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Kissimmee Vacation Rentals (160 properties)

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Last Minute Booking Rates Discount

3
Bedrooms
2
Baths
8
Sleeps
Condo

With everything you could want such as a fully equipped kitchen and a community outdoor pool, this child friendly Kissimmee,...

4
Bedrooms
2
Baths
8
Sleeps
Villa

Experience the joys of this luxurious 4 bedroom villa in Kisimmee, Orlando only minutes from the attractions.4 Bedrooms, 2 Ba...

$100 
per night
The property was great! Comfortable sleeping arrangements, nice quiet area and very conveniently located between Disney and Universal for a quick trip to and from the parks!We had no problems with noisy neighbors. The property was clean, beds were comfortable. We traveled with 9 people and the house held us all with room to spare. The kids enjoyed swimming in the pool during our down time. I am saving this listing and will stay again. The price was well worth it for the stay!
Kristi Bernard
Reviews (1)
2
Bedrooms
2
Baths
6
Sleeps
Condo

Liki Tiki Village, Kissimmee, FloridaThe 64-acre gated resort features spacious one- two- and three-bedroom villas all with l...

SPECIALS

Buy nights, get nights free

4
Bedrooms
2
Baths
8
Sleeps
Home

Welcome to Alice’s Wonderland 4 Bedroom Furnished Vacation Home only 4 miles from Disney and convenient to all Orlando attrac...

3
Bedrooms
2
Baths
8
Sleeps
Condo

Windsor Palms Retreat :This three bedroom, two bath, ground floor condo is near Disney World in the beautiful Windsor Palms g...

7
Bedrooms
4.5
Baths
16
Sleeps
Home

Kirk Manor is an ideal vacation spot with luxurious vacation homes and private pool close to all the Orlando attractions in K...

SPECIALS

Buy nights, get nights free

3
Bedrooms
3
Baths
8
Sleeps
Townhouse

Located in the exclusive gated golfing community of Reunion Resort this 3/3 spacious town home features golf course views, an...

3
Bedrooms
2
Baths
9
Sleeps
Villa

Our outstanding villa is located in the new gated, Mediterranean style resort of Tuscan Hills. Landscaped with mature palms a...

SPECIALS

Last Minute Booking Rates Discount

4
Bedrooms
3
Baths
8
Sleeps
Villa

Located in Kissimmee in the gated Community of Magic Landings with residential and luxury holiday homes. On Highway 192 close...

$85 
per night
Property in nice neighbourhood close to most everything, good layout with plenty of space which accommodated the 8 people in our party. We enjoyed our stay after we did a little housekeeping, although we are not fanatical we do expect a certain standard of cleanliness. We were very disappointed with cleanliness of unit had to clean kitchen, showers and wash bed comforters as it was obvious they were not washed for some time. Entry way from outside in front and pool area could use a good scrubbing.We enjoyed the pool however there should be alittle more attention spent towards maintaining it.
george Roach
Reviews (1)
3
Bedrooms
2
Baths
6
Sleeps
Condo

Beautifully furnished 3 bedroom 2 bath Resort Condo with one king bed in master bedroom with master bath, dressing area and s...

1
Bedrooms
1
Baths
2
Sleeps
Timeshare

At the *Wyndham Star Island Resort* you will find that celebrity treatment is not just for the rich and famous... you, too, c...

SPECIALS

Long Stay Rates Discount

3
Bedrooms
2.5
Baths
6
Sleeps
Townhouse

Located in a private community of Paradise Cove, amid lush and beautifully landscaped surroundings, this Kissimmee Florida va...

5
Bedrooms
5
Baths
11
Sleeps
Condo

Enjoy this brand-new family luxury Orlando vacation home resort in Caribbean style! Windsor Hills is a beautiful gated commun...

SPECIALS

Last Minute Booking Rates Discount

7
Bedrooms
4.5
Baths
22
Sleeps
Villa

Located in a beautiful and exclusive Emerald Island resort-style community and less than three miles from Walt Disney World!...

8
Bedrooms
5
Baths
20
Sleeps
Villa

Tiger’s den has a kiddie pool, main pool & spaTiger den is a vacation in itself. This vacation home features a large 30 x 15...

SPECIALS

Last Minute Booking Rates Discount

4
Bedrooms
3
Baths
10
Sleeps
Villa

SIMPLY THE BEST! Lots of free extras. Upgraded size pool, jacuzzi, high-speed internet, games room with full size pool table...

3
Bedrooms
2
Baths
8
Sleeps
Villa

This 3 bed 2 bath vacation villa in Oak Island Cove, Kissimmee is your excellent getaway for your vacation or to spend a few...

4
Bedrooms
2.5
Baths
10
Sleeps
Home

Dream Florida Holidays villa is a fabulous 4 bedroomed home, if your looking for a truly dream holiday this is the place to...

$644 
per week
invited my family from the uk to join me,(i from canada)from 27th may -june 5th at this home. We where very impressed with everything and how beautiful the home was,would stay there again. A definate 5,thankyou terry and angelina.
james akins
Home is very nice. Private, no problems with neighbors. Very nice area. Quite road. The whole family was pleased with their stay. Close to all Kissimmee has to offer. Definately would stay again.
Liz Haniszewski
Reviews (11)

SPECIALS

Long Stay Rates Discount

5
Bedrooms
4
Baths
12
Sleeps
Townhouse

Located in the gated Paradise Palms Resort and only 10 minutes from Disney and all the other world famous attractions, our Ki...

5
Bedrooms
4
Baths
12
Sleeps
Townhouse

Located just off Highway 192 and just a few miles from Walt Disney World, this Kissimmee Florida vacation rental by owner is...

 

Vacation Rentals in Kissimmee

Although in this city you can find all sorts of fine vacation homes that are just great for settling into, a visit to Kissimmee should really be about enjoying the serenity and natural settings such a water covered area offers to visitors. No matter where you stay in Kissimmee, a trip to the beach is anything but a hassle and you can indulge in a variety of fun water sports to make your vacation truly exciting and special. This is thanks to the adjunct Lake Tohopekaliga which lies on the southern end of town. Indeed, much of life in Kissimmee revolves around the water. As a matter of fact a surprising number of vacation homes are within walking distance of a community swimming pool waiting to be plunged into.

All who stay in Kissimmee can also take advantage of a wide range of dining options that ensures that everyone will find something tasty and to their liking. Shopping opportunities are also easy to find, particularly for those who stay at a Kissimmee condo rental as great majority of both are pretty centrally located.

Kissimmee also has an impressive selection of villas which are quite popular retreats for those looking to make their holidays exceptional and for those who are planning to share their vacation with others. Like the local condos, they boast all kinds of modern designs and serve as great places to put up a big family. Many traveling groups like them particularly because they are in Kissimmee which offers the best of two worlds. The beach and its recreations, and numerous easily accessible activities that include an array of historical museums, a local amusement park where one can enjoy a real thrill and all kinds of games and the renowned theme parks of the nearby greater Orlando area.

True outdoor enthusiasts can also check out the new White Gator Swamp, the area´s golf courses and  more than a few ways to explore the water, both on the surface and below.
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