Kissimmee Vacation Rentals, Homes, & More

1-50 of 1159 Kissimmee Rentals

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1 / 27

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”21 Reviews

from

$89

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$89 - $179
Per month:$2,670 - $5,370
Pets allowed:No
Internet:Yes

Fully Furnished – Two Master Size Sites – Pool/Spa – High Speed Wi Fi – 6 TV’s –Games Area –Gated Resort . Villa Beaulieu, the luxurious house in top rated Solana Resort features 5BR (2 Masters) including two King sized, one queen sized, two twin beddings along...

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wonderful vacation home

“ Excellent ”
October 27, 2014
Excellent vacation home to rent. Had great communication with owners and community. Plenty of space and very clean. Location is great for renters who like to be close to attractions, but far enough from the busy traffic. This home is bigger then it looks from the pictures.
Trevor Rhodes, Stratford, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 35

Kissimmee Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$240

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:10
Type:Home
Per night:$240 - $375
Per month:$7,200 - $11,250
Pets allowed:No
Internet:Yes

Property Ref RVH_037 This professionally decorated 3, 284 sq ft. home is located within the Liberty Bluff neighborhood of Reunion. Furnished to appeal to all, whether it's a family vacation, a golfing adventure, or a couple of families out to see Disney and all Orlando has ...

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Dale and Susanne Bradley

“ Excellent ”
June 30, 2014
We had our Marriage Camp a group of 4 couples all married in l960 for our annual Retreat. Great place to stay and wonderful home with the atmosphere we were looking for. Would recommend to any who want a nice place to stay for a week or longer.
Susanne Bradley, Kansas

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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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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 / 13

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

“ Excellent ”6 Reviews

from

$89

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$89 - $139
Per week:$623 - $973
Pets allowed:No
Internet:Yes

Perfect Jacuzzi Tub and shower for 2 people... Beautiful and well furnished Villa situated in the Venetian Bay Villages has all the amenities required for a relaxing and fun vacation. Rental villa provides Linens, Washer & Dryer, Microwave, Dishwasher, and much more. Stay ...

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Winter Vacation

“ Excellent ”
December 4, 2014
My experience with this rental was great. The house was nice and clean and accommodated myself and family well. I want to give a special thanks to Rob who really helped me in finding this rental. He sent me paperwork of things to do when you don't want to go to theme parks. He also answered all my questions and had such a great personality. I look forward to my winter vacation next year because I know who to call. Lol thanks again for allowing my family to enjoy Your Great property. See ya next year!!
Dena Ellis, Charlotte, NC

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Kissimmee Florida Vacation Rentals - Villa
1 / 35

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 19

“ Excellent ”5 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:19
Type:Villa
Per night:$199 - $299
Per week:$1,699
Pets allowed:No
Internet:Yes

Only 3 miles away from Disney parks and with its beautiful landscape and architectual design, the prestigious Emerald Island Resort is the most popular in Orlando area. Our 8 bedroom Villa is fully furnished and equipped, will provide you a private, spacious, luxury, and comfortable...

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Great Vacation with family

“ Excellent ”
June 5, 2014
We rented this home the last week in May, 2014 so we could spend some time in Florida with family. It is a lovely house with plenty of room. There were 9 of us and we all had plenty of bedrooms and bathrooms. The kids loved swimming in the private pool and playing ping pong, air hockey and pool in the game room at the house every day. The kitchen was well equipped and had plenty of storage for groceries. We loved being able to watch the Magic Kingdom fireworks, Wishes, every night from the upstairs balcony window. It was great not having to fight crowds at the parks after they were done. We had breakfast reservations at Animal Kingdom Lodge at Boma one morning and it only took us about 5 minutes to get there. The resort is a short drive to Disney which was great. Emerald Island Resort is lovely and we felt very safe there. It is a very nice neighborhood and everyone was friendly. The resort is very close to Publix, Super Target, Walmart and a lot of other places to shop. There are tons of restaurants very close so there are plenty of choices for eating out. Helen is very quick to respond to emails when booking or if you have any questions at all. Thank you, Helen, for the use of your lovely home. We would definitely rent it again from you in the future. L. Shaw
Lisa Shaw, NC, USA

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1 / 26

Kissimmee Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”18 Reviews

from

$70

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$70
Per week:$480
Pets allowed:No
Internet:Yes

Beautiful 3 bedroom townhouse for your vacation getaway! ! The townhouse is in Terra Verde Resort in Kissimmee. Very convenient location in a 24/7 gated community. - 3 bedrooms, 2. 5 bathrooms - Phone, Cable, and Wi- Fi internet - Washer & dryer - Playpen...

