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

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(12) Excellent 12 Reviews

from

$43

/ night

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

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

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Best rental ever

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

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1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 188 BR / 4.5 BA / Sleeps 18
Villa / 8 Bedrooms / Sleeps 18
(9) Excellent 9 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$199 - $229
Per month:$5,970 - $6,870
Pets allowed:No
Internet:Yes

Grand opening in July. Luxury 8 bedroom villa accommodates up to 18. Newly Upgraded 8- Bedroom Villa, whole home tastefully decorated by designer 2 Spacious KING rooms both Ensuite 3 QUEEN rooms 3 themed kid rooms each with 2 twin beds (ceiling fan in all rooms, flatscreen...

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Wonderful Vacation

“ Excellent ”
March 14, 2015
My wife and I took all four of our children, their spouses and all three of our grandchildren on vacation and stayed in this house which was perfect. We could not have been happier with the home.
Mark Smith, Detroit, MI

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Front of the Villa - 790cwc
1 / 19

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8
(13) Excellent 13 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$85 - $109
Per week:$595 - $763
Pets allowed:No
Internet:Yes

Located near Disney, this modern 3 Bed Room - 1400 square foot bungalow holds all the amenities that you would expect to have a wonderful relaxing vacation. This home features a Master bedroom with a King sized bed that has a sliding door out to the outdoor kidney shaped pool, ...

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Its was so beautiful

“ Excellent ”
July 11, 2015
I love it it was so clean big & beautiful my Lil family and I enjoyed every detail about it very relaxing comfortable and privacy
Jeffrey flores, Los Angeles

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1 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / 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 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / 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:Yes
Internet:Yes

Remy's Refuge is a 4- bedroom, 3- bathroom house with a private, screened- in pool and a lakeside view. The open- concept living space is bright and airy with a newly- renovated kitchen, black granite breakfast bar and seating area with a flat panel television. Two identical...

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Good view, but not much sun.

“ Very Good ”
October 23, 2014
PROS: Nice view, well maintained home, good price & size for small family or a couple, close to Disney Parks.CONS: Pool heat poor, pool area gets very little sun.
John Bochiechio, Buffalo, NY

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 146 BR / 3.5 BA / Sleeps 14
Home / 6 Bedrooms / Sleeps 14
(14) Excellent 14 Reviews

from

$180

/ night

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

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

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Awesome

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

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Kissimmee Florida Vacation Rentals - Home
1 / 17

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10
(1) Excellent 1 Review

from

$150

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$150 - $160
Per week:$980
Pets allowed:No
Internet:Yes

Bring along the whole family to stay at this modern and exclusive vacation home on the Terra Verde resort - just minutes from Walt Disney World Resort and all the theme park fun in Orlando. Five bedroom house, gorgeous heated pool, games room, in Kissimmee, just a few miles...

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Vacation 2015

“ Excellent ”
April 9, 2015
We truly enjoyed staying at this house. It is about 20 minutes from Disney World and about 40 minutes from the Orlando International Airport. The house was very roomy. The only thing that could be improved is that the stains on the carpets be removed. The one located on the carpet on the stairs leading to the 2nd floor was the worst. On arriving at the house, it was set up beautifully. The pool table needs more pool cues. The swimming pool was very enjoyable. Overall, my family really enjoyed staying in the house. The development in which the home was located is safe and well cared for. Thank you.
Brad Kuhn, Ancaster, Ontario

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Kissimmee Florida Vacation Rentals - Villa
1 / 70

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 146 BR / 5 BA / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14
(1) Excellent 1 Review

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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Villa at Paradise Palm

“ Excellent ”
July 29, 2015
We stayed at a 5 bedroom villa in Paradise Palm. The staff was very nice and accommodating. We reported the phones not working but they were unable to fix it. But overall it was a lovely villa with a lot of space. Would definitely come back!
Sheryl Adams, Nassau Bahamas

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
5 Bedrooms / 3 Bathrooms / Sleeps 125 BR / 3 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

from

$180

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$180 - $210
Per week:$1,260 - $1,470
Pets allowed:No
Internet:Yes

Fabulous Florida Five Bedroom Villa minutes from Disney. Located in exclusive Formosa Gardens Estates. Upscale furniture and a beautiful pool round out the package. Home comes with a pac n play, crib and high chair....

