Orlando Florida Holiday Accommodation Rental Homes – Apartments - Pool Homes Villas, Condos, Beach Homes, Townhomes Resorts with Suites, Villas and Apartments

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Kissimmee, Orlando, Florida

The Kissimmee area has a number of established and popular communities offering Holiday Rental 'home-away-from-home' self-catering accommodation including Condos, Apartments, Townhouses and Homes with screened-in private swimming pool. Many of the locations offer on-site leisure amenities. The Kissimmee area is on Disney World Orlando's doorstep and the Maingate Entrance is situated on the famous Highway 192 strip, with its multiple of shopping, restaurants, fast food outlets, pubs and entertainment activities. To view all properties in the Kissimmee area search for 'Kissimmee' or drill down to one of the Kissimmee communities.




Kissimmee Overview


Kissimmee is a very popular Orlando holiday area, situated next door to Walt Disney World Resort Orlando Florida, offering a vast choice of self-catering accommodation. Kissimmee is packed with a diverse tourism of attractions, shops, restaurants and night time entertainment - including the Old Town Shopping, Dining and Entertainment Attraction - plus a multitude of leisure amenities. Major attractions include Walt Disney World Resort theme parks The Magic Kingdom at Disney World, Epcot Center, Hollywood Studios Florida and Animal Kingdom. Evening entertainment includes Medieval Times and Capone's dinner shows. NB: The Disney Maingate Area in Kissimmee is located near to the Interstate 4 East/West Junction and is the start of the drive to the actual Disney Theme Park Entrances for the parking lots and ticket gates and is around 2 miles in distance. The Lake Buena Vista Resort Area including Downtown Disney with its shopping, dining and cutting edge entertainment in one fun-filled location is adjacent to Kissimmee and is easily accessed off Highway 192.


Kissimmee Amenities


Kissimmee has an endless 'things-to-do' list! Relaxing, invigorating, stimulating, breathtaking - there's plenty of things to do in Kissimmee with attractions and activities in every direction. Look to the sky and soar high above Central Florida in a hot air balloon. Fly around the water on a thrilling airboat ride that introduces you to Florida nature and maybe even a real live alligator. Or just play it cool with water park adventures for more family fun. Shopping malls, fast food outlets, great restaurants, championship golf courses, festivals, dancing and nightlife. Kissimmee is truly a gateway to fun.

  • Water Sports
  • Action Packed!
  • Kid Friendly!
  • Near Disney
  • Fun Galore!
  • Homes with Pool

Kissimmee Rental Types and Size


  • 1 Bed - Apartment - Sleeps 4 -
  • 2 Bed - Apartment - Sleeps 6 -
  • 3 Bed - Apartment - Sleeps 8 -
  • 3 Bed - Townhouse - Sleeps 8 -
  • 3 Bed - Townhouse with Private Pool - Sleeps 8 -
  • 3 Bed - Home with Private Pool - Sleeps 8 -
  • 4 Bed - Home with Private Pool - Sleeps 10 -
  • 5 Bed - Home with Private Pool - Sleeps 12 -
  • 6 Bed - Home with Private Pool - Sleeps 14 -
  • 7 Bed - Home with Private Pool - Sleeps 16 -

View all our Kissimmee Rental Properties


Where is Kissimmee



Kissimmee, Orlando, Florida, USA



Kissimmee Quick FAQs


Are the properties bookable online ?
Yes, all properties can be booked online, securely using Paypal. Please note that some properties have 'instant' confirmation and others are 'on request'.
Can I make a booking by telephone ?
Yes, just call us on our Freephone Telephone no: 0800 180 4889 and we will be pleased to help you.
How do I book a Holiday Rental ?
All properties can be booked, or requested, online. Payments are secure using Paypal (NB: You do not have to be registered to use Paypal) or by telephone. We accept most major credit and debit cards – there is a small fee of 2.9% to cover the cost of processing bank fees. The deposit to make a definite booking is 20% or full payment if the arrival date is within 8 weeks. If the availability status of a property shows as 'On Request' you may process your online booking without a payment and we will verify availability prior to your payment being made
Who are Deal-A-Trip Holiday Rentals ?
Deal-A-Trip Holiday Rentals is operated by Destination America who have offered Holiday Rental Accommodation in Florida for over 25 years – with Orlando the main destination. See our website at www.destinationamerica.co.uk
Are the properties vetted and checked ?
All properties are thoroughly checked over by us direct or through the local property management agents to establish that all information is accurate. All properties are Owner Verified
Can I rely on the availability of a property ?
Yes. Most property calendars are 'live' and maintained bang up to date. Each property shows as one of these: Up to date (Live), On Request or the date of the last update
What is included in the Rental Rate ?
The rental of the property, taxes and local fees. Optional Extras may be offered during the booking process. The property is checked and prepared prior to your arrival and cleaned after the departure of each guest by the management company with linens and towels changed - this is included in the rates. There is nothing else to pay with regard to the property rental unless otherwise stated
What is in each property as standard ?
Properties are air-conditioned throughout, fully equipped and furnished for 'home-away-from-home' living up to the maximum number of persons allowed for; main TV with cable in the lounge, usually one in the Master Bedroom and often in each bedroom. The kitchen with come complete with utensils and crockery, fridge, freezer, electric stove, microwave oven, toaster, coffee-maker and most will have a dishwasher. There will be a change of linen and towels. The laundry area will have washer, dryer, iron and ironing board, hoover. Some properties will have infant/baby equipment included. Many properties will have many additional features and amenities available. Exceptions will be clearly stated
What should we take with us that may not be in the property ?
All properties are fully equipped for 'home-away-from-home' living with everything – including the kitchen sink! The one item we do recommend taking is 'beach or pool' towels – they will not be in the property. Also take into account that as for all self-catering rentals only the most basic of personal or kitchen items will be in the property – so an early trip to the supermarket is called for. Each Bathroom should have a hair dryer
Is smoking permitted in the property ?
The majority of rental properties now have a non-smoking policy, there are few exceptions
What are the Check-in and Check-Out Times ?
Check-in is from 4pm on / Check-out is by 10am


