Kissimmee Vacation Rentals, Homes, & More

1-50 of 1089 Kissimmee Rentals

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$199

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$199
Per week:$1,393
Pets allowed:No
Internet:Yes

EMERALD ISLAND RESORT AMENITIES AVAILABLE TO GUESTS Gated community, 24 hour on- site security. Large clubhouse with concierge staff providing Disney tickets, karaoke nights, themed evenings, bar, food and snacks available at the clubhouse also Community pool, Jacuzzi ...

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Kissimmee Florida Vacation Rentals - Villa
1 / 25

Kissimmee Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

from

$172

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$172 - $222
Per week:$1,199 - $1,549
Pets allowed:No
Internet:Yes

Wonderful spacious NEW 3200 sq ft villa in the exclusive Calabria/Tuscany community in Kissimmee, Orlando - just 10 minutes to Disney maingate. This prestigious, fully air- conditioned, luxury 6 bedroom 5 bathroom villa offers all the amenities necessary for the perfect vacation....

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Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

AAA Approved! PET FRIENDLY! ! The only 4 bedroom Vacation home with a CINEMA ROOM! ! ! We've JUST ADDED a SHIATSU MASSAGE CHAIR to the Cinema Room! ! Imagine watching your favorite movie while getting a relaxing massage! Our Cinema Room Features a 96" screen and Dolby Surround...

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Very Clean, Very Nice House

“ Excellent ”
March 11, 2013
From the beginning of our booking process to the end of our stay we were very pleased with our vacation. The house was exceptional clean! We had a fabulous time. It is very close to everything. An exceptional rental.
Sandy and Bill Jobse, Michigan

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 29

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$105

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$105 - $180
Per week:$735 - $1,260
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 in Paradise....

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King bedroom on first floor with en-suite bathroom
1 / 22

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”1 Review

from

$250

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$250 - $300
Per month:$7,500 - $9,000
Pets allowed:No
Internet:Yes

The villa, an exquisitely furnished property offers 2881 s. f. of air- conditioned flexible living & play space for up to 16 people, is located in the prestigious Emerald Island Resort, the closest gated vacation community to Disney world (3 miles). it is also close to Sea World,...

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Wonderful

“ Excellent ”
October 22, 2014
great property, very well equiped, a lot of room. placed 10 min. to Disney, quit nighberhood, clean, sw pool was ok. we enjoyed out week stay there very much.
Eyal Ashkenazy Adv, Israel

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$165

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$165 - $280
Per month:$4,950 - $8,400
Pets allowed:Yes
Internet:Yes

Remy's Refuge is a 4- bedroom, 3- bathroom house with a private, screened- in pool and a lakeside view. The open- concept living space is bright and airy with a newly- renovated kitchen, black granite breakfast bar and seating area with a flat panel television. Two identical...

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Good view, but not much sun.

“ Very Good ”
October 23, 2014
PROS: Nice view, well maintained home, good price & size for small family or a couple, close to Disney Parks.CONS: Pool heat poor, pool area gets very little sun.
John Bochiechio, Buffalo, NY

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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 / 11

Kissimmee Villa
4 Bedrooms / 4 Bathrooms / 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 - Condo
1 / 40

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$43

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$43
Per week:$299
Pets allowed:No
Internet:Yes

Watch Walt Disney World Fireworks EVERY NIGHT off of your Screened Balcony. See Magic Kingdom, EPCOT, Hollywood Studios, and Sea World / Universal Studios Fireworks too! This is an AMAZING Windsor Hills 2 Bedroom 2 bath Property with Views of the Fireworks from the Balcony,...

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convenient

“ Excellent ”
December 1, 2014
The condo is conveniently placed minutes from the parks. The condo was nicely decorated and had a nice view off of the balcony. Did not get a chance to use the pool but it looked to be a very nice facility. It was a very good experience over all and would definitely use them again in the future.
earle lavely, frederick Maryland USA

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Kissimmee Florida Vacation Rentals - Condo
1 / 20

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$79

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Condo
Per night:$79 - $109
Per week:$553 - $763
Pets allowed:No
Internet:No

Paradise in Kissimmee is a 3 bed 2 bath condo features nearly 1400sqft of living space and is fully equipped with everything that you will need for your vacation. Fully air conditioned and furnished to an individual style by the owners. Towels and linens are provided; you will only...

