Find hotels in Windley Key, FL from CA $155

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Our top choices for Windley Key hotels

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,000 reviews)
"Amazing hotel"
United States
robertocarlos
The price is CA $231
CA $305 total
includes taxes & fees
May 3 - May 4
Fisher Inn Resort & Marina

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (254 reviews)
"Nice Relaxing family friendly spot!"
United States
Sean
The price is CA $409
CA $460 total
includes taxes & fees
May 3 - May 4
Coconut Cove Resort and Marina

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,004 reviews)
"What a wonderfully kitschy Florida Keys hotel! The property was beautifully manicured and well taken care of. Our room was clean and very comfortable. We can’t wait to book another stay!"
United States
Anna Marie
The price is CA $239
CA $317 total
includes taxes & fees
May 3 - May 4
Drop Anchor

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (192 reviews)
"Great location, never over crowded, beautiful resort with multiple pools, restaurants, etc. "
United States
Joseph Ganino
The price is CA $359
CA $495 total
includes taxes & fees
May 25 - May 26
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (24 reviews)
"Food was excellent and the staff was delightful. Very accommodating"
United States
Mark
The price is CA $262
CA $294 total
includes taxes & fees
May 27 - May 28
The Ocean View Inn & Pub

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,012 reviews)
"Loved it here!"
United States
Stefanie
The price is CA $208
CA $234 total
includes taxes & fees
May 19 - May 20
Hampton Inn Key Largo Manatee Bay

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Great family atmosphere definitely will be back again "
United States
ELIO
The price is CA $245
CA $291 total
includes taxes & fees
May 12 - May 13
Drift Hotel

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,314 reviews)
"Great stay for our short trip"
United States
jesica
The price is CA $182
CA $243 total
includes taxes & fees
May 6 - May 7
Waterside Suites & Marina

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,000 reviews)
"Nice family stay staff very friendly "
United States
Alain
The price is CA $592
CA $666 total
includes taxes & fees
May 4 - May 5
Creekside Inn

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,406 reviews)
"Amazing place for family with kids, pool is well maintained and the Opal restaurant food is so yummy…. Definitely a good to go place I am planning to visit again "
Canada
Mayaprasannakumar
The price is CA $382
CA $484 total
includes taxes & fees
May 5 - May 6
Reefhouse Resort & Marina

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (173 reviews)
"The breakfast was fresh and delicious. The room was clean and spacious. The property was tidy and had a great feel. "
United States
Kristen
The price is CA $177
CA $218 total
includes taxes & fees
May 3 - May 4
Seafarer Key Largo

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.0 star property
Key Largo
8.6 out of 10, Excellent, (1,762 reviews)
"Excellent Views and so much to do around the area. "
United States
shane
The price is CA $173
CA $233 total
includes taxes & fees
May 13 - May 14
Marina Del Mar Resort and Marina

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,130 reviews)
"Had a great stay just what we wanted "
Canada
Elizabeth
The price is CA $201
CA $226 total
includes taxes & fees
May 3 - May 4
Rock Reef Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,713 reviews)
"Perfect place to stay and a super friendly and helpful staff...definitely staying here again"
United States
Nathan
The price is CA $247
CA $355 total
includes taxes & fees
May 3 - May 4
Chesapeake Beach Resort

Amoray Dive Resort

Amoray Dive Resort
2.0 star property
Key Largo
9.2 out of 10, Wonderful, (1,003 reviews)
"Great place great staff "
United States
mario
The price is CA $270
CA $342 total
includes taxes & fees
May 4 - May 5
Amoray Dive Resort

Dolphin Point Villas

Dolphin Point Villas
3.5 star property
Key Largo
9.6 out of 10, Exceptional, (491 reviews)
"The place was lovely, very well maintained! Paddleboards and kayaks were complimentary. Lawn chairs and beach area well maintained...wonderful sunsets!!"
United States
Teresa
The price is CA $245
CA $314 total
includes taxes & fees
May 5 - May 6
Dolphin Point Villas

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,724 reviews)
"Very clean and beautiful resort! "
United States
Josette
The price is CA $170
CA $225 total
includes taxes & fees
May 7 - May 8
Bayside Inn Key Largo

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,001 reviews)
"We enjoyed our stay very much"
United States
Ben
The price is CA $220
CA $291 total
includes taxes & fees
May 31 - Jun 1
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,008 reviews)
"Great location and very nice staff!! "
United States
Yuliet
The price is CA $230
CA $259 total
includes taxes & fees
May 6 - May 7
Sunset Cove Beach Resort

Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (769 reviews)
"We loved our stay here. It was clean and quiet, and right on the water. It was beautiful! We would absolutely recommend this property and would stay here again anytime!"
United States
Katie
The price is CA $279
CA $341 total
includes taxes & fees
May 6 - May 7
Atlantic Bay Resort
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Stay near popular South Florida attractions

Learn more about Windley Key

Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.

