Windward Cay Hotels, Resorts, and Rentals
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5 Star Hotels in Windward Cay & Windward Cay Luxury Resorts
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Best Hotels in Windward Cay & Best Resorts
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Cheap Hotels in Windward Cay, Discounts, & Deals
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Hotels Near Windward Cay & Other Nearby Resorts
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Windward Cay Vacation Rentals, Villas, & Hotel Suites
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Pet Friendly Hotels in Windward Cay
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Windward Cay Resorts and All Inclusive Hotels
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Last Minute Hotel Deals, Rentals, & Hotels Tonight
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Book a Last Minute Place to Stay in Windward Cay
About Windward Cay Vacation Rentals
There are more than 14504 places to stay in Windward Cay that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windward Cay.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windward Cay, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windward Cay. Places to stay near Windward Cay are 1556.99 ft² on average, with prices averaging GB £270 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windward Cay with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windward Cay
Type | Count |
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Vacation Homes | 9237 |
Holiday Apartments | 1697 |
Villas | 1687 |
Cottages | 56 |
Ski Chalet Rentals | 17 |
Others | 11 |
B&B | 8 |
Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Windward Cay
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★ Pro Tip: Hotala.uk has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windward Cay.
Weather in Windward Cay, FL
View the weather forecast for Windward Cay before booking your Windward Cay Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Windward Cay?
What are the top hotels or resorts in Windward Cay?
You have a lot of choices in or near Windward Cay. If you need a hotel in the Windward Cay area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windward Cay:
- Park all day, recharge in style- 10min to Disney, clean, revamped w/resort pool
- Close to Disney Pet Friendly Resort Amenities
- AMAZING BELLA VIDA RESORT 270BD-5 BEDROOMS - 5 BATHROOMS - 10 GUESTS- LAKE VIEW
- Hotel Style comfortable beds 🛏️
- 1BD/Kissimmee! - Four Miles from Disney's Magic Kingdom!
- WhyWorry? Book Wyndham Orlando Star Island/2BR Lockoff 5 to 14 nts
- Family Vacation Room with 2 DBL Beds Near Must-see Attractions
- Celebration Suites - 2 Miles from Disney - For 6
- It is located 15 minutes from Disney
- Kissimmee Impeccable Room with 2 Double Beds & Tennis Court
How many vacation rentals have private pools in Windward Cay?
There are 6516 accommodation options with private pools in or near Windward Cay. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:
- Top 5 percent Luxury Villa at Storey Lake mins to Disney
- FREE Waterpark! NEW 5BR w/Private Pool- Storey Lake! (4984WA)
- Family 4BR w Private Pool near Disney Parks
- Relaxing Pool Hm with Game Room 4Bed 3Bath
Which hotel or resort in Windward Cay is best for families?
If you are looking for a family-friendly hotel, resort, or vacation home in Windward Cay, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Windward Cay:
- VERANDA PALMS 2600TW - CLOSE TO DISNEY AND UNIVERSAL - AMAZING HOME
- Cozy 4BR Home Near Disney | Private Pool for the Perfect Escape
- Wonderful Apt Hotel with Pool in Kissimmee 2
How many hotels, resorts, or rentals are available in Windward Cay?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 14504 in the Windward Cay area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windward Cay.