Kissimmee Vacation Rentals, Homes, & More
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Kissimmee Florida Vacation Rentals - Home
1 / 16

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

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
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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Kissimmee Florida Vacation Rentals - Villa
1 / 64

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

(3)“ Excellent ”3 Reviews

from

$200

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$200 - $271
Per month:$6,000 - $8,130
Pets allowed:No
Internet:Yes

We thank the visitors for showing their interest in this beautiful Vacation Home! We are proud of our home and are sure that our guests will also be! ! It’s a luxuriously decorated 6 bedrooms and 4 baths home in fully gated community of the Windsor Hill in Kissimmee, considered...

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House

“ Excellent ”
February 20, 2015
it was a group of us that stayed in this home. we stayed from the thursday to the sunday. it was a beautiful home. the only things that did not work was the garbage disposal as well as the wifi. the house also needs curtains in the master bedrooms. other than that it was an excellent trip. the beds in the master rooms are simply AMAZING ! best weekend !!!! highly recommended .
Brittney Ebanks, florida

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Kissimmee Florida Vacation Rentals - Villa
1 / 28

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 20
Villa / 7 Bedrooms / Sleeps 20

(26)“ Excellent ”26 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$149 - $265
Per month:$4,470 - $7,950
Pets allowed:No
Internet:No

First class furnished house is waiting for you! It’s newly renovated keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms,...

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Great Vacation Villa!

“ Excellent ”
July 19, 2015
This beautiful villa is designed very well for the maximum comfort while on vacation. It provided all of the luxuries of home and more! The accommodations and amenities covered all ages from infants to adults. We truly enjoyed our vacation!
Karen Tinker, Maryland

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Kissimmee Florida Vacation Rentals - Condo
1 / 22

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

(8)“ Excellent ”8 Reviews

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$79
Per month:$2,370
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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amazing views from pool deck
1 / 40

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

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$143 - $236
Per week:$1,000 - $1,650
Pets allowed:No
Internet:Yes

Outstanding 4 Bedroom, 3 Bathroom Private Pool Home with stunning views over a forested conservation area - newly decorated to appeal to all the family with two gorgeous Master Bedrooms, a Princess bedroom and a Super Heroes bedroom! Fabulous 30 foot pool and spa with recently...

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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

from

$175

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / 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 - Home
1 / 41

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

(43)“ Excellent ”43 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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Beautiful vacation home

“ Excellent ”
July 27, 2015
All we could ask for in a beautiful vacation home. The house was equipped with everything we needed. My kids loved the swimming pool. Every thing was very clean and welcoming Grate communication with the owners, which were very concern and helpful when needed.
Maia Hartuv-Moradi, Israel

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Kissimmee Florida Vacation Rentals - Villa
1 / 53

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

(7)“ Excellent ”7 Reviews

from

$139

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$139 - $399
Per week:$973 - $2,793
Pets allowed:Yes
Internet:Yes

Luxurious 7 Bedroom Vacation Home In Exclusive Resort Community - Just Minutes Away From Disney! Welcome to our Emerald Island Resort. With its luxurious decor and prime location only 4 miles to disney, this is our very best of the best! This vacation home includes the following...

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Home away from home

“ Excellent ”
March 25, 2014
The resort was great the house was beautiful felt like I was home. Niebghorhood was great staff at gate and clubhouse friendly and helpful. The convinicne of being 5 mins from the parks was great. Kids loved the pool kitchen was great bedrooms beautiful really felt like we were home. Diffidently will be back whenever we vacation in Orlando.
Wandey Alexis, Boca Raton, FL 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 - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / 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 / 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 - Condo
1 / 17

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 4
Condo / 1 Bedroom / Sleeps 4

Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

BOOK WITHIN 24 HOURS FROM PRICE QUOTE AND GET AN ADDITIONAL $5 OFF PER NIGHT! Very comfortable and nice 1/1 with full kitchen, full size washer and dryer in the unit. Two TV's, DVD and free cable and internet in unit. This community is very close to the LOOP shopping center...

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Front view
1 / 25

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / 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 - Condo
1 / 18

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / 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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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20
Villa / 8 Bedrooms / Sleeps 20

(5)“ Excellent ”5 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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great vacation

“ Excellent ”
July 4, 2014
My family stay at this villa and had a wonderful time.Ms.Lili was great help us the whole time,I never met her but I count her as one of my friend. Thank you so much!!!!
jerome snoddy, Washington,D.C.

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1 / 21

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

(7)“ Excellent ”7 Reviews

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$120 - $139
Per week:$840 - $973
Pets allowed:No
Internet:Yes

WOW will be your first reaction when you step into this NEWLY designed and furnished Disney World area condo. EVERYTHING is brand new from the new Brazilian cherry floors to the stainless steel kitchen and magnificent counter tops. You'll enjoy wall mounted flat screen TV's in...