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Kissimmee Florida Vacation Rentals - Villa
1 / 20

Kissimmee Villa
7 Bedrooms / 6.5 Bathrooms / Sleeps 167 BR / 6.5 BA / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16

from

$140

/ night

Email Owner
Bedrooms:7
Bathrooms:6.5
Sleeps:16
Type:Villa
Per night:$140 - $320
Per week:$980 - $2,240
Pets allowed:No
Internet:Yes

This is a beautiful 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south facing. This house has just been upgraded with all new furniture...

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1 / 16

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10
(3) Excellent 3 Reviews

from

$90

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$90 - $120
Per month:$2,700 - $3,600
Pets allowed:Yes
Internet:Yes

The pool will be closed from March 1, 2013 to March 31, 2015 while a new club house facility is being built. During this time the pool at the Encantada Resort just down the street will be available for your use. For your next vacation plan on visiting us at Regal Oaks, a new resort...

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Better than expected

“ Excellent ”
August 17, 2013
This was our first time renting a town home instead of a hotel. Everyone agreed, we will never stay in a hotel again. Everything was much better than even the pictures described. Very clean. 4 nice sized bedrooms and 3 Full baths. Awesome location. Close to everything. Disney world, Sea World and Universal Studios. Fun Spot amusement park is within walking distance. TheBeaches were only 45 min to an hour away. Thank you Ivan and Kathy for the wonderful first time stay! National Fine Arts will be in Orlando in 2 years and we plan on staying there again!The Theesfeld'saway. Thank you Ivan and Kathy for the best stay ever.I would recommend their place to anyone. away.Overall excellent stay. Thank you to Ivan and Kathy for taming care of everything.i would highly
Liesel Theesfeld, Mesa,Az

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Kissimmee Florida Vacation Rentals - Villa
1 / 10

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 63 BR / 3 BA / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6
(1) Excellent 1 Review

from

$99

/ night

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

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

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Highly comfortable and well located

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

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Home / 4 Bedrooms / Sleeps 10
(5) Excellent 5 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$115 - $235
Per week:$800 - $1,550
Pets allowed:No
Internet:Yes

Within the most desired gated community of Windsor Palms this fantastic 4 bedroom 3 bathroom vacation home with private pool is furnished with two master suites and is nicely decorated with comfort and relaxation in mind. Quality bedding, spacious rooms, huge kitchen, wireless ...

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Great house with Excellent location

“ Excellent ”
May 26, 2015
This house was perfect. It had plenty of space for my family and my in-laws. They stayed in the second master bedroom which was very convenient. The home had all the amenities (pool, game room, video game consoles) to keep everyone entertained. The club house is just a couple of minutes walk from the house. The best part in my opinion is the location. Only 3.5 miles from Disney property, 10-12 minutes to the parking lot of Magic Kingdom. It was located at the Northwest side of I4 so no traffic to get in to Disney property. Jeff (the owner) was very responsive during the booking process and through out. We had a wonderful time and already making plans to go back.
Walter Quintero, Miami, FL

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Kissimmee Florida Vacation Rentals - Villa
1 / 44

Kissimmee Villa
8 Bedrooms / 5 Bathrooms / Sleeps 188 BR / 5 BA / Sleeps 18
Villa / 8 Bedrooms / Sleeps 18
(7) Excellent 7 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:5
Sleeps:18
Type:Villa
Per night:$199 - $499
Per week:$1,399 - $3,490
Pets allowed:Yes
Internet:Yes

Welcome to our brand new luxury finished 3600 Sqft pool home at beautiful Crystal Cove Resort. It is conveniently located close to shopping and dining (less than 1 mile away). Disney is only 6 miles away. Just minutes from major attractions like Sea World, Universal Studios, Aquatica...

