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1-50 of 668 Kissimmee Rentals

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swimming pool
1 / 42

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

(13)“ Excellent ”13 Reviews

from

$159

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:14
Type:Home
Per night:$159 - $299
Per month:$4,770 - $8,970
Pets allowed:No
Internet:Yes

2 Story Luxury 6 Bedroom 3. 5 Bath, Private Pool&spa, BBQ Grill, Game room with Billiard Pool Table, pingpang table, Highchair, Baby playpen and Stroller Gated community with Playground, Tennis Court, 10 Minutes to Major Disney Theme Parks. The villa is 1. 5 mile south ...

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Great Vacation

“ Excellent ”
April 26, 2014
clear not was a nice area to stay in. close to Disney, Universal Studios, Sea World and shopping. The house is very nice, well maintained. The pool was cloudy one day, I called Management and within an hour the girls were there and the pool was back to clear. Quiet area. Enjoyed some nice walks through the gated community, everyone was very friendly. With 12 of us vacationing together, this was the perfect spot!
Kim Premo, Malone, NY USA

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Kissimmee Florida Vacation Rentals - Home
1 / 21

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

(4)“ Excellent ”4 Reviews

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$120
Per month:$3,600
Pets allowed:No
Internet:Yes

Welcome to Sunset Vista Court enjoy this 4 bedroom, 2 bath vacation home, which easily accommodates 1 or 2 families, with a maximum sleeping capacity of 10. For your enjoyment the home has its own private screened in pool, and is located in the gated community of Sunset Lakes....

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Clean, spacious and lovely!

“ Excellent ”
April 7, 2015
What a perfect place for our family! Close to attractions! Decorated nice and the kitchen was well stocked with dishes and cooking items. Great pool to just relax and hang out. The game room in the garage was a bonus for older kids. I would definitely recommend this home!
Betty Hill, Michigan

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

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

(12)“ Excellent ”12 Reviews

from

$160

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$160 - $200
Per month:$4,800 - $6,000
Pets allowed:No
Internet:Yes

ALL RATES INCLUSIVE OF POOL HEAT AND TAXES Beautifully redecorated, recarpeted and refurnished for 2010 Our 6 bedroom 4 bathroom florida villa boasts a very private South facing heated pool and seperate toddler pool which backs onto a natural lake and conservation area, Genuine...

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no need to look no further

“ Excellent ”
March 16, 2015
Review: Matthew I would like to thank you for letting us enjoy your home, we had 6 adults and 3 children stay with us and there was so much room, we enjoyed the grill and lounge chairs in the sun by the pool when we were not out and about at the parks our shopping. None of the major parks were no more than a 20 minute drive, so we were able to make the most of our vacation by still getting back early enough to still enjoy the pool in the evening. The shopping was extremely close and tons of restaurants to choose from ( Joe's crab shack was our favorite) go for happy hour I recommend trying the hurricane category 5 cocktail! We had several grocery stores to choose from for our barbecue's and several souvenir shops to get our best value and quality, if you want that resort feel without compromising your privacy this is the place, thank you again, and we look forward to booking again for our next Florida Vacation
paul montondo, Watertown Ny

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

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

(24)“ Excellent ”24 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$149 - $299
Per week:$1,199 - $1,699
Pets allowed:No
Internet:No

The closest community to Disney - 3 miles only! 8 miles to Orange County Convention Center & major hotels of different events; 5 miles to world class golf courses! Most Favored floor plan in the Most Favored Resort Community Emerald Island! Tastefully & luxuriously furnished!...

