Guidefororlando - Vacation Rentals in Windward Cay

Property Image From $151
         

Property Image From $100
         

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New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From $218
         

10.0 (111 Reviews)
Apartment
  • 1689 ft² Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $640
         

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10.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Property Image From $150
         

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7.4 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Windward Cay

Over 10000+ Luxury Places to Stay in or Near Windward Cay
Property Image From $14,976
         

New
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $14,234
         

New
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $14,234
         

New
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $5,900
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $5,900
         

Property Image From $5,900
         

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8.3 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Windward Cay

Over 10000+ Top-Rated Vacation Rentals with a Pool in or Near Windward Cay
Property Image From $311
         

Pet-Friendly Vacation Rentals in Windward Cay

Over 1994+ Pet-Friendly Vacation Rentals in or Near Windward Cay
Property Image From $133
         

9.6 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $216
         

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7.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $195
         

10.0 (5 Reviews)
House
  • 1899 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $323
         

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8.4 (2991 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $114
         

9.8 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $139
         

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9.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $221
         

8.2 (47 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $113
         

4.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Windward Cay

Over 9483+ Large Vacation Homes & Villas in or Near Windward Cay
Property Image From $332
         

9.1 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $289
         

10.0 (56 Reviews)
House
  • 3080 ft² House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $970
         

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10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Pool
  • TV
Property Image From $233
         

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8.4 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $156
         

8.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Child Friendly

Wheelchair Accessible Vacation Homes in Windward Cay

Over 1608+ Wheelchair Accessible Vacation Homes in or Near Windward Cay
Property Image From $182
         

Property Image From $474
         

Property Image From $349
         

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4.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $168
         

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1.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $249
         

8.6 (15 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Windward Cay Varoom and Airbnb Places to Stay Under $200

Over 5101+ Windward Cay Varoom and Airbnb Places to Stay Under $200
Property Image From $138
         

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9.1 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $163
         

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10.0 (72 Reviews)
Apartment
  • 1420 ft² Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $140
         

10.0 (1 Review)
Apartment
  • Pool
  • Wheelchair Accessible
  • Accessibility
Property Image From $86
         

5.2 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Windward Cay

Over 9332+ Instantly Bookable Vacation Homes in or Near Windward Cay
Property Image From $249
         

Property Image From $450
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $220
         

9.6 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $317
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Windward Cay Vacation Rentals

With more than 16920 Windward Cay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Guidefororlando and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windward Cay.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Guidefororlando Windward Cay, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windward Cay. Places to stay near Windward Cay are 1611.73 ft² on average, with prices averaging $359 a night.

Guidefororlando makes it easy and safe to find and compare vacation rentals in Windward Cay with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windward Cay

Type Count
Vacation Homes 10608
Villas 2213
Holiday Apartments 2145
Hotels with Suites 233
Resorts 161
Cottages 58
Ski Chalet Rentals 17
Others 11
B&B 8
Hostels 3
Cabin Rentals 2

Use these Quick Filters to Find a Vacation Rental in Windward Cay

Pro Tip: Guidefororlando makes it easy to compare the best listings on Guidefororlando homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Guidefororlando homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windward Cay.

Weather in Windward Cay

View the weather forecast for Windward Cay before booking your Windward Cay Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Windward Cay, FL