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our perfect "step" house

“ Excellent ”
November 17, 2014
This was my families first time renting a house on our own and taking the kids (ages 8-3) to Disney, SeaWorld and Universal. All though we spent more time at the parks than at the house, it was perfect. Our kids called it their "step" house and wanted to stay at the house and relax in the hot tub more than they wanted to go to the parks. It was clean, located great (take 192, very easy to the parks this way) and in a very nice community. We hope to stay there again in the future and recommend it to everyone we know. The owners are very nice and answered all my questions in a timely manner.
Kelly Stoner, pennsylvania

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Kissimmee Florida Vacation Rentals - Villa
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 - Villa
1 / 25

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

from

$175

/ night

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

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

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1 / 14

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$120
Per week:$840
Pets allowed:Yes
Internet:Yes

Venetian Bay Villages is an upscale, family- friendly, GATED resort community – developed and built for a vacation lifestyle. The community is only seven miles from the entrance to Disney World and conveniently located to ALL of Florida’s most popular attractions! Our two- ...

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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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Kissimmee Florida Vacation Rentals - Villa
1 / 28

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$129

/ night

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

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

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Florida holiday 2014

“ Excellent ”
October 25, 2014
We had a great holiday at this villa it had all we needed and more. The pool was great for cooling down and having fun with the kids. As we come on holiday to relax (in between visits to the parks). We eat out mostly when in Florida and this is our third visit the well equipped kitchen in the villa was wasted on us with breakfast usually the only meal prepared on a daily basis. We've stayed in this area before and found all the local amenities great. Lots of different restaurants and shops for all you may need. Another plus is the location, only a short distance to the Disney parks and not too far from sea world and universal either. Easy access to I4 for our runs up to Tampa and Busch Gardens. Would recommend the villa to anyone.
Nigel Forsyth, Alford, Scotland

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 1 Bathroom / Sleeps 8

from

$79

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 18

“ Excellent ”8 Reviews

from

$189

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$189 - $209
Per month:$5,670 - $6,270
Pets allowed:No
Internet:Yes

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

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Great large family get away

“ Excellent ”
July 27, 2014
This home is perfect for bringing several families together to spend time in the Florida sunshine. We enjoyed this home so much. There was space for all of us to be together while still having your own personal space. When it rained, no one was couped up in a small hotel room. We spent days visiting all the Disney parks and Orlando amenities. All the parks are just a few miles drive from the home. On the days we didn't visit the parks we walked/jogged the lovely grounds. The children enjoyed the playgrounds and community pools and lakes, Work out enthusiast kept up at the club house fitness center. We couldn't get some folks out of the 8 seat movie theater. Every moment of downtime was spent watching netflix or playing the x-box. Many family rivalries were settled. The management company responded quickly to our questions. Family says this is a must do for getting together in the future. We had a fantastic time and would rent this home again.
Karen Theblessingisevident Bryant, Philadelphia, Pa, USA

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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 - 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 / 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 - Villa
1 / 9

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”8 Reviews

from

$108

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$108 - $158
Per week:$750 - $1,100
Pets allowed:No
Internet:Yes

Our exclusive vacation villa offers a private pool and 4 bedrooms that allow up to 8 guests comfortable accommodations. This luxury vacation home is equipped with all the amenities to make you stay relaxing and pleasurable. A fully equipped kitchen, 3 full bathrooms and modern...

