A coastal road with a beach on one side and a marina with boats on the other.

Find hotels in Summerland Key, FL from Rp2.027.246

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12 Aug - 13 Aug
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Our top choices for Summerland Key hotels

Hotel
Breakfast included
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Pet-friendly
Resort

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
John
Rp1.806.640
Rp2.615.274 total
includes taxes & fees
17 Aug - 18 Aug
Parmer's Resort

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United Kingdom
Christopher
Rp1.801.996
Rp2.027.246 total
includes taxes & fees
2 Sept - 3 Sept
Looe Key Reef Resort

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
Rp2.125.459
Rp2.391.231 total
includes taxes & fees
16 Aug - 17 Aug
Sugar Loaf Lodge

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
Rp4.579.782
Rp11.341.090 total
includes taxes & fees
7 Sept - 8 Sept
Starlight Serenity - Hideaway w Stunning Views

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
United States
Preetam
Rp9.243.067
Rp17.431.220 total
includes taxes & fees
9 Sept - 10 Sept
Atlantic View Luxury Villa with Pool

6. Tranquility Guest House

Tranquility Guest House
Old Town Key West
United States
Hector
Rp1.007.468
Rp2.720.798 total
includes taxes & fees
30 Aug - 31 Aug
Tranquility Guest House

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
United States
Fernando
Rp2.071.876
Rp2.833.112 total
includes taxes & fees
19 Aug - 20 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Adam
Rp3.330.719
Rp4.550.804 total
includes taxes & fees
31 Aug - 1 Sept
Hyatt Vacation Club at Windward Pointe, Key West

9. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Robert
Rp2.073.662
Rp3.337.551 total
includes taxes & fees
30 Aug - 31 Aug
Blue Flamingo Resort Key West

10. Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
Key West
Rp3.644.825
Rp5.675.769 total
includes taxes & fees
30 Aug - 31 Aug
Resort View 1BR Suite With Direct Pool Access

11. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Jamie
Rp2.025.437
Rp2.854.812 total
includes taxes & fees
16 Aug - 17 Aug
Ibis Bay Beach Resort

12. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
Old Town Key West
United States
Robert
Rp1.846.372
Rp2.880.733 total
includes taxes & fees
17 Aug - 18 Aug
The Southernmost Inn - Adults Only

13. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West
United States
Adam
Rp1.798.861
Rp2.827.284 total
includes taxes & fees
25 Aug - 26 Aug
Paradise Inn Key West - Adults Only

14. Island City House Hotel

Island City House Hotel
Key West Historic District
United States
Amelia
Rp2.848.102
Rp3.204.115 total
includes taxes & fees
19 Aug - 20 Aug
Island City House Hotel

15. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Thalia
Rp1.958.459
Rp2.705.696 total
includes taxes & fees
18 Aug - 19 Aug
Hilton Garden Inn Key West / The Keys Collection

16. The Laureate Key West

The Laureate Key West
New Town
United States
Jayce
Rp2.839.899
Rp3.697.406 total
includes taxes & fees
16 Aug - 17 Aug
The Laureate Key West

17. Pegasus International Hotel

Pegasus International Hotel
Old Town Key West
United States
Vincent
Rp1.875.405
Rp3.014.045 total
includes taxes & fees
16 Aug - 17 Aug
Pegasus International Hotel

18. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Chandra
Rp2.182.257
Rp3.057.848 total
includes taxes & fees
20 Aug - 21 Aug
DoubleTree Resort by Hilton Grand Key - Key West

19. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Nichole
Rp2.338.005
Rp2.630.256 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Key West FL

20. Duval Inn

Duval Inn
Old Town Key West
United States
Arnold J
Rp1.849.507
Rp2.984.908 total
includes taxes & fees
25 Aug - 26 Aug
Duval Inn
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Where to stay in Summerland Key

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

Cutthroat Harbor Estates

Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

Sugarloaf Shores

Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

Cudjoe Gardens

Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

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 Florida Keys Beaches.

Breezeswept Beach Estates

Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.