Top Windley Key Hotel Reviews

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Hotels in Windley Key with star rating

Find out more about Windley Key

Top reasons to visit Windley Key

  • Outdoor Adventures: Windley Key is a paradise for outdoor enthusiasts, featuring scenic hiking trails and engaging virtual tours.
  • Windley Key State Park: A highlight for nature lovers, offering stunning landscapes and opportunities for exploration.
  • Fossil Reef Discovery: Experience the unique Windley Key Fossil Reef, a fascinating glimpse into the area's geological history.
  • Nearby Beaches: Relax on beautiful beaches in Islamorada, just a short distance away, enhancing your coastal experience.
  • Diverse Accommodations: Choose from a range of lodging options, from budget-friendly to luxurious, accommodating every traveler's needs.

Find great hotels near Windley Key

Discover the charm of Windley Key, Florida, where a variety of hotel accommodations cater to every traveler's preference. From budget-friendly options to luxurious resorts, you can find the perfect stay, whether you're seeking adventure, a beach getaway, or pet-friendly lodgings. Explore Windley Key vacation rentals and experience the beauty of Florida’s Keys while enjoying comfortable amenities tailored to make your holiday unforgettable.

  • Amara Cay Resort: Nestled 8.0km away from Windley Key, Amara Cay Resort is a family-friendly, 3.5-star beachside haven ideal for adventure seekers and families alike. With direct beach access, guests can immerse themselves in a variety of outdoor activities, from onsite kayaking and snorkelling to nearby hiking and biking trails. The resort ensures a worry-free stay for families with amenities like cribs and a first aid kit. Amara Cay provides a perfect blend of relaxation and adventure, making it an excellent choice for those looking to create lasting memories.
  • Cheeca Lodge & Spa: Located just 6.4km from Windley Key, Cheeca Lodge & Spa is a luxurious 4-star resort that caters to beach lovers and golf enthusiasts. This stunning property offers direct access to the beach and features a scenic golf course for guests to enjoy. Adventure awaits with onsite windsurfing and fishing, while nearby hiking opportunities abound. The resort combines elegance with a laid-back atmosphere, providing a variety of dining options and a full-service spa for a truly indulgent experience. It’s the perfect retreat for those seeking both relaxation and excitement.
  • Islander Resort: Just 4.8km from Windley Key, Islander Resort is a charming 3-star hotel that caters to families and adventure seekers. With direct beach access, guests can partake in an array of watersports, including kayaking and parasailing. The resort also features family-friendly amenities such as onsite mini-golf and ping pong, ensuring entertainment for all ages. Whether you’re looking to relax on the beach or explore the local waters, Islander Resort provides a fun-filled atmosphere perfect for creating unforgettable holiday experiences.

Where to stay near Windley Key

Windley Key, nestled in the stunning Florida Keys, offers an idyllic getaway for those seeking outdoor adventures and relaxation. With its family-friendly atmosphere and romantic settings, visitors can explore the enchanting landscapes of the Upper Florida Keys. Nearby, the charming village of Islamorada beckons with its beautiful beaches and vibrant local culture. Whether you're diving into the crystal-clear waters or lounging on the shore, Windley Key promises an unforgettable vacation experience.

  • Islamorada: Known as the "Village of Islands," Islamorada is a picturesque destination that offers stunning coastal views and a laid-back atmosphere. Located directly on Windley Key, this city is a haven for outdoor enthusiasts and families looking to escape the hustle and bustle. Visitors can enjoy a variety of activities, from relaxing on beautiful beaches to exploring shopping areas and local resorts. The peak travel seasons, from March to April and July, see a vibrant influx of tourists, creating a lively ambiance perfect for family fun and adventure. Key landmarks include pristine beaches and a lively tourist precinct that add to its charm.
  • Tavernier: Just 9.7km from Windley Key, Tavernier is a quaint city that captures the heart of the Florida Keys. With a focus on outdoor activities and family adventures, Tavernier is an ideal spot for those looking to immerse themselves in nature. The peak tourist seasons are similar to its neighbour, with March to April and July drawing the most visitors. Guests can explore local shopping areas and enjoy the beautiful beaches nearby. The town is surrounded by lush landscapes and offers easy access to various recreational activities, making it a perfect addition to your itinerary.
  • Venetian Shores: Nestled only 805m from Windley Key, Venetian Shores is a charming neighbourhood that boasts a relaxed vibe and a strong sense of community. This area is less seasonal, attracting visitors year-round, with peak times in February to March and July. Families and outdoor lovers will find plenty to enjoy, from recreational areas to beautiful beaches. The local shopping options and nearby islands provide a delightful experience for all. Venetian Shores is perfect for those seeking a tranquil getaway without straying too far from the attractions of the Florida Keys.

