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Villas in Kissimmee and Apartments - Holiday Lettings - Holiday Rentals Kissimmee

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19,023 Holiday homes

Holiday condo with golf nearby in Kissimmee

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

“Awesome condo” Do to problems at work I was not able to vacation with my two friends but they told me that the condo was awesome in every way, great location, great amenities, convenient to Disney World which was their main reason for going, and beautifully decorated. They loved it!

64

Responds fast! avg. 35 minutes

from £60 / night

£264 - £422 / week

Kissimmee holiday home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 10

13

from £149 / night

£1,042 / week

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“The house is in an amazing location, in a quiet enough location to relax but not too far away from disney or universal” Great place to stop, in a quiet enough area to get some much needed RNR but also only 20 minutes away from the disney and universal parks,

27

from £85 / night

£624 - £882 / week

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“The best villa we've ever had!” We have been visiting Florida since 2000 and this is definitely the cleanest, most comfortable villa we have ever stayed in. There was nothing else that we could have asked for - it really was a home away from home! The area was lovely and quiet, the local neighbours were friendly and it was the perfect distance from the main attractions. There are not many places you can sunbathe and watch an alligator sunbathing at the same time! Would definitely reccommend and hope to return soon! Thank you for taking such good care of your property!

37

Responds fast! avg. 2 hours 30 minutes

from £86 / night

£602 / week

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Very Nice Property” Property well situated, clean and modern, Nice size pool,all of group pleased with choice Be prepared to pick the bins up every morning as the wildlife enjoy going through them in the nights.

28

Responds fast! avg. 1 hour 51 minutes

from £115 / night

£773 - £916 / week

Holiday villa with swimming pool in Bellavida Resort

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

42

from £132 / night

£745 - £945 / week

Holiday home rental

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 13

17

Responds fast! avg. 2 hours 58 minutes

from £103 / night

£687 - £968 / week

Holiday villa in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

1

from £287 / night

£2,004 / week

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“We will not be going anywhere else!” This was our second stay at the beautiful villa. Local to all the best restaurants, Wall-Mart and Target for food shops. With only a 15 minute drive we were in the theme parks, International Drive and only 45 minutes from Lego Land. The views from the pool across the lakes are so relaxing, a peaceful location and private. With plenty of room for the whole family, all the rooms are kitted out to a high standard, themed for the kids as well! We will not be looking for anywhere else when we return, only here!

21

Responds fast! avg. 3 hours 42 minutes

from £115 / night

£682 - £1,678 / week

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

50

Responds fast! avg. 2 hours 56 minutes

from £86 / night

£602 - £630 / week

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 9

21

from £124 / night

£802 - £916 / week

Holiday villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

“Extremely comfortable with everything you need for your stay.” We have stayed at this villa on numerous occasions, and will continue to return in the future. The villa is situated in a quiet residential area, close to all local amenities such as shops, restaurants, and attractions. The location is also a reasonably quick drive from both of Orlando's airports. The villa is extremely comfortable, fully furnished in an American style to get you in the mood for your holiday. There are three bedrooms, one en suite, a large family room with cable TV, dining room, well equipped laundry room and table hockey and pool table in the spacious garage. Along with the computer games, there is plenty to keep the kids occupied if you decide to have a night in. The swimming pool is ideal for all ages and is screened from the others by well kept bushes and plants. The pool has stepped access at the shallow end, and gradually slopes to the deeper side. As already stated, local supermarkets are just a short drive away, where you can mix with the real Americans, who are all very polite and very friendly. It's easy and cheap to buy the essentials for your stay at these shops. The villa is also ideally situated for the theme parks, being only about 10 / 12 miles from Disney and can be accessed on a direct route from the villa. This road is a a joy to drive as it is well signposted and despite there being three lanes for traffic, the roads are normally very quiet. In fact, getting around the whole area is very easy in deed. I would highly recommend this villa as a holiday location, not only for the facilities provided, but also for the helpful, friendly service provided by the holiday villa owners who have been a joy to deal with,and I look forward to dealing with them again in the future. You will no be disappointed.

