★ Straightforward route to Walt Disney World Resort, Seaworld and Premium Outlets via SR535
★ Straightforward route to Universal Studios via Interstate 4
★ WalMart and shops very close by on US192
★ Varied selection of restaurants nearby on US192 and SR535
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Villa #393 - Pictures & Details
Availability Calendar
Rates / Prices
Rental Details
Guest Reviews (6)
Windward Cay
Luxury 3 bedroom, 2 bathroom villa with private south facing lakeside pool
Lakeside Dream is a luxury, very secluded villa with heated pool and large south facing deck area in a prime position on the charming and tranquil Windward Cay development. The villa is on a sizeable plot set back from the lake which is very private. It is a perfect short-term holiday home which is ideal for couples or for an average sized family with older children.
This spacious villa has a large open plan living/dining and kitchen area. It is fully air conditioned, there is a 24/7 monitored alarm system for your additional security and a safe to guard your valuables. A secure hi-speed wireless (100mb) Internet connection is available free of charge.
Often referred to as a ‘hidden jewel in Kissimmee's crown', Windward Cay is a popular and well established community in a tranquil, pleasant and peaceful location set amongst pine trees and lakes in the heart of a conservation area.
Windward Cay is conveniently located in Central Kissimmee just to the south of the action packed Highway 192 with its vast range of shopping outlets, restaurants, pubs, leisure amenities and entertainment, with Disney's Main Entrance around a 15 minute drive to the West. There is a huge Walmart Superstore only a few minutes walk to the East.
Windward Cay is also in easy reach of 'Sea World', 'Aquatica', ‘Universal Studios', 'Islands of Adventure', 'the Wizarding World of Harry Potter', and 'Gator Land'.
Spacious warm and welcoming open plan sitting room
Fully equipped kitchen
Dining area with sliding patio doors
Living Room
As you walk in through the front door you enter into the living room, which is very spacious, warm and welcoming. Here you will find two very comfortable sofas and a single fully reclining chair in which you can sit back and watch cable TV or a DVD on the 55” wide screen full HDMI TV. Alternatively, you can just relax or curl up with a book, or enjoy a quiet conversation after a busy day.
The air conditioning system (providing cold air in the summer and warm air in the winter) is controlled from a thermostat in the living room, and there is also a ceiling fan for those very hot days in July and August.
Kitchen and Dining Area
The villa has a modern, fully equipped kitchen which has every major appliance, including a microwave, a very large upright fridge-freezer, a dishwasher, electric kettle, coffee maker, toaster and a waste disposal unit.
One of the two inter connected house telephone handsets is located in the kitchen adjacent to the dining area.
The dining area, which is adjacent to the living room on one side and the open-plan kitchen on the other, is furnished with a table and 6 chairs. The lighting above the table has a dimmer control and there is a standard lamp to provide alternative lighting.
A sliding patio door leads to the pool deck where there is a large round table and 6 chairs for dining al fresco.
The Master Bedroom is located at the rear of the villa and looks out across the lake through a double French window that provides direct access to the pool area. The Master bedroom has a queen bed with bedside cabinets, table lamps, a dressing table with a large mirror, chest of drawers and a large walk in closet, which houses a floor mounted safe to store your valuables.
The second telephone handset is located in the Master Bedroom.
There is also has a ceiling fan to complement the air conditioning system during the hot summer nights.
Although close enough to the rest of the house to be aware of the others in your party, it is annexed sufficiently for you to be able to retreat in total privacy.
There is an en-suite shower room and toilet for your private use and there is also a single-door access to the pool deck from the shower room area. It is ideal for a late night swim when other family members are fast asleep elsewhere in the villa! This bedroom comes equipped with cable TV and DVD/VCR.
Bedroom 2
Bedroom 2 is a double room located at the front of the house. It has a queen bed with bedside cabinets, table lamps, a dressing table with a large mirror and a chest of drawers.
It also has cable TV and DVD/VCR.
Bedroom 3
Bedroom 3 is also located at the front of the house. It has two twin beds with bedside cabinets, table lamps, a dressing table with a large mirror, a chest of drawers, and cable TV.
Large south facing secluded pool deck area and tranquil lakeside location
Beautiful pool deck area
Secluded south facing lakeside location
Large pool deck area with dining area
South Facing Pool Deck
The pool has a very large screened deck which includes a dining lanai/porch area with shade umbrella, table and chairs as eating out in the open air by the pool side is a well established Florida tradition. There are 4 full length sun loungers available and also a clothes drying rack.
There is an electric pool heater which is an optional extra and is usually required from November to April. It maintains the water temperature at approximately 29C/84F during the cooler winter days. Both the pool and the deck area can be lit at night.
