Kissimmee Vacation Rentals, Homes, & More
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Kissimmee Florida Vacation Rentals - Condo
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 - Home
1 / 41

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

(43)“ Excellent ”43 Reviews

from

$125

/ night

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

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

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Beautiful vacation home

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 10

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

(1)“ Excellent ”1 Review

from

$99

/ night

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

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

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Highly comfortable and well located

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

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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 - 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 / 8

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

(1)“ Excellent ”1 Review

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

This luxuriously appointed private home comes complete with upgrade furnishings for all your home comforts: Family Room Large entertainment centre with cable TV, VCR, DVD and music centre and Play Station 2 for the young ones. With Queen Sleeper Sofa and love seat. This room...

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Close to WDW, with the feel of home

“ Excellent ”
October 11, 2014
This property was close to almost anything you need, with Disney just minutes away. We are so glad we chose this villa, it gave us more of a feel of home. The owner and management team are very good with communication and worked with us promptly. This is in a gated community and seemed like a safe area to us. We will stay here again.
Randall Wilde, Rogers, AR

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Kissimmee Florida Vacation Rentals - Villa
1 / 78

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

(7)“ Excellent ”7 Reviews

from

$169

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$169 - $249
Per week:$1,183 - $1,743
Pets allowed:No
Internet:Yes

Beautiful 5 bedroom 4 bath (three masters en suite), fully appointed, finished games room, pool and Jacuzzi (heat additional) , extended pool deck with lanai, private - not overlooked, lush tropical landscaping. Over 2800 square feet of luxurious air conditioned living space!...

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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 - Home
1 / 38

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

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$99 - $139
Per week:$693 - $973
Pets allowed:No
Internet:Yes

Terrace Ridge Condo resort features a tranquil and serene atmosphere boasting all the luxuries for a memorable family vacation. Spend all day enjoying the features of the resort, and come home to a luxurious 4 bedroom condo with fully loaded kitchen and countless amenities! Additional...

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Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 11
Villa / 5 Bedrooms / Sleeps 11

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:11
Type:Villa
Per night:$315 - $475
Per month:$9,450 - $14,250
Pets allowed:No
Internet:Yes

Property Ref: RVH_086 This luxurious vacation rental home is located in the Fairway Ridge South neighborhood, in the desirable west- side of Reunion Resort. This neighborhood is surround by the beautiful landscape of the Tradition golf course designed by Jack Nicklaus. Reunion...

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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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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 / 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 / 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 - Townhouse
1 / 23

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

(10)“ Excellent ”10 Reviews

from

$75

/ night

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

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

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Excelente casa, condomínio muito bom.

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

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Kissimmee Florida Vacation Rentals - 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 - Home
1 / 14

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

(15)“ Very Good ”15 Reviews

from

$159

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$159
Per week:$1,113
Pets allowed:No
Internet:Yes

Welcome to the Lindfields Estates- your private, luxury two- floor home with its' own private enclosed pool! This popular neighborhood among tourists worldwide is your alternative to expensive hotels that don't offer the perks and comforts of a home. The house features 3 bedrooms...

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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 - Home
1 / 33

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

(20)“ Excellent ”20 Reviews

from

$129

/ night

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

The first thing you’ll notice about Sunny Oaks Poolside is how much space it provides! This is one of our most requested homes, and once you see the game room, the pool and the four beautiful bedrooms, you'll be ready to spend this vacation (and every vacation after that) in...

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Kissimmee Florida Vacation Rentals - Condo
1 / 26

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

from

$85

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$85 - $95
Per week:$560
Pets allowed:No
Internet:Yes

FOURTH OF JULY WEEKEND is still Available. Book now for a great last minute deal! Beautiful 2 bed/2bath condo at popular Runaway Beach Club; over 1066 sq. feet. This condo has a private, first floor location with beautiful surrounding grounds. No stairs to climb. After a busy...

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Kissimmee Florida Vacation Rentals - Condo
1 / 13

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

(8)“ Excellent ”8 Reviews

from

$61

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$61
Per week:$425
Pets allowed:Yes
Internet:Yes

Our modern spacious two- bedroom, two bathroom villa will give you the best in comfort and convenience during your vacation. Sleeping four adults in comfort and equipped with an additional double sofa- bed, our villa provides an ideal retreat to relax after the excitements of the...

