Kissimmee Vacation Rentals, Villas, & More
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Kissimmee Florida Vacation Rentals - Home
1 / 24

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

from

$109

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 44

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

(1)“ Excellent ”1 Review

from

$159

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$159 - $259
Per week:$1,113 - $1,813
Pets allowed:Yes
Internet:Yes

Beautiful 5 Bedroom home on the Aviana Resort, Just 8 miles to the magical Walt Disney World theme parks! ! This home has everything to offer from luxurious private pool to fully equipped kitchen to games room! Relax in style with your family. Aviana Resort boasts: Zero entry pool,...

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Kissimmee Florida Vacation Rentals - Villa
1 / 12

Kissimmee Villa
4 Bedrooms / 2.5 Bathrooms / Sleeps 9
Villa / 4 Bedrooms / Sleeps 9

(19)“ Excellent ”19 Reviews

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:9
Type:Villa
Per night:$110
Per week:$770
Pets allowed:Yes
Internet:Yes

Take a "Palm" Escape and still be close to everything. Located behind the Super Walmart... in Popular Indian Point Subdivision that features - tennis - a play ground - community pool and recreation center. Relax at this beautiful 4 Bedroom 2 Bath all tile (except the bedrooms) ...

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Great Rental

“ Excellent ”
September 2, 2014
The house was really nice and big really Clean. I would recommend this house to everyone. Looking forward to going back next year.
Jimmy Lopez, Philadelphia, PA

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Front
1 / 22

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

(9)“ Excellent ”9 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$99 - $139
Per week:$779 - $899
Pets allowed:No
Internet:Yes

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

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Great House and Great Pricing

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

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

(2)“ Excellent ”2 Reviews

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$100 - $132
Per month:$3,000 - $3,960
Pets allowed:No
Internet:Yes

The Clubhouse Luxury Holiday Accommodation has a spacious and open- plan family room with ceiling fan, 2 over- stuffed sofas, plus occasional and coffee tables with lamps, a LCD flat screen HDTV, Digital HD Video Recorder, upgraded digital cable channels and DVD player, Entertainment...

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5 Star vacation!

“ Excellent ”
March 16, 2012
Linda and Laurie were wonderful to deal with. Very accommodating. We were 2 families who shared this property which had all of the amenities of home. Two of the bedrooms had their own ensuite which made it very practical for the adults. We had our "children" ages 16-23 with us and they loved the pool and games room. There are TV's in each room along with a playstation for them to pass the evening if they so chose. All of the rooms are spacious and as we were a group of 7, we found this ideal. There was lots of place to move around. The kitchen is well equipped enabling you to prepare meals at home instead of dining out - if that's your preference! This home is located a reasonable distance to all the theme parks and close to shopping. The gated community provides a secure feeling when you're in an unfamiliar neighbourhood. The neighbours are very friendly and helpful. I'm looking forward to our next visit to this property. Book this property with confidence:) You will be pleased that you did. I know we were!
Tina Noble, Fredericton, NB Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 23

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

(2)“ Excellent ”2 Reviews

from

$219

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:20
Type:Villa
Per night:$219 - $399
Per month:$6,570 - $11,970
Pets allowed:No
Internet:Yes

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

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Orlando Holiday

“ Excellent ”
January 2, 2015
The house that we rented in Emerald Island worked out perfectly for our large family! The home was just as described and very convenient to all of the Disney theme parks. Andrew was very quick to respond to one small issue we had with the grill and ther rest of the stay was wonderful!! I would highly recommend this home for anyone planning an Orlando vacation. Fang was wonderful to deal with and the area is close to the parks but located in a tranquil gated community far away from the hustle and bustle. Best of both worlds!!
Deb Dykema, Newburgh, Indiana

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Private pool/spa with Lake view
1 / 18

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

(3)“ Excellent ”3 Reviews

from

$115

/ night

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

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

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Looking for a home away from home?

