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Our top choices for Summerland Key hotels

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1006)
"It was so nice experience to stay there."
United States
Tapas
The price is NZ$387
includes taxes & fees
19 Jan - 20 Jan
Sugar Loaf Lodge

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
Located in Summerland Key, this villa offers multiple swimming options with a children's pool and relaxing spa pool. Enjoy convenient access to Florida Keys Beaches, plus free WiFi and parking. Upper Sugarloaf Key attractions await nearby.

"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is NZ$1,783
includes taxes & fees
16 Jan - 17 Jan
Atlantic View Luxury Villa with Pool

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1007)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is NZ$451
includes taxes & fees
4 Jan - 5 Jan
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1005)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is NZ$1,315
includes taxes & fees
5 Jan - 6 Jan
Starlight Serenity - Hideaway w Stunning Views

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1001)
Waterfront elegance meets Key West charm at this coastal retreat. Just minutes from Duval Street and Smathers Beach, the hotel offers a refreshing indoor pool and 24-hour service. Nearby adventures include kayaking and snorkelling, with Hemingway's home a short drive away.

"It was great hotel. "
United States
Prateek
The price is NZ$555
includes taxes & fees
4 Jan - 5 Jan
The Laureate Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1002)
Embrace the tranquil atmosphere of this Key West hotel featuring a refreshing outdoor pool with poolside bar. Just minutes from Duval Street and Smathers Beach, guests enjoy convenient room service, free breakfast, and thoughtful courtyard spaces.

"Friendly staff and helped us with extra bed to accommodate. "
United States
Swapnil
The price is NZ$512
includes taxes & fees
11 Jan - 12 Jan
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1009)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NZ$524
includes taxes & fees
4 Jan - 5 Jan
DoubleTree Resort by Hilton Grand Key - Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1293)
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness centre. The quiet atmosphere and stunning sunset views create a relaxing island experience.

"Wonderful stay"
United States
Lindsey
The price is NZ$614
includes taxes & fees
14 Jan - 15 Jan
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1175)
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness centre, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.

"Amazing hotel to stay"
United States
Harikrishna
The price is NZ$516
includes taxes & fees
4 Jan - 5 Jan
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1812)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.

"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NZ$571
includes taxes & fees
4 Jan - 5 Jan
Blue Flamingo Resort Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1004)
Experience Key West charm at this waterfront hotel just minutes from Duval Street. The outdoor pool, spa pool, and poolside bar create a relaxing retreat. Enjoy garden views, a coffee shop, and complimentary WiFi while staying near Florida Keys Beaches.

"Great location and free parking."
United States
xiaoqi
The price is NZ$535
includes taxes & fees
13 Jan - 14 Jan
Courtyard by Marriott Key West Waterfront

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1013)
Unwind at this coastal haven minutes from Duval Street, featuring a relaxing spa pool and bar/lounge. Free WiFi and parking enhance your stay near Smathers Beach and Hemingway's home. Clean rooms and helpful staff ensure a memorable Florida Keys escape.

"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is NZ$907
includes taxes & fees
21 Jan - 22 Jan
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1007)
Experience island tranquility at this Key West hotel, just minutes from Smathers Beach and Duval Street. The resort offers a refreshing outdoor pool, spa pool, and convenient dining at the restaurant and snack bar. Free WiFi and parking add value to your Florida Keys escape.

"Clean rooms, great location."
United States
Shalaka
The price is NZ$923
includes taxes & fees
20 Jan - 21 Jan
Hyatt Vacation Club at Windward Pointe, Key West

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.

"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1788)
This beach hotel offers a refreshing outdoor pool and coastal ambiance just minutes from Smathers Beach and Duval Street. Enjoy a workout in the 24-hour fitness centre, savour meals at the restaurant, or sip drinks at the bar.

"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is NZ$799
includes taxes & fees
4 Jan - 5 Jan
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1188)
Unwind in this tranquil Key West retreat with a refreshing outdoor pool and poolside bar. Just a 5-minute drive from Duval Street and Florida Keys beaches, guests love the quiet atmosphere, convenient shuttle service, and complimentary breakfast.

"Good rooms and nice breakfast "
United States
Arun
The price is NZ$522
includes taxes & fees
8 Jan - 9 Jan
Fairfield Inn and Suites by Marriott Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1217)
Waterfront paradise featuring easy access to on-site kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness centre and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.

"Excellent location, clean rooms, great staff"
United States
Vikas
The price is NZ$461
includes taxes & fees
19 Jan - 20 Jan
Parrot Key Hotel & Villas

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2035)
"Clean rooms and nice location .."
United States
Orlando
The price is NZ$640
includes taxes & fees
4 Jan - 5 Jan
Ibis Bay Beach Resort

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (305)
Enjoy the relaxing atmosphere of this historic Key West retreat within walking distance to Mallory Square. Cool off in the outdoor pool, savour Caribbean cuisine at Perla, or unwind at one of 3 restaurants and 2 bars while exploring nearby attractions.