Stay near popular Summerland Key attractions

Sugarloaf Beach

8.4/10 (38 reviews)
This secluded private beach on Sugarloaf Key offers a tranquil escape from the busier Florida Keys shorelines. Guests enjoy pristine views and peaceful sunbathing in a natural, amenity-light setting.
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Upper Sugarloaf Key

8.6/10 (54 reviews)
Upper Sugarloaf Key serves as a gateway to the Great White Heron National Wildlife Refuge with pristine waters. Kayak through mangroves at dawn to spot diverse bird species in this tranquil Florida Keys ecosystem.
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Upper Sugarloaf Sound

9.2/10 (17 reviews)
Glide through Upper Sugarloaf Sound's tranquil waters surrounded by vibrant mangroves and diverse birdlife. Kayak or paddleboard this peaceful Florida Keys retreat to experience nature at its most serene.
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Pye Key

This unspoiled island near Summerland Key offers pristine waters for snorkelling and marine life observation. Bring supplies and reef-safe sun cream for your half-day adventure in this natural Florida Keys sanctuary.
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Venture Key

This private Florida Keys community offers waterfront holiday rentals with direct access to pristine boating waters. Enjoy the heated pool and tennis courts before setting out from the marina for a day of fishing.
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Crab Key

Crab Key is a private residential island off Summerland Key in the Florida Keys with no public access. This exclusive enclave remains one of the few truly private islands in the Keys.
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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
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Boondocks Grille & Draft House

Boondocks Grille & Draft House is just one of the places to see in Summerland Key, so why not enjoy the other things to explore during your travels?
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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.

See all hotels in Summerland Key
A long bridge over turquoise waters with clear skies.

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Great place to stay."
Bruce 3-night trip
Posted 1 day ago
Sugarloaf Key Hotel at KOA Resort

More cheap stays in Summerland Key

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
Rp1.801.996
Rp2.027.246 total
2 Sept - 3 Sept
includes taxes & fees
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
Rp2.125.459
Rp2.391.231 total
16 Aug - 17 Aug
includes taxes & fees
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
Rp1.806.640
Rp2.615.274 total
17 Aug - 18 Aug
includes taxes & fees
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
Rp4.579.782
Rp11.341.090 total
7 Sept - 8 Sept
includes taxes & fees
10/10 Exceptional! (1 review)
Starlight Serenity - Hideaway w Stunning Views
Luxury Oceanview Pool Eco-friendly Villa Near Key West

Luxury Oceanview Pool Eco-friendly Villa Near Key West

Summerland Key FL
Get ratesLuxury Oceanview Pool Eco-friendly Villa Near Key West
Little Torch Cottages

Little Torch Cottages

28501 Channel View Drive Summerland Key FL
Get rates
8.6/10 Excellent! (10 reviews)
Little Torch Cottages

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Natural Beauty: Summerland Key boasts breathtaking landscapes, offering visitors picturesque beaches and serene waters perfect for relaxation and exploration.
  • Outdoor Adventures: Engage in a variety of activities including guided tours, saltwater safaris, and excursions in the pristine waters, ideal for adventure enthusiasts.
  • Family-Friendly Atmosphere: This charming locale is perfect for family holidays, providing numerous recreational areas and delightful picnic spots for all ages.
  • Proximity to Attractions: Enjoy easy access to the nearby Lower Florida Keys and national parks, enhancing your holiday experience.
  • Welcoming Locals: Experience the friendly atmosphere and hospitality of the island's residents, adding a personal touch to your visit.

Find great hotels near Summerland Key

In Summerland Key, you'll discover a delightful selection of hotels and holiday rentals, perfect for an unforgettable beach vacation. Whether you seek adventure-filled days or a relaxing family getaway, the area offers a variety of resorts and hotels tailored to your needs. From the charming Summerland Cove to the best options available, you're sure to find the ideal accommodation for your stay in this picturesque slice of Florida.

