Kissimmee Vacation Rentals, Homes, & More

1-50 of 1188 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$70

/ night

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

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

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Nice Week in Kissimmee

“ Excellent ”
December 30, 2012
We stay one Week in this House in Terra Verda.The House was comfortable and well furnished.The Resort and the Pool was very nice.The only negative Thing was the Hot Tub and the Patio was Not cleaned.
Wolfgang Elfinger, Germany near by Frankfurt

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”3 Reviews

from

$74

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$74 - $274
Per month:$2,220 - $8,220
Pets allowed:No
Internet:Yes

Welcome to this newly finished 8 bedroom 4. 5 bath lake view vacation home in the beautiful Terra Verde Resort – a premier award winning gated resort which has 24/7 man- gated security to ensure your stay absolutely 100% safe. The villa is specifically designed to accommodate up...

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Best Family Vacation EVER!!

“ Excellent ”
July 29, 2014
The house we rented was perfect, we had a mini family reunion the house accomadated us all, (19) of us. We had space that no one was on top of each other, close to all the parks, and stores. The community pool was Awesome. Cant wait to start planning our next vacation.
Rose Rivera, New Haven, CT

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Living room sleeper sofa bed
1 / 11
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Voted the #1 accommodation in Kissimmee, Florida on Trip Advisor Winner of the Trip Advisor Certificate of Excellence award three years in a row Spacious 2BR fully furnished "Animal Kingdom" themed condo for rent at the gated community of Legacy Dunes Resort in Kissimmee, ...

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family vacation

“ Excellent ”
August 10, 2011
Anthony-I wanted to tell you that we thoroughly enjoyed our stay at this condo. The interior is immaculate. My children enjoyed the safari theme as well. We have always stayed in hotels in Orlando, but will never do that again. It was nice to have individual rooms for everyone with privacy. Pool was nice and very clean. It was definitely a home away from home. Thanks! I'm sure we will be returning in the very near future
G. Fritz, North Carolina

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Kissimmee Florida Vacation Rentals - Condo
1 / 32

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 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 professionally decorated and furnished and spacious 3- bedroom/2- bathroom condominium offering space, style, luxury and privacy. It is nestled in Villas at Island Club Resort. This beautiful, gated resort community offers luxury with a unique Caribbean Island...

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Kissimmee 2014

“ Excellent ”
September 16, 2014
Excellent condominium; good location and close to theme parks. Relation rate/service is also considerated as good. We spent a wonderful Holiday, included the lodging. Visiting Orlando again we would ask the same lodging. Can be recommanded to our friends. Thank you
LORGE Nicolas, Gosseldange, Luxembourg, Europe

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 12

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$100

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$100 - $143
Per week:$700 - $1,000
Pets allowed:No
Internet:Yes

Luxury 3 bedroom/3 bathroom townhouse with private pool, situated on the Windsor Hills Resort, Kissimmee, Florida. The resort is perfectly located, only 2 miles from the Disney parks. The house offers a west facing pool and sun terrace. The accomodation is laid out on two...

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$220

/ night

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

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 7

from

$95

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:7
Type:Townhouse
Per night:$95 - $115
Per week:$670 - $740
Pets allowed:No
Internet:Yes

This Prestigious Resort community has all the amenities you could ask for, to name a few; Staffed Clubhouse with Concierge. Poolside Tiki Bar with Beer and Wine Service. Business Center with WiFi access, Fitness Room, Sauna, Game room, Tennis Court, Basketball, Volleyball ...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 9
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

This is a new Furnished townhome ready for rental. It is maintain with wood flooring upstairs and tile downstairs great for people with allergies and tired of dirty carpeting. Just 1. 5 miles from Disney World come home for lunch that is how close. Free wifi in Home with cable,...