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Home away from home

“ Excellent ”
April 8, 2015
We really enjoyed our stay here. The condo was everything we expected. It was nice and clean and we did not encounter any issues at all. It truly felt like we were at home and in fact, our kids kept referring to it as home. I look forward to booking my next vacation to Orlando with Frank and Lenore.
Karla Gonzalez, Mt. Airy, MD

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1 / 28

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 16
Villa / 6 Bedrooms / Sleeps 16

(2)“ Excellent ”2 Reviews

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:16
Type:Villa
Per night:$199 - $350
Per week:$1,393 - $2,450
Pets allowed:No
Internet:Yes

Brand new luxury 3, 300 sqft, two- story single family home located on an exclusive gated resort. It is only 10 minutes away from Disney theme parks. 6 bedrooms, 5 bath, loft, and game room. Spacious kitchen with large island and 4 bar stools; All new appliances. ...

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Family Reunion

“ Excellent ”
January 4, 2015
It was a wonderful vacation. The house was beautiful and accommodating. We had a great time. I definitely recommend it!
Paulina Scherer, Fort Lauderdale

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Kissimmee Florida Vacation Rentals - Home
1 / 49

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

from

$229

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$229 - $357
Per week:$1,599 - $2,499
Pets allowed:No
Internet:Yes

Welcome to The Windsor Dream - The Ultimate Villa at Windsor Hills – A luxurious south- facing home with private pool and hot- tub, with no rear neighbors. The most important feature of our family retreat is that we offer one of the few south- facing pool homes in Windsor ...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

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

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$120 - $195
Per week:$840 - $1,365
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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Kissimmee Florida Vacation Rentals - Villa
1 / 26

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

(24)“ Excellent ”24 Reviews

from

$79

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$79 - $199
Per week:$699 - $1,099
Pets allowed:No
Internet:Yes

About 8 miles drive distance to main gate of famous Disney Parks, about few minutes distance from restaurants , grocery stores and post offices just off entrance of community . Wal- Mart is about 2 miles away , it opens 24/7. Also golf course is very nearby . Villa is situated...

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Wonderful!

“ Excellent ”
August 2, 2015
The house was beautiful. I really enjoyed the peacefulness it offered. Thank you Debra and Chad for bring so accommodating. We are looking forward to another stay with you in the future.
Ranza Creak, Clarksburg, WV USA

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Kissimmee Florida Vacation Rentals - Apartment
1 / 35

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

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
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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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 - Condo
1 / 21

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 - $199
Per month:$3,750 - $5,970
Pets allowed:No
Internet:Yes

Property Reference # RVH_134 This 3 bed condo is located in The Villas South at Cabana Court close to the heart of Reunion Resort with views of the Tom Watson designed golf course. This large 1, 630 sq ft luxury vacation condo is located on the second floor. This condo is ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

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

from

$157

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$157 - $207
Per month:$4,710 - $6,210
Pets allowed:No
Internet:Yes

Be one of the first families to make this 5 bed 4 bath fully furnished luxury home, with your own private screened south facing pool and spa backing on a conservation area in the new community of Calabria, your vacation home in Orlando! Located less than 6 miles from Disney's doorstep....

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Day Time pool view
1 / 19

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

(22)“ Excellent ”22 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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Exceeding Expectations

“ Excellent ”
June 26, 2015
We stayed at one of the Townhouse listed, the home was Awesome. The pictures on the site do not do it justice. The rooms were spacious and clean. The kitchen had all the amenities we needed to do some cooking when we needed. I have a family of 5 and we all fit in the home comfortably. The location of the home was also great! Less than 5 minutes to get into the parking lot of Disney and about 15 minutes from Universal. I would not hesitate to stay at this location again. My communication with Manny was smooth and clear. He made every effort to ensure I was comfortable and at ease with my long travel from Colorado. Check-in was a breeze and check-out was easy too. If you are looking for a place to stay...look no further this is the place you want.
Steven Longoria, Colorado Springs, Colorado USA

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Kissimmee Florida Vacation Rentals - Home
1 / 24

Kissimmee Home
3 Bedrooms / 2 Bathrooms / 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:No
Internet:Yes

Come sail away to The Boat House! This nautical themed 3 bedroom home is a perfect way to leave all of your worries behind! The peaceful colors and themes of this home are like a breath of fresh air! With 1800 sq of space and high vaulted ceilings, this home feels so roomy. This...

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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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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
7 Bedrooms / 4 Bathrooms / Sleeps 20
Villa / 7 Bedrooms / Sleeps 20

(1)“ Excellent ”1 Review

from

$275

/ night

Email Owner
Bedrooms:7
Bathrooms:4
Sleeps:20
Type:Villa
Per night:$275 - $425
Per month:$8,250 - $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 - Villa
1 / 23

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

(9)“ Excellent ”9 Reviews

from

$143

/ night

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

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

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Very nice, BIG house...

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

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Kissimmee Florida Vacation Rentals - Home
1 / 16

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

(5)“ Excellent ”5 Reviews

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

When you're not at Hogwartz, you should be here! This 4 bedroom home is a dream come true for Harry Potter fans everywhere! You won't need a magic wand to work on your tan while you're staying here! This home has a south facing pool, which means the most sun exposure all day!...

