Kissimmee Vacation Rentals, Villas, & More
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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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Kissimmee Florida Vacation Rentals - Townhouse
1 / 30

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

(1)“ Excellent ”1 Review

from

$165

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Townhouse
Per night:$165 - $240
Per week:$1,155 - $1,680
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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CandyPalm Place

“ Excellent ”
March 14, 2015
Very Nice Townhome suited our family of 10 well. Great dishwasher, washer and dryer, microwave and splash pool. Would stay here again in a heart beat as we enjoyed shuffleboard, basketball, tennis, and the resort pool too!
KIm Craddock, Wisconsin, USA

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Kissimmee Florida Vacation Rentals - Home
1 / 11

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

(3)“ Excellent ”3 Reviews

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

Spend your tropical Disney vacation in this 4 bedroom 3 bathroom home in the gated resort community of Windsor Palms with access exclusive amenities. This home has two master bedrooms with ensuite bathrooms attached. Relax in your very own private south facing pool and spa. Step into...

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Couldn't be happier!!!

“ Excellent ”
April 26, 2013
First of all, I'd like to state that from my first inquiry with Birgit Daniels, I was delighted! Birgit was amazing from start to finish. When we arrived at the house, everything was exactly as we were advised. When I called to advise if our check in the following day, Birgit was extremely kind and prompt in having a brand new hair dryer replace an existing broken one and appeared legitimately grateful for our feedback on a couple of items ie. pool towels, exposed electrical outlets. My only suggestion would be have more toilet paper and paper towels on sight for guests. The house was very clean and nicely furnished. I have and will continue to recommend this home and Birgit in the future to all of my friends and family!
Kimberley Ellen, Lunenburg, Ontario Canada

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Kissimmee Florida Vacation Rentals - Apartment
1 / 9

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

from

$450

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Apartment
Per night:$450
Per week:$3,150
Pets allowed:No
Internet:Yes

Our vacation home is a perfect example of a Luxury rental which is beautifully furnished with ceramic tile and quality bedding with very spacious living rooms. 3123 S/F Please call or email us for availability. SPECIAL DEAL OF YEAR ==================== Bo ok your vacation...

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Kissimmee Florida Vacation Rentals - Home
1 / 52

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

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:Yes
Internet:Yes

You don’t need a magic wand or a secret potion to have a dream vacation…. All you need is the Magic Villa located within the 5 star, gated resort community of Emerald Island Resort close to Walt Disney World in Orlando! This gorgeous 6 bedroom 5. 5 Bath fully air conditioned...

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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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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$135

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$135 - $140
Per week:$945 - $980
Pets allowed:No
Internet:Yes

Rolling Hills at Formosa Gardens villa description This magnificent and tastefully furnished villa is located in Rolling Hills Estates at Formosa Gardens, a prestigious community just three minutes away from Walt Disney World. Highway 192 famous for numerous restaurants, shopping...

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Kissimmee Florida Vacation Rentals - Townhouse
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 - Villa
1 / 32

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 18
Villa / 7 Bedrooms / Sleeps 18

(7)“ Excellent ”7 Reviews

from

$150

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$150 - $300
Per month:$4,500 - $9,000
Pets allowed:No
Internet:Yes

The spacious 2900 square ft highly furnished and fully air conditioned villa has been tastefully renovated & decorated to feature your all vacation needs . Brand new & high standard beddings & linens to ensure you comfortable and peaceful nights . Each bedrooms features cable TV, ...

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Mrs. Craig

“ Excellent ”
July 3, 2015
This home was very beautiful felt like home away from home decorated very nicely updated with the latest modeled equipment pool and jacuzzi in the back were very relaxing in the evening all the TVs were high definition and we had more than enough space.
suprina craig, Indianapolis Indiana 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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1 / 18

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

(3)“ Excellent ”3 Reviews

from

$164

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$164 - $284
Per week:$1,148 - $1,988
Pets allowed:No
Internet:Yes

The 4- Star Darlington Kissimmee vacation rental home covers an impressive 2258 square feet and features 3 bedrooms and 2. 5 bathrooms. Two levels of living area make it a perfect place to sleep a large family of 8. Popular Disney parks, Universal Studios, and Sea World are just...

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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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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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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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Kissimmee Florida Vacation Rentals - Townhouse
1 / 23

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

(52)“ Excellent ”52 Reviews

from

$59

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$59 - $149
Per week:$430 - $553
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 vacation houses located on the same site, couple steps from each other. They are fully furnished the same way with free internet and free long distance calls to North America. This beautiful townhouse is located in the gated community of Paradise Cay. It features...