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Kissimmee Florida Vacation Rentals - Villa
1 / 38

Kissimmee Villa
5 Bedrooms / 5.5 Bathrooms / Sleeps 10

from

$225

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:10
Type:Villa
Per night:$225 - $300
Per week:$1,500 - $1,800
Pets allowed:Yes
Internet:Yes

Come see this to actually believe it. The owners of this pristine villa litteraly spared no expense to make sure you have a wonderful stay during your vacation. Located on the 192, you are just minutes away from Disney and other amusement parks. Restaurants and supermarkets are...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 23

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$50

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$50 - $75
Per week:$350 - $525
Pets allowed:No
Internet:Yes

Just a pixie dusts throw away from Disney, this beautiful townhome with 3 bedrooms and 2 1/2 bathrooms is located at the gated Fiesta Key Resort in Kissimmee. This townhome is perfect for families, business travelers, retirees, snowbirds, golfers, singles or couples. This home...

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$115

/ night

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

Property Ref RVH_149 Located in the upscale Reunion Resort community of The Villas North at Sandy Ridge Drive and overlooking the The Independence golf course by Tom Watson, this wonderful third floor 3 bedroom 3 bathroom condo is just 500 yards from the Sandy Ridge community ...

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Perfect Accommodation for a family of 6

“ Excellent ”
August 19, 2014
Well decorated; Super Clean; Ample amenities; Quick drive to all Disney Parks; All the conveniences of home, including nearby target, major grocery store, and plenty of restaurants. We plan to stay again.
Quisha Cherry, Washington, DC USA

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Kissimmee Florida Vacation Rentals - Home
1 / 30

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$179

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$179 - $350
Per month:$5,370 - $10,500
Pets allowed:No
Internet:Yes

Our luxury, 5- star Disney vacation villa, 2 Kings, 2 Queens & 4 Twins, is located in the # 1 overall rated Vacation Resort of Windsor Hills. Windsor Hills Resort is considered by many guests and travelers to be the best overall vacation home community in and around the Central...

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Charles Kenny

“ Excellent ”
May 3, 2014
Great location.Spacious house that was very clean and was very comfortable for our family of ten.The pool and jacuzzi were both terrific.We all had a great time and would highly recommend this property.We hope to go back again.
Charles Kenny, Saratoga springs N.Y.

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Kissimmee Florida Vacation Rentals - Condo
1 / 9

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 1

“ Excellent ”2 Reviews

from

$90

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:1
Type:Condo
Per night:$90 - $115
Per week:$630 - $805
Pets allowed:No
Internet:Yes

Cane Island is a luxurious vacation community located less than 4 miles to the magical world of Disney and minutes to Universal, Sea World and the many water parks in the area. Central Florida is also home to some of the top golf courses in the country and many are within a 10 minute...

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A Great Condo

“ Excellent ”
August 1, 2013
My stay was wonderful. The condo was nice and clean with lots of room. My kids enjoyed the pool. The condo was in the heart of everything. I recommend this condo to anyone vacation in Orlando, Florida.
Marquitta Adams, Richmond, VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 5.5 Bathrooms / Sleeps 14

“ Excellent ”1 Review

from

$165

/ night

Email Owner
Bedrooms:6
Bathrooms:5.5
Sleeps:14
Type:Villa
Per night:$165 - $200
Per week:$1,155 - $1,400
Pets allowed:No
Internet:Yes

Our Luxury Villas are located in the 5 Star Gated Community at Solana Resort. This HIgh End Villa is very spacious and are ideal for a two party groups or extended families. The nightly rate starts at $165 to $265 per night depending on the time of year All areas are fully...

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Great home!

“ Excellent ”
March 24, 2014
A beautiful home that is very close to all of the things that you want to do around Orlando. House was well equipped and clean. The only issue was that the sink seemed to frequently get plugged in the kitchen. Very close to the main pool area and very nice private pool area! Will definitely stay at this property again! Thanks!
Brad Oster, Fort Frances ontario

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Kissimmee Florida Vacation Rentals - Condo
1 / 22

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$89 - $150
Per week:$600 - $1,000
Pets allowed:No
Internet:Yes

Located just a mile and a half from the Walt Disney World Resort, Enjoy all the amenities of home while being just minutes from all of the attractions that Orlando has to offer from The Walt Disney World Resort featuring the Magic Kingdom, Epcot, Hollywood Studios, and the Animal...

