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

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6,167 Holiday homes

Holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Family trip” This was a wonderful trip and the house was magnificent. My family felt very at home and the pool was wonderful after a long hot day at the park.

from £134 / night

£937 / week

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Holiday condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect for family fun” After a tumultuous journey, arriving at midnight after a unplanned Icelandic stopover, we were more than happy to find a clean,comfortable, spacious and well equipped apartment. Ideal location for all theme parks - only 30 minutes max to Universal/Wet and Wild (furthest away), 15 minutes to Disneyworld and about an hours drive to the west coast of Florida. A 24 hour pharmacy/grocery store on the doorstep, five minute drive to a huge Walmart, and walking distance to several restaurants to suit all budgets from cheap as chips Cracker Barrel to medium priced but great value Longhorns. Although we were too busy to take full advantage of the clubhouse and swimming pool regularly, it was welcoming and arranges things such as a Halloween kids party. Quiet in the evenings with a small patio area to enjoy a beer in the evenings. Big comfortable bed in the double, equally comfortable twin rooms with both being en-suite. TV in both bedrooms and main living room. Wifi and free local/international phone calls - invaluable for looking up restaurant/event numbers and making bookings. Frankly, the price paid for staying here is an absolute steal and if ever we plan to return to Florida, we really will have no need to look further than re-booking here.

from £75 / night

£521 / week

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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.

from £121 / night

£831 - £1,031 / week

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Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

from £102 / night

£711 - £798 / week

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Holiday home with swimming pool in Oak Island Cove

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Great location for a brilliant price!” Just returned from this villa on Sunday and we had a great time. The location is really good (20 minutes to Disney and 30 minutes to Universal) and the villa is about a 20-30 minute walk from shops, restaurants, etc, so while the location is quiet, you can still get out in the evening for a bite to eat in the area. The villa itself is looking a bit dated but I think this is reflected in the price, which is way below anything I priced up for villas of a similar size. Although the villa has everything you need for a great family holiday, we did have a few niggles, which I will feedback to the owner directly, but nothing which spoilt our stay in Orlando. Communication with the owner (Paul) before we left was very good, and instructions for accessing the villa were very clear (though we struggled to follow the maps and got lost en-route from the airport!!). The pool is brilliant, the Jacuzzi is huge but just be aware that it gets very warm in the garage where the games room is located and some of the bedrooms didn't appear to have air conditioning and the fans didn't really circulate the air in the rooms. Having said that, we were always so tired from busy days, we never had any trouble falling asleep!!

from £126 / night

£859 / week

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Kissimmee holiday home rental

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from £225 / night

£1,573 / week

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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,

from £85 / night

£642 - £922 / week

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Holiday villa with golf nearby in Cumbrian Lakes

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £99 / night

£690 / week

1 / 21

Holiday condo with shared pool, golf nearby in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £86 / night

£598 / week

1 / 17

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!

from £144 / night

£630 / week

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Holiday villa in Doral Woods

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £139 / night

£968 - £1,357 / week

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Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £109 / night

£745 - £859 / week

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Holiday villa with swimming pool in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Spring Break” Had a wonderful Spring break at this well maintained 6 bedroom home. The weather was a nice, early taste of summer. We did have a problem with the garbage disposal put the management company fixed it quickly. I think the cleaning service could do a little bit better we found some items from previous renters under the beds, and earrings in the carpet. Not a big deal but for neat-freaks it was noticeable. I would definitely stay there again, great location.

from £167 / night

£1,163 / week

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Lake Berkley holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £204 / night

£1,505 / week

1 / 28

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £115 / night

£687 / week

1 / 90

Holiday villa in Kissimmee

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £134 / night

£936 / week

1 / 19

Emerald Isle Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £149 / night

£1,144 / week

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Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £155 / night

£1,082 / week

1 / 28

Kissimmee holiday villa rental

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“Amazing Stay” Could not recommend this place enough, leaving a review on behalf of my father in law Philip Kirk who booked. 10/10 -close to the parks, easy drive and lovely location. Made some amazing memories here with our family, plenty of room, clean , comfortable, outside facilities where fabulous too. We hope to come back in 2022 with my side of the family! x

from £176 / night

£945 - £1,343 / week

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Holiday townhouse with shared pool in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £85 / night

£592 - £718 / week

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Holiday villa letting

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £114 / night

£794 / week

1 / 33

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“An excellent holiday with fantastic accommodation.” Our family stayed here whilst holidaying in Orlando this year, and the accommodation was absolutely superb. The location is not too far from all the Disney/Universal and Seaworld attractions and also easy access to routes to the east coast (Kennedy space center). All amenities at the villa were spot on, with the pool being both big enough for adults and safe enough for children, with the added bonus that there are water toys for the children located in the garage, and the pool itself is secluded. The property itself is in a beautiful estate, which we walked around as it was scenic and all the residents were so cheerful and helpful, (with the added bonus of a state trooper living right across the street). The local eateries are clean and cheap, with great service. We thoroughly recommend this villa and will definately be staying here again. Thank you for making our holiday that extra special, we look forward to coming next year.

