Kissimmee Vacation Rentals, Homes, & More

1-50 of 1207 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Villa
Per night:$110
Per week:$770
Pets allowed:No
Internet:Yes

Perfectly located for visiting all of Florida’s wonderful attractions our vacation home is set in the exclusive & quiet gated community of Sunset Lakes (Zip Code FL 34747). Just three miles south west of Disney's Animal Kingdom, Sunset Lakes is just a short drive from all the...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$95

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Townhouse
Per night:$95 - $110
Per month:$2,850 - $3,300
Pets allowed:No
Internet:Yes

2 levels, 1880 square feet of sheer luxury. Everything is New! When you walk in the front door the first thing you will smell is 'Clean'. This house is maintained to a very high standard. On the main level you'll find a Modern, fully equipped kitchen. Bake a casserole or...

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Summer Vacation

“ Excellent ”
August 17, 2014
My family stayed at the property in the first week of August.The property was very clean and well maintained. The cabinets were well stocked with all of the necessary kitchen supplies. It was very spacious and plenty of room for four people. The only negative of the resort was the channel selection on the televisions in the bedrooms was not as extensive as the television in the living room.
Marvin, Dumfries, VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 21

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$143 - $185
Per week:$1,000 - $1,295
Pets allowed:No
Internet:Yes

Situated minutes from Disney, this 4 bedroom, 3 full baths, private screened in swimming pool is the ideal vacation home! LOCATION: The house is located in Oak Island Cove, the closest residential subdivision to Disney! We're also close to Universal Studios, orange groves,...

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Kissimmee Florida Vacation Rentals - Home
1 / 14

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$91

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$91 - $119
Per week:$637 - $833
Pets allowed:No
Internet:Yes

Dream Florida Holidays villa is a fabulous 4 bedroomed home, if your looking for a "truly dream holiday" this is the place to stay. Our villa is beautifully decorated, fully air conditioned very comfortable and spacious with high vaulted ceilings and cool stone tiled flooring. Our...

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Very Comfortable family villa

“ Excellent ”
March 20, 2014
Our family of 7 enjoyed every feature of this home. Lovely covered pool which we enjoyed everyday, Very comfortable home to come home to after a busy day at the parks. We would love to stay here again.
Nancy Voros, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ 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 - Home
1 / 12

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$135

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:12
Type:Home
Per night:$135
Per week:$925
Pets allowed:No
Internet:Yes

This is a beautiful fully furnished 5 bed 4. 5 bath Pool and Spa home located in the gated golf community of Remington in Kissimmee. Has a huge master bedroom with KING SIZE 4 poster bed and a separate upstairs living area this is a huge house. The location is great and is close to...

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Muito Boa a Casa....

“ Excellent ”
April 21, 2013
Recomendo para quem tem filhos e vai com um grupo bom... Otimos quartos, super confortavel e com tudo.... Localizacao perfeita perto dos Outlets e Walmarts...e logico dos Parques
Luiz Bullio Neto, Natal, RN BRASIL

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”9 Reviews

from

$143

/ night

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

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

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Very nice, BIG house...

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$250 - $300
Per month:$7,500 - $9,000
Pets allowed:No
Internet:Yes

The villa, an exquisitely furnished property offers 2881 s. f. of air- conditioned flexible living & play space for up to 16 people, is located in the prestigious Emerald Island Resort, the closest gated vacation community to Disney world (3 miles). it is also close to Sea World,...

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Wonderful

“ Excellent ”
October 22, 2014
great property, very well equiped, a lot of room. placed 10 min. to Disney, quit nighberhood, clean, sw pool was ok. we enjoyed out week stay there very much.
Eyal Ashkenazy Adv, Israel

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$182

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$182 - $288
Per week:$1,274 - $2,016
Pets allowed:No
Internet:Yes

Stay at one of the closest neighbourhoods to Disney, with your own private screened pool and spa in the gated community of Windsor Hills. When vacationing in this 6 bedroom, 4 bathroom, fully furnished villa, enjoy all the comforts and conveniences of home away from home, plus...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 14

“ Excellent ”5 Reviews

Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Windsor Hills Dreams (Bedrooms : 5 Bathrooms : 5) ! ! ! New in home movie theatre with 60" HDTV in the games room! ! ! This home is complete with its own private pool and spa. A new gamecorner with gaming chairs, in the gamesroom! ! ! Fully equipped kitchen, 42" plasma ...