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We truly enjoyed our stay here!

“ Excellent ”
July 16, 2015
This house was amazing!!!! We were a group of 18 people and we all slept so comfortable! It was such an amazing home with a great location close to all the main roads with a lot of shopping, restaurants and very close to all the parks! I LOVEDDDD IT HERE! Next time I go to Orlando I will most definitely stay here! Me and my family enjoyed it and the house was just like the pictures a beautiful home in a great location!
Melissa Lopez, Haverhill, MA

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1 / 21

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$79 - $109
Per week:$553 - $763
Pets allowed:No
Internet:Yes

3 Br condo close to 192, A UK favorite. Sleeps 8. 6 in beds, 2 on a pull out couch. Just 5 miles to Disney World and central Florida’s major attractions, you will find our beautiful three- bedroom, two- bath, condo. It's perfect for a family vacation. Old Town, shopping,...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$319 - $575
Per month:$9,570 - $17,250
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Home
1 / 41

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 84 BR / 3 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(44) Excellent 44 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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Great experience!

“ Excellent ”
August 7, 2015
This is a fantastic home, very well kept and clean! Debbie was extremely helpful, organized and prompt. Pictures do not do this home justice - very roomy, updated decor and clean. Did I mention clean???? This was a fantastic experience.
Burkevitch family, Calgary, Alberta

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Kissimmee Florida Vacation Rentals - Apartment
1 / 29

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / 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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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 125 BR / 4 BA / Sleeps 12
Home / 5 Bedrooms / Sleeps 12
(2) Excellent 2 Reviews

from

$190

/ night

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

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

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Top Notch!

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

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Kissimmee Florida Vacation Rentals - Home
1 / 13

Kissimmee Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 83 BR / 2.5 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$85 - $129
Per week:$595 - $875
Pets allowed:No
Internet:Yes

Terra Verde Resort is a stunning and award winning guard gated community in Kissimmee, Florida only 7 miles from Disney theme parks, near outlet malls and golf courses. Terra Verde has a state of the art fully staffed club house that includes a Concierge with an arcade room, dry...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$145

/ night

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

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

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1 / 30

Kissimmee Townhouse
5 Bedrooms / 4 Bathrooms / Sleeps 105 BR / 4 BA / 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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36 ft heated pool, fire pit, lighted trees in fully fenced yard
1 / 15

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$86

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Villa
Per night:$86
Per week:$600
Pets allowed:Yes
Internet:Yes

Comfortable villa on quiet cul- de sac with private in ground 30 foot heated pool shaded by three palm trees. Just a 40 minute drive to Disney and other attractions. Shopping and restaurants just 5 minutes away. The ideal private setting for your family to enjoy together time. All...

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Relaxing vacation

“ Excellent ”
April 6, 2015
Thoroughly enjoyed my stay at your beautiful home. The house was very comfortable and user friendly. The pool and and yard were meticulous and a joy to enjoy. I would recommend your home to anyone who wants to have a relaxing stay in Florida with in a short drive to Disneyworld and surrounding environs. This home has everything you need to make your stay a carefree vacation. Your home away from home. I will definitely be back?
Jack Kavanagh, Newfoundland, CAnada

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Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 167 BR / 4.5 BA / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16
(3) Excellent 3 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 Experience!

“ Excellent ”
August 11, 2015
We had a large group (16 total) traveling with us and all wanted to stay together in a home vs. hotel rooms. This house was absolutely perfect! plenty of room inside and out! The pool was refreshing and the decor was fabulous. The kids loved playing in the game room and the adults had a great time cooking and hanging out in the kitchen and dining areas. We will DEFINITELY be calling again to use this location!
Shannon Lambert, Jacksonville, FL

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Kissimmee Florida Vacation Rentals - Villa
1 / 78

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 125 BR / 4 BA / 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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Our home in Florida
1 / 18

Kissimmee Villa
5 Bedrooms / 2.5 Bathrooms / Sleeps 115 BR / 2.5 BA / Sleeps 11
Villa / 5 Bedrooms / Sleeps 11
(21) Excellent 21 Reviews

from

$157

/ night

Email Owner
Bedrooms:5
Bathrooms:2.5
Sleeps:11
Type:Villa
Per night:$157
Per month:$4,710
Pets allowed:No
Internet:Yes

Our home is a gorgeous fully air conditioned, 2 storey, 5 bedroom home ideal for 2 or more families to share and still have plenty of privacy. The master bedroom has a King size bed, tray ceiling, cable tv, dvd player and patio doors overlooking pool and patio area. The master...