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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
7 Bedrooms / 3.5 Bathrooms / Sleeps 16

“ Excellent ”5 Reviews

from

$172

/ night

Email Owner
Bedrooms:7
Bathrooms:3.5
Sleeps:16
Type:Home
Per night:$172
Per week:$1,199
Pets allowed:No
Internet:Yes

Water View Vactionhome is a 3100 sq ft. 2 story with 7 bedroom and tile roof. It on a oversized lot with small lake in the front and conservation in the back. It is newly renovated with ganite counter top in kitchen and bathrooms. Flat screen tv in all the rooms with blue ray DVD ...

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PERFECT-LOVED LOVED IT !!

“ Excellent ”
August 15, 2014
My family and I stayed at this property and it was just hands down perfect, so perfect I personally would have just enjoyed staying in the house the entire time,it was just like being at home,it was so clean and the kitchen had everything we need and more,it was more than enough space for the 17 of us, the pool was awesome, and the owners were so easy and nice to work with, this is definitely our home away from home in FLorida we will be using this property again next year !!
Nona Washington-In Due Time, Richmond,VA

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

Kissimmee Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$165

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$165 - $250
Per month:$4,950 - $7,500
Pets allowed:No
Internet:Yes

Property Ref RVH_152 This large 1, 755 sq ft ground floor luxury corner unit is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. The porch faces a secluded green that backs onto the preserve where children can spread out ...

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Kissimmee Florida Vacation Rentals - Condo
1 / 24

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ 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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Kissimmee Florida Vacation Rentals - Home
1 / 12

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”11 Reviews

from

$95

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$95 - $145
Per week:$665 - $1,015
Pets allowed:No
Internet:Yes

Welcome to Indian Creek community. Our beautiful home is located 3. 5 miles from Disney. There is a shopping centre, restaurants, and Harley- Davidson dealer less than one mile away. Our house offers a large pool, patio and spa area is covered with a lanai. Pool backs up to...

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Excellent!

“ Excellent ”
August 6, 2014
We were very happy with the home. The price was perfect, home was beautiful, and we had everything we needed and more!! We recommended it to a few different people that asked us about it! We would love to rent this house anytime we take a Florida vacation!
Shanna Miller Rutter, Massillon, Ohio

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Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
5 Bedrooms / 5.5 Bathrooms / Sleeps 12

from

$295

/ night

Email Owner
Bedrooms:5
Bathrooms:5.5
Sleeps:12
Type:Home
Per night:$295 - $425
Per month:$8,850 - $12,750
Pets allowed:No
Internet:Yes

Property Ref RVH_012 Legacy View Reunion is an elegantly furnished 4, 000 Sq. ft. 5 bed 5. 5 bath, luxurious pool home with third floor game room overlooking the fairway and green on the 6th hole of the wonderful Arnold Palmer designed Legacy course at Reunion, Orlando's premier...

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1 / 20

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$109 - $139
Per month:$3,270 - $4,170
Pets allowed:No
Internet:Yes

MEET THE NEW "SIMBA'S PRIDE! " Disney World area home - the most exciting, vacation home in the Disney World/Orlando area! At less than the cost of many small hotel rooms in the area, and 400%- 500% less than staying "on property" this home is almost a "too good to be true" value....

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Feel confident renting..