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Vacation 2014

“ Excellent ”
February 25, 2014
The home was beautiful. We had a great time. It slept 8 perfectly. The home was well maintained and we would stay there again. The price was reasonable and it was driving distance from everything we wanted to do. I would recommend this home to anyone. Thanks for the great vacation!
Debbie Abell, Owendale, MI USA

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 18

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$99 - $139
Per week:$594 - $973
Pets allowed:No
Internet:Yes

Luxurious 4 bedroom, 3 bathroom townhouse in gated resort community minutes from Central Florida's main attractions. This unit is fully equipped with all the comforts of home, including full kitchen and front loading washer machine and dryer. Conveniently located directly across...

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Great Home

“ Excellent ”
July 22, 2014
The house is gorgeous. The neighborhood was beautiful, and so peaceful. We loved our stay so much we extended it by a day.The owner was so nice and so helpful during the entire process. I would most certainly stay here again. It is within minutes of everything you could possibly need. I was traveling with children between the ages of 6 and 13 and they loved it. There is something for everyone to do here.
Kristy Michele Sanderson, Kinston, North Carolina

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Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$150

/ night

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

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

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Our stay was amazing!

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 18

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$165

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$165 - $225
Per month:$4,950 - $6,750
Pets allowed:No
Internet:Yes

Our Luxury Executive 5 Bed 5 Bath Villa/Home On 5 Windsor Hills has been professionally furnished to the highest of standards, open plan living room opens directly to the pool area and features 42' high definition plasma T. V with high definition cable channels, upgraded sports ...

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mindblowing

“ Excellent ”
July 27, 2010
great house love the space rooms and the pool was great location was the best would stay there again best house so far and we been coming to florida our last five vacations thanks
LYDELL MCKISSIC, clinton md

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1 / 11

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$142

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$142
Per week:$990
Pets allowed:No
Internet:Yes

YOUR OWN PRIVATE POOL WITH A CURVED POOL SLIDE We are pleased to offer our beautiful privately- owned 4 bedroom, 3 bath home just four miles to Disney World. Our spacious home is situated in the beautiful community of Windsor Palms which is a small, quiet, gated community with...

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1 / 22

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$110

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$110 - $120
Per week:$770 - $840
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 14

Kissimmee Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$150

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$150 - $299
Per week:$1,050 - $2,093
Pets allowed:No
Internet:Yes

GRAND OPENING for this beautiful south facing villa at Windsor Hills Resort. Grand opening discount will be offered through the end of May 2015. The house is professionally designed and renovated with star hotel quality. Brand new & high standard bedding & linens to ensure you the...

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Kissimmee Florida Vacation Rentals - Condo
1 / 30

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$119

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$119 - $139
Per month:$3,570 - $4,170
Pets allowed:No
Internet:Yes

It's called "The Lion Kings! " and WOW, will you and your family absolutely fall in love with this Disney World area home, This spectacular, newly re- designed and newly furnished Disney World area home has TWO king- master bedroom suites, each with it's own king bed, cable...

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Kissimmee Florida Vacation Rentals - Home
1 / 29

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 12

from

$720

/ night

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

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

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1 / 18

Kissimmee Home
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

from

$145

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Home
Per night:$145 - $150
Per month:$4,350 - $4,500
Pets allowed:No
Internet:Yes

Rolling Hills is a much sought- after community development of executive villas surrounded by wide boulevards, beautiful conservation areas and tranquil lakes attracting herons and wildlife all year round. This two floor executive villa features 2 living rooms, 5 bedrooms (2...

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1 / 40

Kissimmee Home
7 Bedrooms / 5 Bathrooms / Sleeps 16

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:5
Sleeps:16
Type:Home
Per night:$250 - $380
Per week:$1,750 - $2,660
Pets allowed:No
Internet:Yes

This home is already booked for the Holidays 2014 (December 23rd - January 5th). Simba's Sunset is a 7 Bedroom, 5 Bathroom, 3354 sqft, 2 Story Pool and Spa Home in the executive gated community of Formosa Gardens. Famous for it's large lots, this home is no different, plants...

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 19

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”17 Reviews

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$79 - $93
Per week:$475 - $650
Pets allowed:Yes
Internet:Yes

Our main page at our site My Orlando Stay has more details and pictures. Vacation Home features Sleeps Easily sleep up to 8 people Bedrooms 3 bedrooms, master with King, King/Queen in Guest and 2 twins in Kids room. Bedding and linens provided. Some homes have special features...