"The hotel was so elegant. Rooftop pool and bar had an amazing atmosphere and food. "
United States
Kelli
The price is NZ$672
includes taxes & fees
14 Jan - 15 Jan
La Concha Key West, Autograph Collection
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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Our guide on where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Sugarloaf Beach.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.

Stay near popular Summerland Key attractions

Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.

Top Summerland Key Hotel Reviews

More cheap accommodation in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Beaches: Summerland Key boasts beautiful beaches with crystal-clear waters, perfect for relaxing and sunbathing.
  • Outdoor Adventures: Enjoy a variety of activities like kayaking, fishing, and sightseeing tours in the great outdoors.
  • Family-Friendly Attractions: The area offers numerous attractions that cater to families, ensuring fun for all ages.
  • Local Island Experiences: Immerse yourself in the laid-back atmosphere and friendly vibes of the Florida Keys.
  • Diverse Accommodation Options: Choose from comfortable resorts to charming holiday homes for a perfect stay.

Find great hotels near Summerland Key

Summerland Key offers a fantastic selection of holiday accommodations, perfect for those seeking adventure, family fun, or a relaxing beach getaway. With options ranging from comfortable resorts to charming holiday homes, you’ll find the ideal base for exploring this beautiful part of Florida. Whether you're looking for summerland key holiday rentals or a stay at a sugarloaf key hotel, there’s something to suit every traveller's needs.

  • Oceans Edge Key West Resort, Hotel & Marina: Embrace adventure at Oceans Edge Key West Resort. Located 30.6km from Summerland Key, this 4-star hotel caters to thrill-seekers with its array of exciting activities such as kayaking, fishing, and motorboating. The pet-friendly atmosphere allows furry friends to join in on the fun, making it ideal for travellers seeking a golf-themed getaway. With amenities like scooter rentals and boat tours, you’ll find plenty of exhilarating ways to explore the stunning surroundings.
  • Blue Flamingo Resort Key West: Nestled 32.2km away from Summerland Key, Blue Flamingo Resort Key West is a delightful eco-certified retreat perfect for environmentally conscious travellers. This 4-star hotel combines business functionality with a pet-friendly environment, featuring meeting spaces and a business centre. The resort’s commitment to sustainability is evident through its eco-friendly practices, while furry companions are welcome to join. Enjoy a serene stay with amenities that cater to both relaxation and productivity.
  • The Gates Hotel Key West Newly Renovated: Located 32.2km from Summerland Key, The Gates Hotel Key West Newly Renovated is a family-friendly 4-star hotel that prioritises both comfort and sustainability. With eco-certification and amenities designed for children, such as free cribs and safety features, it creates a welcoming environment for families. The pet-friendly policy allows you to bring your furry friends along, making it a great choice for those seeking a comfortable, family-oriented getaway in a beautiful setting.

Where to stay in Summerland Key

Summerland Key, a tropical paradise in the Florida Keys, offers a perfect blend of outdoor activities and family-friendly attractions. Explore the stunning natural beauty of nearby Rockland Key, indulge in water sports, or relax on picturesque beaches. The Lower Keys provide a fantastic backdrop for excursions filled with friendly locals and a laid-back atmosphere. Whether you're fishing, kayaking, or simply soaking up the sun, Summerland Key promises an unforgettable vacation experience.

  • Cudjoe Key: Nestled close to Summerland Key, Cudjoe Key is a picturesque village characterised by its stunning island scenery. Known for its seasonal influx of tourists, especially between July and September, this destination offers an ideal blend of outdoor adventures and family-friendly experiences. Visitors can explore beautiful beaches, engage in recreational activities, and enjoy shopping at local centres. The nearby archipelago and tranquil island landscapes make it a perfect spot for relaxation and exploration.
  • Little Torch Key: A charming village also located near Summerland Key, Little Torch Key captivates guests with its natural island beauty. The peak tourist season occurs during March to April and September, drawing those eager for outdoor activities and quality family time. The village boasts inviting beaches and recreational areas, along with various shopping options. Notable attractions include a family-friendly beach, making it an excellent choice for those seeking both relaxation and fun in the sun.
  • Sugarloaf Key: Sugarloaf Key, another delightful village in proximity to Summerland Key, offers a slightly more moderate seasonal appeal, with peak visitor times in March to April and September. This idyllic island is ideal for families looking to enjoy outdoor experiences, from sunbathing on the beach to exploring the vibrant local shopping scene. With its stunning beaches and nearby archipelago, Sugarloaf Key provides a beautiful backdrop for both adventure and relaxation, ensuring a memorable visit for all.

Things to do near Summerland Key

Summerland Key is perfect for outdoor family holidays, offering a range of activities such as sightseeing tours, kayaking adventures, and fishing charters. Explore the local recreational areas and shopping centres while enjoying the stunning beaches. Whether you're after thrilling outdoor experiences or relaxing beach days, Summerland Key has something for everyone to enjoy.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, just 8.0km away, for a vibrant local shopping experience. If you're up for a drive, check out We Cycle Key West and The Kite House, both located 24 and 37.0km away respectively, for unique gifts and souvenirs.