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Wow!!!!

“ Excellent ”
July 8, 2015
Wow! what an amazing time my family and I had! The house was so spacious with 9 people we loved the space it gave us! The house was equipped with everything down to sunscreen in the closet! The kids loved the game room, and game station . The house was very clean, We didn't want for anything , this home was better than the place we stayed the year before. Alison is amazing she responds to all emails very quickly especially being in the U.K! Alison my family and I thank you for making this a memorable trip, oh wait I forgot to mention the pool and Jacuzzi my favorite part of the trip! I have reffered all my family and friends that will be going to Florida to check out this house first before booking elsewhere, we will be staying here every year we come back to Florida! Thanks again.
Samantha lynn, Connecticut

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Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(67) Excellent 67 Reviews

from

$43

/ night

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

Best Priced 3 Bedroom Condo For Rent At Windsor Hills. Disney Fireworks View Building - Watch Disney Fireworks, Never Leave Building. Closest To Disney - Be On Property In Two Minutes. - king Master Bed - free Wireless Internet - flat Screen Hdtv And Dvd Players...

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Awesome accomodations

“ Excellent ”
December 4, 2013
I loved this property!!! It was close enough to the parks for a quick drive yet far enough from the hustle and bustle of everything! It felt like a home away from home and would stay there again in a heart beat!
Melissa Marlein, Windsor, Ontario canada

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Kissimmee Florida Vacation Rentals - Apartment
1 / 1

Kissimmee Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 42 BR / 2 BA / 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 - Apartment
1 / 22

Kissimmee Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 42 BR / 2 BA / Sleeps 4
Apartment / 2 Bedrooms / Sleeps 4
(4) Excellent 4 Reviews

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Apartment
Per night:$79 - $119
Per week:$553 - $833
Pets allowed:No
Internet:Yes

You don't need a fairy godmother or a magic wand to find a vacation home that the whole family can enjoy! You won't need magic slippers or pixie dust to spend your vacation in a clean, safe and quiet resort, close to everywhere you want to be! The only thing you need is three ...

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Kissimmee Florida Vacation Rentals - Home
1 / 38

Kissimmee Home
7 Bedrooms / 6 Bathrooms / Sleeps 167 BR / 6 BA / Sleeps 16
Home / 7 Bedrooms / Sleeps 16
(2) Excellent 2 Reviews

from

$302

/ night

Email Owner
Bedrooms:7
Bathrooms:6
Sleeps:16
Type:Home
Per night:$302 - $652
Per week:$2,114 - $4,564
Pets allowed:No
Internet:Yes

Availability calendar is ACCURATE, save us both time please by checking it first. Contact me directly for quote specific to your stay as the rental bands are nearly weekly and I can discount for you based on occupancy. The Bostonian greets you with fully air- conditioned, luxurious...

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We had a great time

“ Excellent ”
August 10, 2012
Everything was perfect. Thank you for the services and the proprety of the house
Genevieve Dumont, Montréal, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 44

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Home / 3 Bedrooms / Sleeps 8
(11) Excellent 11 Reviews

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

As you step into Pool Paradise, you can see right away that it is just that... paradise! ! ! Guests come back to Pool Paradise over and over again because they feel right at home here! This home has everything, and is located in a safe and quiet community near Disney. Pool Paradise...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 188 BR / 5.5 BA / Sleeps 18
Home / 8 Bedrooms / Sleeps 18
(3) Excellent 3 Reviews

from

$157

/ night

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

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

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enjoyable

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $199
Per month:$3,750 - $5,970
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Apartment
1 / 33

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Apartment / 3 Bedrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
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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private heated pool, pond view, no rear neighbors.
1 / 23

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8
(2) Excellent 2 Reviews

from

$90

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$90 - $120
Per week:$770 - $840
Pets allowed:No
Internet:Yes

Our villa is a newly up- dated 3 bedroom 2 bath home featuring a private heated pool with a pond view and no rear neighbors. Located on a quiet street in the popular Lindfields community. Ideally located minutes from Disney and just off 192 which is loaded with restaurants, shopping,...

