Windward Cay Villas

Shops Nearby Restaurants Nearby
★ 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
Staying Here...
Driving Distances
Local Map & Nearby Facilities

#387  'Lakeside Haven' South Facing Pool, Spa and Stunning Lakeside Views

Private Pool
Spa / Hot Tub
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
360° Video Tour
Shops Nearby
Restaurants Nearby
Rent this villa from £68 per night
3 Bedrooms, sleeps 6
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Disney Springs 7.6 miles
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...

#234  Attractive 3Bed Vacation Home 36’ SOUTH facing Pool

Private Pool
Spa / Hot Tub
Wi-Fi Internet
Games Room
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £70 per night
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Games Room
• Lake Views
• Disney Springs 7.6 miles
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 addittional) and a games room, this home enjoys a tranquil woodland location on the Windward...

#208  Florida Villa Dreams Come True! With internet.

Private Pool
Wi-Fi Internet
Barbecue Grill
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £64 per night
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 7.6 miles
Windward Cay, Kissimmee, Orlando, Florida

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.

#186  Florida Lets A Dream! With Internet

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £64 per night
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
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,...

#130  4 Bedroom Villa with South-Facing Private Pool and Wi-Fi

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent 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...

#123  Our Spacious 3 Bed Villa Located on Windward Cay

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £64 per night
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
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.

#117  Luxury 4 Bed 3.5 Bath Villa with Private Pool and Games Room

Private Pool
Wi-Fi Internet
Games Room
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £93 per night
4 Bedrooms, sleeps 8
• 3.5 Bathrooms
• Private Pool
• Wi-Fi
• Games Room
• Disney Springs 7.6 miles
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.

#113  Splendid 3 Bed Villa On Windward Cay

Private Pool
Wi-Fi Internet
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £64 per night
3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
This 3-bedroom, 2-bathroom vacation home is in the heart of Kissimmee is the perfect vacation home for your family to enjoy.

Executive Villa in the quiet and prestigious Windward Cay development.

The property is fully air-conditioned and has a fully fitted kitchen recently refurbished with granite worktop.

with a large ensuite with door leading from the bathroom to the pool deck, the main bedroom also has a King size bed and patio doors leading to the pool deck. Our villa Sleeps 6.

#482  4 bed villa with 'South' facing pool in Windward Cay & WIFI

Private Pool
Wi-Fi Internet
Games Room
Barbecue Grill
Cot and Stroller
Shops Nearby
Restaurants Nearby
Rent this villa from £70 per night
4 Bedrooms, sleeps 10
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Games Room
• Disney Springs 7.6 miles
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,...

#393  Luxury 3 bedroom, 2 bathroom villa with private south facing lakeside pool

Private Pool
Wi-Fi Internet
Barbecue Grill
Wheelchair Accessible
Shops Nearby
Restaurants Nearby
Rent this villa from £71 per night
3 Bedrooms, sleeps 6
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Lake Views
• Disney Springs 7.6 miles
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,...
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