Villas near to Windward Cay
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Villas near to Windward Cay

Listing Villas in:
Kissimmee
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US192 / Lake Buena Vista
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Windward Cay
Windward Cay
Shops Nearby Restaurants Nearby
Windward Cay
★ Walmart and shops close by on US192
★ Restaurants nearby on US192
★ Lake Buena Vista Factory Stores and Premium Outlets (10-25 mins)
★ Walt Disney World Resort (10-25 mins), Seaworld (25-40 mins) and Universal Studios (25-55 mins)
Read about staying in Windward Cay...

When you're searching for specific dates and rates are available, then an estimated price to book will be shown alongside each villa. Where you've not selected dates, then the lowest nightly rate for the villa will be shown. These prices are for renting the villa (not per person) and inclusive of local taxes but will exclude any discounts or optional extras e.g. pool heating. Where you find an ideal villa for your Florida holiday, simply send an enquiry direct to the owner of the villa. They will confirm the price, answer any questions you may have about the villa and help you book.

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#234  Attractive 3 Bed Vacation Home - '36ft' SOUTH facing Pool with Lake view

Kissimmee
12 December 2024 - 1 February 2025 — FREE Welcome Pack
3 Bed Villa sleeps 8. Private Pool with Spa / Hot Tub.
3 Bedrooms, sleeps 8
(51 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Lake Views
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Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £100 per night
😎🤩 10+ Bookings for this villa through website
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 Lap-pool with a spa pool (Pool heat additional), 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 fresco snack,...

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

Kissimmee
3 Bed Villa sleeps 6. Private Pool with Spa / Hot Tub. Games Room.
3 Bedrooms, sleeps 6
(14 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Barbecue
• Games Room
• Lake Views
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Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Barbecue Grill Cot and Stroller 360° Video Tour Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £100 per night
😎🤩😍 20+ Bookings for this villa through website
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...

#113  Splendid 3 Bed Villa On Windward Cay

Kissimmee
3 Bed Villa sleeps 6. Private Pool.
3 Bedrooms, sleeps 6
(46 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
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Private Pool Ownership Verified Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £100 per night
😎🤩😍 20+ Bookings for this villa through website
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 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

Kissimmee
4 Bed Villa sleeps 10. Private Pool.
4 Bedrooms, sleeps 10
(18 Guest Reviews)
• 1 Ensuite, 1 Double and 2 Twin
• 2 Bathrooms
• Private Pool
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Private Pool Ownership Verified Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £100 per night
😎 5+ Bookings for this villa through website
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 &...

#186  Florida Lets A Dream! With WIFI

Kissimmee
3 Bed Villa sleeps 8. Private Pool.
3 Bedrooms, sleeps 8
(63 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
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Private Pool Ownership Verified Wi-Fi Internet Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
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From £100 per night
😎🤩😍 20+ Bookings for this villa through website
Windward Cay, Kissimmee, Orlando, Florida. Just off the 192 at 'Marker 14'

One of 4 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...
Villas near to Windward Cay
These villas are located near to Windward Cay, so you will still have the same supermarkets, restaurants and routes to the attractions.

#101  Very Private Pool Area - Shops, Bars, Outlets in walking distance - Disney 5 mins - Wi-Fi

Kissimmee
3 Bed Villa sleeps 6. Private Pool.
3 Bedrooms, sleeps 6
(56 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Barbecue
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Private Pool Ownership Verified Wi-Fi Internet Barbecue Grill Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
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From £95 / US$150 per night
😎🤩😍 20+ Bookings for this villa through website
Homely luxury, an over-sized fully-fenced private pool and FREE ultra-fast 250Mb+ Wi-Fi.

Disney 10 minutes, Seaworld 10 minutes and Universal Studios 20 minutes. Indian Wells is the closest villa community to the parks, attractions, Premium Outlets and International Drive. There is even a Walmart and Publix supermarket 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 storey vacation Florida villa. With almost 1500sqft of air-conditioned tiled living...

#153  Beautiful Florida holiday home with private south facing pool & spa

Kissimmee
5 Bed Villa sleeps 10. Private Pool with Spa / Hot Tub. Games Room.
5 Bedrooms, sleeps 10
(44 Guest Reviews)
• 2 Ensuite, 1 Double and 2 Twin
• 3 Bathrooms
• Private Pool with Spa / Hot Tub
• Games Room
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Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Games Room Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Gated Community Payment accepted in Sterling Payment accepted in US Dollars
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From £114 / US$171 per night
😎🤩😍 20+ Bookings for this villa through website
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.

#102  40ft Pool with Spa * Lakeside Views * Local Bars and Shops * 400Mb+ Wi-Fi *

Kissimmee
3 Bed Villa sleeps 6. Private Pool with Spa / Hot Tub.
3 Bedrooms, sleeps 6
(62 Guest Reviews)
• 1 Ensuite, 1 Double and 1 Twin
• 2 Bathrooms
• Private Pool with Spa / Hot Tub
• Lake Views
Compare My Shortlisted Villas
Private Pool Spa / Hot Tub Ownership Verified Wi-Fi Internet Cot and Stroller Wheelchair Accessible Shops Nearby Restaurants Nearby Community / Resort Pool Tennis / Sports Courts Payment accepted in Sterling Payment accepted in US Dollars
Book this villa
From £100 / US$155 per night
😎🤩😍 20+ Bookings for this villa through website
Spacious, excellently equipped, huge 40ft pool, spa and lakeside views.

Disney 10 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 find in any rental home and offering excellent value for money, why settle for second best.

#502  4 Bed / 3 Bath, Sleeps 8 - South Facing Private Pool - Games Room

Kissimmee
8 September 2024 - 10 October 2024  ★  PRICES REDUCED  ★  LATE DEAL  ★
4 Bed Villa sleeps 8. Private Pool. Games Room.
4 Bedrooms, sleeps 8
(15 Guest Reviews)
• 1 Ensuite, 2 Double and 1 Twin
• 2 Bathrooms
• Private Pool
• Barbecue
• Games Room
Compare My Shortlisted Villas
Private Pool Ownership Verified Wi-Fi Internet Computer or Laptop Games Room Barbecue Grill Cot and Stroller Shops Nearby Restaurants Nearby Payment accepted in Sterling
Book this villa
From £121 per night
🏡 Newly advertised villa
We have owned villas in Florida for over 20 years.

Creekside is a very quiet estate at the end of Bass road so no through traffic.

Luxury 4 bedroom/ 2 bath villa with a fully fenced garden, south facing private pool and games room.

Perfect location for all the theme parks including Disney.
Shortlist villas to compare availability, location, amenities and price. Adding a villa to your shortlist will not contact the owners of a villa, so for more details or to book it, remember to send an enquiry.
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