Kissimmee Vacation Rentals, Homes, & More
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Kissimmee Florida Vacation Rentals - Villa
1 / 39

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

(1)“ Excellent ”1 Review

from

$178

/ night

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

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

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Great

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

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

(2)“ Excellent ”2 Reviews

from

$178

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$178 - $599
Per month:$5,340 - $17,970
Pets allowed:No
Internet:Yes

Newly owned 8 bedroom 5 bath 20 sleeper luxury villa for multi- family vacation stays, sports team stays, family reunions, golfing trips... 8 br/5 bath/private pool, spa and games room, free wifi, wii, private games room with air hockey and pool table. Please email us to...

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Great vacation home

“ Excellent ”
July 18, 2015
We had a family reunion and all 17 of us stayed in this home. Everything was just as if not better than expected. The house was near the attractions we wanted to visit. The fact that the kitchen had all the tools necessary to cook with was a big plus. The pool was a big hit with the kids as we all enjoyed a "dip" in the pool after a long day if sightseeing.
Rene Polanco, Austin, TX

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1 / 16

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4

(8)“ Excellent ”8 Reviews

from

$65

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$65 - $110
Per month:$1,950 - $3,300
Pets allowed:No
Internet:Yes

Welcome to Caribe Cove Resort, Kissimmee. Caribe Cove is situated amidst a lush, wooded conservation preserve, yet minutes from Orlando 's world- class theme parks, attractions, golf, shopping, and dining. Find tranquility in Caribe Cove's idyllic natural setting, and ...

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Very Satisfied Guest

“ Excellent ”
March 27, 2014
Caribe Cove exceeded our expectations! Pictures and reviews were as described as when we booked. Rooms were clean. Staff was polite and helpful. My kids loved the heated pool. We look forward to our return back to this escape paradise!
Adam R. Wheelock, Syracuse NY

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1 / 24

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

(2)“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$100 - $229
Per week:$700 - $1,603
Pets allowed:No
Internet:Yes

Private splash pool town home in Paradise Palms resort. This luxury home has 4 bedrooms King in master, queen in 2nd bedroom and each of the other 2 bedrooms have 2 twin beds each. Can comfortably sleep eight. Each bedroom has it's own flat screen TV. The living area features a 50'...

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Spring Break

“ Excellent ”
April 12, 2014
Community was great and generally quiet. House was as advertised and very convenient for our Disney vacation. Remote controls for the ceiling fans didn't work and the pool was very cold despite paying for pool heat. Restaurants and grocery very conveniently located. We were generally pleased with our stay. I did wish the kitchen was stocked with a little more than just salt and pepper. I hate having to buy little things of everything like sugar, spices, coffee, dishwashing detergent, etc. right as we get there.
Lisa Reaves, Columbus, OH

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

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

from

$171

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 70

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

from

$199

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

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

(7)“ Excellent ”7 Reviews

from

$75

/ night

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

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

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Relax after a busy day

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

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front elevation
1 / 16

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

(16)“ Excellent ”16 Reviews

from

$160

/ night

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

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

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Best vacation ever!

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

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Kissimmee Florida Vacation Rentals - Home
1 / 35

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

(12)“ Excellent ”12 Reviews

from

$85

/ night

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

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

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Iowa Family

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

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

from

$199

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 42

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6
Townhouse / 3 Bedrooms / Sleeps 6

(7)“ Excellent ”7 Reviews

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$89 - $120
Per week:$623 - $840
Pets allowed:No
Internet:Yes

Luxury, comfort, security and convience is what you will find when you are a guest at this beautifully decorated Town Home. All the comforts of home, and then some, are at your finger tips when staying at R- Disney Palms Retreat. This Town Home is more spacious than any suite ...