“ Excellent ”
September 1, 2014
This is not the house we rented... We stayed at the Lion King property but the same owner and as I can not comment on this property I do want to say we could not have rented from a nicer person. Very helpful and always answered the phone... The house was everything he said it was.
jen mott, New York

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”13 Reviews

from

$140

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$140 - $170
Per week:$950 - $1,100
Pets allowed:No
Internet:Yes

Brand New! Beautiful 5 bed- room, 3 full bath villa in Emerald Island Resort, nestled within an area of protected wetland! Three miles to Walt Disney World and near a myriad of other attractions in Central Florida! Our villa offers 2000 s. f. of air- conditioned flexible ...

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Highly recommend!

“ Excellent ”
November 24, 2014
This is the perfect location - the house was clean, well stocked with linens/towels, very nice pool, owner and propertly managers were very friendly and answered all questions. It took about 10 minutes to get to the Disney parks. Highly recommend!
Tegan Farrey, Plover, WI

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Villa
1 / 13

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$110 - $159
Per month:$3,300 - $4,770
Pets allowed:No
Internet:Yes

For other fabulous 3 to 6 bed villas to rent, please contact me for more details. Spacious open plan layout which includes family room, dining room, kitchen, breakfast nook, master bedroom with full en suite bathroom, queen bedroom with en suite bathroom, 2 twin bedrooms...

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Wow is right!

“ Excellent ”
April 7, 2014
This villa was a perfect choice for our vacation. We are an extended family of three generations with 4 adults and 1 pre-tween. When we arrived to the beautiful and spacious villa we were pleasantly welcomed with a clean, well decorated home with all the amenities we would need. The pool and hot tub/jaccuzzi was wonderfully located so that we had a clear view of the wildlife in the lake just behind the property. The location in Kissimmee was close to shopping, restaurants and Disney! Remember to check out the 192 Flea Market!We ran into a couple of technical problems with the house but I don't even recall the specifics because Norm was there in a flash with friendly, courteous service.We would definitely not only refer this villa, but return to it in a flash!
Eunice Blakeley, Buckhorn, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 49

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”32 Reviews

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$200 - $250
Per month:$6,000 - $7,500
Pets allowed:No
Internet:Yes

This luxury villa is perfectly located on the exclusive emerald island resort community less than 3 miles from the walt disney world florida. The property has 6/7 bedrooms two of which are master bedrooms with ensuite bathrooms and a further two and a half bathrooms. This luxury elegant...

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AMAZING PRICE, BEAUTIFUL HOME, FANTASTIC OWNER!

“ Excellent ”
October 28, 2014
I spent a great time with my family at this beautiful house, with everything you need when traveling with your family and more. Home was clean and very well distributed. I will make sure to recommend this vacation home to all my friends. The owner is always available and willing to help if needed. I will for sure stay again. Thank you so much Katrina for your hospitality.
Maria Del Pilar Nino, Miami. Florida

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Kissimmee Florida Vacation Rentals - Home
1 / 26

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 17

“ Excellent ”2 Reviews

from

$195

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:17
Type:Home
Per night:$195 - $450
Per month:$5,850 - $13,500
Pets allowed:No
Internet:Yes

This spacious 2900 square ft newly furnished and air conditioned villa sits in a cul- de- sac lot, it has been tastefully renovated & decorated to feature all your vacation needs. Brand new state of art kitchen appliances, designer dinning room furniture and premium quality bedding/linen...

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Awesome

“ Excellent ”
August 3, 2012
The perfect house for my family with 7 gracefully decorated rooms, a huge kitchen with modern amenities. Touched with a separate game room and large, covered, outdoor pool its the most affordable way to take everyone on vacation! Absolutely fabulous!
Kenneth Strachan, Mt Airy, NC

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Kissimmee Florida Vacation Rentals - Condo
1 / 28

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$115

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Condo
Per night:$115 - $185
Per month:$3,450 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_051 Located in the upscale Reunion Resort community The Villas North and overlooking the The Independence golf course by Tom Watson, this wonderful third floor 3 bedroom vacation condo is close to Reunion's water park and just 500 yards from the Cabana Court pool....