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Vacation

“ Excellent ”
July 28, 2014
My family and I vacationed in kissimmee for a week and loved it. The house had so much to offer that we barely wanted to go out and do anything. The kids as well as the adults enjoyed the theater...pool and game room. The security staff was easy to get along with and very helpful. We are already planning to use this same home for our family vacation next year. The area is close to shopping, restaurants, Disney and other attractions. You surely can't go wrong with this rental!!!
Early Smith, North Carolina

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$157

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 12

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$75 - $102
Per week:$525 - $710
Pets allowed:No
Internet:Yes

This luxury villa, "LAKESIDE DREAM", is situated within the tranquil and spacious community of "Lake Berkley Resort". Disney is just five miles away. The villa is furnished and decorated to the highest standards and equipped with all the extras you would expect and MORE in a...

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perfect,relaxing vacation

“ Excellent ”
July 9, 2014
We had a lovely time. The house and pool were wonderful. We especially loved the Lake Berkley area. We liked the location of the house because it was close to the tennis courts. We played at least once a day, and sometimes twice a day. We liked walking in the evening and feeling safe. We enjoyed having a gas grill. If we didn't feel like going out to eat, which was alot because of the pool, we grilled out and enjoyed dinner by the pool.We especially liked that you didn't have to pay extra for it. Some places wanted a minimum of $100 a week. I just wanted to use it not buy it. We also liked that the back faced a lake and not someones elses house. For the most part it was a very quiet area. Liked the WiFi, had a meeting so needed it one day so I wouldn't miss it. We would definitely stay in the area again.
Michael Gossard Gossard, Ohio USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 4

from

$95

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$95 - $150
Per month:$2,850 - $4,500
Pets allowed:No
Internet:Yes

Property Ref RVH_158 This 2nd floor, 1 bed, 1 bath 823 sq ft condo offers views of the Arnold Palmer Legacy golf course. Located in the heart of the Resort, the Seven Eagles neighborhood is made up of a beautifully landscaped area known as Linear Park running down the center....

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$105

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$105 - $130
Per week:$735 - $910
Pets allowed:No
Internet:Yes

This beautiful villa is on a quiet gated and guarded community close to all amenities. Just of the US27 and near the I- 4. Just 1 mile from Southern Dunes Golf course. Walmart and Winn Dixie are 1 mile away and it is near Posner Park shopping outlet. 20 mins from Disney. The villa...

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Wonderful vacation

“ Excellent ”
October 27, 2014
We just spent a month at this home and it was great. Paula and Phil were fabulous ! To start with, the booking was very easy and Paula was very professional and extremely prompt in replying to any e-mails or questions. We arrived after dark and it was nice to find the outside lights on, no fumbling in the dark to get in. There is a keypad entry so no worrying about keys which was great. The home was spotlessly clean and very well equipped. The bed was very comfy with nice soft linens and there were plenty of towels. The ice maker in the fridge works great. We had an issue with the spa. I made a call to Phil and the issue was rectified very quickly. The pool is sparkling and a lovely temperature (we did pay to have it heated and it is worth it). It is in a nice area with a guarded gated entrance which made you feel safe. I was quite comfertable going out for early morning runs. Overall we had a wonderful experience. Thank you to Paula and Phil. I would definitely recommend this home to friends.
Charlene Pike, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
7 Bedrooms / 5.5 Bathrooms / Sleeps 14

from

$219

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:14
Type:Home
Per night:$219 - $425
Per week:$1,533 - $2,975
Pets allowed:No
Internet:Yes

This beautiful, 7- bedroomed 5. 5 bathroom home is very spacious and can accommodate up to 14 people in luxurious comfort. It is decorated to a very high standard by an interior designer and offers all of the facilities that you could possibly want for a truly magical vacation. The...

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Kissimmee Florida Vacation Rentals - Condo
1 / 49

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$129 - $139
Per month:$3,870 - $4,170
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”11 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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Really Home away Home

“ Excellent ”
January 11, 2015
We enjoyed our stay in this townhouse because very close to Disney world. The resort is very peaceful, safe. The condo was very neat and clean with fantastic view of Disney fireworks. The kitchen was clean, well equipped. My wife doesn't like fast food from restaurant so see was very happy to cook our daily food. My son enjoyed pool every evening. I would recommend this property whoever likes to stay and feel like home away from home.
chandrakant Patel, Toronto, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 28

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”9 Reviews

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$129 - $172
Per week:$900 - $1,200
Pets allowed:No
Internet:Yes

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

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Great House!!!