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Very Nice Home

“ Excellent ”
June 24, 2015
My family of 5 enjoyed our stay at the Windsor Palms Resort. Glenn was wonderful to work with! He really provided lots of useful information we needed. The home was just as the pictures portray. The only reason I did not give 5 stars if for the A/C. During the day it was fine but at night we were woken up b/c it was very warm inside. The instructions said it will not go past 74 degrees. That is just too hot for me to sleep comfortably. Also, we didn't have enough toilet paper (4 girls) and had to buy that along with dish soap so we could wash our dishes. We really enjoyed our stay and I would recommend this place to anyone who wants a nice home to come back to after a long day at the parks. Thanks Glenn for your kindness :)
Jim and Cheryl Phalen, Sylvania, OH

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

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

(4)“ Excellent ”4 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$99 - $169
Per month:$2,970 - $5,070
Pets allowed:No
Internet:Yes

Lovely, fully furnished home is one of the best kept turnkey properties you will find in Indian Creek ! Home is tastefully furnished with a new sofa, has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm...

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An incredible stay that won't disappoint!

“ Excellent ”
July 23, 2015
The approach to our vacation home began with a drive down a beautiful tree lined quite street surrounded by equally, but non-sterile homes. To our amazement in the wonder of which home would be ours for the week, we continued down the road. The funniest thing was that one of our beautiful daughters pointed out a home along our path, and said aloud I hope that one is ours. Yes, I said with a proud fatherly smile, yes that's the one. The palm trees, and the property were all very well kept, and clean. Entering the home we were equally pleased, as with the approach to our vacation home. The rooms were large, and all very clean, but the biggest pleasure was the awesome screen enclosed swimming pool. The owners consistent follow-up with my wife throughout our stay, just to confirm if anything was needed, and our comfort ability with the home was very nice. All in all if we had it to do again, we would surely make this the home of choice for: the proximity to Disney World, the beauty and cleanliness of the home, and the thorough follow-up from the property manager and owner. A great experience that we will definitely do again, we had a wonderful time.
Edward Penn, Elgin, OK

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
5 Bedrooms / 5 Bathrooms / Sleeps 14
Townhouse / 5 Bedrooms / Sleeps 14

from

$195

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$195 - $350
Per week:$1,365 - $2,450
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 - Home
1 / 14

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

(15)“ Very Good ”15 Reviews

from

$159

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 14

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

(1)“ Excellent ”1 Review

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$89 - $109
Per week:$623 - $763
Pets allowed:No
Internet:Yes

Book Within 24 Hours Of Price Quote And Get An Additioanl $5 Off Per Night! Best Price Guarantee! Excludes Holidays! Free Dsl In The Unit! Beautiful Three Bedroom, Two Bath Home With Two Car Garage And Private Pool Near Disney. Full Kitchen, Washer And Dryer, And Bbq. Very...

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Total Satisfaction

“ Excellent ”
March 11, 2010
I have been a customer of Dream Vacation Getaways for several years and always been satisfied with their service. But this year the Calballero family out did themselves far beyond my wildest expectations. Though I have never been disappointed with the accommodations I have been provided, their service has been the reason I return to them year after year for our home away from home. This year when at the last minute health issues of one of our party caused us to have to completely revise our needs, Eileen not only met our needs, but with kindness and compassion revised our reservation in a single day offering savings beyond our anticipation. In a world of uncertainty, Dream Vacation Getaways is a sure bet. I'll never deal with anyone else again. Thanks for everything! Dennis Chabot
Dennis Chabot, Rutland, Vermont

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

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

(4)“ Excellent ”4 Reviews

from

$162

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$162 - $326
Per week:$1,129 - $2,278
Pets allowed:No
Internet:Yes

Welcome to Clyde's Cove! This stunning villa is a bright and spacious vacation home with 3000 sq/ft, 7 bedrooms including 4 Master Suites with private full bathrooms. Comfort and convenience are the hallmarks of this home. Lounge and relax by the pool and watch the sunset over the...

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Great vacation for large family!

“ Excellent ”
February 4, 2015
This was the first time we've taken a family vacation to Florida, and we could not have chosen a better rental home for our group of 11. We wanted to take our grandchildren to the Disney parks for their first time. This house is only 15 minutes from Disney World! The lake in the backyard gave us such beautiful scenery and terrific, exotic (to us) bird watching. I fished regularly and accidentally hooked a small alligator!The house itself is gorgeous. Large, clean bedrooms. Spacious kitchen & living rooms. The family favorite was the lakeside patio with pool, hot tub, & grill. Lots of sun through the day for the girls to lay out.We actually would have enjoyed this vacation even if we stayed at the house every day. My son & I used the fitness equipment in the clubhouse. There was also a Tiki bar by the large community pool, as well as a game room for the teenagers.The owner & management company of this rental property were easily accessible, & pleasant to deal with. Having had issues over the years with other rentals, this made our vacation so enjoyable.I give this whole experience my highest rating, and hope we can vacation here again in the future.Dan & Cathy Schuman
Dan Schuman, Baltimore, Maryland