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King Bedroom
1 / 13

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

(96)“ Excellent ”96 Reviews

from

$49

/ night

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

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

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Small rooms - many bathrooms

“ Excellent ”
July 21, 2015
This condo fit our needs perfectly. With 3 bathrooms there were no lines in the morning. There were a couple of issues, primarily mechanical. The main one was a malfunctioning washer. It was repaired withing 24 hours of reporting it. The master was missing a TV remote, so the channel could not be changed without borrowing another room's remote. It was extremely close to Disney, and we were able to get to any of the parks withing 5 or 10 minutes.
Linda Theodoru, CT USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 77

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / 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 - Townhouse
1 / 16

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

(9)“ Excellent ”9 Reviews

from

$109

/ night

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

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

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Family Disney Vacation

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

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1 / 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 / 12

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

from

$80

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$80 - $101
Per month:$2,400 - $3,030
Pets allowed:No
Internet:Yes

Comfortable villa with 3 bedrooms and 2 bathrooms located at the Seven Dwarfs resort. This community is located just 7 miles from the entrance to the Disney parks, which allows you to easily reach your destination and save time to make the most of your holiday. The Seven Dwarfs community...

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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 / 35

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

from

$189

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$189 - $335
Per month:$5,670 - $10,050
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 / 19

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

(42)“ Excellent ”42 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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Great House !!!

“ Excellent ”
January 18, 2015
We had a great experience in your house. We felt like at our won home. The check in time is to early considering that we travel oversea and sometimes we had to make late flights. So I had to pay U$80 extras to stay from 10 AM to 4 PMWe would like toknow
Alvaro Velez, Bogota, Colombia, SA

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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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Front of 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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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 - Villa
1 / 9

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Situated within a genuine 10 minutes drive from Walt Disney, just 1 mile from Wal- Mart by Medieval Times just off the 192 on a prestigious, gated community with security access. 15 minutes from Convention Centre...

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great house and price

“ Excellent ”
April 2, 2013
house was just as described, transaction was nice and smooth . thanks peter
anthony torres, long island ,ny usa

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front of house
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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1 / 41

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

(19)“ Excellent ”19 Reviews

from

$110

/ night

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

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

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Fantastic Home

“ Excellent ”
May 22, 2015
This Villa is excellent, clean, fresh and a beautiful House. I would recommend this Villa to anyone. It has been updated to a high standard and felt like a home from home. The hot tube is great.
Katie Hothersall, Blackburn England

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Kissimmee Florida Vacation Rentals - Home
1 / 13

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

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

Best Location & Lake Views: Our stunning 5 bedroom/5 bathroom villa has South Facing Pool and beautiful Lake Views and is located in the 5 star gated/guarded resort of Windsor hills, a premier highly demanded community close to Disney world and next to popular Mystic Dunes Golf...

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Kissimmee Florida Vacation Rentals - Home
1 / 34

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

from

$189

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Home
Per night:$189 - $305
Per month:$5,670 - $9,150
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 / 38

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

from

$197

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$197 - $315
Per month:$5,910 - $9,450
Pets allowed:No
Internet:Yes

Welcome to Villa by the Castle! If you are looking for vacation getaway, a family reunion, a golf retreat or shopping with the girls - you’ll find this Villa will more than meet your needs. It’s comfortable, ample and provides a relaxing atmosphere. The Villa has been...

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Very Safe and Peaceful Family Property
1 / 26

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

(24)“ Excellent ”24 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$85
Per week:$550
Pets allowed:No
Internet:No

3Bedroom & 2 Bath Townhouse in gated community. The house is very well kept & clean. The house and complex offer a great place for families to stay and enjoy your vacation. LOCATION, LOCATION, LOCATION! The house is in a great location. You can avoid major traffic routes...

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Wonderful Experience!!!

“ Excellent ”
May 26, 2015
My wife, 2 of our 4 adult children (19/22) stayed at this townhome during our 8-day vacation to Universal/Seaworld. $85/night 3br/2ba in this beautiful development can not be beat. Everything was wonderful. The owner, David, was awesome and so easy to work with. Very clean. Pool toys/movies. Fully equipped kitchen. MBR is downstairs. King bed is very comfortable and doesn't overwhelm the MBR. Jacuzzi tub in the MBA. All BR's have flatscreen TV's. Plenty of room and privacy for all of us. The grounds are immaculate. Gated and very safe. Huge pool area. Club house with games and work-out area. Picnic area/lake/basketball/volleyball. Close to MANY restaurants and Taget/Wal Mart. I-4 is 5-10 minutes away (depending on traffic). Disney, Universal, and Sea World are all close. Can not say enough about this place. This is our 2nd time staying here and we will continue to do so each time we visit Orlando. I HIGHLY recommend!!!
Gil Long, Gastonia, NC

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Kissimmee Florida Vacation Rentals - Villa
1 / 35

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

(1)“ Very Good ”1 Review

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$109 - $165
Per month:$3,270 - $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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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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