The view from the pool is particularly stunning as the rear of the villa faces south and is only 10 metres from the edge of a beautiful tranquil lake. Pine trees beyond combine to make this a particularly pleasing outlook.
The lake is full of fish and turtles and it attracts all kinds of other wildlife, including numerous species of birds; especially, during the migrating season.
All towels and bed linen are provided - there is a large stock of towels of various different sizes available for use indoors as well as a selection of beach towels for use on the pool deck.
There is an industrial size washing machine and tumble dryer which is located in an alcove opposite the bathroom.
Both bathrooms have a hairdryer provided (remember that USA uses the 110v electrical power system so none of your electrical appliances, except perhaps phone chargers, will work). An iron and ironing board are also provided.
There is a telephone in the kitchen area with a second handset located in the master bedroom. Calls are free throughout the USA and Canada.
Free secure, high speed wireless internet is provided.
An alarm system is fitted to the villa to offer enhanced security.
A safe is available to protect your valuables.
A portable BBQ is available for use on the grass outside the pool deck area.
The calendar shows which dates are available in the villa (and can be booked). Held dates are bookings which are yet to be confirmed, so these may become available. Where this villa looks ideal for your Florida vacation and your dates are available, ensure you contact the owner to confirm the price.
Below are the rates for renting this villa (not per person). Stays of more than 7 nights will be priced on a pro-rata nightly basis. For stays of less than 7 nights or for dates where prices are not yet released, please enquire for prices. Disney Orlando Villas does not charge a website service fee (like some other villa websites), so you get the villa at the best price.
2023 April 24 - June 14
£650 per week†
2023 June 15 - August 27
£750 per week†
2023 August 28 - December 13
£650 per week†
2023 December 14 - January 6 2024
£850 per week†
2024 January 7 - 31
£650 per week†
2024 February 1 - March 21
£750 per week†
2024 Easter
£850 per week†
2024 April 22 - June 13
£650 per week†
2024 June 14 - August 25
£750 per week†
2024 August 26 - December 12
£650 per week†
2024 December 13 - January 6 2025
£850 per week†
2025 January 7 - 31
£650 per week†
2025 February 1 - March 21
£750 per week†
2025 Easter
£850 per week†
2025 April 22 - June 13
£650 per week†
2025 June 14 - August 25
£750 per week†
2025 August 26 - December 12
£650 per week†
2025 December 13 - January 6 2026
£850 per week†
A '†' alongside denotes the price is inclusive of local taxes, whilst '+ tax' means local taxes at 13.5% must be added to this price. It is common to quote US Dollar prices net of local taxes. To confirm a price, simply submit your details on the Villa Enquiry form.
All villas listed on Disney Orlando Villas are privately owned, with bookings made under the owner's terms and conditions. Below are more details associated with booking this vacation villa e.g. deposit, check-in times, pool heating etc... Where you are interested in booking this villa, send an enquiry to the owners. For more details on renting a villa, view the Renting Villas FAQs.
14 nights minimum stay in July/August and over Christmas/New Year and Easter;
7 nights minimum stay during the remainder of the year;
£110 cleaning charge for bookings of 10 nights or less;
Monthly rates available on request for January, February and March;
Sales Tax (7.5%) and Tourist Tax (6%) is not included;
20% non refundable deposit payable on booking;
Balance to be paid 8 weeks before date of arrival;
Refundable £200 security deposit to be paid with balance.
Payment by BACS transfer or cheque;
Electric pool heating available (recommended November - April) 29C/84F:
- £150 for 1 week;
- £280 for 2 weeks;
- £360 for 3 weeks.
Below are reviews and testimonials from guests who have previously stayed in this vacation villa.
"Great location
Excellent condition
Brilliant owner to deal with
Highly recommended
What more can I say, other than when are we going back?"
Allen Wise October 2019
"We count ourselves fortunate to have been able to stay for a second time in this superb villa. Hard to believe how close you are to the sights yet you can sit out on the pool deck, overlooking the lake and trees, and not hear, or even see a thing apart from the wildlife. Truly amazing and relaxing. Extremely well appointed with everything you need for a short or long stay. The pool was perfect and kept in order with the weekly maintenance visits and the grounds around the villa and the the neighbouring house were well maintained. The house is very secure with its own alarm system and monitoring.
The information pack we received just before we left the UK was incredibly detailed and far exceeded anything we have had before on any of our other rentals.
The only issue we now have is that it’s becoming so difficult to rebook given its popularity! So if your dates are available don't hang around because you can guarantee they won't be there for long – because we will book them!"
Previous Guest
"Everything about this villa was amazing including the owners.
Location, setting, facilities, condition of the villa and cleanliness, all amazing.
Very easy to book and nothing too much trouble.
