Find hotels in Windley Key, FL from $109

Top reasons to visit Windley Key

• Stunning Oceanfront Properties: Enjoy beautiful beachfront accommodations perfect for relaxation and adventure.
• Outdoor Activities: Engage in thrilling dive trips, explore marinas, and visit state parks for family-friendly fun.
• Cultural Experiences: Discover the rich history at Windley Key Fossil Reef and nearby attractions.
• Charming Neighborhoods: Stroll through welcoming communities ideal for romantic outings and family adventures.
• Vibrant Local Scene: Experience music nights and shopping, offering a lively atmosphere for all visitors.

Find great hotels near Windley Key

Discover the charm of Windley Key, Florida, where a variety of hotel accommodations await to enhance your vacation experience. From family-friendly resorts to adventurous hotels, you'll find the perfect spot to unwind and explore the beauty of the Florida Keys. Whether you're seeking thrilling activities, stunning beaches, or a relaxing getaway, Windley Key has the ideal lodging options to make your stay unforgettable.

• Amara Cay Resort: Amara Cay Resort is a charming 3.5-star property with a guest rating of 8.8, designed for those seeking a beach and adventure getaway. Located 5 miles from Windley Key, this resort offers direct beach access and a plethora of adventure sports, including snorkeling and kayaking right on-site. The pet-friendly atmosphere allows furry friends to join in on the fun, with amenities like food and water bowls provided. With activities such as hiking, biking, and fishing available nearby, guests can enjoy a perfect mix of relaxation and adventure during their stay.
• Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort: With a 3-star rating and a guest rating of 9.0, Three Waters Resort is only 1 mile from Windley Key and ideal for families looking for a beach vacation. This resort features direct access to the beach and a variety of on-site adventure options, including personal watercraft and pedal boating. Family-friendly amenities such as free cribs and an arcade game room ensure that children will have a blast, while parents can unwind knowing their little ones are entertained in a safe environment.
• Cheeca Lodge & Spa: Cheeca Lodge & Spa boasts a 4-star rating and an impressive guest rating of 9.2, making it a premier choice for travelers seeking a luxurious beach and golf-themed experience. Situated 4 miles from Windley Key, this resort features direct beach access and a renowned golf course. Guests can indulge in a range of activities, from relaxing spa treatments to engaging in a round of golf, all while enjoying stunning views and the tranquil ambiance of the Florida Keys.

Where to stay near Windley Key

Windley Key, nestled near Islamorada, offers an idyllic escape for families and adventurers alike. With its stunning oceanfront and beachfront properties, this island paradise is perfect for relaxed getaways. Explore the charming neighborhoods that boast a welcoming atmosphere, ideal for romantic strolls and fun family outings. Experience the friendly locals and the natural beauty that make Windley Key a must-visit destination for anyone seeking sun, sand, and serenity.

• Islamorada: Known as the Village of Islands, Islamorada is a picturesque destination that offers stunning views and a laid-back island vibe. Located in the heart of the Florida Keys, it is renowned for its outdoor activities such as fishing, snorkeling, and diving, making it a perfect family getaway. With a peak visitor season from March to April and July, travelers flock to its beautiful beaches and charming tourist precincts. Islamorada features a variety of resorts, shopping areas, and local landmarks, ensuring a delightful experience for everyone.
• Tavernier: Just 6 miles from Windley Key, Tavernier is another gem in the Florida Keys. This city boasts a vibrant community atmosphere and is known for its family-friendly activities. Travelers appreciate the outdoor experiences available, including beach outings and local shopping centers. Like Islamorada, Tavernier sees peak visitor numbers in March to April and July, offering a range of resorts and attractions. Its proximity to beautiful beaches makes it an ideal spot for relaxation and exploration.
• Venetian Shores: Located a mere half-mile from Windley Key, Venetian Shores is a tranquil neighborhood that attracts visitors year-round. While it experiences peak traffic from February to March and July, it remains a serene escape for families and beach lovers. This area is famous for its outdoor adventures and underwater sports, making it a favorite for those seeking both relaxation and excitement. With easy access to beautiful beaches and family-friendly activities, Venetian Shores is a charming place to unwind and enjoy the natural beauty of the Florida Keys.

