Book the Best Places to Stay in Windley Key

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Windley Key

Property Image From $462
         

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10.0 (19 Reviews)
House
  • 4004 ft² House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $674
         

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9.8 (66 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Property Image From $400
         

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9.6 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $495
         

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9.5 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Windley Key

Over 801+ Luxury Places to Stay in or Near Windley Key
Property Image From $16,123
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $3,453
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Property Image From $2,989
         

10.0 (2 Reviews)
House
  • 3196 ft² House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $2,716
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Windley Key

Over 590+ Top-Rated Vacation Rentals with a Pool in or Near Windley Key
Property Image From $639
         

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10.0 (154 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Property Image From $354
         

Pet-Friendly Vacation Rentals in Windley Key

Over 257+ Pet-Friendly Vacation Rentals in or Near Windley Key
Property Image From $348
         

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8.7 (1439 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $189
         

New
Hotel
  • 1582 ft² Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $160
         

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8.0 (1008 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $649
         

Property Image From $269
         

10.0 (109 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $536
         

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8.0 (846 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Windley Key

Over 120+ Large Vacation Homes & Villas in or Near Windley Key
Property Image From $180
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $325
         

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10.0 (14 Reviews)
Villa
  • 667 ft² Villa
  • Air Conditioner
  • Parking
  • TV
Property Image From $1,099
         

New
Apartment
  • Air Conditioner
  • Parking
  • View

Wheelchair Accessible Vacation Homes in Windley Key

Over 217+ Wheelchair Accessible Vacation Homes in or Near Windley Key
Property Image From $378
         

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7.7 (340 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $192
         

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9.2 (1216 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Property Image From $183
         

New
House
  • Air Conditioner
  • Parking
  • View
Property Image From $795
         

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9.4 (18 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Windley Key Varoom and Airbnb Places to Stay Under $200

Over 66+ Windley Key Varoom and Airbnb Places to Stay Under $200
Property Image From $197
         

New
House
  • Air Conditioner
  • Parking
  • View
Property Image From $133
         

10.0 (9 Reviews)
Condo
  • 1001 ft² Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From $130
         

9.4 (192 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $192
         

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New
House
  • Air Conditioner
  • Parking
  • View
Property Image From $188
         

New
House
  • Air Conditioner
  • Parking
  • View

Instantly Bookable Vacation Homes in Windley Key

Over 366+ Instantly Bookable Vacation Homes in or Near Windley Key
Property Image From $338
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $1,041
         

10.0 (50 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Windley Key Vacation Rentals

With more than 810 Windley Key vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Bettertrips 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 Windley Key.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips Windley Key, 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 Windley Key. Places to stay near Windley Key are 758.55 ft² on average, with prices averaging $727 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in Windley Key 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 Windley Key

Type Count
Vacation Homes 523
Holiday Apartments 74
Hotels with Suites 73
Villas 38
Resorts 29
Others 13
Cottages 9

Use these Quick Filters to Find a Vacation Rental in Windley Key

Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips 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 Windley Key.

Weather in Windley Key

View the weather forecast for Windley Key before booking your Windley Key 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