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Kissimmee Florida Vacation Rentals - Home
1 / 15

Kissimmee Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”51 Reviews

from

$109

/ night

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

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

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Everything we hoped for!! :)

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

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Kissimmee Florida Vacation Rentals - Villa
1 / 9

Kissimmee Villa
7 Bedrooms / 4.5 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$189

/ night

Email Owner
Bedrooms:7
Bathrooms:4.5
Sleeps:16
Type:Villa
Per night:$189 - $229
Per week:$1,323 - $1,603
Pets allowed:No
Internet:No

Magic Bay Villa Welcomes You at Orlando ! ! ! Located centerally in Emerald Islands Resort, its juts 2 miles from Theme parks & Disney . It has 7 luxurious bedrooms with 5 baths , Newly furnished property is about 3000 sq ft rental home which is ideal for large groups , families...

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Short but Sweet.

“ Excellent ”
August 2, 2011
We had a lovely time in this beautiful home. We had 12 people ages 2-85 stay together for a very special celebration of birthdays and anniversaries. Everything was great. The pool was extremely clean and well managed. The beds were very comfortable. Our family enjoyed the close attractions and shows. We only had four nights to enjoy every minute in Florida. The kitchen was a huge hit and a hang out for the whole famiy with a open family room format. The laundry room was in a very convenient area near the game room. Grandmas room downstairs was easy for her to get to and from. Thanks to Holly for easy contact and follow up with any questions. Our family had not been together on vacation in over 10 years. We were very happy to have our grown children together with us for this special vacation! We hope to be back again some day!
Stacey Booth, Palatine, Illinois

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Kissimmee Florida Vacation Rentals - Home
1 / 18

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$150

/ night

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

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

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Great Accommodation

“ Excellent ”
April 20, 2014
We had a great week at the house which suited our needs perfectly. It was well taken care of with a great floor plan, new comfortable furniture and everything we needed to enjoy the beautiful warm weather. Pool and hot tub worked great. Dealing with John the owner was easy and he was great at responding to all the questions we had.
Ken Wilson, Hamilton, Ontario, Canada

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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 / 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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Kissimmee Florida Vacation Rentals - Villa
1 / 22

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$149

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$149 - $239
Per week:$1,043 - $1,673
Pets allowed:No
Internet:No

Imagine your next Orlando vacation without the hassle of hotel reservations, overpriced dining options and parking fees. Picture yourself in a tropical hideaway where your room is always ready, dinner is on the house, and your car is one step away from your front door. Once you...

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Kissimmee Florida Vacation Rentals - Villa
1 / 29

Kissimmee Villa
8 Bedrooms / 4.5 Bathrooms / Sleeps 18

“ Excellent ”8 Reviews

from

$199

/ night

Email Owner
Bedrooms:8
Bathrooms:4.5
Sleeps:18
Type:Villa
Per night:$199 - $229
Per month:$5,970 - $6,870
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 - Townhouse
1 / 20

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”20 Reviews

from

$65

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$65 - $125
Per month:$1,950 - $3,750
Pets allowed:No
Internet:Yes

BEST LOCATION! Only 1. 5 miles from Disney World, we are in the 2nd closest resort in entire Disney Vacation Home Rental Area! ! Close to everywhere - Supermarket, Restaurant, Golf Course, Shopping Center, etc. Why waste your valuable time on traffic? You will see this convenience...

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Good service, nice place

“ Excellent ”
January 25, 2015
I had a nice stay with my family, all was set as they previously said, just minor details, nothing major.We will stay here again no question about it.
Jorge Chaves, Alajuela, Costa Rica

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$129 - $179
Per week:$903 - $1,253
Pets allowed:No
Internet:No

Book this lovely vacation villa in Liendfields Community and take full pleasure of the famous attractions in Orlando within a short drive. This villa features 4 bedrooms and 4 bathrooms with sleeping accommodation of up to 8 people comfortably. The home is a perfect haven for families...