“ Excellent ”
February 24, 2015
This house has it all: great location, heated pool, safe community and welcoming owners. Don and Sarah are incredibly helpful and have a beautiful home. We would stay there again on our next trip to Orlando.
L.Parker, Baltimore, MD

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ 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_149 Located in the upscale Reunion Resort community of The Villas North at Sandy Ridge Drive and overlooking the The Independence golf course by Tom Watson, this wonderful third floor 3 bedroom 3 bathroom condo is just 500 yards from the Sandy Ridge community ...

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great place to stay

“ Excellent ”
January 5, 2015
This unit was wonderfully decorated with all the amenities we needed. We arrived late in the evening and made plans to drop off things at the condo and step out to find a grocery store. To our surprise there was a package of necessities arranged on the counter - felt very cared for!Everything was perfect except for the dryer seemed to have trouble getting the clothes dry
Debbie Gilbert, Billings, MT

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Kissimmee Florida Vacation Rentals - Home
1 / 5

Kissimmee Home
3 Bedrooms / 4 Bathrooms / Sleeps 6

from

$150

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Home
Per night:$150
Per month:$4,500
Pets allowed:Yes
Internet:No

Do you want a home that is “far from the madding crowd”? Are you looking for an oasis of luxury in the countryside around Central Florida? If the answers to these questions are Yes, then we have the ideal home for your vacation. A trip through the citrus groves and the cattle...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 1 Bathroom / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Home
Per night:$79 - $109
Per week:$525 - $699
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Home
1 / 10

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$79 - $105
Per week:$499 - $693
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 31

Kissimmee Condo
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”3 Reviews

from

$99

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$99 - $129
Per week:$693 - $903
Pets allowed:No
Internet:Yes

Voted the #1 accommodation in Kissimmee, Florida on Trip Advisor Winner of the Trip Advisor Certificate of Excellence award three years in a row 2BR Tree House Condo for rent near Disney World. Fully Furnished condo, full kitchen, screened balcony, affordable vacation...

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Great location for a theme park vacation!

“ Excellent ”
July 22, 2011
My family of three stayed at this condo from July 13-18 and were very pleased with it. We loved the proximity to Disney World and Universal Studios, as well as the "home-away-from-home" feeling it exudes. I made all the arrangements and was very pleased with the ease of the reservation process, check-in, and check-out.The only reason I am not rating this condo as a 5/5 is that the master bedroom door does not latch closed, one of the gate cards provided does not work for entry into the resort community, most of the essentials (soap/laundry detergant, etc) were almost gone when we arrived, and the television service provided is less than satisfactory. Also, as a suggestion for the future, it would be nice if these condos included some kind of spice rack...or at least salt and pepper.Overall, we were very happy with our experience at the Tree House Themed Condo and would highly recommend it to family and friends. We would definitely consider renting this condo again in the future.
Sarah Kat, Owings, MD

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Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$170

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$170 - $190
Per week:$1,185 - $1,325
Pets allowed:No
Internet:Yes

If you're looking for a vacation holiday villa close to Disney World, Orlando, Florida then look no further. Our five bedroom, four bathroom luxury villa is just 5 minutes drive away! This is an absolutely gorgeous villa, with additions each year to make it a real home from...

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Awesome stay

“ Excellent ”
January 9, 2014
We recently rented "tropical View" from December 20th - January 8th 2014 and we had an awesome stay. This house was well maintained, spacious and had everything we needed. The owner even helped us to find a Christmas Tree (Thanks Douglas - everything worked out well!) I cooked a full traditional Christmas Dinner in the lovely well equipped kitchen. I can't say enough about this perfectly located villa. Thanks so much to Douglas and Margaret for sharing your beautiful home with my family. I would definitely stay there again and would highly recommend this property
Sandy Harding, Saint John NB

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Kissimmee Florida Vacation Rentals - Condo
1 / 16

Kissimmee Condo
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$85

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$85 - $125
Per week:$595 - $875
Pets allowed:No
Internet:Yes

This spacious second floor unit features 2 Bedrooms, 2 Baths, Living Room, Dining Room and a Brand New Kitchen. Ceramic tile throughout, new carpeting, new furniture throughout and Wi- FI High Speed Internet! Living Room has 27" Flat Panel TV with DVD Player, Master bedroom...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ 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 / 14

Kissimmee Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 10

“ Excellent ”9 Reviews

from

$199

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:10
Type:Villa
Per night:$199 - $299
Per week:$1,393 - $2,093
Pets allowed:No
Internet:Yes

Our exclusive vacation villa offers a private pool and 5 bedrooms that allow up to 10 guests comfortable accommodations. This luxury vacation home is equipped with all the amenities to make you stay relaxing and pleasurable. A fully equipped kitchen, 5 full bathrooms and modern...

