Kissimmee Vacation Rentals, Villas, & More
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1-50 of 608 Kissimmee Rentals

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End Unit with private swimming pool
1 / 25

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

(6)“ Excellent ”6 Reviews

from

$139

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$139 - $179
Per month:$4,170 - $5,370
Pets allowed:No
Internet:Yes

A truly tropical paradise in the heart of Central Florida. Make your next stay a truly magical vacation in a luxury vacation townhome that will take your breath away. 
Whether you spend the day at the theme parks, or relaxing in your own pool, there’s never been a more comfortable...

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Beautiful Condo

“ Excellent ”
August 11, 2014
This condo was very beautiful as well as being in a great location for parks and shopping. Owner was absolutely wonderful to work with!! We stayed 2 weeks and had a few down days to enjoy the condo and resort. My grandchildren loved it and can't wait to go back!! ME TOO!!!
Jackie Hershberger, Twinsburg, Ohio

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

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

from

$171

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$171 - $235
Per month:$5,130 - $7,050
Pets allowed:No
Internet:Yes

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

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1 / 29

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(6)“ Excellent ”6 Reviews

from

$100

/ night

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

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

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Loved this home

“ Excellent ”
June 30, 2015
We stayed for a week and loved the place it was truly equipped with everything we needed I would definitely be going back it is in a good location around everything
Erica Parker, Atlanta GA

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

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

(12)“ Excellent ”12 Reviews

from

$43

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$43
Per week:$299
Pets allowed:No
Internet:Yes

3 Bedroom 2 Bath Condo For Rent At Windsor Hills! Best Price Guarantee. Closest To Disney - Be On Property In Two Minutes. Full Use Of All Windsor Hills Amenities - king Master Bed - free Wireless Internet - flat Screen Hdtv And Dvd Players Every Room - electronic...

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Best rental ever

“ Excellent ”
July 30, 2015
Very clean, convenient and lots of upgrades. I would stay here again, a lot activities for children.
Corinne Limier, Charleston, sc

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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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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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Kissimmee Florida Vacation Rentals - Villa
1 / 41

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

(20)“ Excellent ”20 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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Spring Training Trip

“ Excellent ”
March 31, 2015
A beautiful home with 4 master suites. Needs a little updating. The TV room couches are worn and offer little support. A couple of fans are not balanced and are noisy. Carpet is worn in bedrooms. On the positive side, restaurants, store and fastfood places are close with lots of choices available. The owner is very responsive to guests concerns
Rick Baker, Pensacola. Florida

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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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1 / 24

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 15
Home / 6 Bedrooms / Sleeps 15

(19)“ Excellent ”19 Reviews

from

$229

/ night

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

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

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family vacation at 8864 candy palm way,paradise pa

“ Excellent ”
May 19, 2015
our vacation at this location was wonderful. the clubhouse facility was beautiful and the staff could not be more accomodating. Our house was decorated beautiful and everything was exactly as stated in the ad. The only disappointing thing was we wish the stay was longer. thanks for helping to make memories with my grandchildren come true, it will be a vacation with mom mom and pop they will not forget.
connie jablonowski, philadelphia, pa

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Kissimmee Florida Vacation Rentals - Villa
1 / 30

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

(17)“ Excellent ”17 Reviews

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$129 - $200
Per week:$900 - $1,400
Pets allowed:No
Internet:Yes

Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access. You'll find all the comforts of home including a private pool, flat screen HDTVs,...

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More than the basics!!