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2667 Emerald Island Blvd

“ Excellent ”
June 27, 2014
We really enjoyed our stay at this property while inFlorida on a family vacation. The house was in a great location and we enjoyed having plenty of room for all our guests. Being in a gated community was a treat as well. Our only feedback to the owners would be to update the funiture downstairs for the comfort of furture guests. This house is a great find and we would recommend it to our family and friends.
Susan Hieger, Fort Worth, TX

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Front view of the house
1 / 25

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

(9)“ Excellent ”9 Reviews

from

$185

/ night

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

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

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Skipwith Family Vacation

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

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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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Front
1 / 22

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

(9)“ Excellent ”9 Reviews

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$109 - $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 House and Great Pricing

“ Excellent ”
June 19, 2015
The owner was very nice and extremely easy to work with, the house was exactly as described. The community/home was very clean and just minutes away from all the great destinations. Will definitely book with this owner again!
Jennifer Firmalan, Columbus, OH USA

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Kissimmee Florida Vacation Rentals - Apartment
1 / 34

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

(8)“ Excellent ”8 Reviews

from

$79

/ night

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

If you've never stayed in Terrace Ridge before, you've never experienced true vacation perfection! New Living Room Furniture as of 2015! Poolside Treehouse is a two bedroom condo with a private balcony overlooking the pool. The owners of this home pay exceptional attention to detail,...

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Kissimmee Florida Vacation Rentals - Home
1 / 24

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

(7)“ Excellent ”7 Reviews

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:No
Internet:Yes

Come sail away to The Boat House! This nautical themed 3 bedroom home is a perfect way to leave all of your worries behind! The peaceful colors and themes of this home are like a breath of fresh air! With 1800 sq of space and high vaulted ceilings, this home feels so roomy. This...

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Kissimmee Florida Vacation Rentals - Home
1 / 10

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

from

$125

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$125 - $150
Per week:$875 - $1,050
Pets allowed:Yes
Internet:No

Enjoy this spacious 4 bedroom 2 bath Orlando Florida- style vacation home situated in the tranquil estate of Windwood Cay. An attractive and quite location, Windwood Cay is well hidden from the busy surrounds of Kissimmee, but within easy walking distance of several restaurants ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / 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 - Condo
1 / 48

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 week:$875 - $973
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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Excellent!

“ Excellent ”
May 26, 2015
We loved the house! Cozy and comfortable! we asked Frank a thousand questions before maKing a reservation and he answered them kindly and right away! Really close to parks, supermarkets and malls. Everything is just What you see in the photos. No Surprises! We will absolutelly come back! Thanks Frank
Jimmy Grohl, Zarate, Argentina

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Your 302 Balcony overlooks a Fabulous Courtyard!
1 / 30

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

(11)“ Excellent ”11 Reviews

from

$43

/ night

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

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

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Amazing Home

“ Excellent ”
February 26, 2015
We stayed in a 4 bedroom home 8 minutes from Disney. The kids lived the pool and all the free space. They home was clean and spacious. I will definitely stay again.
Savitrie Ramsahai, Queens. New York

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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 / 37

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

(7)“ Excellent ”7 Reviews

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$159 - $239
Per week:$1,113 - $1,673
Pets allowed:Yes
Internet:Yes

Minnie’s Marvel – This is where dreams come true! The popular Indian Creek is close to Disney World, so you can pop home for a rest. Grocery shopping located in plaza on Formosa Gardens Blvd, just up the street from Indian Creek. Quick and easy access to the theme parks. Location,...

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19
Villa / 8 Bedrooms / Sleeps 19

from

$219

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$219 - $399
Per month:$6,570 - $11,970
Pets allowed:No
Internet:Yes

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

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1 / 22

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

(10)“ Excellent ”10 Reviews

from

$157

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$157 - $343
Per week:$1,099 - $2,399
Pets allowed:No
Internet:Yes

Welcome to our NEWLY RENOVATED vacation villa located in Emerald Island, a luxurious community only 3 miles from Walt Disney World. The enviable community at Emerald Island offers you the luxury and privacy of a 24 hour gated & guarded home base for your Disney trip and vacation....

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Great place - would stay here again

“ Excellent ”
January 27, 2013
This place was just as advertised. Close to Disney, very well maintained, spacious.
Philip Greenland, Chicago

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Kissimmee Florida Vacation Rentals - Villa
1 / 49

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

(27)“ Excellent ”27 Reviews

from

$145

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$145 - $200
Per month:$4,350 - $6,000
Pets allowed:No
Internet:No

1. 'RATED EXCELLENT' by Tripadvisor 2. 'Top Rental Property - Winner 2011, ' awarded by Flipkey Congratulations ! Based at exceptional guests reviews and impressive listings . Kissimmee Vacation Rentals With 3000sqft of fully air conditioned space incorporating 6 bedrooms,...