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Great Stay

“ Very Good ”
April 26, 2015
We rented this unit from January to April 2015 and it was a great complexe. Very close to all Disney attractions, restaurants and Walmart. House was clean and well maintained. We enjoyed our stay and would not hesitate to rent it again in the future.
Suzanne Miner, Canada

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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 - Villa
1 / 23

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

from

$199

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 17

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

(16)“ Excellent ”16 Reviews

from

$120

/ night

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

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

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Wonderful

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

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14
Home / 6 Bedrooms / Sleeps 14

(14)“ Excellent ”14 Reviews

from

$180

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$180 - $440
Per month:$5,400 - $13,200
Pets allowed:No
Internet:Yes

Come and enjoy the family vacation of life time when guests stay on fantastic 6bedrooms resorts home in 5 Star Windsor Palm Resorts in Kissimmee, most sought after luxurious gates communities. About 3 miles distance for Disney , few minutes distance for other major attractions ,...

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Awesome

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

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Kissimmee Florida Vacation Rentals - Townhouse
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 / 17

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

(4)“ Excellent ”4 Reviews

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$200 - $360
Per month:$6,000 - $10,800
Pets allowed:No
Internet:Yes

Kirk Manor is a beautiful 7 bed/4. 5 bath home situated at the most prestigious vacation spot- Emerald Island Resort. Kirk Manor vacation home has a private pool and screen lanai with lots of patio furniture and is close to all the Orlando attractions in Kissimmee, Florida. Kirk...

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Vacation Perfection!

“ Excellent ”
August 12, 2014
Our family had a fabulous time staying at Kirk Manor! The home is so comfortable and conveniently located close to Disney World. The owners provided absolutely everything we needed during our stay. We all enjoyed the lovely swimming pool and hot tub and our grandchildren spent time in the game room as well. We would highly recommend this rental property!
Kathleen Humski, Wisconsin

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Kissimmee Florida Vacation Rentals - Apartment
1 / 15

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

from

$89

/ night

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

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

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1 / 9

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

(10)“ Excellent ”10 Reviews

from

$240

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$240 - $300
Per week:$1,680 - $2,100
Pets allowed:No
Internet:Yes

Spend your tropical Disney vacation in this 5 bedroom 4 bath home with access to exclusive amenities in the gated community of West Haven. This upgraded beach themed home has spacious living areas and three master bedrooms with ensuite bathrooms attached. Relax in your very own south...

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Very beautiful, spacious and spotless

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 32

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

(1)“ Excellent ”1 Review

from

$199

/ night

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

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

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 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 / 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 / 24

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

(7)“ Excellent ”7 Reviews

from

$100

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$100 - $175
Per week:$700 - $1,225
Pets allowed:No
Internet:Yes

This Luxuriously appointed home is presented with upgraded furniture and fittings throughout, and fully air conditioned to create a comfortable indoor climate. With1 bedroom and bathroom located on the ground floor of the home, it is an ideal choice for groups with elderly...

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Perfect Vacation

“ Excellent ”
April 2, 2013
We were a little nervous renting a house for the first time, but Marilyn made us feel very comfortable. The management company was very professional. They were in contact with us throughout the process. When we arrived, the house was very clean. It looked just like the photos. There was plenty of room for two families. We used the pool and hot tub every day. Thank you for making our vacation more relaxing then ever!
Traci Genz Knudtson, Sheboygan, WI USA

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Kissimmee Florida Vacation Rentals - Apartment
1 / 29

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

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $165
Per month:$2,670 - $4,950
Pets allowed:No
Internet:Yes

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

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Lower Unit
1 / 14

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

(6)“ Excellent ”6 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$70 - $90
Per week:$490 - $630
Pets allowed:No
Internet:Yes

This beautiful main floor Kissimmee vacation condo with three bedrooms and two full bathrooms. It can sleep up to six guests comfortably. The Kissimmee vacation rental features a fully equipped kitchen with all the necessities to make you feel at home, a large dining and living room...