31

from £75 / night

£544 - £945 / week

Holiday villa in Seasons Resort

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Perfect home away from home” This is is in an amazing location. All Disney has to offer is within a 20 minute drive as well as Walmart, Aldi’s and many restaurants are right around the corner. This is a small development that is very well lit and has sidewalks for evening strolls. There is a small children’s playground in the development. The villa exceeded our expectations. It was immaculately clean & very comfortable. There is plenty of room for the whole family to enjoy the wall mounted TV in the living room on the 3 couches. The bedrooms are comfortable. The outstanding attraction for this home is the huge south facing pool & spa. We were here for 5 weeks & had the pool heated. The water temperature was so comfortable even When going for a swim before bed. Peter was excellent to rent from. He responded quickly to any questions & was very helpful. His management company was quick to respond to a minor issue and was very friendly. Overall this is the best villa we have rented in the Orlando area over the past 3 years and is an exceptional value for the price. We would highly recommend this villa & will book again. Thanks, Peter for sharing your Florida home with us.

39

Responds fast! avg. 2 hours 49 minutes

from £81 / night

£458 - £802 / week

Holiday villa in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

13

from £101 / night

£727 - £960 / week

Holiday villa in Westside

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 9

“Highly recommended - Great place with all you need” Took the family to Disney for a few days in March and found Lee's place on VRBO - first time we use this service. This home is amazing, the whole family loved the pool, hot tub, games room, and overall comfort. Nice quiet neighborhood, tons of restaurants very close by. We went to Magic Kingdom and Animal Kingdom, and both were about 15 minutes away. Special thanks to Lee who was extremely kind and helpful, walking me through the VRBO process as well as providing advice on how to make the best of our Disney visits. Will definitely reach out again next time we plan a Disney trip.

53

from £139 / night

£958 / week

Holiday townhouse in Kissimmee

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

21

from £115 / night

£687 / week

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Fantastic first visit to florida” When we arrived the first walk around the villa was greeted with "oh my god it's amazing! " Great size and space In really good condition Great pool and outdoor area with all day sun - great sunset and great bbq Great location on a lake with varied wildlife and not too close to neighbours. Great games room - used every day by kids. Pretty much everything in the villa you'd need Not too far from all major attractions and conveniences

41

Responds fast! avg. 1 hour 19 minutes

from £126 / night

£859 - £1,174 / week

Holiday home rental

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

22

Responds fast! avg. 3 hours 23 minutes

from £75 / night

£516 - £876 / week

Kissimmee holiday villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

8

from £125 / night

£871 - £1,483 / week

Holiday villa in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 8

10

from £62 / night

£436 / week

Kissimmee holiday villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 3 hours 14 minutes

from £121 / night

£745 - £1,088 / week

Holiday villa rental

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

9

Responds fast! avg. 1 hour 31 minutes

from £109 / night

£693 - £773 / week

Kissimmee holiday apartment rental

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

2

from £95 / night

£659 / week

Holiday villa in Kissimmee City

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Very comfortable home from home with the sun” We had a great time at Christine’s villa. The villa is extremely well located in a very quiet, residential area just outside Kissimmee. The villa is very easy to find from the airport, and is just off the US 192 and close to the freeways. Very central to Disney, and a not too distant drive to Universal, close to all the shopping malls and within a short distance to many restaurants, Black Angus almost on the doorstep. The villa itself was very well equipped, everything necessary for a great stay was there, all the amenities from cooking to internet, really made you feel at home, with the added benefit of the pool and sun. We would certainly recommend the villa to our family and friends and are planning another visit next year. Christine was very helpful, good communication, with clear concise details of getting to and accessing the villa. Thanks again we really did have a memorable holiday, and great stay.