“ Excellent ”
June 26, 2015
Our family stayed here recently, it was our 1st time renting a vacation home. I had read many reviews of this & other places & must say this house in particular has more than the "basics". Plenty of extra towels; kitchen stocked with pretty much any gadget you might need! & extras such as the pack n play; & umbrella strollers. The game systems may be older than what my kids are used to BUT that made it fun for them, to have something they hadn't played before. They loved the pool & foosball, (personally I'd love it if there was a air hockey table) We loved having the washer & dryer at our disposal (great to come home with suitcases full of clean clothes) My kids had a great time splashing around in the pool! They loved the relaxed atmosphere of pool time & game time. This was also the first time we didn't go to the Disney parks. Amazingly no one missed it; the heat probably helped that a bit. We found lots of fun things to do out of the sun, such as the new sea life aquarium; madam tussauds & wonder works. The boys all said their favorite part was the pool. Having their own pool, right out back. The neighborhood was nice & quiet. Aside from wrangling a gecko, we had a great time! Thank you Don; it was comforting knowing there was an actual person to call had we needed anything.
Naomi A Torres-Rhodes, Painesville, Ohio

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Kissimmee Florida Vacation Rentals - Home
1 / 22

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

from

$145

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$145 - $250
Per week:$1,015 - $1,750
Pets allowed:No
Internet:Yes

5 Bedroom, 4 Bathroom, Sleeps 12. Not over looked next to our 4 bed villa Ideally located in the quiet and prestigious Indian Creek community, our 5- bedroom, 4- bathroom air conditioned villa offers exceptionally high quality accommodation. All rooms have been decorated...

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Pool
1 / 19

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

(43)“ Excellent ”43 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$75 - $125
Per week:$475
Pets allowed:No
Internet:Yes

Beautiful 3 bed townhouse on Regal Oaks resort at Old Town Kissimmee. Regal Oaks resort is ideally located 3 minutes from Disney and very close to the I4 for easy access to Universal and Sea World which are about 15 mins drive. It is set in a forested area behind Old Town Kissimmee...

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Great place to stay!

“ Excellent ”
May 21, 2015
We were so pleased with our stay! Very comfortable and close to everywhere we wanted to be. The pool is wonderful! And the staff couldn't be more friendly and helpful. Ian was great as well! Any questions were answered very promptly! Thank you so much! We are so looking forward to our next stay in August and we will certainly be back after that!
Sandra Marsh Fitzlaff, Titonka, Iowa

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Kissimmee Florida Vacation Rentals - Home
1 / 12

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(15)“ Excellent ”15 Reviews

from

$101

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$101 - $118
Per week:$703 - $820
Pets allowed:No
Internet:Yes

Our home is privately owned and has the high standards you should expect when you go on holiday. Its ideal location, and close proximity to Disney. means that every guest will enjoy the comfort and convenience of this luxury home, and have a holiday experience to remember....

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Fantastic Holiday

“ Excellent ”
April 22, 2015
Stunning location, beautiful house, so spacious and relaxing and nice personal touches. What more could anyone ask for with the pool right outside the door, a BBQ and theme parks and shops on the doorstep. This was my first visit the to the USA and it certainly wont be my last visit to this property. I'm already planning my return visit.
John Porter, Cheadle, Staffordshire

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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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Kissimmee Florida Vacation Rentals - Home
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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Kissimmee Florida Vacation Rentals - Home
1 / 36

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

(7)“ Excellent ”7 Reviews

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$159 - $239
Per week:$1,113 - $1,673
Pets allowed:Yes
Internet:Yes

Minnie’s Marvel – This is where dreams come true! The popular Indian Creek is close to Disney World, so you can pop home for a rest. Grocery shopping located in plaza on Formosa Gardens Blvd, just up the street from Indian Creek. Quick and easy access to the theme parks. Location,...

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Kissimmee Florida Vacation Rentals - Home
1 / 32

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

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:Yes
Internet:Yes

Looking for a clean and comfortable three bedroom home near Disney? Looking for something with a pool? In a safe community? For a great family price! Stop looking! You've just found it! Attractively furnished, 3 bedroom Orlando Disney area vacation pool villa located close to ...