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

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

from

$170

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$170 - $234
Per month:$5,100 - $7,020
Pets allowed:No
Internet:Yes

Holiday Paradise Villa is a comfortable and convenient 4 bedroom, 4 bathroom privately owned villa located in the world famous 5 star Windsor Hills Resort. The beautifully decorated 1824 square foot home features four bedrooms each with its our private en suite bathroom. The ...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 33

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 7
Townhouse / 3 Bedrooms / Sleeps 7

(19)“ Excellent ”19 Reviews

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:7
Type:Townhouse
Per night:$49 - $119
Per week:$294
Pets allowed:Yes
Internet:Yes

Only 4 miles to Mickey's front door! 3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! You will say “this place is amazing” the moment you arrive at your Paradise Cay vacation townhome, just 1 of 3 units that we have available in this wonderful...

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Great Value

“ Excellent ”
June 4, 2015
My family of 4 enjoyed our stay in this property close to Disney. All the convenience of home right by the parks!...Great vacation!
Pat Blanner, St. Louis, MO USA

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Front View
1 / 15

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

(3)“ Excellent ”3 Reviews

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$100
Per month:$3,000
Pets allowed:No
Internet:Yes

Enjoy this 3 bedroom, 2 bath vacation home, which easily accommodates 1 or 2 families, with a maximum sleeping capacity of 8. For your enjoyment the home has its own private screened in pool, and is located in the gated community of Sunset Lakes. The kitchen is complete with a...

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relaxing and wonderful

“ Excellent ”
July 1, 2014
We got to the house and it was very nice. Easy entry no problems with finding keys. The house was large and very clean and very cozy. My kids loved the pool and their rooms. I am going to use this company again and again. We had forgot some doll clothes and they were kind enough to mail them back to us. How great was that, my daughter was so happy. Thank you for that. Will tell all my friends about our wonderful stay at the house. Can't wait to return!
Denise Taylor, Joliet, IL.

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Kissimmee Florida Vacation Rentals - Villa
1 / 8

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

(1)“ Excellent ”1 Review

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

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

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Close to WDW, with the feel of home

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 64

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

(3)“ Excellent ”3 Reviews

from

$200

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$200 - $271
Per month:$6,000 - $8,130
Pets allowed:No
Internet:Yes

We thank the visitors for showing their interest in this beautiful Vacation Home! We are proud of our home and are sure that our guests will also be! ! It’s a luxuriously decorated 6 bedrooms and 4 baths home in fully gated community of the Windsor Hill in Kissimmee, considered...

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House

“ Excellent ”
February 20, 2015
it was a group of us that stayed in this home. we stayed from the thursday to the sunday. it was a beautiful home. the only things that did not work was the garbage disposal as well as the wifi. the house also needs curtains in the master bedrooms. other than that it was an excellent trip. the beds in the master rooms are simply AMAZING ! best weekend !!!! highly recommended .
Brittney Ebanks, florida

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Kissimmee Florida Vacation Rentals - Home
1 / 20

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

from

$129

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 19

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

(5)“ Excellent ”5 Reviews

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Townhouse
Per night:$85 - $119
Per month:$2,550 - $3,570
Pets allowed:No
Internet:Yes

Discover the best vacation time in this beautiful town home located in Oakwater Gated community and very near to famous Walt Disney World. With 3 fully furnished bedrooms which included King Bed, Queen Bed and 2 Twin beds with completely furnished area, your stay will always comfortable......

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Nice time

“ Excellent ”
February 28, 2012
The community area is awsome (pool, arcade games), the house is really nice and comfy
Daniel Villavicencio, Quito, Ecuador

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Kissimmee Florida Vacation Rentals - Home
1 / 21

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

from

$135

/ night

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

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

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Windsor Palms Resort Club House
1 / 20

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

from

$115

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$115 - $165
Per month:$3,450 - $4,950
Pets allowed:No
Internet:No

This luxury vacation home is located in the top- rated popular Windsor Palms resort, which is a 24x7 securely gated community with just 3 miles (5 mins drive) to Disney. This home was equipped with all solid wood high quality furniture, mattresses, and electronics/appliances. The...