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

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Windsor Palms Resort Club House
1 / 20

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

from

$115

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 48

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

(4)“ Excellent ”4 Reviews

from

$140

/ night

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

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

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Family Vacation

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

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Kissimmee Florida Vacation Rentals - Home
1 / 22

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

from

$145

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$145 - $250
Per week:$1,015 - $1,750
Pets allowed:No
Internet:Yes

5 Bedroom, 4 Bathroom, Sleeps 12. Not over looked next to our 4 bed villa Ideally located in the quiet and prestigious Indian Creek community, our 5- bedroom, 4- bathroom air conditioned villa offers exceptionally high quality accommodation. All rooms have been decorated...

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Kissimmee Florida Vacation Rentals - Home
1 / 23

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

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:Yes
Internet:Yes

Shiver me timbers! This vacation home is impressive! Pirates and Princesses alike will love this cute 3 bedroom pool villa just a few short miles from Disney World. You'll love the fully equipped kitchen, cozy living room and private screened pool! Call now to book! Additional...

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Kissimmee Florida Vacation Rentals - Home
1 / 33

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

(5)“ Excellent ”5 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$115 - $140
Per week:$805 - $980
Pets allowed:No
Internet:Yes

BOOK 24/7 in minutes secure ONLINE Please visit wwwfloridagroupcom The longer you book, the better the discount is. More days equal more savings for you. We have Special Savings on your Disney Tickets ask for our PROMO CODE. Description: South facing Pool No rear neighbors...

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Excellent house

“ Excellent ”
April 30, 2015
Gracias Marcela!!!! Estoy súper agradecida, tu casa es tal cual como la describes y las fotos son reales!!! Tu comunicación y atención permanente hicieron nuestra estadía muy placentera.
Lissette Chagui, Miami

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Kissimmee Florida Vacation Rentals - Condo
1 / 25

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

(67)“ Excellent ”67 Reviews

from

$43

/ night

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

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

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Awesome accomodations

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

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Kissimmee Florida Vacation Rentals - Home
1 / 38

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

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$99 - $139
Per week:$693 - $973
Pets allowed:No
Internet:Yes

Terrace Ridge Condo resort features a tranquil and serene atmosphere boasting all the luxuries for a memorable family vacation. Spend all day enjoying the features of the resort, and come home to a luxurious 4 bedroom condo with fully loaded kitchen and countless amenities! Additional...

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Master room w/ King bed & Disney theme bedding
1 / 23

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

(52)“ Excellent ”52 Reviews

from

$59

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$59 - $149
Per week:$430 - $553
Pets allowed:No
Internet:Yes

Welcome to 1 of my 2 vacation houses located on the same site, couple steps from each other. They are fully furnished the same way with free internet and free long distance calls to North America. This beautiful townhouse is located in the gated community of Paradise Cay. It features...

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Great Stay

“ Very Good ”
April 26, 2015
We rented this unit from January to April 2015 and it was a great complexe. Very close to all Disney attractions, restaurants and Walmart. House was clean and well maintained. We enjoyed our stay and would not hesitate to rent it again in the future.
Suzanne Miner, Canada

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

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

from

$199

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Villa
Per night:$199 - $339
Per month:$5,970 - $10,170
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 8

Kissimmee Townhouse
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Townhouse / 4 Bedrooms / Sleeps 8

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$129
Per month:$3,870
Pets allowed:No
Internet:Yes

Beautiful 4 bedroom pool home in the Terra Verde Resort. We are only a 15 minute drive to the Disney World theme parks. When you rent from us, the owners, you are guaranteed to get the best possible price and the least amount of worries. Check out our home and our online calendar...

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Kissimmee Florida Vacation Rentals - Home
1 / 57

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

(1)“ Excellent ”1 Review

from

$129

/ night

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

The only thing missing from Disney’s Beach House is the sand between your toes! and YOU... Local artists were called in to paint incredible murals on the walls, transforming the living room into your own private beach! and each bedroom will take you to a different tropical country....

