Find hotels in Summerland Key, FL from $100

These Summerland Key insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 16, 2026.

Top reasons to visit Summerland Key

• Stunning Natural Beauty: Experience breathtaking beaches and lush landscapes that highlight the unique charm of the Florida Keys.
• Outdoor Adventures: Engage in activities like paddleboarding, snorkeling, and fishing in the beautiful waters surrounding the island.
• Family-Friendly Atmosphere: Enjoy a variety of activities and attractions perfect for families and outdoor enthusiasts.
• Local Community Events: Participate in trivia nights and other fun activities to connect with the friendly locals.
• Variety of Accommodations: Choose from charming resorts to cozy hotels that cater to every traveler's needs.

Find great hotels near Summerland Key

Discover the perfect getaway in Summerland Key with a variety of accommodations tailored for every adventurer, family, and beach lover. From charming resorts to cozy hotels, you'll find the ideal lodging options that cater to your vacation needs. Whether you're seeking relaxation or thrilling outdoor activities, Summerland Key hotels offer amenities designed to enhance your experience in this tropical paradise.

• Oceans Edge Key West Resort, Hotel & Marina: A 4-star gem with a stellar guest rating of 9.0, Oceans Edge Key West Resort, Hotel & Marina is a haven for adventure seekers and golf enthusiasts. Located 19 miles from Summerland Key, this resort offers a unique blend of leisure and excitement with various adventure sports and recreational activities available onsite. Guests can indulge in thrilling options like motorboating, fishing, and kayaking, or enjoy a round of golf themed experiences. Whether you're traveling for business or pleasure, this property promises a vibrant atmosphere with stunning views and ample amenities.
• Blue Flamingo Resort Key West: With a guest rating of 8.2, Blue Flamingo Resort Key West is a delightful 4-star retreat located 20 miles from Summerland Key, perfect for families and adventure lovers alike. This resort offers a plethora of activities, including windsurfing, snorkeling, and fishing, all just a stone's throw away. Notably, the property features child-friendly amenities such as a mini-golf course and games room, ensuring that younger guests have a memorable stay. The welcoming atmosphere and well-rounded offerings make it an ideal spot for family vacations filled with fun and exploration.
• The Perry Hotel & Marina Key West: Rated an impressive 9.4, The Perry Hotel & Marina Key West is a 4-star property that caters to both adventure seekers and business travelers, located 20 miles from Summerland Key. This pet-friendly hotel features exciting activities like motorboating and fishing, making it a great choice for outdoor enthusiasts. The property’s relaxed yet upscale vibe is complemented by amenities such as a dog exercise area, allowing your furry friends to enjoy the vacation too. With superb service and a perfect blend of comfort and adventure, this hotel promises an unforgettable stay.

Where to stay in Summerland Key

Summerland Key offers a tropical paradise perfect for outdoor adventures and family vacations. Explore the beautiful waters surrounding the island, ideal for snorkeling and fishing, or visit nearby Looe Key for stunning coral reefs. The friendly atmosphere and relaxed vibe make it a budget-friendly destination, while the lush scenery invites you to unwind. Whether you're enjoying the beach or embarking on excursions, Summerland Key promises a memorable getaway in the heart of Florida's Keys.

• Cudjoe Key: Nestled among the stunning Florida Keys, Cudjoe Key is a charming village known for its beautiful natural landscapes and outdoor activities. As an island, it offers a serene environment perfect for family vacations. The peak travel season from July to September sees visitors flocking to enjoy its recreational areas, shopping centers, and beautiful beaches. Notable nearby attractions include breathtaking beaches and the picturesque archipelago, making it an ideal spot for those seeking relaxation or adventure in the sun.
• Sugarloaf Key: Sugarloaf Key is another hidden gem in the Florida Keys, offering a laid-back island atmosphere. This village is popular among travelers, especially during peak times in March to April and September. Visitors can enjoy outdoor adventures, family-friendly beaches, and recreational areas. The local shopping areas and malls provide a range of options for souvenirs and local crafts. With its inviting beaches and lush surroundings, Sugarloaf Key is perfect for families looking to unwind and create lasting memories.
• Little Torch Key: A picturesque island village, Little Torch Key is celebrated for its stunning scenery and family-oriented activities. The travel experience here peaks in the spring and fall, making it a lovely destination for those wanting to explore the outdoors. Visitors can take advantage of recreational areas, shopping venues, and pristine beaches nearby. Little Torch Key is ideal for families seeking a blend of relaxation and adventure, with its beautiful coastlines and inviting atmosphere providing the perfect backdrop for a memorable vacation.