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A beautiful and relaxing place

“ Excellent ”
April 14, 2015
Very nice place to stay, the property was gorgeous and had everything you would want to do there, pools, basketball, ping pong and tennis. The owners were so kind and helpful. The villa was beautiful and well kept. We are a family of six and it was very comfortable. It had everything needed for your stay. It was a very nice place to stay and I highly recommend it.
Jennifer Johnson, Eaton Rapids, MI

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Kissimmee Florida Vacation Rentals - Home
1 / 24

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

(18)“ Excellent ”18 Reviews

from

$149

/ night

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

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

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Kissimmee Florida Vacation Rentals - 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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Day Time pool view
1 / 19

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

(22)“ Excellent ”22 Reviews

from

$79

/ night

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

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

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Exceeding Expectations

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 9

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

(3)“ Excellent ”3 Reviews

from

$69

/ night

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

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

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Immaculate property

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

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Updated furniture package in the living room ensures a comfortable vacation
1 / 33

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

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$109 - $175
Per month:$3,270 - $5,250
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 70

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

from

$199

/ night

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

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

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front of house
1 / 13

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

(1)“ Excellent ”1 Review

from

$100

/ night

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

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

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Disney Trip

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

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

(9)“ Excellent ”9 Reviews

from

$185

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$185 - $360
Per week:$1,295 - $2,520
Pets allowed:No
Internet:Yes

Welcome to this spacious seven bedroom luxurious home. Just 3 miles from Walt Disney World® at the gated Emerald Island resort. This beautifully furnished and professionally decorated villa has 7 bedrooms (one master on 1st floor, another master on 2nd floor) and 4. 5 bathrooms,...

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Skipwith Family Vacation

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

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

(1)“ Excellent ”1 Review

from

$207

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$207 - $293
Per month:$6,210 - $8,790
Pets allowed:No
Internet:Yes

Be one of the first families to stay in this 'brand new' 6 Bedrooms 4 Baths and Pool Home in the guarded gated community of Windsor Hills! This luxury Orlando vacation villa is a six bedroom, four baths, pool and spa home located in the brand new, exclusive rental community...

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A great family vacation

“ Excellent ”
March 3, 2015
Our family loved staying at this house. Owner and local property management were a pleasure to deal with. House is maintained, furnished and equipped to a very high standard! Great proxomity to parks.
Allen Guffey, Florence, SC

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Kissimmee Florida Vacation Rentals - Condo
1 / 18

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

(2)“ Excellent ”2 Reviews

from

$115

/ night

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

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

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Great place to stay

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

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Kissimmee Florida Vacation Rentals - Home
1 / 67

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 18
Home / 7 Bedrooms / Sleeps 18

from

$695

/ night

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

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

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front elevation
1 / 16

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

(16)“ Excellent ”16 Reviews

from

$160

/ night

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

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

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Best vacation ever!

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

from

$175

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
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 - Villa
1 / 25

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

from

$100

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

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

(15)“ Excellent ”15 Reviews

from

$100

/ night

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

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

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Had a great stay!

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

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Kissimmee Florida Vacation Rentals - 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 / 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 - Home
1 / 33

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

(5)“ Excellent ”5 Reviews

from

$115

/ night

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

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

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Excellent house

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

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Kissimmee Florida Vacation Rentals - Home
1 / 20

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

from

$129

/ night

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

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

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pool area
1 / 8

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

(29)“ Excellent ”29 Reviews

from

$72

/ night

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

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

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Morgan Point

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

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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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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 - 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 / 27

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

(24)“ Excellent ”24 Reviews

from

$99

/ night

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

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

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Excellent stay!

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

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Kissimmee Florida Vacation Rentals - Home
1 / 30

Kissimmee Home
8 Bedrooms / 5 Bathrooms / Sleeps 25
Home / 8 Bedrooms / Sleeps 25

(2)“ Excellent ”2 Reviews

from

$325

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:25
Type:Home
Per night:$325 - $525
Per month:$9,750 - $15,750
Pets allowed:No
Internet:No

Four luxurious King Master Bedrooms w/ flat screen TV's (3 king rooms are optionally 'family suites' with attached bathrooms and/or themed kids' rooms! ); decked out 'Frozen' princess & Olaf, 'Narnia', and 'Nemo'/'Little Mermaid' bedrooms; and all the dress- ups (sized toddler-...

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"Viva la Familia"

“ Excellent ”
June 17, 2015
I have nothing but amazing thing to say about this home. And the owner Janna Lynn its very friendly and courteous. Absolutely every period and comma that is writing above on her description of the house its true. Honestly i was not expecting to find the house beyond gorgeous and clean like we did. We had rent a lot of places before but nothing compared to "Happily ever after" I wanted to say more but the reviews below just say it all. if you rent this home you won't be disappointed. We want to do it again and again! Thank you Janna Lynn to give use the best vacations we ever had! See you very soon! :))
Anangel Acevedo, TEXAS

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Kissimmee Florida Vacation Rentals - Apartment
1 / 1

Kissimmee Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4

from

$89

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$89 - $139
Per week:$623 - $973
Pets allowed:No
Internet:Yes

Windsor Lakeview is a beautiful 2 Bedroom 2 Bath Condo in a premium location overlooking the scenic Windsor Hills Reserve and just a short walk to the Clubhouse. This condo features 2 complete suites with attached baths, a spacious living area on the main floor with roomy kitchen,...

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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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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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