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

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

from

$171

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 13

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

(1)“ Excellent ”1 Review

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $110
Per week:$700
Pets allowed:No
Internet:Yes

Gorgious private Disney vacation villa only 3 miles from disney and close to all other attractions. Including 4 Bedrooms/3 full baths/ south facing private enclosed pool and jacuzzi/ game room/ and all the comforts of home away from home, with near by tennis/basketball/ playground....

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Disney Trip

“ Excellent ”
April 18, 2014
We enjoyed our stay, and enjoyed having a private pool. Kids loved the gameroom. Yona & Sam easy to work with!
Debbe Rosenthal, Augusta, Ga.

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Kissimmee Florida Vacation Rentals - Apartment
1 / 34

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

from

$79

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 37

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

(7)“ Excellent ”7 Reviews

from

$159

/ night

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

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
5 Bedrooms / 3 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Situated within a genuine 10 minutes drive from Walt Disney, just 1 mile from Wal- Mart by Medieval Times just off the 192 on a prestigious, gated community with security access. 15 minutes from Convention Centre...

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great house and price

“ Excellent ”
April 2, 2013
house was just as described, transaction was nice and smooth . thanks peter
anthony torres, long island ,ny usa

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Kissimmee Florida Vacation Rentals - Villa
1 / 24

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

(2)“ Excellent ”2 Reviews

from

$178

/ night

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

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

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Great vacation home

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 16

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

(9)“ Excellent ”9 Reviews

from

$109

/ night

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

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

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Family Disney Vacation

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

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Kissimmee Florida Vacation Rentals - Apartment
1 / 40

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

from

$79

/ night

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

Close to theme parks. Shopping, restaurants, nail salons, Pizzeria's and banks are right next door at the Champions Gate and Reunion Resort Plaza. This clean and comfortable two bedroom condo is perfect for a family who is used to luxury! When you're not enjoying the parks, the...

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Kissimmee Florida Vacation Rentals - Home
1 / 35

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

from

$300

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
5 Bedrooms / 6 Bathrooms / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

from

$410

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$410 - $645
Per month:$12,300 - $19,350
Pets allowed:No
Internet:Yes

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

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1 / 26

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

from

$85

/ night

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

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

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Kissimmee Florida Vacation Rentals - Condo
1 / 22

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

(8)“ Excellent ”8 Reviews

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$79
Per month:$2,370
Pets allowed:No
Internet:Yes

WINDSOR HILLS 5 STAR RESORT is number 1 with Trip Advisor bloggers. DISNEY only 2 MILES. Our 3 bed 2 bath 1450 sq ft Home with 1 King, 1 Queen, 1 Twin bedroom and Sofa Queen bed is furnished to a 5 Star standard. Windsor Hills is closer to Disney than some of the Disney hotels....

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Great!

“ Excellent ”
December 30, 2013
The condo was very nice, comfortable and clean.We have stayed here before and it's always been great.Very close to all the attractions, many restaurants and shops. We enjoyed our stay very much!
EP, New Jersey

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Kissimmee Florida Vacation Rentals - Villa
1 / 11

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

(12)“ Excellent ”12 Reviews

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:14
Type:Villa
Per night:$250 - $325
Per week:$1,750 - $2,275
Pets allowed:Yes
Internet:Yes

"The Emerald Star" - Awarded "Top Vacation Villa" Two Years In A Row! High Speed Internet and WI- FI Accommodations: Villa - 7 Bedrooms - 4. 5 Baths - (Sleeps 14) The EMERALD STAR has been awarded, for the second year in a row, "Top Vacation Villa" in the Kissimmee...

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Great vacation!