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Kissimmee Florida Vacation Rentals - Home
1 / 25

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$129

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$129 - $189
Per week:$903 - $1,323
Pets allowed:No
Internet:Yes

Rolling Hills is a superb location near the west end of US 192 near the entrance of Disney in the booming Formosa Gardens area of Kissimmee, Florida 34747. It is a calm spot 1. 5 miles away from the traffic of Hwy 192/W. Irlo Bronson Highway but still close enough to all the action...

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Kissimmee Florida Vacation Rentals - Villa
1 / 27

Kissimmee Villa
6 Bedrooms / 3.5 Bathrooms / Sleeps 12

“ Excellent ”4 Reviews

from

$160

/ night

Email Owner
Bedrooms:6
Bathrooms:3.5
Sleeps:12
Type:Villa
Per night:$160 - $350
Per month:$4,800 - $10,500
Pets allowed:No
Internet:Yes

Situated in gated and fully guarded resort community of the Windsor Hills, about 2miles distance from Disney. The privately owned 6bedrooms and 3. 5baths vacation villa offers 2master size suites, south facing pool and spa, about 2- 3minutes short walking distance to the community...

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"Beautiful"

“ Excellent ”
September 11, 2014
The house is beautiful, exactly like the pictures. Quiet, clean, and friendly little community. The club house is very nice. We couldn't have been happier with the house. Extremely well managed and it was easy and enjoyable working with the owner. The house is close to all the parks. We are looking forward to returning to Florida and staying here again. I would recommend to anyone staying in the area.
Dale Stover, Ohio

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1 / 17

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”15 Reviews

from

$120

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$120 - $190
Per month:$3,600 - $5,700
Pets allowed:No
Internet:Yes

Welcome to our five star, Luxurious 5 Bedroom Vacation Rental Villa, We have just Renovat, Redecorated and refurnished this villa in October 2009 with the help of interior decorator. The High quality beautiful furnishings are all brand new this villa really has everything ! The...

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Great home away for a family Disney vacation

“ Excellent ”
January 10, 2015
The house was very well kept, a close drive to Disney parks (10 min to Magic Kingdom). Lots of sleeping space. We fit 2 couples and 3 kids all with their own bedroom. We were not sure what to expect from an unheated pool, but it was definitely too cold-make sure to request heating ahead of time. The game room was a hit with the kids and there is a fantastic playground right across the street. Almost no traffic so very safe for the littles. The washing machine stopped working with 2 days left, but the owner and management company looked into it right away, and made sure that we were okay with what we had.
Brooke Marokus Nowicki, Calgary, Alberta

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 4

Kissimmee Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$75

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Townhouse
Per night:$75 - $86
Per week:$525 - $600
Pets allowed:No
Internet:Yes

HURRY! ! ! WEEKS STILL AVAILABLE FROM MAY 1 ONWARDS - SPECIAL RATE! ! (please see current availabilities below) I am offering for rent our fully furnished 4 bedrooms 3 full bathrooms vacation house, 15 minutes away from all the major attractions like Downtown Disney, Disney...

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Kissimmee Florida Vacation Rentals - Villa
1 / 7

Kissimmee Villa
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”11 Reviews

from

$68

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Villa
Per night:$68 - $71
Per week:$475 - $495
Pets allowed:No
Internet:Yes

This beautifully decorated villa has 3 large bedroom with 2 bath . It is a luxurious villa with peacefull and spectacular views on lakeside . Minutes distance for the shopping complex , high way 192 & turnpike . First class fully furnished with all the high standard furnishings and...

