428, property 692430. Also, I have three 8 bedroom vacation house property 77602, property 77717, property 154310, thanks)....

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Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19
Villa / 8 Bedrooms / Sleeps 19

(8)“ Excellent ”8 Reviews

from

$139

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$139 - $339
Per month:$4,170 - $10,170
Pets allowed:No
Internet:Yes

Located in the guarded resort community of Terra Verde, our home is only 8 miles from Disney and offers over 3200 sq. feet of fully air conditioned flexible living & play space.  Terra Verde Resort is one of the best located vacation home communities, just 15 minutes from...

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Great stay

“ Excellent ”
September 30, 2014
everything we needed for our stay.
Mike Reising, Davenport, IA

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Private South facing pool
1 / 33

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(5)“ Excellent ”5 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$115 - $140
Per week:$805 - $980
Pets allowed:No
Internet:Yes

BOOK 24/7 in minutes secure ONLINE Please visit wwwfloridagroupcom The longer you book, the better the discount is. More days equal more savings for you. We have Special Savings on your Disney Tickets ask for our PROMO CODE. Description: South facing Pool No rear neighbors...

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Excellent house

“ Excellent ”
April 30, 2015
Gracias Marcela!!!! Estoy súper agradecida, tu casa es tal cual como la describes y las fotos son reales!!! Tu comunicación y atención permanente hicieron nuestra estadía muy placentera.
Lissette Chagui, Miami

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / 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 - Villa
1 / 19

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8

(33)“ Excellent ”33 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$85 - $110
Per week:$110 - $770
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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Nice places

“ Excellent ”
June 9, 2015
It's a nice vacation rental.... We had a nice time....
Clarence Brown, Tampa,fl

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

Tucked away in a quiet, family neighborhood, this 4 bedroom home is a perfect place for families looking for some peace and quiet. Located in a safe cul- de- sac, this home sees very little traffic, making it a great place for privacy and security. This 4 bedroom home has a game...

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16

Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Spacious, beautiful villa located just three miles from the Walt Disney World Park and close by dozens of other world- class attractions and restaurants such as Universal Studios and Sea World. This villa is fully air- conditioned and comes with a heated pool, spa, outdoor ...

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1 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$100 - $140
Per week:$665 - $950
Pets allowed:No
Internet:Yes

Looking for that perfect place to stay when visiting the Orlando area? Don't want to stay in a cramped hotel room? Want to be in the middle of all the attractions, restaurants, and shopping? Look no further... Barefoot Getaway is the perfect solution for your next Orlando vacation!...

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Great home

“ Excellent ”
March 31, 2014
Debby was very helpful answered all of our questions. Beds were very comfortable. Plenty of towels, pool/spa very nice water was warm without paying for heat. Development was close to many places. Nice area to go outside for walks. This is our 12 year going to Kissimmee for vacation and we will come back to this house!!
Tracy Langer, Erie, Pa

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pool area
1 / 8

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

(29)“ Excellent ”29 Reviews

from

$72

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$72
Per week:$500
Pets allowed:No
Internet:Yes

A quiet 1600 square foot bungalow with 3 bedrooms and 2 bathrooms with a nice design for privacy. In- ground pool under a large screened- in patio with a beautiful view. All amenities close to all attractions in area. Two seperate living room/TV areas - children friendly. High speed...

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Morgan Point

“ Excellent ”
July 28, 2015
Excellent home! This home had all the amenities we needed to enjoy our vacation. It was in a quiet neighborhood and the pool was great! We will definitely stay here again!
Lisa Johnson, Marietta, OH

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1 / 12

Kissimmee Villa
4 Bedrooms / 2.5 Bathrooms / Sleeps 9
Villa / 4 Bedrooms / Sleeps 9

(19)“ 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 / 13

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $110
Per week:$700
Pets allowed:No
Internet:Yes

Gorgious private Disney vacation villa only 3 miles from disney and close to all other attractions. Including 4 Bedrooms/3 full baths/ south facing private enclosed pool and jacuzzi/ game room/ and all the comforts of home away from home, with near by tennis/basketball/ playground....

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Disney Trip

“ Excellent ”
April 18, 2014
We enjoyed our stay, and enjoyed having a private pool. Kids loved the gameroom. Yona & Sam easy to work with!
Debbe Rosenthal, Augusta, Ga.

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Kissimmee Florida Vacation Rentals - Villa
1 / 26

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(3)“ Excellent ”3 Reviews

from

$228

/ night

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

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

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Fantastic!!

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

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(10)“ Excellent ”10 Reviews

from

$195

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$195 - $235
Per week:$1,365 - $1,645
Pets allowed:No
Internet:No

Beautiful Luxury 4 Bedroom, 3 Bathroom Vacation Home only 5 minutes from World Renowned Disney Attractions, Restaurants, Shopping and World Class Golfing within minutes. Conservation and Lake view from the Lanai. In the evening relax by the pool or enjoy the spa while viewing Magic...