“ Excellent ”
July 28, 2013
The house was wonderful. Beautifully furnished, spacious, and very comfortable. Everyone had plenty of space to spread out and the pool was terrific!
Benjamin Babad, Lakewood NJ

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Kissimmee Florida Vacation Rentals - Home
1 / 20

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

from

$129

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 34

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

(3)“ Excellent ”3 Reviews

from

$149

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$149 - $189
Per week:$1,043 - $1,323
Pets allowed:No
Internet:Yes

Mickey's Tropical Paradise: A super deluxe vacation rental pool home close to Walt Disney World in Orlando. This home is located in the popular subdivision of Indian Ridge Oaks in the heart of the Disney tourist area! The definition of paradise is a place of extreme beauty, delight,...

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Kissimmee Florida Vacation Rentals - Home
1 / 67

Kissimmee Home
7 Bedrooms / 7.5 Bathrooms / Sleeps 18
Home / 7 Bedrooms / Sleeps 18

from

$695

/ night

Email Owner
Bedrooms:7
Bathrooms:7.5
Sleeps:18
Type:Home
Per night:$695 - $890
Per month:$20,850 - $26,700
Pets allowed:No
Internet:Yes

Property Ref: RVH_080 One of the most sought after homes in the exclusive Reunion Resort! Enjoy the benefits of the stunning main home and added privacy of a guest home. The dream location for both small and large groups or families. The unique top floor has been designed solely...

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Kissimmee Florida Vacation Rentals - Home
1 / 32

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

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$109 - $159
Per week:$763 - $1,113
Pets allowed:Yes
Internet:Yes

Looking for a clean and comfortable three bedroom home near Disney? Looking for something with a pool? In a safe community? For a great family price! Stop looking! You've just found it! Attractively furnished, 3 bedroom Orlando Disney area vacation pool villa located close to ...

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Complex ~ Photos to be updated soon.  This unit has had renovations.
1 / 9

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

(5)“ Excellent ”5 Reviews

from

$75

/ night

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

My Condo Sweet Condo is a great place to vacation. It has 3 bedrooms (master bedroom has queen sized bed, second bedroom has double bed, and third bedroom has 2 twin beds and the king sized sleeper sofa in the living room sleeps 2) and sleeps eight. There are 2 full baths (with ...

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perfect vacation

“ Excellent ”
June 17, 2012
This condo has just what you want . Close to shopping and resturants and parks. quiet evenings to refresh for the next day activities. Every thing that you need to enjoy a vacation and more . thank you for a won. erful place to stay . easy acess for my disabled sister and my 82 yr old mother . Can't wait to go back.
Kate Williams, york pa usa

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Kissimmee Florida Vacation Rentals - Home
1 / 12

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(15)“ Excellent ”15 Reviews

from

$101

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$101 - $118
Per week:$703 - $820
Pets allowed:No
Internet:Yes

Our home is privately owned and has the high standards you should expect when you go on holiday. Its ideal location, and close proximity to Disney. means that every guest will enjoy the comfort and convenience of this luxury home, and have a holiday experience to remember....

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Fantastic Holiday

“ Excellent ”
April 22, 2015
Stunning location, beautiful house, so spacious and relaxing and nice personal touches. What more could anyone ask for with the pool right outside the door, a BBQ and theme parks and shops on the doorstep. This was my first visit the to the USA and it certainly wont be my last visit to this property. I'm already planning my return visit.
John Porter, Cheadle, Staffordshire

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Kissimmee Florida Vacation Rentals - Home
1 / 45

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

(7)“ Excellent ”7 Reviews

from

$239

/ night

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

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

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Kissimmee Florida Vacation Rentals - Home
1 / 16

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

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:3
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 - Apartment
1 / 35

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

from

$89

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$89 - $165
Per month:$2,670 - $4,950
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

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

from

$195

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$195 - $350
Per week:$1,365 - $2,450
Pets allowed:No
Internet:Yes

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 31

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 18
Villa / 8 Bedrooms / Sleeps 18

(12)“ Excellent ”12 Reviews

from

$400

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$400
Per month:$12,000
Pets allowed:No
Internet:Yes

Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4. 5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate This spacious...