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 13

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”90 Reviews

from

$49

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$49 - $75
Per week:$380 - $525
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 gorgeous vacation houses located on the same site, couple steps from each other. They are located on the quiet and beautiful Crestwynd Bay in Kissimmee, which has the definition of “convenience”. Whether traveling to the theme parks or heading to play a ...

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vacations

“ Excellent ”
August 22, 2014
excelent
Hector Luis Figueroa Colon, Puerto Rico

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 24

Kissimmee Townhouse
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$120

/ night

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

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

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Dining Room
1 / 23

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 18

“ Excellent ”7 Reviews

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:18
Type:Villa
Per night:$200 - $300
Per month:$6,000 - $9,000
Pets allowed:No
Internet:Yes

Seasons Palace is perfectly located on the exclusive Seasons community. Situated just minutes away from the fun and excitement of the main strip that runs alongside Disney (the famous 192) you will be able to enjoy the delights of some of the best restaurants and shops in central ...

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Gorgeous Home away from home!

“ Excellent ”
May 16, 2014
This is the place to stay. Beautiful home, lots of space for a large group. Very good location, owner very conscientious about the home. Would recommend this to everyone with a large party. Will book again for sure.
suzanne westgate, Lansdowne Ontario Canada

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 15

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$89 - $149
Per week:$623 - $1,043
Pets allowed:No
Internet:Yes

This is a great place to vacation . This lovely 3 bedroom, 2. 5 bath town house has its own private splash pool and comes with washer, Dryer , fully equipped kitchen, towels , linens and more. Home also has Free WIFI and Local Phone service . Enjoy all the amenities as a guest...

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Family Room
1 / 17

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”4 Reviews

from

$200

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Home
Per night:$200 - $360
Per month:$6,000 - $10,800
Pets allowed:No
Internet:Yes

Kirk Manor is a beautiful 7 bed/4. 5 bath home situated at the most prestigious vacation spot- Emerald Island Resort. Kirk Manor vacation home has a private pool and screen lanai with lots of patio furniture and is close to all the Orlando attractions in Kissimmee, Florida. Kirk...

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Vacation Perfection!

“ Excellent ”
August 12, 2014
Our family had a fabulous time staying at Kirk Manor! The home is so comfortable and conveniently located close to Disney World. The owners provided absolutely everything we needed during our stay. We all enjoyed the lovely swimming pool and hot tub and our grandchildren spent time in the game room as well. We would highly recommend this rental property!
Kathleen Humski, Wisconsin

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Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$150

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$150 - $225
Per month:$4,500 - $6,750
Pets allowed:No
Internet:Yes

This 4 Bed 3 Bath Villa Has Its Own Pool And Spa Which Are South Facing And Not Overlooked It Is Situated Only 3 Miles From Disney You Will Be Staying In Windsor Palms Kissimmee's Premier Location We Have Free Unlimited Phone Calls Within The U. S. A. For Our Guests Be...

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Presque parfait!

“ Excellent ”
October 28, 2013
Nous avons adoré cette villa. Elle est effectivement bien située, a proximité de tous les services, de WDW et d'Orlando. Elle est vaste et la piscine et le spa ( quoique peu isolés des voisins ) nous donnèrent de bons moments de détentes.Nous ne pouvons lui accorder un 5/5 en raison de menus détails comme celui du ou des lecteurs de DVD, le confort des meubles du salon et le manque d'éléments de base comme du savon à vaisselle etc. Je retournerais volontier dans cette villa.Jacques Delorme
Jacques Delorme, Trois-Rivières, QC

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$179

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$179 - $239
Per week:$1,253 - $1,673
Pets allowed:No
Internet:Yes

Our Canadian- owned villa located on Archfeld Boulevard in the Windsor Hills area in Kissimmee, FL is available for rent! This spacious 5 bedroom/bathroom home is large enough to sleep up to 10 people comfortably, so large families do not fret! In the backyard you will have access...

