Search for your perfect Florida vacation villa by availability, number of bedrooms, location and specific requirements. All villas are within a 30-minute drive of Walt Disney World Resort. Save villas to your shortlist to compare villa amenities, location and price.
★ Gated Community
★ Straightforward route to Walt Disney World Resort, Seaworld and Premium Outlets via SR535
★ Straightforward route to Universal Studios via Interstate 4
★ Walmart and Publix supermarkets nearby on SR535
★ Varied selection of restaurants nearby on US192 and SR535
Where you have searched for available dates and rates have been released, then an estimated price for the dates will be shown. Where no dates are selected, then a lowest nightly rate will be shown. These prices are for renting the villa (not per person) and will include local Florida taxes but will exclude any discounts or optional extras e.g. pool heating.
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#153 Beautiful Florida holiday home with private south facing pool & spa
★ LATE DEAL ★ — 26 April 2021 - 31 May 2021 — FREE Pool Heating
Beautiful Florida holiday home with private south facing 30’x18’ pool & spa, located in the quiet gated community of The Hamlets. Just off highway 192 in Kissimmee, it is only a few minutes drive to hundreds of shops, restaurants & attractions and some are even within walking distance. Our home is just a short drive to Disney Maingate & Sea World.. The villa is beautifully furnished to the highest standards with themed rooms for children.
Villas near to The Hamlets
These villas are located near to
The Hamlets, so you will still have the same familiar local shops, restaurants and routes to the attractions.
#387 'Lakeside Haven' South Facing Pool, Spa and Stunning Lakeside Views
Our homely and beautiful fully air conditioned private villa with fabulous lakeside views is located on a fantastic large plot in the beautiful and peaceful community of Windward Cay’the hidden jewel of Kissimmee’ situated less than half a mile from the 192 with all the shops and restaurants you could wish for. With the excitement and thrill of the Disney Parks just seven miles away, Sea World only ten miles and Universal only thirteen miles the location could...
#208 Florida Villa Dreams Come True! With internet.
12 July 2021 - 12 September 2021 — FREE Welcome Pack
Our Superior, well appointed detached 3 bedroom villas, ideally situated on a small private development of only 144 homes, located on Windward Cay which is a premium location, to enjoying a relaxed, peaceful setting, yet so close to the attraction packed Highway 192, with its vast choice of shops, restaurants and entertainment. The 192 also provides easy access to Orlando’s main attractions, Disney World being a mere 15 minutes drive away.
#207 Spacious Villa with Private South Facing Pool * Live English Soccer *
Being located just around the corner from Walt Disney World Resort, the Lake Buena Vista area, Indian Wells and our Blue Moon villa offer everything you could possibly want from a visit to Orlando.
Our 3 bedroom / 2 bathroom vacation villa has a fantastic south facing pool, premium TV channels for the evening, laundry facilities and is within walking distances of restaurants, bars and even a WalMart!
Some of the reasons why you would want to rent our vacation home:
#144 BrightwaterVilla spacious lakeside home at beautiful gated / guarded Lake Berkley
Windward Cay, Kissimmee, Orlando, Florida. Just off the 192 at 'Marker 14'
One of 3 of our superior, well appointed detached villas, all 3 bedrooms that sleep up to 8 guests. Our villas are ideally situated on a small private development a premium location, enjoying a relaxed, peaceful setting, and yet so close to the attraction packed Highway 192, with its vast choice of shops, restaurants and entertainment. (The 192 also provides easy access to Orlando’s main attractions,...
#102 40ft Pool with Spa * Lakeside Views * 250Mb+ Wi-Fi * Premium Cable TV *
Spacious, excellently equipped, huge 40ft pool, spa and lakeside views.
Disney under 5 mins, Seaworld and International Drive 10 mins. Also, what other community boasts shops, bars, Walmart and factory outlets all within walking distance?
Located in the Lake Buena Vista area, Indian Wells is recognised as the closest rental community to the attractions and means you have more time at the parks and not sat in traffic. With the largest pool you are likely to...
#482 4 bed villa with 'South' facing pool in Windward Cay & WIFI
12 July 2021 - 10 September 2021 — FREE Welcome Pack
We are looking forward to welcoming you to our Villa...