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Great Place

“ Excellent ”
December 4, 2014
We are a group of eight golfers from Ontario who venture to the Orlando area each fall for one last "golf your brains out" week before retiring from the game until the next Canadian spring allows for yet another season. We are returning renters of Jacksonvilla which in itself says something about the level of satisfaction we have with this accommodation. The house is well appointed, centrally located and fits our needs to a "tee"! The house's owner, Michael, is very accommodating to deal with as is his property management "guy" who deals with your every need on a very timely basis.Great place, great price!
Jim Young, Kingston, ON

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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 / 52

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

(18)“ Excellent ”18 Reviews

from

$129

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

The ULTIMATE destination for family fun - Disney Playhouse! When it comes to three bedroom pool homes, Disney Playhouse will exceed your expectations! Super clean, private and fully loaded with fun features, you'll want to come back to Disney Playhouse year after year after ...

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Kissimmee Florida Vacation Rentals - Condo
1 / 26

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

from

$85

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 25

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 6
Townhouse / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$49 - $119
Per week:$343 - $833
Pets allowed:Yes
Internet:Yes

Only 4 miles to Disney World! 3 Bedrooms, 3 Bathrooms, Sleep 8, Free Wifi, Nintendo Wii, Baby Ready! Paradise Cay is a classy resort that meets the vacationing needs of couples, families or large groups with ease. You will rejoice in the convenience of this resort...

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Great Vacation

“ Excellent ”
February 23, 2013
We enjoyed staying at this beautiful townhome! It was perfect for our family (2 adults, 4 children), clean, comfortable, and spacious. We also liked the location as it was very close to many attractions. If we ever get the chance to return to the area, we'll be sure to return!
Jones Wong, Minneapolis

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Kissimmee Florida Vacation Rentals - Home
1 / 18

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

(7)“ Excellent ”7 Reviews

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$150
Per month:$4,500
Pets allowed:No
Internet:Yes

Newly Renovated! 4 Bedrooms including: 2 Master bedrooms with King size beds and en suites 1 bedroom with Queen size bed 1 bedroom with double twin beds Games room with pool table and fos All rooms include cable programming with LCD TVs Screened Pool with Hot...

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4 days of enjoyment

“ Excellent ”
April 17, 2015
Thank you! We enjoyed the pool and hot tub. The space was great for family of 7 - 8 people. Good location and we felt safe and secure. Property well maintained.
Kay Warren, Gander, NL, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 15

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

(2)“ Excellent ”2 Reviews

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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Excellent Vacation Villa

“ Excellent ”
June 8, 2015
The Tropical View Villa is an excellent property for a vacation near Disney World. Our party of 10 had plenty of space to enjoy our time together and indulge in the immaculate pool followed by numerous rounds of pool in the game room. I highly recommend this property to everyone.
Sandra Gaddy, Anniston, AL, USA

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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 - Villa
1 / 25

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 - $339
Per month:$5,970 - $10,170
Pets allowed:No
Internet:Yes

The brand new 6- bedroom, 5- bathroom villa is professionally designed and decorated and has an amazing conservation view. It has three king sized master bedrooms, a loft, kitchen, dining room, living room, private lanai, pool, and spa. Sleep 12 in bed, with sofa bed ...

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Lower Unit
1 / 14

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

(5)“ Excellent ”5 Reviews

from

$70

/ night

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

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

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Enjoyed Stay

“ Excellent ”
August 31, 2014
We enjoyed our staying at the condo. The rooms were quit spacious. A beautiful place to stay. Would stay there again.
Jean Edelman, Northampton, Pa USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
7 Bedrooms / 4 Bathrooms / Sleeps 20
Villa / 7 Bedrooms / Sleeps 20

(1)“ Excellent ”1 Review

from

$275

/ night

Email Owner
Bedrooms:7
Bathrooms:4
Sleeps:20
Type:Villa
Per night:$275 - $425
Per month:$8,250 - $12,750
Pets allowed:No
Internet:Yes

ALL NEW and Gorgeous! ! ! Four sumptuous King Master Bedrooms (3 with ensuite bathrooms) with Flat Screen TVs & Blu- rays. Decked out PRINCESS, PIRATES OF THE CARIBBEAN, HARRY POTTER, & MICKEY MOUSE rooms, with all the dress- ups (sized toddler to 12 yrs), toys, games, & movies...