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The best place to stay

“ Excellent ”
May 21, 2014
The house have everithing. The place is really nice place. The pool is always clean they have alot of stuff to used went you go to use the pool. They have so much of everything like towell cleaning stuff and linning and blanket. Thanks to Bob to make this vacation the best one all my family want to stay in the same place again. For real everybody this is the best place to stay for vacation.
Javier Torres Rolon, Puerto Rico

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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 / 12

Kissimmee Villa
4 Bedrooms / 2.5 Bathrooms / Sleeps 9

“ 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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Kissimmee Florida Vacation Rentals - Home
1 / 20

Kissimmee Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

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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home clean and a nice place to stay

“ Excellent ”
January 25, 2015
We enjoyed the home and the pool and grill especially, the home was clean and comfortable, it also was nice to be close to Disney where we did go, but also close to putt putt golf and restaurants. The only problem we could not get the dvd player in main living room to work, don't know if instructions for remote would have helped but we were able to take a play station from one of the bedrooms and hook it up so we could watch movie together.
Karen Calhoun, Myrtle Beach

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Kissimmee Florida Vacation Rentals - Home
1 / 34

Kissimmee Home
3 Bedrooms / 3 Bathrooms / Sleeps 7

from

$109

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:7
Type:Home
Per night:$109 - $175
Per week:$763 - $1,225
Pets allowed:No
Internet:Yes

Please refer to property code MVH_065TOLL FREE USA & CANADA: 1- 866- 991- 3158INTERNATIONAL: 001- 407- 552- 6155Or email us at: reservations@magicalvacationho mes. comAre you ready to make magical memories? Then look no further than this wonderful Windsor Hills townhouse. With the...

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Kissimmee Florida Vacation Rentals - Condo
1 / 21

Kissimmee Condo
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$85

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$85 - $120
Per week:$595 - $840
Pets allowed:No
Internet:Yes

This beautiful Condo has 3 Bedrooms and 2 Bathrooms. The home is located in the Fantastic resort of Windsor Palms 5 minutes fom Disney World. Very close to the 192 highway, with loads of shops and restaurants. The home has its own private balcony which is south facing. Also has free...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
5 Bedrooms / 4 Bathrooms / Sleeps 12

from

$208

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:12
Type:Home
Per night:$208 - $333
Per week:$1,456 - $2,331
Pets allowed:No
Internet:Yes

Planning a Disney vacation and looking for a vacation home that accommodates up to 12 guests? We have a great option for you. It's spacious, comfortable, near Disney parks and inside a great resort community: Paradise Palms. You will fall in love with these 5 bedrooms, 4 bathrooms...

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Kissimmee Florida Vacation Rentals - Condo
1 / 16

Kissimmee Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

“ Excellent ”8 Reviews

from

$65

/ night

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

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

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Very Satisfied Guest

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

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Kissimmee Florida Vacation Rentals - Townhouse
1 / 21

Kissimmee Townhouse
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$110

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Townhouse
Per night:$110 - $155
Per week:$770 - $1,085
Pets allowed:No
Internet:Yes

WINDSOR HILLS RESORT - JUST 2 MILES FROM DISNEY! This wonderful 3 bed/3 bath Windsor Hills Townhouse is 1, 602 sq. ft. of spacious vacation rental with your own private pool. Inside this spacious Townhouse you will find a fully equipped kitchen, a dining area and comfortable...

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Kissimmee Florida Vacation Rentals - Villa
1 / 16

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

The luxury of a Hotel, the comforts of Home Luxury executive style Villa Accommodation Set in a Gated Community Orlando Florida This Villa is a 2 story, 4 bedroom, 3 bathroom air conditioned villa set in a private location with its own private heated swimming pool and...

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 14

from

$279

/ night

Email Owner
Bedrooms:6
Bathrooms:4
Sleeps:14
Type:Home
Per night:$279 - $429
Per week:$1,953 - $3,003
Pets allowed:No
Internet:No

This 6 bedroom and 4 bathroom vacation home offers all the comfort the a vacationer could ever want. Its not only the comfort that it can offer, it also has a very relaxing ambiance especially when you are beside the pool. Amenities in this home is excellent, especially those that...