Let us tell you about
Windward Cay and our 4 bed villa with South facing pool that can accommodate between 10 and 12 guest depending on how sleeping arrangements are made, allowing two familys to share a Florida vacation together..
The surounding area. Windward Cay is located Just off the Highway 192 at Mile ‘Marker 14’ Windward Cay is nearby to all of the major Orlando attractions, Walt Disney World,...
#113 Splendid 3 Bed Villa On Windward Cay
10 July 2021 - 10 September 2021 — FREE Welcome Pack
Our development Windward Cay is located at 'Marker 14' Just of the Highway '192', which is minutes from supermarkets and restaurants, our 3 bedroom villa has been furnished to make a lovely relaxing home from home but only 15 minutes away is the magical Disney area. At the back of our villa is a large pool and decking area, useful if different age guests are wanting a dip in the pool while others relax, or those who are sun seekers in the Florida sun.
Homely luxury, an over-sized fully-fenced private pool and FREE ultra-fast 250Mb+ Wi-Fi.
Disney 5 minutes, Seaworld 10 minutes and Universal Studios under 20 minutes. Indian Wells is the closest villa community to the parks, attractions, Premium Outlets and International Drive. There is even a WalMart within walking distance!
Set in a peaceful location on the edge of Indian Wells and overlooking woodland, our villa: Elegant is a 3 bedroom, 2 bathroom single...
We extend a warm invitation to you and your family, to enjoy the delights of our luxurious 5 bedroom (2 en-suite masters), 4 Bathroom Executive Lake View home with the added bonuses of a games room, private screened pool and a lanai.
Our beautiful, spacious and inviting home has been professionally furnished and is comprehensibly equipped with everything that you would require for the perfect vacation - even down to an umbrella! Yes it...
#234 Attractive 3Bed Vacation Home 36’ SOUTH facing Pool
12 July 2021 - 10 September 2022 — FREE Welcome Pack
Windward Cay Kissimmee - Hidden Jewel Of Kissimmee
This Stunning 3-bedroom, 2-bathroom vacation home in the heart of Kissimmee is the perfect vacation home for your family to enjoy a wonderful holiday in the Florida sunshine, and explore the many attractions and theme parks in and around Orlando.
With generously sized bedrooms, a south-facing pool with a spa pool (Pool heat additional) and a games room, this home enjoys a tranquil woodland location on the Windward...
#454 Affordable Luxury 3.5 mi from Disney! Sparkling, Private Pool- 3 bdrms/ sleeps 8
Welcome and thank you for checking us out! We are so excited for you to experience the many positive changes that have occurred in the last few months.
While short term vacation rentals were closed per the Governor's orders, we took the opportunity to-
1.) Deep clean and sanitize the home....and going forward, you can be assured that between each stay, we are taking even greater precautions to ensure the home is clean and ready for your enjoyment and safety.
#393 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,...
#130 4 Bedroom Villa with South-Facing Private Pool and Wi-Fi
Book this villa From £68 per night
4 Bedrooms, sleeps 8
• 2 Bathrooms • Private Pool • Wi-Fi • Disney Springs 7.6 miles
Thank you for your interest in our Villa in Kissimmee Florida.
The villa is situated on a small, quiet residential estate just off Highway 192, with all it"s shops and restaurants. Close to Disney, Universal Studios, Seaworld and Gatorland
All linen and towels are provided. The villa is fully air conditioned.
Walmart is a few minutes away, where you can buy almost anything, including attraction tickets at a slightly reduced rate
We have a local management company...
#117 Luxury 4 Bed 3.5 Bath Villa with Private Pool and Games Room
Camelot is a beautiful executive villa set in a very private location backing onto a conservation area. It is only a 10 minutes drive from Disney, and there are plenty of shops and restaurants within a short distance (all along Highway 192).
Free Wi-fi, Local and International Telephone Calls, Monitored Security Alarm and safe
Pool is not overlooked at all and offers complete privacy - enjoy amazing sunsets from the pool deck.
Shortlisting a is the easiest way to compare specific villas for availability, location, amenities and price. Saving a villa to your shortlist will not contact the owners, so for more information on renting the villa, you still need to send an enquiry.