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Kissimmee Florida Vacation Rentals - Condo
1 / 40

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / 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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Kissimmee Florida Vacation Rentals - Villa
1 / 41

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

(2)“ Excellent ”2 Reviews

from

$150

/ night

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

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

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Great house with a view of lake

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

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Kissimmee Florida Vacation Rentals - Home
1 / 35

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

from

$300

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$300 - $390
Per month:$9,000 - $11,700
Pets allowed:No
Internet:Yes

Spend your vacation relaxing in this stunning 6 bedroom 6 bath vacation villa, located in the beautiful Retreat at Champions Gate. Minutes from Walt Disney World Orlando, this remarkable home features a coastal inspired elegance. BRAND NEW, this home is professionally decorated...

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

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

from

$109

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$109 - $129
Per week:$763 - $899
Pets allowed:No
Internet:Yes

Welcome to 'Pool- Side Paradise' in Disney World! Please note that because we have several homes with availability, we do not update the availability calendar on this listing. Please email us and we'll respond quickly about this and our other homes. This gorgeous, magnificently...

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Kissimmee Florida Vacation Rentals - Home
1 / 45

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

(7)“ Excellent ”7 Reviews

from

$239

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$239 - $379
Per week:$1,673 - $2,653
Pets allowed:No
Internet:Yes

This home has everything that you, your family and friends will ever need and more! Situated on the popular Emerald Island Gated Resort. It is very central to all the main attractions being just off Interstate 192 and access to all the parks from here is very easy. Walt Disney World...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 11

Kissimmee Townhouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 10
Townhouse / 3 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3.5
Sleeps:10
Type:Townhouse
Per night:$125 - $225
Per week:$875 - $1,575
Pets allowed:Yes
Internet:No

Our condos and townhomes offer a more budget friendly option than any equal quality hotel and feature modern conveniences with the space and privacy to relax and enjoy your vacation. Spend an evening curled up with a good book in your cozy living room after a long day; enjoy the ...

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Excelente

“ Excellent ”
March 1, 2015
Muy bien ubicado, la casa es divina, las camas muy cómodas, todo bien, felicitaciones
Gabriela Bahamonde, Ecuador

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Spacious, beautiful villa located just three miles from the Walt Disney World Park and close by dozens of other world- class attractions and restaurants such as Universal Studios and Sea World. This villa is fully air- conditioned and comes with a heated pool, spa, outdoor ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 48

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

(4)“ Excellent ”4 Reviews

from

$140

/ night

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

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

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Family Vacation

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

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Dinning area
1 / 25

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

(14)“ Excellent ”14 Reviews

from

$180

/ night

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

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

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Awesome

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 77

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

(1)“ Excellent ”1 Review

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$125 - $139
Per month:$3,750 - $4,170
Pets allowed:No
Internet:Yes

Just what the "Doctor" ordered! You and your children will absolutely fall in love with this beautiful home and FABULOUS amenity- packed resort - and so, so close to Disney World! An absolutely magical, 3 bedroom / 2 bath town house in a spectacular amenity packed resort...

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Perfect!

“ Excellent ”
March 31, 2015
We travel to the Orlando area every year and it has just become a tradition to stay at one of Frank's properties. The Hemingways Animal Kingdom was probably one of the nicest places that we have ever stayed, considering every property that you have ever placed us at was amazing! Thank you again for another great vacation!! We will see you again next year, and many more after that!
Jim Tucker, Evansville, IN USA

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Kissimmee Florida Vacation Rentals - Home
1 / 22

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

from

$145

/ night

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

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 18

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

(2)“ Excellent ”2 Reviews

from

$115

/ night

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

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

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Great place to stay

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

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Emerald Isle Resort Community
1 / 34

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

from

$240

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$240 - $290
Per week:$1,680 - $2,030
Pets allowed:No
Internet:Yes

Excecutive 7 Bedroom Pool home in the Prestigious Emerald Isle Resort Community! Oversized covered lanai overlooks the screen enclosed pool and whirlpool Game room with a pool table and airhocky table Internet service is provided free of charge TV's with DVD players in all the...

