★ Newer gated community with communal pool and sports courts
★ Quick route to Walt Disney World Resort, Seaworld and Premium Outlets via SR535
★ Straightforward route to Universal Studios via Interstate 4
★ Walmart and Publix supermarkets very close by on SR535
★ Varied selection of restaurants nearby on US192 and SR535
When searching for villas available between specific dates, then an estimated price for your stay will be shown. Where no dates are selected, then the lowest nightly rate for each villa 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.
Sort Villas:
Villas per Page:
Villas near to Compass Bay
These villas are located near to Compass Bay, so you will still have the same familiar local shops, restaurants and routes to the attractions.
#153 Beautiful Florida holiday home with private south facing pool & spa
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.
We hold a TripAdvisor Certificate of Excellance for 2017, 2018 and 2019
#101 Very Private Pool Area - Shops, Bars, Outlets in walking distance - Disney 5 mins - 300Mb Wi-Fi
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 storey vacation Florida villa. With almost 1500sqft of air-conditioned tiled living areas and carpeted...
#130 4 Bedroom Villa with South-Facing Private Pool and Wi-Fi
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.
#102 40ft Pool with Spa * Lakeside Views * Local Bars and Shops * 500Mb+ Wi-Fi * Premium Cable *
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 find in any rental home and offering excellent value for money, why settle for second best.
#234 Attractive 3Bed Vacation Home 36’ SOUTH facing Pool
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,...
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 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.
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)
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 does sometimes rain in Florida!
Winter Haven enjoys a prime location within Lake Berkley resort,...
#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, there is a 24/7 monitored alarm system for your additional security and a safe to guard your valuables....
#160 SOUTH FACING, 5 BEDROOMS, 3 BATHROOMS, GAMESROOM, LAKE VIEW, GATED COMMUNITY, KISSIMMEE
Welcome to “Hibiscus On The Lake” our 5 bedrooms villa with south facing pool/spa giving a stunning, uninterrupted view of the largest lake on Lake Berkley resort. Being one of only seven villas with this south facing view you can be assured when the sun is shining it will be on you, great to relax, enjoy and listen to nature and watch wildlife from the pool deck. If you still want to enjoy the outdoor sun but fancy some shade the lanai is ideal for alfresco dining with picturesque views. The large pool deck hosts a private pool, hot tub and lanai with sun loungers,...
#482 4 bed villa with 'South' facing pool in Windward Cay & WIFI
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...
#144 BrightwaterVilla spacious lakeside home at beautiful gated / guarded Lake Berkley
BrightwaterVilla
Our spacious 5 bedroom, 4 bathroom, lakeside home in an oasis of calm off Highway 192 in Kissimmee within walking distance of Medieval Times, WalMart. 7.8 miles to Disney.
We sleep 10 in comfort. 11th guest charged at $25 / £20 per night including taxes. 11th guest is accommodated on a sofabed in upstairs open plan den; or we have 2 travel cots / cribs for infants.
We are baby and toddler friendly. Bed side guard, stair gate, 2 high chairs, 2 good quality reclining buggies / strollers with hoods.
Downstairs and upstairs lake and pool facing...
#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 not be better. Free hi-speed internet and TV package.
Copy 28.308213, -81.472160 and search...
Remove Search Filters to see more villas
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.