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Terra verde resort

“ Excellent ”
December 26, 2014
Its a really nice resort.
Eric Flores, mcallen,Tx USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

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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Our stay was amazing!

“ Excellent ”
June 16, 2014
We rented this home for a big family vacation. There was 14 people in the house and there was definitely enough room for everyone! The house is amazing and looks just like the pictures! The house was very clean and very nicely decorated! We had a few minor issues but the owner George took care of them very fast! Our whole family had an amazing time staying at this Villa and we recommend it to all families small or big! We promise you that you wont regret your stay!
Julius Cook, Florence, Italy

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Townhouse
Per night:$120 - $160
Per week:$840 - $1,120
Pets allowed:No
Internet:Yes

Encantada Resort - Kissimmee, Florida is an upscale gated community located just 4 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts in the Orlando area. During your stay you will enjoy this...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$89 - $149
Per month:$2,670 - $4,470
Pets allowed:No
Internet:Yes

This Lovely 3 bed house with Private Pool ! , Free Wi- Fi and much more! ! Home is perfect for vacation and sleeps upto 8 people with sofa bed. Community is a quiet gated community with in minutes of grocery stores, shopping malls and Disney and theme parks. Home comes fully...

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Home Away From Home

“ Excellent ”
February 10, 2015
We recently stayed at a vacation home at Eagle Point, Kissimmee, Fl. The property was everything promised and we enjoyed our stay there. Hope to get an opportunity to use this property again.
Mary Bauer, Benton, Illinois

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 14

“ Excellent ”8 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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Fantastic vacation rental!

“ Excellent ”
February 2, 2015
We had a great time. It took us about 15 minutes to get from the Emerald Island House to the Disney grounds. We had eight adults and two children in our group. The house was a perfect fit for us. It was so nice to have a full size washer and dryer. Our grandson really enjoyed the game room. We enjoyed swimming in the heated pool in January. Linda's house and the Emerald Island Resort are very well maintained. If we ever return as a large group we would rent Linda's house again.
Kathy Wendling, Muskego, WI

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 12

from

$720

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:12
Type:Home
Per night:$720 - $1,050
Per week:$5,040 - $7,350
Pets allowed:No
Internet:Yes

Property Ref: RVH_001 . This unique, one of a kind, beautiful, private custom Estate Home features over 8, 200 sq/ft of luxury accommodation and balconies. This ‘WOW! ’ factor home is private, quiet and not overlooked. Soak up the Florida sun on the biggest rear deck...

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$335

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$335 - $510
Per month:$10,050 - $15,300
Pets allowed:No
Internet:Yes

Property Ref RVH_092 This beautiful home is situated in the Homestead neighborhood within Reunion Resort. The great location within the Resort allows for easy access to amenities such as the restaurants and pool and the Grande, and the Seven Eagles pool and Pavilion all just 0....

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$99 - $149
Per week:$699 - $990
Pets allowed:No
Internet:Yes

This brand new 4 bedroom vacation hosue has it ALL. It can fit two families (8- 10 people) This model features a spacious single story open floor plan, and a screened- in private pool With beautiful ceramic tile throughout the home and soft carpeting in each of the bedrooms, this...

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Great vacation home for a family

“ Excellent ”
November 11, 2013
It is a great home for our whole family to stay for one week. Everyone loved the stay in this home. It has ample room and bed for 10 people. The house. bed, linen etc are very clean and of good quality. To our surprise, it eve has all sets of cooking ware. It made us feeling live moving to a brand new house. My son gave it a super five star rating. He rarely gave high rating to hotels we visited. But this vacation home is truly exceptional. This excellent vacation home made our Orlando trip perfect! Kids enjoyed theme parks and adult enjoyed the comfortable home.
David Ye, New Jersey

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$70 - $105
Per week:$490 - $735
Pets allowed:No
Internet:Yes