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$99

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$99 - $129
Per month:$2,970 - $3,870
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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Dinning Area
1 / 28

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 20

“ Excellent ”23 Reviews

from

$109

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:20
Type:Villa
Per night:$109 - $265
Per month:$3,270 - $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

“ Excellent ”
September 13, 2014
Thoroughly enjoyed staying at this property. It met and exceeded expectations, we would definately stay here again.
Laura Karasek, Ohio

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Kissimmee Florida Vacation Rentals - Condo
1 / 16

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ 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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Kissimmee Florida Vacation Rentals - Townhouse
1 / 9

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$99 - $199
Per month:$2,970 - $5,970
Pets allowed:No
Internet:Yes

Whether you're planning a family reunion, an extended holiday or just a more private and elegant vacation than a hotel can provide, our home can provide you with your dream accommodations for those memories of a lifetime! Our beautifully furnished 3 bedroom townhome is located ...

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Kissimmee Florida Vacation Rentals - Condo
1 / 27

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $195
Per month:$3,750 - $5,850
Pets allowed:No
Internet:Yes

Property Ref RVH_147 Located in the upscale Reunion Resort community of The Villas North with a great view of the 15th hole of the Independence golf course designed by Tom Watson. This wonderful third floor, 3 bedroom vacation condo is a 10 minute walk to Reunion Resorts own waterpark...

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Emerald Isle Resort Community
1 / 34

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / 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 / 18

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”42 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$100 - $112
Per month:$3,000 - $3,360
Pets allowed:Yes
Internet:Yes

The Pirates Retreat has 4 bedrooms, 2 and bathrooms, Sunny Pool, and it is on the WATER with a beautiful view. It has a Game Room with a Pool Table, Ping Pong Table, Foose Ball Table & Dart Board and other games. The house also includes High Speed Wireless Internet, Cable TV...

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Simply Wonderful...

“ Excellent ”
October 8, 2014
First, I would like to give big kudos to Marcy. She was very attentive with my e-mails, detailed everything I needed to know and do leading up to the trip and super nice :) I had 5 people in my group and a small dog. My dog loved the house, with how roomy it was for her to run around in. The house is exactly as the pictures show but it still doesn't do it justice. The house is really beautiful and airy. It's literally 20-25 minutes from the parks but that's also due to traffic/traffic lights. It was so nice coming home to this rental house and swimming in the pool after all day at the parks. It's a few minutes away from Wal-Mart, restaurants, gas station...anything you need is a short drive away. It was a smooth transaction renting this house and I definitely will be doing it again for my next Disney trip!
Laura Saracino, Pomona, NY

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$135

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$135 - $190
Per week:$945 - $1,330
Pets allowed:No
Internet:Yes

Property Ref: RVH_072 This 3 bed, 3 bath 2, 100 sq ft town house is located in the heart of Reunion Resort - Seven Eagles - with the magnificent Seven Eagles 75 ft. by 45 ft. Infinity pool, and “The Cove” bar and grille just a short walk away. Here you can dive into...

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Kissimmee Florida Vacation Rentals - Villa
1 / 26

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

from

$315

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$315 - $480
Per week:$2,200 - $3,355
Pets allowed:No
Internet:Yes

Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appointed with fine furniture and fully air conditioned with additional ceiling fans through out. With a large South facing pool and spa Golden Palms is the perfect holiday home. Located ...

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Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 10

from

$250

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:10
Type:Home
Per night:$250 - $350
Per month:$7,500 - $10,500
Pets allowed:No
Internet:Yes

Property Ref RVH_014 This 5 bed 4. 5 bath 3, 000 sq ft luxury Villa is located in the Liberty Bluff neighborhood of Reunion Resort. This home has superb views and overlooks the 6th Tee and Hole of the Legacy / Arnold Palmer Golf Course. The Villa itself, is arranged on 2 ...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 33

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$119

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Townhouse
Per night:$119 - $169
Per month:$3,570 - $5,070
Pets allowed:No
Internet:Yes

This Beautiful Brand New 4 Bed & 3 bath duplex home is very spacious and tastefully decorated. Free Wi- Fi and much more! ! Home is perfect for vacation and sleeps 9 people. Home comes fully furnished with a fully equipped kitchen with Microwave, Stove, Dishwasher, full size...