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Kissimmee Florida Vacation Rentals - Home
1 / 39

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

from

$114

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$114 - $128
Per week:$795 - $895
Pets allowed:No
Internet:Yes

Our lovely 3 bed, 2 bathroom home, with private screened in pool is located in the peaceful community of Creekside only minutes to shopping and restaurants off the famous 192 and Bass Rd, also very close to Disney. Our home has a master bedroom with queen size bed with master...

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

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

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$115 - $205
Per month:$3,450 - $6,150
Pets allowed:No
Internet:Yes

Property Ref RVH_127 Second Floor Condo With Stunning Golf Views - Spacious 3 Bed 3 Bath Luxury Condo Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson, this wonderful second floor 3 bedroom vacation...

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Kissimmee Florida Vacation Rentals - Home
1 / 49

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

from

$229

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$229 - $357
Per week:$1,599 - $2,499
Pets allowed:No
Internet:Yes

Welcome to The Windsor Dream - The Ultimate Villa at Windsor Hills – A luxurious south- facing home with private pool and hot- tub, with no rear neighbors. The most important feature of our family retreat is that we offer one of the few south- facing pool homes in Windsor ...

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Kissimmee Florida Vacation Rentals - Home
1 / 33

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

from

$109

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 23

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

(10)“ Excellent ”10 Reviews

from

$75

/ night

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

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

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Excelente casa, condomínio muito bom.

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 17

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

(7)“ Excellent ”7 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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Great Location

“ Excellent ”
April 13, 2015
Great condo in a great location within 5 mins of Disney..... Very modern and clean..... Gated community with numerous amenities..... Would stay again!
James Kahley, Yorktown, Va

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Kissimmee Florida Vacation Rentals - Apartment
1 / 9

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

from

$450

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

from

$175

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 24

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

(18)“ Excellent ”18 Reviews

from

$149

/ night

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

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 47

Kissimmee Condo
3 Bedrooms / 1 Bathroom / Sleeps 8
Condo / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$59

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:8
Type:Condo
Per night:$59 - $129
Per week:$413 - $903
Pets allowed:Yes
Internet:Yes

3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Welcome to Sun Lake condo, just 1 of 3 identical units that we have available in this wonderful resort, is the perfect place for your next vacation getaway. This gorgeous condo meets the vacationing...

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Did not want to leave!

“ Excellent ”
March 18, 2015
We were in town for a conference at Gaylord Palms, and we rented two condos here at Sun Lake. All my colleagues were all impressed with the home, and there were plenty of places to eat nearby. Also very close to shoppings and walmart. Booking the homes were very straight forward, and the management was quick to answer all questions. I am planning another trip to Disney with my kids, and would not hesitate to stay here again.
Johnathan Steele, Atlanta

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1 / 78

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

(1)“ Poor ”1 Review

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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vacation at its best

“ Poor ”
May 27, 2015
the minute we entered the house we were amazed. the décor, rooms, game room bedrooms were great. We all entered the pool as soon as we got unpacked. the security was great and proved to be very comforting. very close to Disneyland and other places to visit. planning on returning very soon. just a great place to relax and enjoy life.
Fred Wehring, Ohio

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About Kissimmee

Kissimmee, Florida Travel Tips

Located only moments from Orlando, the beautiful resort town of Kissimmee offers the best that Florida has to offer. Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and renting by owner ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable Florida vacation in Kissimmee.

Beaches and Parks

Because it is such a popular tourist destination, there is an abundance of available vacation homes in Kissimmee. Families interested in spending time at the beach can easily find great accommodations, but hurry! Beach houses for rent in Kissimmee, FL are quickly snapped up. Make sure to reserve your spot online well in advance to save time and money.
St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.

Things to Do

A great feature of Kissimmee vacation homes is their central location to a number of popular attractions. Theme parks, outdoor activities, and fun things for the kids can all be found within a short drive. Read on to find out more about the variety of activities waiting for you in the Kissimmee area.

Theme Parks

What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore ...

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