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Kissimmee Florida Vacation Rentals - Home
1 / 33

from

$99

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$99 - $165
Per week:$693 - $1,155
Pets allowed:No
Internet:Yes

Please refer to property code MVH_046TOLL FREE USA & CANADA: 1- 866- 991- 3158INTERNATIONAL: 001- 407- 552- 6155Or email us at: reservations@magicalvacationho mes. comThis splendid 3 bed/3 bath Windsor Hills town home starts from just $99 a night! That’s correct, just $99 a night...

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Kissimmee Florida Vacation Rentals - Villa
1 / 41

Kissimmee Villa
4 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”18 Reviews

from

$110

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Villa
Per night:$110 - $128
Per month:$3,300 - $3,840
Pets allowed:No
Internet:Yes

Welcome to Indian Point Villa, our Villa is fully air- conditioned has four bedrooms two bath rooms a dinning area, kitchen and breakfast area, a double garage/games room its own very large private pool with toddlers pool in a netted area. New to the Pool area is a Hot- Tub/Spa...

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HOME WAS A GREAT STAY

“ Excellent ”
December 29, 2014
This home was a great choice and a quiet stay.All attractions were within minutes.May think twice though about going to Disney world on Christmas day(very busy}. I personally enjoyed the pool area at the house. we paid extra for the heated pool and in December .it was well worth the extra money. the house was set up nice, kitchen was well equipped if you are looking to rent a house in Kissimmee area to just relax this is it!! thanks FRANK
FRANKLIN COPSEY, VIRGINIA

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Kissimmee Florida Vacation Rentals - Villa
1 / 17

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$100

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$100 - $110
Per week:$699
Pets allowed:Yes
Internet:Yes

Disney private vacation home villa only 3 miles to Disney and other attractions. 4 BR/3 bath luxury with private heated pool/Jacuzzi/ game room, fully furnished/ free internet/ free phone use within the USA and Canada. Can sleep up to 10 people. Close to all shopping, restaurants,...

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Kissimmee Florida Vacation Rentals - Villa
1 / 30

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 - Villa
1 / 4

Kissimmee Villa
4 Bedrooms / 3.5 Bathrooms / Sleeps 8

from

$117

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Villa
Per night:$117 - $145
Per week:$815 - $1,015
Pets allowed:No
Internet:Yes

A luxury 4 bedroom, 3 bathroom pool villa, with a south facing pool deck backing onto a conservation area, and only 15 minutes from Disney World Why rent the Disney Villa? It’s situated on the select Cumbrian Lakes development; a small gated community that provides a peaceful...

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Kissimmee Florida Vacation Rentals - Home
1 / 16

Kissimmee Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 18

“ Excellent ”1 Review

from

$157

/ night

Email Owner
Bedrooms:8
Bathrooms:5.5
Sleeps:18
Type:Home
Per night:$157 - $357
Per week:$1,099 - $2,499
Pets allowed:No
Internet:Yes

Our emerald island villa with luxury furnished 8 bedrooms / 5. 5 baths 4 Master bedrooms ( 3 master suite, 2 family suite ) and private pool/spa is situated in the magnificent 24- hour gated security resort, just 3 miles from Disney World and close by dozens of other world- class...

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Great place to stay with 4 families.

“ Excellent ”
July 30, 2013
We had a great time renting this villa. We had 4 families in town for a baseball/Disney vacation. This home is perfect for kids, and close to Disney. The home was extremely clean and the on call staff was exceptionally helpful when needed.
Chet Angie Steubing, San Antonio, TX

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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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Kissimmee Florida Vacation Rentals - Townhouse
1 / 9
Bedrooms:3
Bathrooms:2.5
Sleeps:7
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Distance to major attractions: 29 minutes to ORLANDO INT AIRPORT - 23 miles 4 minutes to DISNEY WORLD - 2 miles 21 minutes to SEAWORLD – 11. 8 miles 19 minutes to UNIVERSAL STUDIOS – 14. 3 miles 12 minutes to DISNEY’S ANIMAL KINGDOM – 6. 8 miles 11 minutes to ESPN...