Things to do near Summerland Key

Summerland Key offers a fantastic destination for outdoor and family vacations, featuring a variety of activities. Enjoy paddleboard rentals and tours, explore local attractions, and unwind with scenic sunset cruises. For those looking for a fun evening, trivia nights are a great way to engage with the community. Don't miss out on the recreational area and shopping mall, making it an ideal spot for relaxation and entertainment.

Shopping

In Summerland Key, you can find unique gift shops and local markets offering tropical-themed souvenirs. If you're up for a drive, head to the nearby Key West, where you can explore bustling boutiques and artisan shops for even more diverse options.

Recreation

At the Florida Keys Country Club, indulge in luxury amenities and serene surroundings only 23 miles from Summerland Key. Enjoy top-notch golf, fine dining, and a relaxing atmosphere, perfect for rejuvenation and unwinding in the beautiful Florida Keys.

Adventure

Experience the thrill of kayaking through the mangroves of Summerland Key, where you can explore vibrant ecosystems and spot wildlife. For an adrenaline rush, try snorkeling at Looe Key, where colorful coral reefs and diverse marine life await beneath the crystal-clear waters.

Nightlife

Summerland Key offers a relaxed nightlife with stunning views. Enjoy cocktails at the charming Sunset Grill, or unwind at the local favorite, the Boondocks Grille, known for live music and a vibrant atmosphere. Perfect for a laid-back evening by the water.

Booking tips and Expedia advantages for Summerland Key

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Summerland Key are August to October, 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 in Summerland 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 in Summerland Key is Tuesday. The most expensive day to stay in Summerland Key is Friday.
• Find cheap hotels on Expedia: Expedia's search tool makes it easy to choose your budget, preferred location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and eco-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your hotel stay in Summerland Key with your flights and activities through an Expedia package deal.

Find the best attractions in Summerland Key

Summerland Key offers a perfect getaway for outdoor enthusiasts and families alike, featuring stunning beaches, scenic islands, and nearby state parks. Visitors can enjoy a range of activities that highlight the natural beauty of the Florida Keys, making it an ideal destination for those seeking relaxation and adventure. Explore the local attractions and immerse yourself in the vibrant scenery that this picturesque area has to offer.

• Sugarloaf Beach: Experience the quintessential beach vibes at Sugarloaf Beach, where you can relax on soft sands, enjoy the warm sun, and take refreshing dips in the clear waters. It's the perfect spot for sunbathing, picnicking, or a leisurely stroll along the shoreline.
• Upper Sugarloaf Sound: This stunning island offers outdoor adventures and beach vibes, making it an ideal location for kayaking, paddleboarding, or simply enjoying the tranquil scenery. Explore the natural beauty and diverse marine life in this serene environment.
• Upper Sugarloaf Key: Immerse yourself in the local culture and city vibes of Upper Sugarloaf Key. Wander through charming neighborhoods, discover unique shops, and savor delicious cuisine at local eateries, all while soaking in the friendly atmosphere.

Best time to go to Summerland Key

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	71.1°F (21.7°C)	No Rain	Mostly Sunny	Average	Average
February	72.1°F (22.3°C)	No Rain	Mostly Sunny	Average	Slightly High
March	73.2°F (22.9°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
April	76.8°F (24.9°C)	No Rain	Mostly Sunny	Slightly High	Slightly High
May	79.3°F (26.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	82.6°F (28.1°C)	Light Rain	Mostly Sunny	Average	Average
July	84.0°F (28.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	84.4°F (29.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
September	83.7°F (28.7°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	80.8°F (27.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	76.6°F (24.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	73.8°F (23.2°C)	No Rain	Mostly Sunny	Average	Average

The nearest major airports for your trip to Summerland Key

To reach Summerland Key, Florida, you can fly into two major airports. Key West International Airport (EYW) is located 21 miles away, with nearby hotels such as the 5-star Casa Marina Key West, 2 miles from the airport, and the 4-star Parrot Key Hotel & Villas, 1 mile away. DoubleTree Resort by Hilton Grand Key is even closer, at 0.6 mile. Alternatively, Florida Keys Marathon Airport (MTH) is 25 miles from Summerland Key, with options like the 4.5-star Isla Bella Beach Resort, 4 miles away, and the 4-star Tranquility Bay Beachfront Hotel, 3 miles away. Hawks Cay Resort is another option, located 10 miles from MTH.