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Kissimmee Florida Vacation Rentals - Home
1 / 12

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

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

Enjoy at Amusement Parks , the sizzling nightlife, great gourmet dinning at finest restaurants or simply stay and relax near splash pool else at 2 well maintained resort pools . We are very much sure that you and your loved ones will like the place and will enjoy to the fullest ...

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master suite with king bed and inside bathroom on first floor
1 / 23

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 8
Townhouse / 4 Bedrooms / Sleeps 8

(10)“ Excellent ”10 Reviews

from

$75

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Townhouse
Per night:$75 - $159
Per week:$109 - $1,100
Pets allowed:Yes
Internet:Yes

Welcome to Coral Cay Resort. Situated 6 miles from Disney, 1 mile to Walmart and target. 8 miles to Seaworld and Convention Center. This 1500 Sqft townhouse has 4 bedrooms, 1 king bed on first floor, 1 queen bed and 4 fukk size twin beds on 2nd floor, 3. 5 bathrooms, fully equipped...

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Excelente casa, condomínio muito bom.

“ Excellent ”
April 30, 2015
Fiquei hospedado por 15 dias, mas queria ter ficado pelo resto da vida. A casa é espetacular, linda decoração, tudo muito organizado, limpo, agradável, não há cheiros, não fui perturbado com barulhos inconvenientes. O ofurô na varanda com vista para o lago é um convite ao descanso depois de um dia longo. O proprietário, atencioso e honesto, todo processo feito com rapidez e sem nenhuma burocracia. Retornarei em breve.
Eduardo Nunes, Brasília, Brasil

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$79 - $109
Per week:$525 - $699
Pets allowed:No
Internet:Yes

This is a 3 Bedroom 3 Bath Town House Located In Crestwynd Bay And Just A Mile From Disney Gates. The Home Consists Of 1 KING Bed With Attached Bathroom, 1 QUEEN Bed With Bathroom On The Side, 1 Kids Bedroom With 2 Twin Beds Living Room With Sofa. and Love seat. The Home Can ...

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front elevation
1 / 16

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(16)“ Excellent ”16 Reviews

from

$160

/ night

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

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

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Best vacation ever!

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

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1 / 41

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16

(21)“ Excellent ”21 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$149 - $319
Per week:$1,043 - $2,233
Pets allowed:No
Internet:Yes

Luxurious and Beautiful Villa is ideally located at exclusive Season Community , about 5. 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 ...

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Vacation rental

“ Excellent ”
August 2, 2015
The house we rented was BIG, BEAUTIFUL & AMAZING. My family and I had a GREAT TIME there. The rooms were really nice, the unground pool was lots of fun for everyone. We definitely would rent again. We would also recommend the house to all friends & family.
Joanna Matias, Beacon, NY

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Exclusive Two Story Home
1 / 19

Kissimmee Home
6 Bedrooms / 3 Bathrooms / Sleeps 14
Home / 6 Bedrooms / Sleeps 14

(52)“ 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 / 32

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14

(1)“ Excellent ”1 Review

from

$199

/ night

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

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

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Great Place but "hot" in the hot tub??

“ Excellent ”
April 2, 2015
I definitely would recommend this house to anyone visiting Orlando. Extremely close to Disney and about 10 minutes away from Universal. We had plenty of space for 2 families, and it was nice to be able to cook, and enjoy the pool and game room. I did find it quite amusing that the description for heating the pool was in the instructions for the rental but did not realize that it means that you will need to pay for your hot tub to be hot! My friend and I were eager to relax with our glass of wine (and not kids) in the hot tub but were surprised with cold water!! I called the manager of the property and he told me that it was a "spa" and that we needed to pay to have the "spa" heated. I guess that clarification would have been nice in the description of the unit. We happily paid the extra $$ for 5 minutes of relaxation. But a fair warning-if you plan on getting the "spa" you need to let it run for at least an hour before it gets hot. The pool was great and the kids could careless if it was cold or not. The sunset from the back was nice as well. Bring a fishing pole--you can catch fish out back in the pond. One other note, and it's nothing to do with the property but more so with the insurance companies' rules. Every time you open the door to go in or out of the pool area; You have to hit a button or the alarm will set off. This was startling early in the am when all you want to do is have a cup of coffee poolside and you forget to press the button!! Overall-great place!! We will be back!!
Courtney Laird Solley, Fort Walton Beach, FL

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Kissimmee Florida Vacation Rentals - Home
1 / 45

Kissimmee Home
6 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

(7)“ Excellent ”7 Reviews

from

$239

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$239 - $379
Per week:$1,673 - $2,653
Pets allowed:No
Internet:Yes

This home has everything that you, your family and friends will ever need and more! Situated on the popular Emerald Island Gated Resort. It is very central to all the main attractions being just off Interstate 192 and access to all the parks from here is very easy. Walt Disney World...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 19

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8

(23)“ Excellent ”23 Reviews

from

$79

/ night

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

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

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Great month!