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Kissimmee Florida Vacation Rentals - Home
1 / 21

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$115

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$115 - $225
Per week:$800 - $1,525
Pets allowed:No
Internet:Yes

Within the most desired gated community of Windsor Palms this fantastic 4 bedroom 3 bathroom vacation home with private pool is furnished with two master suites and is nicely decorated with comfort and relaxation in mind. Quality bedding, spacious rooms, huge kitchen, wireless ...

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Great summer rental

“ Excellent ”
July 27, 2014
Nice summer rental, great location close to everything.
Madie Ice, Brooklyn, NY

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Kissimmee Florida Vacation Rentals - Home
1 / 14

Kissimmee Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$91

/ night

Email Owner
Bedrooms:4
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$91 - $119
Per week:$637 - $833
Pets allowed:No
Internet:Yes

Dream Florida Holidays villa is a fabulous 4 bedroomed home, if your looking for a "truly dream holiday" this is the place to stay. Our villa is beautifully decorated, fully air conditioned very comfortable and spacious with high vaulted ceilings and cool stone tiled flooring. Our...

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Very Comfortable family villa

“ Excellent ”
March 20, 2014
Our family of 7 enjoyed every feature of this home. Lovely covered pool which we enjoyed everyday, Very comfortable home to come home to after a busy day at the parks. We would love to stay here again.
Nancy Voros, Ontario, Canada

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Kissimmee Florida Vacation Rentals - Home
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”24 Reviews

from

$155

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$155 - $175
Per week:$1,085 - $1,225
Pets allowed:No
Internet:No

Minutes away from attractions. Miles away from stress. The perfect combination of comfort and openness. This 4 bedroom, 3 bathroom townhome brings a true sense of home to a tropical resort. The open great room is flooded with light through the many windows which overlook the paver...

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1 / 24

Kissimmee Home
6 Bedrooms / 4 Bathrooms / Sleeps 15

“ Excellent ”18 Reviews

from

$229

/ night

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

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

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Beautiful home

“ Excellent ”
October 15, 2014
We stayed at this home recently and it is easily the best all around experience that we have had. The home was well kept, everything is updated, guarded community and being right next to the main highway to Disney made for a perfect choice in choosing to stay here. We are down in the area twice a year because my daughter lives nearby and we always rent. I think we have used every rental agency in the area. I will definitely stay here again. Thank you!!
Brett Clendaniel Sr., Nj

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Kissimmee Florida Vacation Rentals - Condo
1 / 18

Kissimmee Condo
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$115

/ night

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

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

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Great place to stay

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

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Front
1 / 22

Kissimmee Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$99

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$99 - $149
Per week:$699 - $990
Pets allowed:No
Internet:Yes

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

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Great vacation home for a family

“ Excellent ”
November 11, 2013
It is a great home for our whole family to stay for one week. Everyone loved the stay in this home. It has ample room and bed for 10 people. The house. bed, linen etc are very clean and of good quality. To our surprise, it eve has all sets of cooking ware. It made us feeling live moving to a brand new house. My son gave it a super five star rating. He rarely gave high rating to hotels we visited. But this vacation home is truly exceptional. This excellent vacation home made our Orlando trip perfect! Kids enjoyed theme parks and adult enjoyed the comfortable home.
David Ye, New Jersey

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Kissimmee Florida Vacation Rentals - Villa
1 / 21

Kissimmee Villa
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$143

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$143 - $185
Per week:$1,000 - $1,295
Pets allowed:No
Internet:Yes

Situated minutes from Disney, this 4 bedroom, 3 full baths, private screened in swimming pool is the ideal vacation home! LOCATION: The house is located in Oak Island Cove, the closest residential subdivision to Disney! We're also close to Universal Studios, orange groves,...

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swimming pool
1 / 42

Kissimmee Home
6 Bedrooms / 3.5 Bathrooms / Sleeps 14

“ Excellent ”13 Reviews

from

$159

/ night

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

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

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Great Vacation

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

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Kissimmee, Florida 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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