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Great vacation

“ Excellent ”
July 12, 2015
We were very impressed with how clean the villa was. Very spacious and it gave us the feeling of our home away from home. It is located close to many shops, outlets and restaurants. We enjoyed our stay and haven't stopped talking about our experience to family and friends, we will defiantly be staying here again!
Susie Unus, Toronto, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

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

(1)“ Excellent ”1 Review

from

$100

/ night

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

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

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Disney Trip

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

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Kissimmee Florida Vacation Rentals - Home
1 / 35

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

(12)“ Excellent ”12 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$85 - $120
Per week:$595 - $899
Pets allowed:No
Internet:Yes

Thanks for considering our properties. We would be happy to call you or receive your call to discuss any aspect of the rental. Choice of a Splash Pool home or an identical Spa/jacuzzi home on the same street. Or book both for larger groups! Superb Value homes just 3 Miles...

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Iowa Family

“ Excellent ”
June 4, 2015
My family had a wonderful stay at Windsor Palms. There was plenty of space for my family of 4 to kick back and relax after several long days at the parks. The amenities were wonderful such as the washer and dryer, dip pool, and the stocked kitchen with all the essentials to do some cooking. The location was also very convenient to Disney and the interstate. I would highly recommend this resort and we will stay again when we come back.
Kim Buske, Marion, IA

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Kissimmee Florida Vacation Rentals - Home
1 / 22

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

(13)“ Excellent ”13 Reviews

from

$109

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:No
Internet:Yes

Beauty’s Rest is the Ideal Tropical Retreat with South- facing pool and privacy fencing. This two- bedroom home located in a quiet and family friendly neighborhood is the perfect place for a couple or small family traveling to the Sunshine State. A private, fenced in pool and patio...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

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

(6)“ Excellent ”6 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$70 - $115
Per week:$490 - $735
Pets allowed:No
Internet:Yes

It is a 2- story townhome offering comfort, space, style privacy and a genuinely lush, cozy and most welcoming atmosphere. It is a professionally decorated, lavishly furnished and spacious 3- bedroom/2½- bathroom townhome with a private Spa in the enclosed porch. It is located...

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Excellent

“ Excellent ”
May 20, 2015
Rapid response on the booking. Nice place near of everything.. Very clean and big place to stay. I will recommended to everyone. Looking foward to stay again. Thanks for everything.
Erika Rivera, West palm beach, florida

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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 / 16

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

from

$79

/ night

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

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

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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 - Villa
1 / 8

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

from

$122

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$122 - $136
Per month:$3,660 - $4,080
Pets allowed:No
Internet:Yes

A luxury 4 double bedroom villa with heated pool and games room set in the impressive and prestigious Lake Berkley Resort in Kissimmee Florida. This resort is a very well presented and maintained gated community, situated off HWY 192, thereby ensuring that you are never far ...

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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 - 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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Kissimmee Florida Vacation Rentals - Villa
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 - Villa
1 / 27

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

(1)“ Excellent ”1 Review

from

$215

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$215 - $399
Per month:$6,450 - $11,970
Pets allowed:No
Internet:Yes

This executive vacation home is located in the prestigious Emerald Island Resort. It is close to Disney and convenient to all amenities. The villa has 4 King master suites and 1 Queen master bedroom so is perfect for larger families or more families and friends sharing to save money...

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Perfect Home for Disney Vacation!

“ Excellent ”
June 19, 2015
We just had a wonderful vacation stay in this perfect home! Everything is perfect about this home: it is only 3 miles away from Disney World, easy access to everything, and shopping and restaurants are just a couple of minutes around. The home is tastefully decorated, clean and well maintained, and the kids are especially fond of the nicely themed rooms and beddings! We had looked around and compared with other similar homes in the same resort, but only found this one to be a perfect choice! This home has a lot of features that the other ones in the same resort don't have - beautiful granite countertops and backsplash in the big family kitchen, a grand granite central island perfect for family times. There are 4 king bed master suites each with its own private bathroom, and there are also 2 baby cribs which is hard to find in vacation rentals and perfect for families with infants. Yes, did I mention that huge covered lanai by the all-day sunny pool? You will definitely enjoy your relaxation while watching your kids playing in the pool! The resort where the home is located is perfect too - it is really beautiful and has top-notch facilities in the clubhouse! The owner was perfect. He was extremely easy to deal with, quick in communications, and very accommodating. We couldn't be happier to have stayed in this perfect home for our vacation stay! I would highly recommend this property to a large family or a multi-family group having vacation in the Orlando area. We will definitely book this home next time when we vacation in Orlando!
Andrew Adam, Baltimore, MD

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

(7)“ Excellent ”7 Reviews

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

This 2, 100 Sqft 4BR/3BA new villa has south facing pool and hot spa, WiFi, cable TVs and the top quality luxury furniture. It is located in "Hamlet at West Haven", a very quiet, small, prestigious GATED community off Ronald Reagan Pkwy between US 27 and I- 4 (exit #58). It ...