36

from £60 / night

£375 - £599 / week

Holiday villa with swimming pool in Kissimmee

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

“3 weeks of luxury” I have just arrived back in the UK from a fantastic 3 weeks in this Villa and am already looking at booking it again for next year. Excellent location in terms of parks, shops, places to eat and night time peace. Lovely clean, spacious and inviting home which makes a perfect end to an exhaustive day walking around the theme parks all day. Me and my partner loved sitting at the pool overlooking the lake with all the wildlife including turtles, large birds, deer and the occasional alligator. Great holiday and thank you so much for letting me and my family stay over.

31

Responds fast! avg. 1 hour 49 minutes

from £115 / night

£716 / week

Kissimmee holiday apartment rental

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

6

from £80 / night

£560 / week

Kissimmee holiday home accommodation

Kissimmee house

3 bedrooms / 2 bathrooms / sleeps 6

8

Responds fast! avg. 57 minutes

from £53 / night

£373 - £395 / week

Kissimmee holiday townhouse rental

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4

from £81 / night

£504 / week

Townhouse rental in Paradise Palms with indoor pool, golf nearby

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 8

16

Responds fast! avg. 3 hours 25 minutes

from £95 / night

£659 - £895 / week

Kissimmee holiday villa rental

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Our stay” Loved it, very clean and had everything we needed. Would definitley recommend, 10 mins from disney 2 mins from shops/ restaurants whilst still being in a very quiet street.

40

Responds fast! avg. 2 hours 17 minutes

from £98 / night

£602 - £682 / week

Villa accommodation in Kissimmee

Kissimmee villa

5 bedrooms / 5 bathrooms / sleeps 10

3

from £148 / night

£1,034 / week

Kissimmee holiday villa accommodation

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

12

Responds fast! avg. 1 hour 15 minutes

from £104 / night

£725 - £923 / week

Bungalow rental in Kissimmee

Kissimmee bungalow

4 bedrooms / 2 bathrooms / sleeps 8

25

Responds fast! avg. 35 minutes

from £116 / night

£765 - £826 / week

Villa rental in Kissimmee

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

18

Responds fast! avg. 2 hours 18 minutes

from £90 / night

£624 / week

Holiday villa with shared pool, golf nearby in Orange Lake Resort

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

3

from £196 / night

£1,374 / week

Villa rental in Kissimmee with golf nearby

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 14

13

from £148 / night

£983 - £1,712 / week

Emerald Isle Kissimmee holiday villa rental

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

36

from £144 / night

£974 - £1,203 / week

Holiday villa in Doral Woods

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

29

Responds fast! avg. 52 minutes

from £114 / night

£796 - £1,048 / week

Apartment rental in Kissimmee with shared pool

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 6

10

from £80 / night

£560 / week

Kissimmee holiday villa rental

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 14

10

Responds fast! avg. 44 minutes

from £197 / night

£1,377 / week

Viewing 40 of 19,023
rentals in Kissimmee

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Kissimmee holidays

Just south of Disney World in north-central Florida, Kissimmee is a fun, family-style resort town with an unbeatable range of recreation and entertainment options. While most people come here to visit the Magic Kingdom, there are dozens of other ways to enjoy a holiday in this upbeat city. From go-kart racing and miniature golf to water parks and adventure sports, Kissimmee offers family-oriented activities to suit any taste. With its favourably warm and balmy climate, it's no surprise that Kissimmee is a popular destination for many American families throughout the year.

Fun in the sun is the name of the game, yet Kissimmee, FL, also offers great nightlife options, appropriate for the whole family. Every Saturday night in Old Town Kissimmee, there is a classic car cruise through the city streets, accompanied by a live band. Kissimmee is also famous for its dinner theatres, where you can see a Broadway-style performance or a trick horse show while dining. When it comes to food, the dining options are myriad. There are Spanish, Italian, and Japanese restaurants in Kissimmee, in addition to a huge selection of classic American joints, perfect for the kids.