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

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Great location, Great deal

“ Excellent ”
January 28, 2015
Rented this 3BR, 2.5Ba villa for my family trip to Disney World in January and was very pleased. House was exactly what we needed and the location was great. Right off of International Drive and minutes to everything, including theme parks, shopping, and dining. House had heated spa in yard so we could relax our tired bones after the park each night. Had a bit of trouble getting the spa going the first night, but property manager solved issue for me the next day. Gated community so your rental vehicle is safe from vandals, which I've personally experienced staying in other rentals in Kissimmee.
Phillip Moore, Baltimore, MD

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
2 Bedrooms / 2 Bathrooms / Sleeps 8

from

$179

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$179 - $189
Per month:$5,370 - $5,670
Pets allowed:No
Internet:Yes

The whole family will enjoy the spaciousness of the Two- Bedroom Villa, which features a king bed, two twin beds, queen sleeper sofa in the living area, fully equipped kitchen, dining area and washer/dryer. This room sleeps up to 8 persons and even has a Jacuzzi in the master...

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Kissimmee Florida Vacation Rentals - Condo
1 / 17

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$50

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$50 - $150
Per month:$1,500 - $4,500
Pets allowed:No
Internet:No

Windsor Hills is one of the newest and greatest gated community located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort. Our...

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Perfect

“ Excellent ”
December 14, 2014
Our vacation was absolutely perfect thanks to Tony and his condo at Windsor Hills. Tony, the owner is one of the friendliest and most conscientious people I have ever dealt with. He has everything so well organized that we didn't have any issues during our stay. By having a door code and gate permit, we were able to drive right in and enter our unit. Smooth!! The beautiful condo was definitely an A+++, couldn't have been any cleaner, more comfortable or better furnished and supplied. Everything we needed was there. The grounds were also beautiful, extremely clean and well maintained. The pool too was clean as a whistle and heated to a comfortable temperature. We really enjoyed it. The kids enjoyed the game room and it was handy having a variety store on site. The condo and the entire complex were very quiet. It is an absolutely perfect place to stay; we couldn't have found anything better. We have rented other vacation rentals in the past, but will definitely stay at Windsor Hills in the future. Thank you Tony and the Windsor Hills staff for a great vacation.
Chris Ramsay, London, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 32

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 18

“ Excellent ”5 Reviews

from

$150

/ night

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

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

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AWESOME HOUSE

“ Excellent ”
December 25, 2014
This house was perfect for my family. We had about 12 adults and 3 kids and we all had plenty of room.. The rooms where very spacious and very thing was neat and clean. The pool and hot tub were the best part, and they overlooked a small lake which was really nice. It was in a beautiful gated community and very close to shopping, restaurants and all the theme parks. We would definitely stay here again. Owner was very nice and easy to deal with. Highly recommend staying here. Can't wait to stay again.
Kristy Bauhof, Philadelphia, PA

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$171

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 11

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$100 - $129
Per week:$700 - $900
Pets allowed:No
Internet:Yes

This luxury 4 bedroom home with a private pool and waterview is located in the beautiful gated golf community of Remmington. Located within 20 mins of all Disney Parks, Universal Studios and the Orlando Airport. Perfectly situated to close by St. Cloud and downtown Kissimmee with...

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Awesome Vacation

“ Excellent ”
August 26, 2014
This home was everything we hoped for and so much more. The owners have thought of everything. we very much enjoyed sitting on the patio to have our meals and the pool was great. The views from the deck were great. The home was very clean and well appointed. It is close to everything you need for your trip. We have already booked again for next year.
Paula Wadden, Lantz, Nova Scotia

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Kissimmee Florida Vacation Rentals - Home
1 / 13

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$150

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$150 - $250
Per week:$950 - $1,350
Pets allowed:No
Internet:Yes

This newly upgraded Mickeys Magical Vacation Home this 5- bedroom 4 baths resort home is located in the popular Resort Community in Indian Creek only 2. 5 miles to Walt Disney World Entrance in Kissimmee, Florida and is perfectly placed for the shops, restaurants, fun and...