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awesome vacation home

“ Excellent ”
April 23, 2015
We were so pleased with everything. The house wasn't just a house it was our home away from home. It was located in a great location close to eeverything including Disney (just short driver). The house was everything we expected and the having the pool right on our property was a hit. Thank you so much for allowing our 1st family vacation away be amazing.
Mellinda Copeland, Owen Sound,Ontario Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 188 BR / 4.5 BA / Sleeps 18
Villa / 8 Bedrooms / Sleeps 18
(12) Excellent 12 Reviews

from

$400

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$400
Per month:$12,000
Pets allowed:No
Internet:Yes

Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4. 5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate This spacious...

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Emerald Island Resort

“ Excellent ”
June 25, 2015
We had a wonderful time and the villa was very nice. We had a few issues, but the property manager came over in a timely manner and fixed the issues and we had a blast.
Penny Hicks-House, Kississmee, FL USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 40

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 62 BR / 2 BA / Sleeps 6
Condo / 2 Bedrooms / Sleeps 6
(3) Excellent 3 Reviews

from

$43

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$43
Per week:$299
Pets allowed:No
Internet:Yes

Watch Walt Disney World Fireworks EVERY NIGHT off of your Screened Balcony. See Magic Kingdom, EPCOT, Hollywood Studios, and Sea World / Universal Studios Fireworks too! This is an AMAZING Windsor Hills 2 Bedroom 2 bath Property with Views of the Fireworks from the Balcony,...

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Perfect Disney Get Away

“ Excellent ”
June 29, 2015
The condo was excellent and we got to see the fireworks everynight. Probably will be back next year it was convient to everything and very clean around the property and secure. Thanks
Sherry Hale, Crossville, Tennessee

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1 / 29

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 84 BR / 2.5 BA / 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 - Apartment
1 / 32

Kissimmee Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 63 BR / 2 BA / Sleeps 6
Apartment / 3 Bedrooms / Sleeps 6

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
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 / 28

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 83 BR / 3 BA / Sleeps 8
Townhouse / 3 Bedrooms / Sleeps 8
(14) Excellent 14 Reviews

from

$57

/ night

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

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

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Very Homey and Clean!

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 48

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 125 BR / 3.5 BA / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12
(4) Excellent 4 Reviews

from

$140

/ night

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

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

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Family Vacation

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

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 84 BR / 2 BA / Sleeps 8
Home / 4 Bedrooms / Sleeps 8
(5) Excellent 5 Reviews

from

$147

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$147 - $227
Per week:$1,029 - $1,555
Pets allowed:No
Internet:Yes

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

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Fabulous Home

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 35

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 104 BR / 3 BA / Sleeps 10
Townhouse / 4 Bedrooms / Sleeps 10
(33) Excellent 33 Reviews

from

$59

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$59 - $139
Per week:$79 - $354
Pets allowed:Yes
Internet:Yes

Welcome to your "home away from home! " You'll be greeted by a spacious and inviting interior when you step inside your vacation townhome at Coral Cay Resort . You will enjoy watching your favorite shows and DVD movies on the large 42” LCD TV in the living area. Your next gaming...