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Great way to spend family time!

“ Excellent ”
December 2, 2014
We had a great time! The house was nicely decorated and maintained! Manny responded very quickly to our needs. We would absolutely return to this property!
Bobbi Washington, Fort Lauderdale, fl usa

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$120

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Townhouse
Per night:$120 - $195
Per week:$840 - $1,365
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Home
1 / 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 / 21

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 20

“ Excellent ”5 Reviews

from

$800

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$800
Per month:$24,000
Pets allowed:No
Internet:Yes

Please email us to check availability of this home or other homes we have! Home is fully air conditioned and completely non smoking. Furnished 8bedrooms and 5baths luxurious home is perfectly located in enclave area. There are two king sized master suites, two king sized bedrooms,...

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great vacation

“ Excellent ”
July 4, 2014
My family stay at this villa and had a wonderful time.Ms.Lili was great help us the whole time,I never met her but I count her as one of my friend. Thank you so much!!!!
jerome snoddy, Washington,D.C.

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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
5 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”6 Reviews

from

$132

/ night

Email Owner
Bedrooms:5
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$132 - $159
Per month:$3,960 - $4,770
Pets allowed:No
Internet:Yes

We turned our garage into a game room with table soccer, pool table, airhockey and electronic dartboard and of course here you can play cards or checkers. Enjoy this luxurious villa yourself! Just a few miles away from the parks but still located in a quiet and calm community....

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Good place

“ Excellent ”
August 29, 2014
it's a nice place for vacantion disney. It clean and very well cleanvery near disneythe heat pump make a lot of noise must be fix
Patrick Massé, Canada

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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 - 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
6 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”11 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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Wonderful home for family!

“ Excellent ”
July 6, 2014
This was a great place to stay with my family. The benefit was being close to Disney World only 5 to 10 minutes to the gate; it is also only 20 minutes away from Sea World and Universal Studios. The home was exactly as listed on the site. It was also very easy working with the owner Matt, who was very helpful and responsive to all my questions. All of my family was extremely pleased with the accommodations and naturally they all want to come back to the villa. Yes, I would definitely recommend this villa to my friends. The pool was perfect as my grandchildren will tell you. The home is well managed and taken care of. We did cook a number of meals while we were at the villa which had all of the necessary cooking utensils. I do recommend Super Target which is near buy for your shopping needs; their prices were more reasonable. We also liked the security of the villa which had a alarm system. When I am back in Florida with my family I will definitely be staying at this villa.
Albin Brenkus, Willowbrook, Illinois

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Plasma TV in living room with dining area - opens to your own private pool
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 / 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 - 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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Master Suite Bedroom  Downstairs (Morocco them room)
1 / 29

Kissimmee Villa
7 Bedrooms / 5.5 Bathrooms / Sleeps 16

“ Excellent ”20 Reviews

from

$245

/ night

Email Owner
Bedrooms:7
Bathrooms:5.5
Sleeps:16
Type:Villa
Per night:$245 - $500
Per month:$7,350 - $15,000
Pets allowed:No
Internet:Yes

Our 7 Bedroom villa is ideal for the two things you are supposed to do on an Orlando Vacation – REST and PLAY! ! ! It is spectacular because you will be Razzle- Dazzled by the many amenities that abound. Travel the world as you stay at our Enclave house in Emerald Island Resort...

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LOVED IT.