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vacation stay

“ Excellent ”
July 8, 2014
The house was very clean and spacious. Its also in a very nice neighborhood. My family enjoyed the swimming pool which was enclosed. The property manager was very helpful and prompt about fixing a screen that came down due to a rain storm. Over all we were very happy with the house and would recommend it to family and friends.
miguel castro, rochester, ny usa

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Kissimmee Florida Vacation Rentals - Home
1 / 32

Kissimmee Home
5 Bedrooms / 3 Bathrooms / Sleeps 11
Home / 5 Bedrooms / Sleeps 11

(4)“ Excellent ”4 Reviews

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:11
Type:Home
Per night:$159 - $259
Per week:$1,113 - $1,813
Pets allowed:No
Internet:Yes

Unsurprisingly, one of our most popular vacation rental homes. Just TOTALLY refurbished in 2014. No expense spared here. Look at the amazing Mickey Mouse Landscaping! ! ! The Most Amazing Cinema / Home Movie Theater Room you will ever see in a Vacation Home. Beautifully decorated...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

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

from

$145

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$145 - $175
Per month:$4,350 - $5,250
Pets allowed:No
Internet:Yes

When you enter our upscale private pool home you will feel like you are staying at a five star resort. The whole family will enjoy our large pool with extended pool deck. The pool and spa is southfacing which ensures full sun all day long. Your privacy is ensured as we do not have...

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Kissimmee Florida Vacation Rentals - Home
1 / 15

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

(51)“ Excellent ”51 Reviews

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$109
Per month:$3,270
Pets allowed:No
Internet:Yes

"Welcome to Our Tropical Oasis"- "MY ORLANDO VACATION HOME"- WANT TO ESCAPE THE NOISE BUT STILL BE CLOSE TO EVERYTHING? Come to the "My Orlando" vacation home - a genuine tree- shaded, quiet neighborhood just minutes from all the action! Relax at this beautiful 4 Bedroom 2 Bath...

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Everything we hoped for!! :)

“ Excellent ”
November 21, 2014
My husband and I stayed here for a week for our honeymoon and the house was just gorgeous! :) We loved the pool, it was the perfect temperature for our whole stay. Marcy was so sweet and always answered any questions for us very quickly. Our next Florida vacation we will definitely be renting from them again! :)
Julia Spivey, Middletown, OH USA

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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 - Townhouse
1 / 16

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

(7)“ Excellent ”7 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$75
Per week:$525 - $650
Pets allowed:Yes
Internet:No

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

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Relax after a busy day

“ Excellent ”
September 23, 2013
Nice place, very comfortable. Felt very homey with plenty of pots, pans and dishes to cook a meal at 'home.' Pool just around the corner within walking distance felt very private. Seemed like there were quite a few people who live in the complex, but they seemed nice- Just watch out for the three little kids who live a couple buildings over. They do not pay attention when riding their bikes and almost got hit by cars a couple times. Security at front gate was nice to know that not just anyone was coming and going. Plenty of sidewalks around the complex to go for walks or jogs and outside the complex along the main road there are sidewalks if you want to go for a longer run. I had a pleasant stay Anne Marie, Thank you.
Kristen Hand, Portland, Oregon

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Kissimmee Florida Vacation Rentals - Villa
1 / 44

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

(1)“ Excellent ”1 Review

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$159 - $259
Per week:$1,113 - $1,813
Pets allowed:Yes
Internet:Yes

Beautiful 5 Bedroom home on the Aviana Resort, Just 8 miles to the magical Walt Disney World theme parks! ! This home has everything to offer from luxurious private pool to fully equipped kitchen to games room! Relax in style with your family. Aviana Resort boasts: Zero entry pool,...

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Kissimmee Florida Vacation Rentals - Villa
1 / 39

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 19
Villa / 7 Bedrooms / Sleeps 19

(1)“ Excellent ”1 Review

from

$178

/ night

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

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

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Great

“ Excellent ”
July 9, 2015
Was the best house nice big and cleaning, will back soon .
Chris E Chacha, Bronx , NY

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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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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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