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Emerald Island Resort

“ Excellent ”
June 25, 2015
We had a wonderful time and the villa was very nice. We had a few issues, but the property manager came over in a timely manner and fixed the issues and we had a blast.
Penny Hicks-House, Kississmee, FL USA

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Kissimmee Florida Vacation Rentals - Home
1 / 19

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

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:Yes
Internet:Yes

In 2014 this home was totally upgraded. Painted inside and out. All new decor, bedding, towels etc. This beautiful 4 bedroom home backs up to the serenity of Star Lake! The views are spectacular, and the house is a comfortable retreat from a long hard day of having fun in Florida!...

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1 / 13

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

from

$175

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$175 - $240
Per week:$1,225 - $1,680
Pets allowed:No
Internet:Yes

Best Location & Lake Views: Our stunning 5 bedroom/5 bathroom villa has South Facing Pool and beautiful Lake Views and is located in the 5 star gated/guarded resort of Windsor hills, a premier highly demanded community close to Disney world and next to popular Mystic Dunes Golf...

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Kissimmee Florida Vacation Rentals - Home
1 / 19

Kissimmee Home
6 Bedrooms / 3 Bathrooms / Sleeps 14
Home / 6 Bedrooms / Sleeps 14

(52)“ Excellent ”52 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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Best Vacation Home Ever!!

“ Excellent ”
January 1, 2015
This was the best by far vacation home we have stayed in! The home was very spacious and cozy. It was home away from home. It very well accommodated all of my family. I totally recommend this vacation home to everyone! We truly enjoyed this home.
yara vargas, Deer Park, TX USA

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

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

(1)“ Excellent ”1 Review

from

$275

/ night

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

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

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Vacationers Dream

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 28

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

from

$225

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:14
Type:Townhouse
Per night:$225 - $380
Per week:$1,575 - $2,660
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 - Villa
1 / 25

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

(6)“ Excellent ”6 Reviews

from

$139

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$139 - $179
Per month:$4,170 - $5,370
Pets allowed:No
Internet:Yes

A truly tropical paradise in the heart of Central Florida. Make your next stay a truly magical vacation in a luxury vacation townhome that will take your breath away. 
Whether you spend the day at the theme parks, or relaxing in your own pool, there’s never been a more comfortable...

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Beautiful Condo

“ Excellent ”
August 11, 2014
This condo was very beautiful as well as being in a great location for parks and shopping. Owner was absolutely wonderful to work with!! We stayed 2 weeks and had a few down days to enjoy the condo and resort. My grandchildren loved it and can't wait to go back!! ME TOO!!!
Jackie Hershberger, Twinsburg, Ohio

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Kissimmee Florida Vacation Rentals - Villa
1 / 26

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

(23)“ Excellent ”23 Reviews

from

$79

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Villa
Per night:$79 - $199
Per week:$699 - $1,099
Pets allowed:No
Internet:Yes

About 8 miles drive distance to main gate of famous Disney Parks, about few minutes distance from restaurants , grocery stores and post offices just off entrance of community . Wal- Mart is about 2 miles away , it opens 24/7. Also golf course is very nearby . Villa is situated...

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Perfect

“ Excellent ”
May 28, 2015
Confirming was easy. Owner was very quick in responses. The rental was very clean and up to date. 4 stars because when we got there the AC wasn't working and the home was extremely hot. Luckily we had our private pool to cool off in until the maintenance man came to fix the problem. I would rent this home again!
Kristine Komptonand Jiannizmom, Jacksonville FL

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Kissimmee Florida Vacation Rentals - Home
1 / 33

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

(20)“ Excellent ”20 Reviews

from

$129

/ night

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

The first thing you’ll notice about Sunny Oaks Poolside is how much space it provides! This is one of our most requested homes, and once you see the game room, the pool and the four beautiful bedrooms, you'll be ready to spend this vacation (and every vacation after that) in...

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About Kissimmee

Kissimmee, Florida Travel Tips

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

Beaches and Parks

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

Things to Do

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

Theme Parks

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

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