Recreation

Key West Golf Club, located 32.2km from Summerland Key, offers a relaxed outdoor atmosphere perfect for golf enthusiasts. For a touch of luxury, the Florida Keys Country Club, 37.0km away, provides an exclusive retreat. Meanwhile, MLK Community Pool & Community Center, 38.6km away, is great for family-friendly aquatic fun.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. Engage in exciting activities surrounded by vibrant outdoor vibes, making it a perfect spot for adventure enthusiasts looking to enjoy the sun and surf.

Nightlife

In Summerland Key, the nightlife is vibrant with local culture. The Tennessee Williams Fine Art Center offers romantic theatrical performances 32.2km away, while Regal Key West presents entertaining films at 33.8km. For a unique experience, the Key West Burlesque Theater, located 37.0km away, showcases captivating performances.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, consider visiting between August and October when prices are lower. Book your accommodation at least a month in advance, or check Expedia's last-minute deals for potential savings. Tuesdays typically offer the best rates, while Fridays are the priciest. Use Expedia's search tool to filter options by budget and location, and consider bundling your hotel, flights, and activities for additional discounts. Also, take advantage of free activities around the area to stretch your budget further.

  • 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: The cheapest time to book a hotel in Summerland 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 in Summerland Key is Tuesday. The most expensive day to stay in Summerland Key is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your options based on your budget, preferred location, and ideal type of accommodation. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy some savings by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions in and around Summerland Key

Summerland Key offers a fantastic family vacation spot with plenty of outdoor activities and beautiful beaches. Popular attractions include stunning Florida Keys beaches, local island experiences, and nearby national parks, catering to adventurers and beach lovers alike. Don’t miss the chance to explore the unique attractions of Summerland Key, making it a perfect destination for tourists seeking adventure and relaxation in a picturesque setting.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, Florida Keys Beaches offers stunning beach vibes perfect for sunbathing and swimming. The soft sands and crystal-clear waters create an idyllic setting for relaxation and fun in the sun.
  • Upper Sugarloaf Sound: Situated within Summerland Key, this picturesque island boasts beautiful beaches and outdoor vibes. It's an excellent spot for kayaking, paddleboarding, or simply enjoying a tranquil day immersed in nature.
  • Upper Sugarloaf Key: This vibrant town neighbourhood within Summerland Key offers a unique blend of city vibes with charming local shops and eateries. Explore the community and experience the welcoming atmosphere of this quintessential Florida Keys locale.

Best time to go to Summerland Key

The best time to visit Summerland Key is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.2°F (22.9°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnySlightly HighSlightly High
May79.3°F (26.3°C)Light RainMostly SunnySlightly LowAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyAverageSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.8°F (23.2°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Summerland Key

If you're planning to visit Summerland Key, Florida, you have two major airports to consider. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options like Casa Marina Key West, Margaritaville Beach House, and Havana Cabana, all conveniently located within 3.2km. Alternatively, Florida Keys Marathon Airport (MTH) is 40.2km from Summerland Key, offering nearby accommodations such as Isla Bella Beach Resort & Spa, Tranquility Bay Beachfront Hotel, and Hawks Cay Resort. Both airports provide easy access to these hotels, ensuring a smooth transition from your flight to your holiday retreat.

Frequently asked questions

What's the best place to stay in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is a favourite property for Expedia customers. This hotel offers a marina and a private beach. Reviews from our site also recommend Parmer's Resort and Sugar Loaf Lodge as top options for your visit. See all available top hotels, or vacation rentals in Summerland Key.
What are some of the best holiday rentals that Summerland Key has to offer?
Private Secluded Ocean View & Pool Near Key West: This highly rated holiday home rental in Summerland Key is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, 1 hot tub and table football so that you can immerse yourself in your holiday. Other favourite homes for rent in Summerland Key are COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking! and Cudjoe Cottages, swimming pool, just 20 miles from Key West. See all vacation rentals in Summerland Key.
If I need to cancel my hotel reservation in Summerland Key, will I receive a refund?
Yes! The majority of hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.
What's the best LGBTQ-friendly place to stay in Summerland Key?
Parmer's Resort is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Summerland Key.
What's the best dog-friendly accommodation option in Summerland Key?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Two other good options for you and your pet include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodation options with pools in Summerland Key?
Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool and complimentary wireless Internet access. Parmer's Resort and Sugar Loaf Lodge are two additional hotels that feature an on-site pool. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 617 hotels and other accommodation options to choose from. Find out more about Summerland Key.
What are the top places to visit in Summerland Key?
Natural beauty is on display at Florida Keys Beaches, Sugarloaf Beach and Venture Out Keys. A couple of additional sights to add to your itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Take a look at what more there is to see and do in Expedia's Summerland Key guide.
What's the seasonal weather in Summerland Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.

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