“ Excellent ”
August 2, 2015
We stayed for the whole month of July and we really enjoyed it. It was minutes from the Disney parks. The complex was very quiet and the pool was nice. We plan to stay at this exact unit again soon. The owner was available anytime we called.
lee renfroe, Fitzgerald ga

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1 / 39

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$114 - $128
Per week:$795 - $895
Pets allowed:No
Internet:Yes

Our lovely 3 bed, 2 bathroom home, with private screened in pool is located in the peaceful community of Creekside only minutes to shopping and restaurants off the famous 192 and Bass Rd, also very close to Disney. Our home has a master bedroom with queen size bed with master...

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1 / 42

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6
Townhouse / 3 Bedrooms / Sleeps 6

(7)“ Excellent ”7 Reviews

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$89 - $120
Per week:$623 - $840
Pets allowed:No
Internet:Yes

Luxury, comfort, security and convience is what you will find when you are a guest at this beautifully decorated Town Home. All the comforts of home, and then some, are at your finger tips when staying at R- Disney Palms Retreat. This Town Home is more spacious than any suite ...

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Very Nice Home

“ Excellent ”
June 24, 2015
My family of 5 enjoyed our stay at the Windsor Palms Resort. Glenn was wonderful to work with! He really provided lots of useful information we needed. The home was just as the pictures portray. The only reason I did not give 5 stars if for the A/C. During the day it was fine but at night we were woken up b/c it was very warm inside. The instructions said it will not go past 74 degrees. That is just too hot for me to sleep comfortably. Also, we didn't have enough toilet paper (4 girls) and had to buy that along with dish soap so we could wash our dishes. We really enjoyed our stay and I would recommend this place to anyone who wants a nice home to come back to after a long day at the parks. Thanks Glenn for your kindness :)
Jim and Cheryl Phalen, Sylvania, OH

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Kissimmee Florida Vacation Rentals - Home
1 / 33

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$109 - $175
Per month:$3,270 - $5,250
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 / 24

Kissimmee Home
4 Bedrooms / 2 Bathrooms / 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 - Townhouse
1 / 13

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10

(15)“ Excellent ”15 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Townhouse
Per night:$100 - $130
Per week:$700 - $900
Pets allowed:No
Internet:Yes

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of Florida attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious...

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Had a great stay!

“ Excellent ”
July 6, 2015
My family and I had a wonderful stay at this townhouse. The house and community were beautiful. The house was in a gated community and we always felt safe. The community itself had many things to do in the clubhouse. Our house was extremely close to Disney World, our main reason for going on this trip. It was very convenient to only be short drive from Disney World. The house was beautiful and spacious. It was very clean. All the rooms were clean and comfortable, and the furniture was very nice. The kitchen and living area were big and clean. The people in the community were extremely nice. All in all, our stay was wonderful in this beautiful house. I highly recommend this house to anyone looking to go to Disney World!
Sareth So, Stafford, VA USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

from

$182

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$182 - $288
Per week:$1,274 - $2,016
Pets allowed:No
Internet:Yes

Stay at one of the closest neighbourhoods to Disney, with your own private screened pool and spa in the gated community of Windsor Hills. When vacationing in this 6 bedroom, 4 bathroom, fully furnished villa, enjoy all the comforts and conveniences of home away from home, plus...

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1 / 27

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(24)“ Excellent ”24 Reviews

from

$99

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$99 - $179
Per month:$2,970 - $5,370
Pets allowed:No
Internet:Yes

Fully Furnished – Two Master Size Sites – Pool/Spa – High Speed Wi Fi – 6 TV’s –Games Area –Gated Resort . Villa Beaulieu, the luxurious house in top rated Solana Resort features 5BR (2 Masters) including two King sized, one queen sized, two twin beddings along...

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Excellent stay!

“ Excellent ”
March 4, 2015
Great place, great location. Home needs some work to stay updated and competitive with the rest.
Amma Jane, Ontario , Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / 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 - Home
1 / 34

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16
Home / 7 Bedrooms / Sleeps 16

from

$240

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$240 - $290
Per week:$1,680 - $2,030
Pets allowed:No
Internet:Yes

Excecutive 7 Bedroom Pool home in the Prestigious Emerald Isle Resort Community! Oversized covered lanai overlooks the screen enclosed pool and whirlpool Game room with a pool table and airhocky table Internet service is provided free of charge TV's with DVD players in all the...

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / 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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1 / 27

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$75
Per month:$2,250
Pets allowed:No
Internet:Yes

Sweetwater Club Condo is a resort condominium . The resort includes a clubhouse, pool, tennis & sand volleyball courts, gym, games room, BBQ, and more. The Sweetwater Club Condominium is located off route US192 and minutes to Disney World, Universal Studios, Sea World, local...

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(2)“ Excellent ”2 Reviews

from

$190

/ night

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

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

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Top Notch!

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
1 Bedroom / 1 Bathroom / 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 - Villa
1 / 25

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $145
Per week:$700 - $1,015
Pets allowed:No
Internet:Yes

Only 7. 5 miles from Disney's main gate. Featured with 2 master suites, 4 bedrooms and 3 bath rooms. 2 living areas, plus private screen enclosed swimming pool and spa. Comfortably sleeps 8 to 10 people. Game rooms and free WiFi internet. Kitchen has everything...

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About Kissimmee

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 ...

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