Things to do near Windley Key

Windley Key offers a fantastic outdoor getaway, perfect for adventure seekers. Explore scenic hiking trails, enjoy a leisurely walk through beautiful landscapes, or take part in engaging virtual tours. With its stunning natural beauty, Windley Key invites you to immerse yourself in various outdoor activities, making it an ideal destination for your vacation.

Shopping

For shopping in Windley Key, visit Rain Barrel Village, a charming spot just 1.6km away, offering a family-friendly atmosphere. If you're up for a drive, check out Kiffney's Firearms and Indoor Range, located 32.2km away, where you can find unique gifts and souvenirs.

Recreation

Jacob's Aquatic Center offers a family-friendly atmosphere with refreshing pools, perfect for unwinding. For a touch of luxury, the Key Largo Anglers Club provides exclusive amenities in a picturesque setting. Meanwhile, the New Mahogany Hammock State Botanical Site invites you to relax amidst beautiful flora and tranquil surroundings.

Adventure

The Florida Keys Dive Center offers thrilling underwater sports, located 8.0km from Windley Key, where you can explore vibrant marine life. For adrenaline junkies, Keys Cable Park, 28.0km away, provides an exhilarating adventure activity. Meanwhile, the Pa-hay-okee Trail, also 28.0km away, invites you to hike amidst stunning scenery.

Nightlife

In Windley Key, the nightlife buzzes with excitement at Jimmy Johnson's Big Chill, only 20.9km away, where you can enjoy vibrant entertainment in a romantic setting. The Caribbean Club Bar, located 29.0km away, offers a similar atmosphere, perfect for unwinding with friends and drinks.

Booking tips and Expedia advantages for Windley Key

When planning your visit to Windley Key, consider travelling during the off-peak months from September to November for lower accommodation prices. Booking your hotel about a month in advance can help secure great deals, especially if you choose to stay on a Tuesday, the cheapest day. Explore nearby free attractions like Islamorada County Park and Florida Keys Brewing Co. To maximise savings, use Expedia to find package deals that combine flights, accommodations, and activities, and sort options by price to find the best value for your trip.

  • 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: Book your hotel around Windley Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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: Utilize Expedia's search tool to refine your choices based on your budget, desired location, and the type of accommodation you prefer. For the best value, be sure to sort the price filter from lowest to highest to uncover the most affordable options and deals available.
  • Consider bundling your trip: You can save some money by combining your Windley Key hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Windley Key

Windley Key is perfect for outdoor enthusiasts and adventure seekers, offering attractions such as Windley Key State Park and the Windley Key Fossil Reef. Visitors can explore notable landmarks and enjoy the natural beauty of urban parks and marinas. With a rich cultural experience awaiting, Windley Key promises an exciting getaway filled with activities that highlight its unique landscape and history.

  • Windley Key Fossil Reef Geological State Park: Experience the incredible geological history of Florida at this unique state park, where you can explore ancient fossilized coral reefs. Enjoy scenic trails surrounded by lush vegetation and discover the rich outdoor vibes that make it perfect for adventurers and nature lovers alike.
  • Founders Park: This vibrant marina offers a beautiful beach and ample opportunities for outdoor adventure. With its stunning views and recreational activities, Founders Park is ideal for those looking to relax by the water or engage in exciting water sports.
  • Islamorada County Park: A fantastic urban park for families, Islamorada County Park features playgrounds, picnic areas, and walking trails. Enjoy the blend of city and outdoor vibes, making it a great spot to unwind and connect with loved ones amidst nature.

Best time to go to Windley Key, Islamorada

The best time to visit Windley Key, Islamorada can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Windley Key, Islamorada falls in August, when visitor numbers are moderately low and weather is mostly sunny with light rain. The coolest average temperature around Windley Key, Islamorada falls in January, visitor numbers are average and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January70.0°F (21.1°C)No Rain (Dry)Mostly SunnyAverageAverage
February71.8°F (22.1°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March72.9°F (22.7°C)No Rain (Dry)Mostly SunnyModerately HighSlightly High
April76.6°F (24.8°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
July83.8°F (28.8°C)Light RainMostly SunnyModerately HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyModerately LowAverage
September83.3°F (28.5°C)Light RainMostly SunnyModerately HighSlightly Low
October80.2°F (26.8°C)Light RainMostly SunnyModerately LowSlightly Low
November75.9°F (24.4°C)Light RainMostly SunnyModerately LowSlightly Low
December72.9°F (22.7°C)No Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Windley Key

To reach Windley Key, you can fly into Marathon, FL (MTH-Florida Keys Marathon), situated 53.1km away. Recommended hotels nearby include the Isla Bella Beach Resort & Spa, a 4.5-star property located 6.4km from the airport, and both the Tranquility Bay Beachfront Hotel and Faro Blanco Resort & Yacht Club Marathon, both rated 4 stars and just 4.8km from MTH. These hotels offer convenient access to the airport, ensuring a smooth transition from your flight to your accommodation. Enjoy the beautiful surroundings of the Florida Keys while staying at these comfortable options.

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