“ Excellent ”
July 21, 2014
THIS WAS THE BEST HOME AWAY FROM HOME VACATION ANYONE CAN EVER HAVE. THE HOUSE WAS CLEAN THE ROOMS WERE OUT OF THIS WORLD. TO GET UP EVER MORNING AND GET IN THE POOL WAS SO COOL MY GRAND KIDS LOVE IT. THIS VACATIONS HAS ME THING ABOUT MOVING TO FLORIDA. AND ALL THERE WAS NINE OFF US AND THE HOUSE AND EVERYONE HAD A BALL STILL TALKING ABOUT THIS VACATIONS A WEEK LATER. THIS WAS A PEACEFUL PLACE IF I COULD VACATIONS EVERY THREE MOUTHS THIS WILL BE MY HOME AWAY FROM HOME. LOVED IT LOVED IT LOVED IT.... THE ONLY THING I WOULD SURJUST IS THAT THE GARBAGE BE PICKED UP TWO TIMES A WEEK.
Donna O'Neill, NEWARK, NJ USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
6 Bedrooms / 4 Bathrooms / Sleeps 14

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Villa
Per night:$199 - $358
Per week:$1,390 - $2,500
Pets allowed:No
Internet:Yes

This private, luxurious and spacious home is one of the very few lake view 6 bedrooms Home at Windsor Hills, with no rear neighbors. Less than 5 Minutes walking to Club House, Community Pool and Playground. “Windsor Hills”, one of the most internationally renowned...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$89

/ night

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

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

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Review

“ Excellent ”
August 19, 2014
This home was clean, convenient, and was pretty spacious. Only negative thing was the wifi, the connection was horrible. I would definitely stay in a vacation home like this again, minus some money charges mistakes that the owner had made.
Nicole Jaramillo, Monroe Twp, NJ USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 59

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”3 Reviews

from

$219

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$219 - $425
Per week:$1,533 - $2,975
Pets allowed:No
Internet:Yes

This is an exquisite home which will leave you, your family or guests with warm memories in a home styled, furnished and decorated with no expense spared! This home was purchased in August 2012 and has been completely refurbished with all wood floors throughout the home, ...

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TJ

“ Excellent ”
June 1, 2014
loved the location. close to basically everything. loved the theater room. it accommodated all 13 of us comfortably and house was spacious. pool area is very nice. only down fall is couldn't get thermostat to work (thinking it was on a set temp) and one of sinks/bathtubs had a severe draining problem. but other than those minor things the house is great to stay at and would recommend it.
Tracy Jackson, joplin, mo

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Kissimmee Florida Vacation Rentals - Villa
1 / 40

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 9

“ Excellent ”1 Review

from

$127

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:9
Type:Villa
Per night:$127 - $137
Per week:$795 - $1,000
Pets allowed:No
Internet:Yes

Luxury 4 bedroom, 3 bathroom villa with two master bedrooms & en- suites, ideal for 2 families. 30ft pool fenced off for children's safety & hot tub jacuzzi. with fully fenced private garden with climbing frame swingset. Over 2100 sq ft of living space with 7ft pool / air hockey...

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vacation love it very nice

“ Excellent ”
July 19, 2014
Feels like home away from home a definite good choice thanks a lot had fun lookin forward to not time
Falanza Haymond, Donaldsonville, La

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Kissimmee Florida Vacation Rentals - Condo
1 / 25

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”67 Reviews

from

$43

/ night

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

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

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Awesome accomodations

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 15

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$125

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Condo
Per night:$125 - $199
Per week:$875 - $1,393
Pets allowed:No
Internet:Yes

Property Ref: RVH_065 This large third floor luxury corner unit is located close to the center of Reunion This large 1, 755 sq ft third floor luxury corner unit is located close to the center of Reunion offering convenience and luxury in a peaceful landscaped setting. Located...

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$220

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 10

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$79

/ night

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

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

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Kissimmee Florida Vacation Rentals - 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 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$90

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$90 - $99
Per month:$2,700 - $2,970
Pets allowed:Yes
Internet:Yes

The Pocahontas Villa Retreat is a beautiful 3 bedroom 2 bath modern home with all tile. It has a sparkling private pool - under umbrella table & chairs and BBQ Grill. Enjoy the modern eat in Kitchen that overlooks The family room featuring a large Flat Screen TV and DVD Player. Gaze...

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Wonderful

“ Excellent ”
November 29, 2014
The rental was much more than we expected. It was a beautiful house very clean, decorated very well. We felt right at home. The hot tub was amazing and we had so much fun. We will definitely be renting from this company again. This house made our Honeymoon so much better!!
Matt Pierce, Middleburg, FL

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1  2  3  4  5 

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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