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Vacationers Dream

“ Excellent ”
April 12, 2014
We recently enjoyed a mini-family reunion spanning 4 generations at "Happily Ever After". The first floor accommodations were the answer to our great-grandparents needs from meals to entertainment, relaxation and sleep. We all enjoyed not only the "theater/game room" but the screen enclosed lanai with heated pool and spa. The décor, furnishings, appliances, well equipped kitchen and luxury linens are all superb and the villa is kept spit-spot clean. After a long, tiring day at the Disney parks it was only a few short minutes back to the villa. How great is that !! "Happily Ever After" is truly a vacationers dream !!
Katie Yagodzinski Ranf, Pittsburgh, PA

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Gorgeous SOUTH FACING Private Pool!
1 / 28

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

(14)“ Excellent ”14 Reviews

from

$57

/ night

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

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

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Very Homey and Clean!

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

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

(9)“ Excellent ”9 Reviews

from

$109

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$109 - $139
Per week:$763 - $973
Pets allowed:No
Internet:Yes

Just perfect for families who want to be close to the Theme parks but don't want to spend big $$$ on accommodation! This wonderful home is located in the highly popular gated resort community of Terra Verde. This great fully air conditioned family home comes fully equipped ...

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Family Disney Vacation

“ Excellent ”
November 22, 2014
This huge home had everything we could ask for. Plenty of space for a family of 4 adults and 4 children. This spotless, well maintained, comfortable villa was not only the perfect place to start and end our busy days at the park, but also a wonderful place to relax on the couch with a glass of wine and some take out, the private pool was very nice for the kids. The staff was helpful and friendly, and the Club House was a great place to swim and enjoy lunch and and a poolside cocktail. Close to Disney and all shopping. I would definitely recommend this Villa !
Vahe Ohan, New York, USA

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Kissimmee Florida Vacation Rentals - Apartment
1 / 1

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

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$89

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 18

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

(27)“ Excellent ”27 Reviews

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$159 - $229
Per month:$4,770 - $6,870
Pets allowed:No
Internet:Yes

Beautiful Vacation Villa by the name Tree House is highly furnished and decorated with up scale furnishings, attractive amenities, new beddings and lot of upgrades. Situated about 3 miles away from the Disney’s entrance in Indian Creeks Community, Tree House features superior...

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great stay

“ Excellent ”
March 18, 2013
My family had a great time the house was clean and relaxing the pool was great .If you are looking for a quiet relaxing home away from the hustle and bustle yet close to all the attractions this is the house for you.Thank you Marcy we had a blast.
Scott Wilkinson, Ontario Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

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

(1)“ Excellent ”1 Review

from

$207

/ night

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

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

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A great family vacation

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(9)“ 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 - Townhouse
1 / 47

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

(1)“ Excellent ”1 Review

from

$59

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$59 - $139
Per week:$413 - $973
Pets allowed:Yes
Internet:No

1 King / 1 Queen / 4 Twin Beds, 3 Full Bathrooms, Baby Gear Included, Sleeps 10! When your want a clean, comfortable and affordable vacation home in the Orlando area, Coral Cay Resort is waiting for you. The short 20 minute drive to Disneyworld and other area theme parks...

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Excellent location

“ Excellent ”
March 4, 2015
I really enjoyed this home. It was very comfortable and has a great layout. We had more than enough space for our family. The only downfall was that if your party has more than 2 cars, you will need to find parking a little further. Overall I enjoyed my stay and the owner was great at returning my emails with any issues or concerns. You will enjoy this home :)
Steve Myers, Maine

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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 6
Condo / 1 Bedroom / Sleeps 6

(1)“ Excellent ”1 Review

from

$55

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:6
Type:Condo
Per night:$55 - $85
Per week:$385
Pets allowed:No
Internet:Yes

Luxurious Orlando Hotel Condo Suite on Parc Corniche , situated in middle of action at popular International Drive , major Orlando’s vacation destinations. Unit is conveniently located at minutes distance from all destinations and major attractions . Parc Corniche : Rarely...