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Lakeka's stay

“ Excellent ”
April 4, 2013
My family and I stay was a blast . We enjoyed every moment in Davenport, FL. I went to the website vacation rentals and found a 5 bedroom 4.5 bath home for a affordable price. I put in a request for the home and the gentleman call me the next morning and I was very lucky to get the home and it was what I was looking for in a short period of time . I will be returning to Florida I'm not sure when but it will be this year and I will be contacting vacation rentals to find a home. I really did enjoy the home and Florida also. I have thanked the guy who rented the villa to me so much it's unbelievable he was really really nice to me and my family . If someone needs a referral I would refer them to this website. Again thanks (Lakeka Snearl).
Lakeka Snearl, Brusly , Louisiana

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Kissimmee Florida Vacation Rentals - Home
1 / 14

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14

“ Excellent ”2 Reviews

from

$183

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$183 - $360
Per week:$1,281 - $2,520
Pets allowed:No
Internet:Yes

WOW luxury and comfort await you at this new 6 bedroom (sleeps 14), 4 bath home located in beautiful Windsor Hills only 2 miles from the South entrance to Disney! This home is perfect for everyone, including families, golf groups, honeymooners, relocated families, family reunions,...

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Disney Bound!

“ Excellent ”
June 2, 2014
Our traveling family of 13 had a fantastic time at this property. We had 6 kids and 7 adults and everyone fell in love with the house! The house was spacious enough to give everyone privacy when needed, but yet we could all congregate together for meals and games etc. without feeling crowded. The kids were in the pool every day - multiple times! The location is incredibly convenient...only 5-15 minutes to everything Disney! In addition to the house, I have to point out that the owner himself is a pleasant person to work with. He was very accommodating and prompt to respond. All in all a great experience. We're actually talking about going back next year! Thank you for sharing your home with us and helping us to create some great memories!!
Stephanie Barnhill, Michigan, USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 31

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $185
Per month:$3,750 - $5,550
Pets allowed:No
Internet:Yes

Property Ref RVH_063 Located in the upscale Reunion Resort community of Center Court Ridge. The condo is located in Building K, so too is RVH_054 if you are looking for two condo's in the same building. This third floor, corner unit with stunning Golf views has three beds and...

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
7 Bedrooms / 4.5 Bathrooms / Sleeps 14

“ Excellent ”6 Reviews

from

$185

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$185 - $345
Per week:$1,295 - $2,415
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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Amazing

“ Excellent ”
November 28, 2014
The owner is quick to respond. The price is beyond fair. We really had a great time! The neighborhood is also quiet a friendly.
Janishka Beauford, ocala florida

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Kissimmee Florida Vacation Rentals - Home
1 / 19

Kissimmee Home
6 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”51 Reviews

from

$135

/ night

Email Owner
Bedrooms:6
Bathrooms:3
Sleeps:14
Type:Home
Per night:$135 - $165
Per month:$4,050 - $4,950
Pets allowed:No
Internet:Yes

Pooh's Villa is a newer home with the most luxurious "top of the line" furnishings including "high tech" extras yet is has all the comforts of home. Pooh's Villa sits on a huge yard with lot's of privacy that backs up to a picturesque wooded nature reserve area and features a South...

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ORLAND

“ Excellent ”
September 3, 2014
This house is perfect kids want to live there for ever !!!!
Samuel Owusu, Vernon,CT

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 21

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$165 - $249
Per week:$1,155 - $1,743
Pets allowed:No
Internet:Yes

This beautiful Vacation Home Villa at the Bellavida Resort have been designed to appeal to residents of all ages where you can be as private or as social as you want to be. Staying in this spacious 4 bedroom/3 bathroom you'll also have access to the Clubhouse that is over 6700 square...

