Windley Key Villa

Why Choose Rent By Owner for your Windley Key Villa?

What makes our Villa special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Windley Key

When should you plan your Villa stay?

Choosing the right time to vacation here can enhance your experience, as the best seasons in Windley Key, Florida, USA, often align with pleasant weather and local events that make this destination truly enjoyable.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this destination experiences high demand as visitors seek to escape colder climates, making it an excellent time to secure a villa for your stay.

Average Temperature Daytime: 75°F - Nighttime: 65°F
spring
Spring (March to May)

Spring draws many travelers with pleasant weather and blooming scenery, offering ideal conditions for enjoying a villa here during your vacation.

Average Temperature Daytime: 80°F - Nighttime: 68°F

Off-Season Highlights

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Summer (June to August)

The summer season tends to be less crowded, providing a more relaxed atmosphere for booking a villa and exploring the region at your own pace.

Average Temperature Daytime: 88°F - Nighttime: 75°F
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Fall (September to November)

Autumn offers cooler temperatures and fewer visitors, making it an ideal time to enjoy your villa while experiencing the area's natural beauty without the peak-season crowds.

Average Temperature Daytime: 82°F - Nighttime: 70°F

Weekly Weather Forecast for Windley Key

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor swimming pools available at many villas in this destination, perfect for relaxing under the sun.
  • Take advantage of spacious patios or decks that offer a great spot for outdoor dining and entertaining.
  • Benefit from lush gardens or landscaped yards that provide private outdoor spaces for leisure and play.
  • Make use of barbecue grills or outdoor kitchens to enhance your al fresco meals while enjoying the warm climate.
  • Explore nearby tranquil walking or biking paths that are accessible directly from select properties.
  • Relax in hammocks or lounge chairs set up in your outdoor space, ideal for soaking up the sunshine.
  • Utilize shared outdoor amenities such as tennis courts or volleyball areas often found within resort-style villa communities here.
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Family Activities

  • Coral Castle Museum: Explore this unique attraction where your family can marvel at intricate sculptures and learn about the fascinating history behind this regional landmark.
  • John Pennekamp Coral Reef State Park: Spend a day discovering vibrant marine life through snorkeling or glass-bottom boat tours in this popular destination for outdoor adventures.
  • Everglades National Park: Experience an exciting airboat tour to see diverse wildlife and enjoy the natural beauty that makes this park a top outdoor activity spot in the region.
  • Key Largo Community Park: Enjoy family-friendly amenities like playgrounds, picnic areas, and walking trails perfect for relaxed afternoons in this scenic park nearby your stay.
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Adult Activities

  • Snorkeling and Diving: Explore the vibrant underwater world just off the coast, where you can enjoy snorkeling and diving experiences in the clear waters of the region.
  • Fishing Charters: Embark on a fishing adventure tailored to your preferences, with local charters offering deep-sea and reef fishing experiences.
  • Kayaking and Paddleboarding: Discover the scenic waterways and mangroves by renting kayaks or paddleboards, immersing yourself in the area's natural beauty.
  • Eco Tours and Nature Walks: Join guided eco tours to explore the region’s unique ecosystems and observe local wildlife in their natural habitats.

Other Places to Stay in Windley Key, FL

Windley Key Fossil Reef Geological State Park
Theater of the Sea

Windley Key Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities in Advance: Take some time to research local leisure options and outdoor adventures to maximize your experience here, ensuring you make the most of your stay in this vibrant destination.
  • Choose a Prime Location: When selecting your accommodation, opt for a property close to key attractions and conveniences to enjoy effortless access and more quality time during your visit.
  • Explore Local Dining Options: Discover the area's culinary scene by visiting nearby restaurants and cafes-this allows you to indulge in authentic flavors while minimizing travel time.
  • Take Advantage of Water-Based Activities: Given the region's beautiful waterways, engaging in boating or fishing can enhance your trip and provide memorable experiences right from your villa doorstep.

Transportation Options

  • Rental Car Services: Major rental companies operate here, offering convenient access to explore the area and its scenic surroundings at your own pace.
  • Public Transit: Local buses provide an affordable and reliable way to get around, connecting you easily to key destinations within this region.
  • Private Taxi and Ride-Sharing: Popular ride-sharing apps and taxi services are readily available, ensuring comfortable transportation for short trips or airport transfers.
  • Airport Shuttles: Transportation services from nearby airports simplify your arrival and departure, making your stay seamless from start to finish.

Local Customs Options

  • Respect for Marine Life: When exploring the waters around this destination, it’s customary to observe local guidelines to protect the vibrant marine ecosystems.
  • Celebration of Local Festivals: Participating in regional festivals is a cherished tradition that reflects the area's rich cultural heritage and community spirit.
  • Casual Dress Code: Visitors typically adopt a relaxed style suitable for the warm climate, especially when attending local gatherings or dining out.
  • Environmental Preservation: There is a strong emphasis on eco-friendly practices, encouraging guests to minimize their environmental impact while enjoying their stay here.

Frequently Asked Questions About Windley Key Rental Villas

2. How many Villas are available in Windley Key?

Currently, the total number of properties listed by RBO in 2026 is over 36 in the Windley Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Windley Key. 

3. What is the cancellation policy for villas in Windley Key, Florida?

Cancellation policies vary depending on the specific villa listing. You should review the individual property's terms and conditions or contact the owner directly to understand the options available for cancellations and any potential fees.

4. Are there any specific requirements or restrictions when booking a villa in this area?

Each villa may have its own set of requirements or restrictions, such as minimum stay durations or occupancy limits. It is best to refer to the listing details or reach out to the property owner for verification before booking.

5. How do I know if the villa has the amenities I need during my stay?

All amenities offered by the villa are typically listed in the property description. For clarification or special requests, contacting the owner directly ensures your needs are met prior to booking.

6. Is it possible to modify or extend my villa reservation after booking?

Modification or extension policies depend on the individual villa’s terms. Contact the owner promptly to discuss any changes, as they can provide guidance based on availability and their policies.

7. What should I do in case of an emergency or issue during my stay?

In case of emergencies or issues, you should contact the property owner or local management immediately. Contact information is usually provided in your booking confirmation or on the property listing.

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