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time spent at carol cay

“ Excellent ”
July 26, 2015
It was a very nice, clean place to leave. My family had a great time and we will definately come back again. The only complain was the internet. It was barely stable to get connected to.
JOYCE BONSU, carol cay

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 208 BR / 4.5 BA / Sleeps 20
Villa / 8 Bedrooms / Sleeps 20

from

$219

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 37

Kissimmee Home
5 Bedrooms / 3 Bathrooms / Sleeps 115 BR / 3 BA / 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, with no expense spared. 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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1 / 27

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 125 BR / 3 BA / 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 - Townhouse
1 / 28

Kissimmee Townhouse
6 Bedrooms / 5 Bathrooms / Sleeps 146 BR / 5 BA / Sleeps 14
Townhouse / 6 Bedrooms / Sleeps 14

from

$225

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 19

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 125 BR / 4 BA / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12
(21) Excellent 21 Reviews

from

$125

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$125 - $190
Per week:$875 - $1,325
Pets allowed:No
Internet:No

Welcome to our luxury 5 bedroom 4 bathroom pool/spa villa situated on the much sought after Indian Creek community just 4 minutes from the gates of Disney. Each bedroom is complete with ceiling fans, air conditioning and tv/vcr combos. Two bedrooms have kingsize beds and en- ...

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Piglet's Place

“ Excellent ”
June 1, 2015
This house was wonderful. It was very clean. It was spacious and in a good neighborhood. It was about 10 minutes to Disney's gates. It was convenient to dining locations. It was also within 30 minutes of Sea World and Legoland. Great place to stay.
lisa dubee, Pittsburgh, PA

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Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 105 BR / 4.5 BA / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$315

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:10
Type:Home
Per night:$315 - $475
Per month:$9,450 - $14,250
Pets allowed:No
Internet:No

Property Ref: RVH_007 Luxurious comfort, Quality…. This beautiful home with four poster beds, private pool, spa and sun deck enjoys views of the famous Tom Watson Independence course at Reunion Resort. A brand new air conditioned movie and games room has recently been ...

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Kissimmee Florida Vacation Rentals - Condo
1 / 22

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 83 BR / 2 BA / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8
(8) Excellent 8 Reviews

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$99
Per month:$2,970
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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About Kissimmee

Whether you want to visit theme parks or nature preserves, Kissimmee is the place to be in Central Florida. Take your pick from dozens of luxurious Kissimmee villas, and enjoy a dip in the pool and plenty of fun in the Florida sun.

Introduction to Kissimmee

Located just a short hop away from Orlando, Kissimmee is a small city that offers quick and convenient access to a whole range of family friendly activities. When you want to take the kids on a trip to Central Florida but don’t want the stress or expense of vacationing at the theme parks, consider staying at one of the affordable Kissimmee villas. Vacation properties in Kissimmee give you the space to have a good time without breaking the bank.

Kissimmee Climate

Like most of Central Florida, Kissimmee enjoys hot, humid summers followed by mild winters. If you visit in December or January, you’ll find temperatures around 60 degrees, while temperatures top out around 90 in July and August.

How to Get Around Kissimmee

If you’re flying to Kissimmee, Orlando International Airport is an easy 25-minute drive away. Public busses and private shuttles can transport visitors around the Kissimmee area, but if you want to explore on your own, renting a car is your best bet. You can easily get from your vacation home to the theme parks, or to the natural attractions, on your own schedule with a car.

Visit the Parks

The rides and attractions at Disney World are just a short drive away, but Kissimmee also boasts several of its own parks. Right on Lake Tohopekaliga, Kissimmee Lakefront Park features a playground and splash park for kids, BBQ grills for family get togethers, and fishing piers for everyone. If you time your visit right, you can even catch one of the many festivals or events on the park’s outdoor stage.

If you’re looking for something more outdoorsy, visit Shingle Creek Regional Park, which encompasses over 1,000 acres. Canoe along the creek, hike the trails, and enjoy a picnic near the park’s historic pioneer homes. Even more impressive is the Disney Wilderness Preserve, which includes 11,500 acres and over 1,000 plant and animal species. Explore wetlands, swamps, and a freshwater marsh while spotting bats, snakes, and even panthers.

Shop and Dine in Old Town

When you’re ready to do some shopping or grab a bite to eat, head straight for Kissimme’s Old Town neighborhood. Here you’ll find everything from souvenir shops to ...

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