Find hotels in Windley Key, FL from CA $179

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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, (1,004 reviews)
"Clean room, great staff and location"
United States
Kevin
The price is CA $210
CA $282 total
includes taxes & fees
May 6 - May 7
Fisher Inn Resort & Marina

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, (181 reviews)
"Very, very good architectural design and construction. And a well-maintained facility."
United States
roy steven
The price is CA $427
CA $572 total
includes taxes & fees
May 4 - May 5
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)
"Nice place and staff were nice and friendly. Thanks for having us!"
United States
Mahammed
The price is CA $377
CA $424 total
includes taxes & fees
Apr 21 - Apr 22
The Ocean View Inn & Pub

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (235 reviews)
"Great staff Great views ocean side "
United States
Angela
The price is CA $413
CA $465 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)
"We loved our stay and definitely will be back . Staff was great, hotel was clean and comfortable, the view amazing, great location. The only thing to improve is the water pressure when taking showers but everything else was fantastic . "
United States
vanessa
The price is CA $479
CA $587 total
includes taxes & fees
Apr 12 - Apr 13
Drop Anchor

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1,009 reviews)
"Location was beautiful. Enjoyed the private beach and bar so much."
United States
Susan
The price is CA $202
CA $227 total
includes taxes & fees
May 3 - May 4
Hampton Inn Key Largo Manatee Bay

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,694 reviews)
"Great location and beautiful beach"
United States
Jerrod
The price is CA $268
CA $379 total
includes taxes & fees
May 4 - May 5
Chesapeake Beach Resort

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,277 reviews)
"Great place to stay! "
United States
Barbara
The price is CA $182
CA $243 total
includes taxes & fees
May 11 - May 12
Waterside Suites & Marina

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (167 reviews)
"It was very clean, well maintained and charming.The staff was very friendly and the morning breakfast was perfect. Room and bathroom were pretty small for the price but it meet our needs for a 1 night stay."
United States
Jason
The price is CA $210
CA $256 total
includes taxes & fees
Apr 12 - Apr 13
Seafarer Key Largo

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (148 reviews)
"Staff was great, rooms clean, views excellent"
United States
Diane
The price is CA $218
CA $440 total
includes taxes & fees
Apr 12 - Apr 13
Treasure Harbor

Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,226 reviews)
"Very nice room with walk out directly to water, amazing sunsets, cant wait to come back."
United States
tara
The price is CA $241
CA $333 total
includes taxes & fees
May 3 - May 4
Lime Tree Bay Resort

Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,123 reviews)
"Rooms were clean, staff was friendly and the pool was impeccable. My family and I would stay there again."
United States
Michelle
The price is CA $248
CA $279 total
includes taxes & fees
May 5 - May 6
Rock Reef Resort

Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,707 reviews)
"Great place for a few days. "
United States
Robert
The price is CA $213
CA $274 total
includes taxes & fees
May 10 - May 11
Bayside Inn Key Largo

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1,013 reviews)
"Excellent stay. Love all the amenities this resort offers. You never even have to leave to have a wonderful stay"
United States
Robert
The price is CA $219
CA $271 total
includes taxes & fees
May 4 - May 5
Ocean Pointe Suites at Key Largo

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place to stay. Room was clean and staff was nice. "
United States
Anna
The price is CA $244
CA $274 total
includes taxes & fees
May 6 - May 7
Sunset Cove Beach Resort

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.0 star property
Key Largo
8.4 out of 10, Very good, (1,750 reviews)
"All the stay was comfy, the staff were very nice and friendly "
United States
Dolly
The price is CA $175
CA $235 total
includes taxes & fees
Apr 21 - Apr 22
Marina Del Mar Resort and Marina

Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (242 reviews)
"Wonderful place, very clean and with stunning views. I will definitely stay there again."
United States
Karenia
The price is CA $278
CA $313 total
includes taxes & fees
Apr 12 - Apr 13
Ragged Edge Resort & Marina

Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Rooms were clean and nice. Beach and views were beautiful "
United States
Chris
The price is CA $247
CA $294 total
includes taxes & fees
May 4 - May 5
Drift Hotel

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,313 reviews)
"Place was great!"
United States
Greg
The price is CA $345
CA $489 total
includes taxes & fees
May 3 - May 4
Cheeca Lodge & Spa

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,010 reviews)
"We loved the beach area - super relaxing!"
United States
Beth
The price is CA $187
CA $211 total
includes taxes & fees
Apr 26 - Apr 27
The Pelican Key Largo Cottages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

Recent Reviews in Windley Key

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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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