Things to do near Windley Key

Windley Key offers a perfect blend of outdoor and family-friendly activities. Visitors can explore local attractions, enjoy music nights, and embark on exciting dive trips. The area also features shopping malls and recreational spots, making it an ideal starting point for a fun-filled vacation. Whether you're looking to relax on the beach or engage in thrilling adventures, Windley Key has something for everyone.

Shopping

In Windley Key, you can explore local shops and galleries for unique gifts and souvenirs. Don’t miss the nearby Islamorada's shops featuring coastal décor and handcrafted items. For a wider selection, head to the Florida Keys Outlet Marketplace in nearby Key Largo for brand-name bargains.

Recreation

Experience the luxury of Key Largo Anglers Club, a private haven 31 miles from Windley Key. Indulge in upscale amenities while enjoying serene surroundings. Engage in recreational activities like fishing or simply unwind in a tranquil atmosphere, perfect for rejuvenation and relaxation.

Adventure

Explore the Florida Keys National Marine Sanctuary for snorkeling among vibrant coral reefs and marine life. For a thrilling experience, try kayaking through the mangroves, where you can encounter diverse wildlife and enjoy the serene beauty of the natural surroundings.

Nightlife

Experience the vibrant nightlife at the Islander Watersports, where you can enjoy live music and refreshing cocktails by the water. For a laid-back atmosphere, visit the nearby Tiki Bar, offering tropical drinks and a friendly vibe under the stars.

Booking tips and Expedia advantages for Windley Key

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Windley Key are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
• The best time to book a hotel: The cheapest time to book a hotel around Windley Key is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Windley Key is Tuesday. The most expensive day to stay around Windley Key is Saturday.
• Find cheap hotels on Expedia: Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you can refine your search by hotel type—if you check the Eco-certified filter, you'll be shown sustainable and eco-friendly hotel options that you can book.
• Consider bundling your trip: You can save money by combining your hotel stay at Windley Key with your flights and activities through an Expedia package deal.

Find the best attractions near Windley Key

Windley Key, Florida, is perfect for outdoor and family vacations, offering a variety of attractions such as marinas and state parks. Visitors can enjoy cultural and adventure experiences while exploring nearby sites like the Windley Key Fossil Reef and Long Key. Additionally, there are various rental options available to enhance your stay. Whether you're looking for beach fun or nature exploration, Windley Key has something for everyone.

• Bud n' Mary's Dive Center: Located 6 miles from Windley Key, this vibrant marina offers thrilling water adventures, including diving and fishing. Immerse yourself in the beautiful waters of the Florida Keys while enjoying the beach and outdoor vibes.
• Islamorada County Park: Just 2 miles away, this urban park is perfect for families seeking outdoor fun. With its playgrounds, picnic areas, and walking paths, it's a great spot to relax and enjoy the city and nature.
• Windley Key Fossil Reef Geological State Park: A mere 0.7 miles from Windley Key, this national park showcases stunning scenery and unique geological features. Explore fossilized coral reefs while embracing the adventure and outdoor experience.

Best time to go to Windley Key

The best time to visit Windley Key, Islamorada is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	70.0°F (21.1°C)	No Rain	Mostly Sunny	Average	Average
February	71.8°F (22.1°C)	No Rain	Mostly Sunny	Average	Slightly High
March	72.9°F (22.7°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
April	76.6°F (24.8°C)	No Rain	Mostly Sunny	Average	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Average	Average
June	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
July	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Moderately High	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Moderately Low	Average
September	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Moderately High	Slightly Low
October	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	75.9°F (24.4°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
December	72.9°F (22.7°C)	No Rain	Mostly Sunny	Average	Average

The nearest major airports for your trip to Windley Key

Traveling to Windley Key is convenient with several major airports nearby. MIAmi International Airport (MIA) is 61 miles away, with luxurious hotel options like W South Beach and 1 Hotel South Beach, both 9 miles from the airport, and InterContinental Miami, just 6 miles away. Fort Lauderdale-Hollywood International Airport (FLL) is 82 miles from Windley Key, featuring top-rated hotels such as The Ritz-Carlton and Conrad Fort Lauderdale Beach, both 4-5 miles from the airport. Additionally, Key West International Airport (EYW) is located 78 miles away, offering excellent accommodations like Casa Marina Key West and Parrot Key Hotel & Villas, both within 1-2 miles of the airport.