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Fun Time At Indian Creek

“ Excellent ”
March 11, 2014
Our initial response as we walked in the door was "what a beautiful clean generously sized home . Everything was there that you could possibly ask for to make the stay comfortable right from extra toothbrushes to the high quality Cuisinart coffee makers and appliances.The pool was well taken care of as the pool guy came twice during our two week stay. Because of it's central location there was easy access to the parks which made it convenient for ourselves , our kids and grandchildren to enjoy our stay. The owners Jesus and Aleida Velunza trusted us with bringing our two dogs which helped make our stay more enjoyable. We would definitely like to go there again and would recommend it to all our friends. Thanks for the memories. Pat & Collin Millis and the Millis Family.
Pat Millis, Windsor, On Canada

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Kissimmee Florida Vacation Rentals - Condo
1 / 18

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$79

/ night

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

Newly renovated, new kitchen, new floors, newly painted, , Beautiful updates come and visit us. Do you need a vacation? We can help. This beautiful condo is an end unit so the sun shines in. It has all the comforts of home and more. Washer, dryer, dishwasher, microwave,...

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Vacation

“ Excellent ”
August 16, 2011
It has been the best vacation ever. The condo is in wonderful condition, clean and we found everything that you can need to use. Put it this way, Laguna Bay Circle is the place to be, when you are away from home relaxing.
Sandy Francois, Valley Cottage, NY

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$120 - $185
Per week:$840 - $1,295
Pets allowed:No
Internet:Yes

Property Ref: RVH_067 This fantastic 2, 000 sq. ft town home has amazing views over the Arnold Palmer Legacy Golf Course. Enjoy beautiful sunsets from your own Private Patio. Close by are two heritage crossing communal pools and hot tub to choose from. This three- bedroom ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 10

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$125 - $160
Per week:$700 - $980
Pets allowed:No
Internet:Yes

Welcome to our Family Villa, it's a home away from home! Our four bedroom, three bathroom home is a perfect vacation spot for family and friends. After a day at the park, come home to enjoy the cool central air or take a dip in the pool. Just think of the saying "mi casa es su...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
4 Bedrooms / 3.5 Bathrooms / Sleeps 10

“ Excellent ”13 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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Wonderful House

“ Excellent ”
December 14, 2014
I'm from Brazil and I would like to say that I spent a great time with my family at this vila. Everything was amazing. I would like to thanks Emery for always answer my emails so quickly. The house is better then in the photos. You can trust them! I would highly recommend this to anyone. :-)
Tiago Sales, Brasilia, DF Brazil

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$220

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$220 - $330
Per week:$1,540 - $2,310
Pets allowed:No
Internet:No

Property Ref: RVH_089 This luxury Reunion home is located within the Homestead area of Reunion, situated within easy walking distance to the Reunion Grande, The Clubhouse and The Seven Eagles Pool and Pavilion. If you are looking for accommodation close by for friends of family...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$99 - $149
Per week:$693 - $1,043
Pets allowed:No
Internet:Yes

Welcome to Indian Ridge Trail South! This well equipped 3 bedroom, 2 bath home is well furnished and has everything you need for a comfortable stay. Come home from a long day at the parks to your vacation home with incredible swimming pool and spa. As you enter the home you...

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Beautiful home!

“ Excellent ”
August 14, 2014
This house was a wonderful place to stay in. Everything you needed and more was at your fingertips. There were many stores in the area, near the house, so it was easy to get what you needed. The pool was great. Everything shown is what you get. It was a great home, and I will defiantly be coming again.
Fatima Makki, New York

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 17

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$92

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$92 - $115
Per month:$2,760 - $3,450
Pets allowed:No
Internet:Yes

Our 1470 sq. ft. Townhouse includes a main floor bedroom (handicap accessible) with a new Memory Foam King size bed, private bath/Jacuzzi with TV and DVD player. There is a child's Porta- crib available for your use in our townhouse. Our spacious Living area is complete with cable...

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$180

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$180 - $360
Per month:$5,400 - $10,800
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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beautiful home

“ Excellent ”
July 22, 2014
the house was absolutely beautiful we had a great time
Smiley Sim-Sim Patrice, brooklyn new york

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$200

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$200 - $271
Per month:$6,000 - $8,130
Pets allowed:No
Internet:Yes

As promised, you get to have a haven away from your home. First, you can sleep away your worries in any of the kingsize, queen- size, twin or single beds. Next, even if you opt to stay in for the day, you can still enjoy yourself. The Cable/satellite TV will make sure you won’t...

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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 seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.
Outdoor Adventures
Airboat Tours are available via Aquatic Adventures Airboat Tours . Go bird watching, look out for alligators, or take a combination hiking tour/boat ride and learn all about the wildlife of the Florida wetlands.
Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.
Fun With Kids
The kids will have no shortage of things to do while enjoying their time in Kissimmee vacation homes. Kids and parents will have all the comforts of home while having a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.
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