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Florida I.C.E.d Cake Competition

“ Excellent ”
June 5, 2012
Thanks Rohan L, had the greatest time in Florida and your condo was so clean and well kept will definitely rent again next year...
Maritza Baez, Springfield Ma

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Weekly Luxury Vacation Home Rental
1 / 41

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

(41)“ Excellent ”41 Reviews

from

$125

/ night

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

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

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Vacation Home

“ Excellent ”
June 23, 2015
This is our first vacation home experience and it was a very good one! We stayed 10 days at Debbie's Florida Retreat. The house is spacious, clean and well equipped. I am surprised at the amount of towels provided. It is more than enough for 10 people (we only had 4 people staying in the house). There were some flies in the swimming pool but that wasn't much of an issue. The neighbourhood is safe. The security guard is a hardworking guy and doing his job well by screening every car that goes into the premises. DisneyWorld is about 20 min drive and Universal Studio is about 35 min drive. There are a lot of restaurants nearby the vacation home. (Many cheap and good buffet restaurants!) Overall, we had a very good experience and would definitely recommend it our friends when they visit Florida.
Nicole Xie, New York

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Kissimmee Florida Vacation Rentals - Villa
1 / 18

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

(3)“ Excellent ”3 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$115
Per week:$795
Pets allowed:No
Internet:Yes

Luxury Lakeside Villa - 10 mins to Disney. 4 Bedrooms, 2 bathrooms, sleeps 8 Weekly rates start from $690 plus tax per week. Peak rates are $995 plus tax per week. Last minute specials sometimes available. Please enquire. The villa is situated within Lake Berkley, Kissimmee,...

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Looking for a home away from home?

“ Excellent ”
July 1, 2014
We were delighted once we stepped through the doors. I must say that this home is everything and more portrayed on the internet. It is spacious, beautiful and most importantly well kept and safe. The instructions and expectations were very clear. When we plan our next trip to the Orlando area we would definitely make this property our first choice. We will in no doubt recommend this home to our friends and family wondering where to stay. I promise there will be no regrets
Janice Walters, MD, USA

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Kissimmee Florida Vacation Rentals - Home
1 / 15

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

(51)“ Excellent ”51 Reviews

from

$109

/ night

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

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

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Everything we hoped for!! :)

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

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Dinning Area
1 / 28

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 20
Villa / 7 Bedrooms / Sleeps 20

(25)“ Excellent ”25 Reviews

from

$149

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$149 - $265
Per month:$4,470 - $7,950
Pets allowed:No
Internet:No

First class furnished house is waiting for you! It’s newly renovated keeping your class, comfort, privacy, fashion, modernization in mind. Best floor plans for the best five star community resort which is very spacious around 3500 square feet with 4 large king sized bedrooms,...

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vacation rental

“ Excellent ”
June 24, 2015
This property is great,good location,well equipped with everything you need.Beautiful home
Gwen Greer, chicago,il

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Front of Condo
1 / 7

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

(2)“ Excellent ”2 Reviews

from

$65

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$65 - $90
Per month:$1,950 - $2,700
Pets allowed:No
Internet:Yes

Back overlooks woodland with a southerly aspect. Master bedroom has it's own balcony overlooking same woodland. All the homes are painted in vibrant Mediterranean colors. The home has fully equipped kitchen and seperate utility room. All linens and towels are provided. FREE INTERNET/WIFI...

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Wonderful

“ Excellent ”
January 3, 2015
This townhome made our vacation so delightful! It was nice to be so close to the Disney Parks and close to shopping all at the same time. The owners are wonderful to deal with and quick to respond. We will be returning.
Anita Foster, Vancouver, Canada

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Cane Island Resort Swimming Pool with Lake & Fountain View - View 1
1 / 24

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

(4)“ Excellent ”4 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$70 - $105
Per week:$490 - $735
Pets allowed:No
Internet:Yes

Condominium: It is a reasonably priced, professionally decorated and furnished 3- bedroom/2- bathroom condominium offering comfort, space, style, luxury and privacy. It is located at a luxurious and upscale gated Cane Island resort. Discover the endless comfort within this...