Kissimmee Customer Reviews


John

John

(England)

Windsor at Westside Resort Kissimmee Orlando 4 Bed 3 Bath Townhouse enclosed patio with private pool
This house is right across from the main clubhouse pool so we went almost every day. Reviewed on 07-02-2020

Best rental process EVER. Checking in an out was a breeze. This house is right across from the main clubhouse pool so we went almost every day. The house was spacious, clean, and very comfortable. We felt at home!

Comment(Top Tip):-

Check-in Date: 13-05-2019

Rating:

Robert

Robert

(England)

Windsor at Westside Resort Kissimmee Orlando 4 Bed 3 Bath Townhouse enclosed patio with private pool
Home was beautiful and comfortable. Lots of room for a family of 8.Reviewed on 07-02-2020

Home was beautiful and comfortable. Lots of room for a family of 8.

Comment(Top Tip):-

Check-in Date: 19-12-2019

Rating:

Maria

Maria

(England)

Windsor at Westside Resort Kissimmee Orlando 5 Bed 4 Bath Townhouse enclosed patio with private pool
We had a wonderful time on windsor@westside the town house was spotless thankyou so much.Reviewed on 24-09-2019

Hi Kym, we had a wonderful time on windsor@westside the town house was spotless thankyou so much for all your help We are wanting to go next year could you give me a couple of quotes on a 5 bedroom villa on windsor @Westside please the provisional dates are 11 august for 21 night Kind regards Maria x

Comment(Top Tip):- We are planning to book early for next Summer to secure the best House for us.

Check-in Date: 28-08-2019

Rating:

Jennifer & Family

Jennifer & Family

(Hull, Massachusetts)

Storey Lake Resort Kissimmee Orlando 5 Bed 4 Bath Townhouse enclosed patio with private pool
Btw the property in Storey Lake is beautiful. It’s perfect. Reviewed on 17-12-2017

Hi Kym, It was great speaking with you. I cannot thank you enough for all your help. You have been amazing. I know it hasn’t been easy and yet you have found us amazing properties. If it will make it easier, for the final 3 days if you have a place that doesn’t have a pool or has a hot tub instead, that will be perfectly fine. Btw the property in Storey Lake is beautiful. It’s perfect. Thank you again. Hope you have a wonderful weekend. Kind regards, Jenn

Comment(Top Tip):- I cannot thank you enough for all your help. You have been amazing. I know it hasn’t been easy and yet you have found us amazing properties.

Check-in Date: 15-12-2017

Rating:

Sidraima

Sidraima

(USA)

Cumbrian Lakes Kissimmee Orlando Florida 6 Bed 5 Bath Rental Home, swimming pool, spa and lakeview
Perfect!Reviewed on 27-08-2016

It was a nice clean house, perfect situated and easy to get to... very close to 192 rd... and close to some parks... Beautiful front view..

Comment(Top Tip):- Close to Parks and 192

Check-in Date: 28-07-2016

Rating:

Michel

Michel

(Spain)

Windsor Palms Resort Kissimmee Orlando Florida 3 Bed 2 Bath Ground floor Holiday Rental Apartment
PerfectReviewed on 23-08-2016

The house is exactly as published on the site offers all the comfort and items to stay, well located, clean. When we had questions, we were served quickly.

Comment(Top Tip):- Well located for the Parks.

Check-in Date: 22-03-2016

Rating:

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