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Kissimmee Florida Vacation Rentals - Home
1 / 33

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

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$99 - $165
Per month:$2,970 - $4,950
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 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 - Villa
1 / 41

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

(2)“ Excellent ”2 Reviews

from

$150

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$150 - $380
Per week:$999 - $2,400
Pets allowed:No
Internet:Yes

Lake view private swimming pool and 6 miles away from Disney with excellent access to all of Orlando's Disney theme parks and golf courses, Harmony Villa is the perfect place for your vacation in Florida. Located on the peaceful and exclusive Seasons community in Kissimmee, our ...

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Great house with a view of lake

“ Excellent ”
April 27, 2015
This was a great house to rent and relax on our vacation. Quite community and a security guard at the gate 24 -7. We enjoyed the short rides to the parks, then came home to swimand relax by the pool. When setting up my vacation the onwer was very helpful. I would recommend renting this house it was beautiful. When I come back to Florida I will be staying at this villa. Len
Len Hadley, Union Bridge , Maryland

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Kissimmee Florida Vacation Rentals - Townhouse
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 - Condo
1 / 48

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 week:$875 - $973
Pets allowed:No
Internet:Yes

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

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Excellent!

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

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$319 - $525
Per month:$9,570 - $15,750
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 / 16

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

(12)“ Excellent ”12 Reviews

from

$143

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$143 - $286
Per week:$999 - $2,000
Pets allowed:No
Internet:Yes

An extremely popular vacation home Located less than three miles from Walt Disney World, 3000+ sq ft spacious living space, 7 bedrooms & 4. 5 bathrooms, fully equipped kitchen & laundry, beautifully decorated living & dining area and a game room, Disney Sunshine is the perfect...

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Very nice property!!!

“ Excellent ”
May 4, 2015
Owners are very friendly and accommodating!!! They work with you every step of planning and booking!! House is exactly as shown. We went as a family of 12 to WDW for 12 days and loved the house! I would rent this house again in a heartbeat and highly recommend it to anyone who asks!!!!
Lisa Frymyer, Lancaster, Pa

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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 - 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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Spectacular Disney World Vacation Home In A Spectacular Resort!
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 - Home
1 / 16

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

(11)“ Excellent ”11 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$75 - $100
Per week:$525 - $700
Pets allowed:Yes
Internet:Yes

located just off Hwy 192 and is within 3 miles to Disney. It is a gated resort with a large pool and sun terrace area, along with children's playgroundThe home, located less than a minute's walk from the pool area, has 1 King master, 1 Queen room and one themed twin room. There...

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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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Kissimmee Florida Vacation Rentals - Home
1 / 20

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

(5)“ Excellent ”5 Reviews

from

$147

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$147 - $225
Per week:$1,029 - $1,555
Pets allowed:No
Internet:Yes

Large, private backyard with NO rear neighbors! NOT a condo! Game Room, WIFI, Private Pool, Four bedrooms, Two baths, More! Private backyard. Unlike most homes in the developments near Disney, there is NO walking path behind this home which gives you peace, quite, and ...

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Fabulous Home

“ Excellent ”
May 11, 2015
We loved staying in this home on our recent trip to Orlando. The home was everything it was advertised to be; peaceful, private and clean. It was a welcome oasis each evening after spending the day at the busy Disney and Universal Parks.
Marilyn Steadman, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Villa
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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1 / 14

Kissimmee Villa
4 Bedrooms / 2.5 Bathrooms / Sleeps 10
Villa / 4 Bedrooms / Sleeps 10

(12)“ Excellent ”12 Reviews

from

$100

/ night

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

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

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Everything You Need For A Wonderful Vacation

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

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Kissimmee Florida Vacation Rentals - Home
1 / 18

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

(7)“ Excellent ”7 Reviews

from

$150

/ night

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

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

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4 days of enjoyment

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

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Family Room with 70" 3-D LED TV, X-Box One, 3-D BluRay Player & Surround Sound
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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Kissimmee Florida Vacation Rentals - Condo
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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Kissimmee Florida Vacation Rentals - Home
1 / 57

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

(1)“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

The only thing missing from Disney’s Beach House is the sand between your toes! and YOU... Local artists were called in to paint incredible murals on the walls, transforming the living room into your own private beach! and each bedroom will take you to a different tropical country....