from £149 / night

£733 - £745 / week

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Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

from £180 / night

£1,256 / week

1 / 113

Holiday townhouse in Kissimmee

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £133 / night

£807 - £1,481 / week

1 / 20

Holiday apartment in Kissimmee

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £91 / night

£617 / week

1 / 7

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £100 / night

£693 / week

1 / 40

Kissimmee holiday villa rental

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from £119 / night

£831 - £974 / week

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Holiday villa letting

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Holiday treat for our Grandchildren” This was a special treat for our 4 teenage grandchildren,trip to Disney Florida.The holiday was off to a good start when we arrived at the villa,it exceeded our expectations and was clean and very well equipped with all you could require for a lovely holiday.The Grandchildren really enjoyed the pool and the lovely view of the lake, they were very excited on seeing the alligator in the lake,this made their day .The games room was also a big hit after coming back from the parks in the evening. The villa has it all tranquility and amenities after your days out. We all enjoyed our holiday and hope to come back sometime in the future. Thank you Sharon for sharing your lovely villa with us.

from £143 / night

£997 / week

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Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“I would return to this villa anytime” location was great, attractions within easy reach, restaurants and shops within easy reach, very clean villa with plenty of everything, pool was clean and inviting, loved it.

from £109 / night

£762 - £802 / week

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Holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £76 / night

£532 / week

1 / 20

Holiday condo in Kissimmee

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from £94 / night

£613 - £854 / week

1 / 16

Holiday home in Kissimmee

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

from £333 / night

£2,326 / week

1 / 58

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £171 / night

£1,196 / week

1 / 15

Kissimmee holiday townhouse rental

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £119 / night

£760 / week

1 / 36

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £470 / night

£2,753 / week

1 / 32

Bungalow rental in Kissimmee

Kissimmee bungalow

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £138 / night

£893 / week

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Kissimmee holiday home rental

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £95 / night

£569 - £910 / week

1 / 15

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect location” Me & my family stayed here in Sep. The location was perfect for getting to Disney & Publix supermarket and various eating places along the 192. The villa was plenty big enough for the 6 of us & so relaxing to come back to after a day at the parks! It was lovely to overlook the lake at the back & watch the ducks, unfortunately did not spot any gators!!! The pool area was great & had lots of fun. It really did feel like home from home. We hope to get back to Florida soon & would love to stay here again. The communication with the Wenner family was excellent. This really was a lovey villa to stay in. Great memories made here.

from £138 / night

£864 / week

1 / 54

Townhouse rental in Kissimmee

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £91 / night

£632 / week

1 / 92

Holiday villa in Kissimmee

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £90 / night

£619 / week

1 / 22

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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 Berkley Holiday Villa with FREE pool heating.
Kissimmee villa

The villa was perfect, well equipped, great location and spotless clean! Check in was no fuss and the pool was heated as promised, will definitely use again and highly recommended. … see more
villanirvana
Had a great stay

We have just returned from our stay, we had a lovely time. Tor has been fantastic! We had to reschedule last year due to COVID-19, the date for a refund had passed but Tor let us rebook at no cost. The house was lovely and had everything we needed for a comfortable stay. Walks along Shingle Creek from the house and a good location for everything else. Thanks Tor!see more
BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.
Great place for a Florida trip

As a frequent Florida visitor and previous house owner this is a wonderful house to stay. The house are ideal for families with a separate Master bedroom and the other four bedrooms two and two with bathrooms. The house are well maintained and tasteful decorated. Best part are the pool area facing a small lake with sun from dusk till dawn. Close to Disney and most Orlando attractions within a hour’s drive. Owners are quick to reply Will for sure recommend to friends and family and will return see more
5 Miles from Disney, Amazing Rental Home in Kissimmee
!!!Excellent stay highly recommend!!!

I was very surprised about how clean and very well decorated the home was. My family of 5 was very happy with the facility. The upgrades that were put in place was very noticeable. There was car seats and strollers to use that were very handy during our stay. We highly recommend to anyone that wants to stay in Orlando. Very close to Disney and other attractions. Food and general entertainment is very close. We will definitely look to stay again when we return.see more
Pluto's Pad Lindfields, Stunning Villa in a Great
Second time at this villa

Have stayed at this villa before so knew it was suitable. Had a problem with the internet initially but got sorted. Everything you need is here, even down to someone putting our bins out for us before we had chance and also putting them away. Nice neighbours maybe ? Nice area, we always prefer to stay Lindfields. Back again in October :) Yay :)see more
Villa Linton - Beautiful Florida Home with Themed Bedrooms
Perfect Villa for 3 families.

Located just off the 192 road in Kisimee, Orlando approx 30 minutes from Disney Parcs. Excellent villa with separate seating areas which was really good for kids on their iPads allowing adults to watch tv. House was well equipped and spacious. Pool was lovely and warm ( we did pay extra for heating) and Jacuzzi very relaxing. Everything we needed from a holiday home.see more

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