We hope to return as we had a great holiday there and didn't want to leave!
If we can find a vacancy space in the future we will definitely return. I am not surprised how quickly this place gets booked up.
Thanks for sharing your beautiful villa with us.
Highly recommended."
Cath April 2018
"We found Lakeside Dream through extensive research and we were not disappointed! The villa is perfectly positioned with easy access to both local shops and restaurants, and is only a short drive from Disney. Having stayed in other villas locally, the best element was the superb lakeside location which meant we were not as over looked as with previous villas and offered a fantastic view of the peaceful lake! Spending the early evening watching the wildlife whilst cooling off in the pool was a great way to unwind. The pool area was very clean and clearly well looked after.
The villa itself was comfortable, spotless and incredibly well stocked. The kitchen amenities meant the villa was a real home from home, with everything you could possibly need, and there were plenty of towels/extra bedding if required.
The owner made himself available to contact should we require anything and was always incredibly quick to respond to any questions we had.
Thank you David for a great stay."
Kate March 2018
"Everything you read about this villa is true.
David was so helpful and nothing was a problem replying to any questions we had.
We had a late flight back to the UK David said no problem we could check out later in the afternoon with no extra costs.
Location was great just a short drive off the 192 very close to everything.
Thank you David.
Call you next year
Glenn & Steph"
Glenn Edwards May 2018
"My wife and I stayed at ‘Lakeside Dream’ for the first time in September 2017. We checked the photos before we booked, but on arrival we were taken aback because the photos did not do it justice as this villa is ‘wow’ factor. You have the sun all day, the pool is great and the lakeside location is peaceful and tranquil, with the wildlife a pleasure to observe.
The owner, David, is very friendly and caring as we were there when Hurricane Irma hit. He was always ringing to see how we were, and trying to make sure we were safe. He continued to give us up to date information on the storm which was very much appreciated.
We have been coming to Kissimmee since 1989 and have seen many villas in our time but none to match this little gem. We have booked four more trips there, the last one as far ahead as 2020 just to make sure there is availability. We would book further in advance if we could.
This is a fantastic villa and all that visit there will go back again that's a promise."
Mark Kerrigan
Windward Cay, Lake Buena Vista / US192
A small development of varying sized villas just off highway US192 near to Medieval times. Windward Cay overlooks a conservation area and offers easy access to the nearby WalMart supercenter, along with many restaurants and shops on US192. Being in such a fantastic location, the Walt Disney World Resort parks are equally accessible, along with Seaworld, Universal Studios and the International Drive area using Interstate 4.
For golfers, Windward Cay provides an equally fantastic location for your visit with a number of excellent courses in the area. From Hunter's Creek in the east to Celebration in the west, all are easily accessible through back-door routes.
With Windward Cay being located between the north side of Poinciana Boulevard and US192 , there is the expected array of shops, restaurants, supermarkets and bars. Nearby restaurants include Chili's, Olive Garden, Applebee's, McDonald's, Wendys, TGI Fridays, Bob Evans, Smokey Bones and even the Medieval Times and Capone's dinner shows. Travel a little further towards the new 'Loop' complex (off Osceola Parkway) and expect even more shops, a JC Penneys department store and more great restaurants. For those everyday essentials, there is the local WalMart near Medieval Time), Super Target and Publix all within very easy reach.
For walking off those evening meals, visit one of the many gift shops or themed crazy golf courses dotted along US192, towards Kissimmee. Alternatively, head towards the lights and sounds that Downtown Disney has to offer - from Marketplace shops, a cinema, Planet Hollywood, Pleasure Island nightspot and many more nighttime attractions.
Check Price for My Stay
Check the price for renting this villa. The price is calculated from the nightly rates, so may not include promotional or longer stay discounts. Depending on optional extras e.g. pool heating, the price may increase. Please refer to the Rental Details section for more information.
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When booking this villa, it should be possible to pay by bank transfer or cheque. Where indicated, payment may also be possible by credit card or PayPal. Always check with the owner, as some payment methods may incur fees.
14 recent enquiries, with the latest sent on Monday, 5 June 2023
Viewed 114 times in the past few days
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Disney Orlando Villas has been helping visitors to the Walt Disney World area book luxury holiday villas for many years. We go beyond what other websites offer and pride ourselves on the information we provide about both the villas and the local area. To enquire about booking this villa, click ‘Enquire about booking this Villa’ and enter your details. You can also contact the owners of similar villas or shortlist villas to help you compare availability, facilities, amenities and pricing. Disney Orlando Villas respects your privacy and will never make your details available to third-parties. All holiday villas listed on Disney Orlando Villas are privately owned, with bookings made directly with the owner. However, if you have a question or concern about using this website then please contact the Disney Orlando Villas team.