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
Villas in Windward Cay
Distances to the Attractions
Nearby Villa Communities
Walt Disney World Resort and the Lake Buena Vista area are very much one in the same. This is the area south-east of the Walt Disney World Resort - towards Kissimmee. Rental communities here are more established and offer vacation villas in a great location, especially with the array of nearby restaurants, shops, WalMart, Publix and Target supermarkets. There is also all the crazy golf you can handle! For an evening with a difference, the Medieval Times dinner show (with knights and horses) is very close by.

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

3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Barbecue
• Games Room
• Lake Views
• Disney Springs 7.6 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 per night
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 not be better. Free hi-speed internet and TV package.

Copy 28.308213, -81.472160 and search...

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

10 - 24 December 2022 — FREE Welcome Pack
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Wi-Fi
• Lake Views
• Disney Springs 7.6 miles
Private Pool Spa / Hot Tub Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £79 per night
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 Cay development. The pool area is the perfect spot to relax in the sun or enjoy a barbecue or al...

#186  Florida Lets A Dream! With Internet

3 - 10 December 2022 — FREE Welcome Pack
3 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 per night
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, Disney World being a mere 15 minutes drive away)

(Our homes are 'pet free' due to own...

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

4 Bedrooms, sleeps 8
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £68 per night
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 on hand to help you in any way they can.
We cannot take bookings for less than 7 nights.

#113  Splendid 3 Bed Villa On Windward Cay

★ LATE DEAL ★ — 28 August 2022 - 29 September 2022 — FREE Welcome Pack
3 Bedrooms, sleeps 6
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 per night
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 ensuite with door leading from the bathroom to the pool deck, the main bedroom also has a Queen size bed and patio doors leading to the pool deck. Our villa Sleeps 6.

We offer a great home with a great service and have many repeat guests.

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

★ LATE DEAL ★ — 8 - 14 September 2022 — Short Break Deal
4 Bedrooms, sleeps 10
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £78 per night
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, Universal Studios to Sea World and so much more!

We are close to local Restaurants and Shopping...

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

3 Bedrooms, sleeps 6
• 2 Bathrooms
• Private Pool
• Wi-Fi
• Barbecue
• Lake Views
• Disney Springs 7.6 miles
Private Pool Wi-Fi Internet Barbecue Grill Wheelchair Accessible Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £86 per night
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....
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