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Enjoyed the stay

“ Excellent ”
September 21, 2014
We enjoyed our stay at this condo. We were not there much but it was very clean and spacious. We would stay here again for sure. I guess the only negative is that we could not get the living room tv to work but it didn't matter. Thanks!!
Todd, Woodstock Ga

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1 / 17

Kissimmee Condo
1 Bedroom / 1 Bathroom / Sleeps 4
Condo / 1 Bedroom / Sleeps 4

from

$40

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Condo
Per night:$40 - $60
Per week:$280 - $420
Pets allowed:No
Internet:Yes

BOOK WITHIN 24 HOURS FROM PRICE QUOTE AND GET AN ADDITIONAL $5 OFF PER NIGHT! Very comfortable and nice 1/1 with full kitchen, full size washer and dryer in the unit. Two TV's, DVD and free cable and internet in unit. This community is very close to the LOOP shopping center...

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1 / 21

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

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$180 - $200
Per week:$1,150
Pets allowed:No
Internet:Yes

These Kissimmee, Florida apartments are located in the Reunion Resort golf community. The clubhouse offers an outdoor pool, spa, and 3 golf courses. Free WiFi is provided in every apartment. Fully furnished, these apartments include a kitchen. A washing machine and a tumble...

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1 / 24

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 15
Home / 6 Bedrooms / Sleeps 15

(19)“ Excellent ”19 Reviews

from

$229

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:15
Type:Home
Per night:$229 - $239
Per week:$1,603
Pets allowed:No
Internet:Yes

Stay in the Disney area's premiere community - Windsor Hills. This brand new 6 bedroom 4 bath pool home is located right next to one of the many park/playgrounds in Windsor Hill's newest section, The Reserve. The south facing pool is sure to please with full sun all day long. Don't...

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family vacation at 8864 candy palm way,paradise pa

“ Excellent ”
May 19, 2015
our vacation at this location was wonderful. the clubhouse facility was beautiful and the staff could not be more accomodating. Our house was decorated beautiful and everything was exactly as stated in the ad. The only disappointing thing was we wish the stay was longer. thanks for helping to make memories with my grandchildren come true, it will be a vacation with mom mom and pop they will not forget.
connie jablonowski, philadelphia, pa

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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

$125

/ night

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

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

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Our home in Florida
1 / 18

Kissimmee Villa
5 Bedrooms / 2.5 Bathrooms / Sleeps 11
Villa / 5 Bedrooms / Sleeps 11

(20)“ Excellent ”20 Reviews

from

$157

/ night

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

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

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Very cozy

“ Excellent ”
April 30, 2015
This was a great home for our family, it was pretty central to all theme parks and shopping. The pool was great and we had a great time!!
Robyn Oliver-Shapton, Ingersoll Ontario Canada

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 19

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

(43)“ Excellent ”43 Reviews

from

$75

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$75 - $125
Per week:$475
Pets allowed:No
Internet:Yes

Beautiful 3 bed townhouse on Regal Oaks resort at Old Town Kissimmee. Regal Oaks resort is ideally located 3 minutes from Disney and very close to the I4 for easy access to Universal and Sea World which are about 15 mins drive. It is set in a forested area behind Old Town Kissimmee...

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Great place to stay!

“ Excellent ”
May 21, 2015
We were so pleased with our stay! Very comfortable and close to everywhere we wanted to be. The pool is wonderful! And the staff couldn't be more friendly and helpful. Ian was great as well! Any questions were answered very promptly! Thank you so much! We are so looking forward to our next stay in August and we will certainly be back after that!
Sandra Marsh Fitzlaff, Titonka, Iowa

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Kissimmee Florida Vacation Rentals - Villa
1 / 8

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

(1)“ Excellent ”1 Review

from

$147

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$147 - $195
Per month:$4,410 - $5,850
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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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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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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