Amongst Kissimmee's greatest attractions:

-Walt Disney World: The world's most popular theme park is Kissimmee's most famous attraction, drawing huge crowds every day of the year.

-Universal Studios Florida: Universal Studios' theme park is dedicated to blockbuster movies, like Harry Potter and Jurassic Park, with plenty of rides, restaurants, and live shows.

-Gatorland: Named after Florida's most famous reptile, Gatorland is a giant animal theme park with lots of wildlife, especially alligators.

-The Holy Land Experience: This theme park recreates the world at the time that Jesus lived, including shows and events with Bible themes.

-Titanic The Experience: This theme park recreates the experience of being on the Titanic.

-Aquatica: SeaWorld's large aquatic park offers amusement rides, an aquarium, and live animal shows.

-Lake Tohopekaliga: One of the Kissimmee Chain of Lakes, the giant Lake Toho is the place to head for fishing and water sports in Kissimmee.

As many seasoned Kissimmee visitors know, renting a house can be the most comfortable option when travelling with a family. Accommodating the whole crew, a big rental home or condo gives you lots of private space, while still providing easy access to the regional theme parks. Within the town of Kissimmee, there are plenty of holiday rentals near Disney World, including luxurious villas or large houses with multiple bedrooms, modern entertainment systems, and private pools.

Top Destination reviews

Lake View Villa, WiFi, and Pool
Just wonderful!

Really lovely villa with everything you could ever need. Didn't want to come home!! Thanks for an amazing stay. X … see more
Paradise Found Kissimee Rental
Amazing villa close to all parks

We have just spent two weeks in this beautiful villa. There was 6 adults and an 11 year old. The villa is very spacious and has everything you need. The view from the pool is amazing so nice waking up to that view everything we will definitely miss that. The villa is close to all the parks and plenty of restaurants and supermarkets in the area. The host was very accommodating too nothing too much trouble thank you very much . We will definitely be back.see more
Lovely Mango Keys Home includes WiFi and Hot Tub
Great location and features

Can't fault this condo, pictures tell the tale well, probably a bit more space than what you imagine. Four of us and no issues with hot water for showers. Iron and kettle were dead when we arrived but replaced immediately. WiFi perfect. Only negative was the hot tub was not heated which was a let down, we did report it but nothing done, was looking forward to some relief for my back and legs after long days out and about.see more
Belleair
Another wonderful vacation

We have stayed here many times before, and it always feels like being home from the very first minute. Our family and all of our friends who have joined us love the villa, the large pool and deck and the beautiful and peaceful view on the lake. The house is equiped for a lot of people and has everything you need for a large group. It is spacious and beautifully decorated. Thank you Iain, for all your advice and for assisting us. It is always a pleasure to get in touch with you! We can't wait to be back next year.see more
Amazing Disney Condo, Pool & Hot tub Onsite
Clean, comfortable & convenient

We’ve just spent over a week in this accommodation and it has been perfect. It’s convenient for the parks and shopping areas but on a quiet gated estate for those days of relaxation. It is situated on the third floor but that didn’t bother us, even after a full day on our feet. Everything you could need is available from towels to ice packs and tin opener to hairdryer. The 3 bedrooms are spacious and the sofa is very comfortable. The well equipped kitchen is perfect if you wish to cook and the dishwasher, washing machine and tumble dryer are also very handy. I would definitely recommend this apartment and would look to book again for our next visit to Florida.see more
Robson's Retreat, Relaxing Vacation Home with a Ba
Fantastic Holiday Villa

We've just come back from a fantastic 2 weeks staying in this villa. The villa is very clean and tidy and has everything you could wish for. This was our 3rd time staying in Cumbrian Lakes & is the perfect location, close to outlets, shops & 20 mins to theme parks. The owners are very helpful and a pleasure to communicate with, they helped us with everything & even gave us a phone call when we arrived at the villa to check everything was ok for us. Great villa & great owners to deal with i will be recommending to family & friends in the future & hope to return one day.see more

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