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Kissimmee Florida Vacation Rentals - Villa
1 / 15

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$168

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$168 - $190
Per week:$1,175 - $1,325
Pets allowed:No
Internet:Yes

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

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Awesome stay

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

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Kissimmee, Florida Travel Tips

Located only moments from Orlando, the beautiful resort town of Kissimmee offers the best that Florida has to offer. Families looking for vacation rentals in Kissimmee, FL have many accommodations to choose from, but renting a home is the best bang for your buck while on a Kissimmee vacation. Rentals by owner offer much more space and privacy than a hotel room, and renting by owner ensures that homes are very well maintained and updated. Keep reading to learn more tips about how to have a memorable Florida vacation in Kissimmee.
Beaches and Parks
Because it is such a popular tourist destination, there is an abundance of available vacation homes in Kissimmee. Families interested in spending time at the beach can easily find great accommodations, but hurry! Beach houses for rent in Kissimmee, FL are quickly snapped up. Make sure to reserve your spot online well in advance to save time and money.
St. Cloud Lakefront Park and Beach offers a fishing pier, splash pad, family picnic area, volleyball court, and playground. Located along the breathtaking Lake Tohopekaliga, this park is a great place to spend a relaxing afternoon.
Cocoa Beach, located just an hour's drive from Kissimmee, features beautiful weather, whale watching, fine dining, and golf.
Things to Do
A great feature of Kissimmee vacation homes is their central location to a number of popular attractions. Theme parks, outdoor activities, and fun things for the kids can all be found within a short drive. Read on to find out more about the variety of activities waiting for you in the Kissimmee area.
Theme Parks
What probably comes to mind when looking for houses for rent in Kissimmee, FL is the town's close proximity to world-famous theme parks. The magic of Disney World, Universal Orlando, and SeaWorld are only a short drive away while staying at this delightful vacation spot.
Walt Disney World needs no introduction. As the most visited entertainment complex in the world, this beloved attraction boasts four theme parks and two water parks.
Universal Orlando consists of Universal Studios, Islands of Adventure, and Wet N' Wild Orlando. Visitors can enjoy a variety of shows, dining, and events right within the borders of the park.
SeaWorld is another favorite of those visiting the Orlando area. With tons of shows, exhibits, dining, and shopping, there is surely to be something for everyone to enjoy. Kids will adore seeing killer whales, dolphins, manatees, sharks, polar bears, flamingoes, and penguins up close.
Outdoor Adventures
Airboat Tours are available via Aquatic Adventures Airboat Tours . Go bird watching, look out for alligators, or take a combination hiking tour/boat ride and learn all about the wildlife of the Florida wetlands.
Golf is a popular sport in Florida because of its year-round sunny weather. If you're a seasoned pro looking for challenging courses or just want to play mini-golf with the kids, Kissimmee has you covered.
Hot Air Balloon Rides are a great way to top off your Kissimmee vacation. Take a sunrise balloon ride over Central Florida's beautiful landscape and check out the wildlife from high above.
Fun With Kids
The kids will have no shortage of things to do while enjoying their time in Kissimmee vacation homes. Kids and parents will have all the comforts of home while having a blast exploring the nearby attractions. In addition to the great outdoors and amazing theme parks, the Kissimmee area also features lots of relaxing, family-friendly activities.
Medieval Times Dinner & Tournament is guaranteed to always be a fun time. Have dinner while being entertained by a live-action jousting tournament.
Osceola County Pioneer Village and Museum features many exhibits depicting life in the 19th century. Located in northwestern Osceola County, the Pioneer Village has a general store, blacksmith shop, one room schoolhouse, and nature preserve.
Green Meadows Petting Farm , located just minutes from Orlando, teaches kids about a variety of farm animals and even allows them to milk a cow. The farm also has a train ride and offers pony rides.
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