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

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

(1)“ Excellent ”1 Review

from

$185

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$185 - $310
Per month:$5,550 - $9,300
Pets allowed:No
Internet:Yes

Welcome to our luxury villa, which is just two miles to Disney. Where you can watch the Disney FIREWORKS while relaxing in your own private Hot Tub! ! Brand new for 2006, our luxury villa has 6 bedrooms, 4 baths and sleeps up to 14 people. It covers more than 3000 square feet...

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Great Property.

“ Excellent ”
June 2, 2013
The property was great, no troubles at all. Nice and well kept after as well as the community of Windsor Hills itself. It was nice to be able to relax in a home sweet home atmosphere after a long day at the amusement parks.
Matthew Penney, Newfoundland, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 23

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:Yes
Internet:Yes

Shiver me timbers! This vacation home is impressive! Pirates and Princesses alike will love this cute 3 bedroom pool villa just a few short miles from Disney World. You'll love the fully equipped kitchen, cozy living room and private screened pool! Call now to book! Additional...

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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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Kissimmee Florida Vacation Rentals - Villa
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 - 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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Kissimmee Florida Vacation Rentals - Villa
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
2 Bedrooms / 2 Bathrooms / Sleeps 6
Villa / 2 Bedrooms / Sleeps 6

Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

The vibrant and spacious two- Bedroom Villa at Westgate Vacation Villas is THE ideal destination for families seeking a home away from home in Kissimmee / Orlando just minutes from theme parks and attractions with free shuttle services! The wonderfully decorated, Two- Bedroom...

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Kissimmee Florida Vacation Rentals - Villa
1 / 48

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

(4)“ Excellent ”4 Reviews

from

$140

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$140
Per week:$975
Pets allowed:No
Internet:Yes

A WARM & INVITING WELCOME awaits you at our idyllic LAKESIDE family home ... THE PRESIDENTIAL LODGE. As the name suggests, we've spared no expense in creating a luxurious yet comfortable home where you and your family can enjoy a memorable vacation at DISNEY WORLD ORLANDO. Our...

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Family Vacation

“ Excellent ”
July 13, 2015
One of the best places I've stayed in the last years. A complete home, with a great lake view, game room, a well design kitchen and dining area, and of course, perfect rooms.Everyone in my falily enjoyed the time spent there. Since my first inquire, the manager/owner were very helpfull and had very quick answers. And the price were very reasonable also. And for the supplys, there is a Super Walmart minutes away by car. I really recommend this property.
Joaquim Simoes Neto, Campinas, Sao Paulo, Brazil

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

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

from

$219

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$219 - $399
Per week:$1,499 - $2,699
Pets allowed:Yes
Internet:Yes

(Please also check out my similar 8 bedroom in Emerald Island Resort, property 77602, property 77717 and property 154310) This Executive vacation home near Disney located in Emerald Island Resort is tastefully decorated throughout to make you feel at home. Accent painting, colorful...

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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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Kissimmee Florida Vacation Rentals - Home
1 / 10

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 - $105
Per week:$499 - $693
Pets allowed:No
Internet:Yes

This is a nice three bedroom homes personally decorated, furnished and maintained well. It is located in Crestwynd Bay a gated community which is peaceful and safe as well as closest to shopping, Disney and restaurants. The home consists of 1 KING bed with attached bathroom, 1 ...

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Kissimmee Florida Vacation Rentals - Villa
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 / 8

Kissimmee Townhouse
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 4 Bedrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$129
Per month:$3,870
Pets allowed:No
Internet:Yes

Beautiful 4 bedroom pool home in the Terra Verde Resort. We are only a 15 minute drive to the Disney World theme parks. When you rent from us, the owners, you are guaranteed to get the best possible price and the least amount of worries. Check out our home and our online calendar...

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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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