  • Oceans Edge Key West Resort, Hotel & Marina: Located 31km from Summerland Key, the 4-star Oceans Edge Key West Resort, Hotel & Marina offers a delightful blend of adventure and luxury. This property caters to golf enthusiasts and pet owners alike, providing a unique experience with its onsite golf activities. Guests can indulge in a variety of adventure sports, including fishing, kayaking, and parasailing, ensuring an exhilarating stay. The resort is pet-friendly, with specific policies to accommodate your furry companions, making it an ideal choice for those travelling with pets.
  • Blue Flamingo Resort Key West: Situated 32km from Summerland Key, the Blue Flamingo Resort Key West is a charming 4-star hotel that emphasises family and adventure. With a guest rating of 8.4 out of 10, the resort offers a range of fun activities such as snorkelling, kayaking, and boat tours nearby, providing ample opportunities for exploration. Families will appreciate the thoughtful amenities for children, including a pool gate and safety features, ensuring a secure and enjoyable environment for youngsters. This resort is perfect for families seeking a blend of relaxation and adventure.
  • Hampton Inn Key West FL: A budget-friendly option located 34km from Summerland Key, the Hampton Inn Key West FL offers a 4-star experience with a focus on nature and adventure. The hotel is ideal for those looking to immerse themselves in the natural beauty of the region, with activities such as windsurfing, sailing, and kayaking available nearby. Guests can unwind in the outdoor areas, including a picnic space and barbecue grills, enhancing the relaxed, nature-inspired atmosphere. With a guest rating of 9.0 out of 10, this hotel provides a comfortable stay without breaking the bank.

Where to stay in Summerland Key

Summerland Key offers an idyllic escape with its stunning natural beauty and vibrant outdoor activities. Ideal for family vacations, this charming island city invites travellers to explore its tranquil beaches and the surrounding Florida Keys. Enjoy excursions in the pristine waters, and immerse yourself in the welcoming atmosphere of friendly locals. Don't miss the nearby Rockland Key for additional adventures, ensuring a memorable trip filled with relaxation and tropical delights.

  • Cudjoe Key: Nestled in the scenic archipelago of the Florida Keys, Cudjoe Key is a charming village renowned for its outdoor and family-friendly experiences. The island's natural beauty attracts visitors year-round, with peak travel from July to September. Guests can indulge in various activities, including shopping at local centres and enjoying the recreational areas nearby. Cudjoe Key's proximity to pristine beaches and lush landscapes makes it an ideal destination for those seeking relaxation and adventure alike.
  • Sugarloaf Key: Another picturesque island village close to Summerland Key, Sugarloaf Key boasts a moderately seasonal influx of travellers, peaking in March to April and again in September. Visitors are drawn to its beautiful beaches and outdoor activities, perfect for families looking to unwind. The area features several shopping centres and recreational spots, ensuring a delightful experience for all ages. Sugarloaf Key's inviting atmosphere and stunning coastal scenery make it a must-visit for anyone exploring the Florida Keys.
  • Little Torch Key: This enchanting village, also part of the Florida Keys, offers a seasonal tourist experience with peak visitation in March to April and September. Little Torch Key is celebrated for its family-friendly beaches and outdoor activities, making it a great spot for those looking to bond with loved ones in an idyllic setting. With access to recreational areas and shopping options, visitors can enjoy both relaxation and adventure. The island's natural beauty and welcoming community create a memorable getaway for tourists.

Things to do in Summerland Key

Shopping

In Summerland Key, you'll find local shops offering unique gifts and souvenirs. If you're up for a drive, visit the nearby Key West for larger shopping centres and charming boutiques showcasing local crafts and artwork.

Recreation

Experience the serene atmosphere at Little Palm Island Resort & Spa, where you can indulge in rejuvenating treatments and enjoy yoga sessions on the beach. For adventure, explore the crystal-clear waters through kayaking or snorkelling, immersing yourself in the vibrant marine life of the Florida Keys.

Adventure

Explore the crystal-clear waters around Summerland Key through kayaking or paddleboarding, offering a unique perspective of the vibrant marine life. For those seeking thrills, snorkelling at the nearby coral reefs provides an exhilarating encounter with colourful fish and corals, showcasing the beauty of the underwater world.

Nightlife

Experience the laid-back charm of Summerland Key's nightlife at the iconic Boondocks Grille & Draft House, where you can enjoy live music and tasty bites. For a more relaxed vibe, unwind at the nearby Summerland Key Fish Camp, offering a casual atmosphere by the water.

*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 travelling between August and October, as accommodation prices are lower during these months. Booking a hotel about a month in advance or checking last-minute deals on Expedia can yield significant savings. Tuesday is the least expensive day to stay, while Friday is the most costly. Utilise Expedia’s filters for budget-friendly options, like Eco-certified hotels, and consider package deals that combine flights and activities for further discounts. Additionally, explore free activities in the area to enhance your experience without overspending.

  • 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: Booking a hotel in Summerland Key about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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 preferences, such as your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Summerland Key with your flights and activities through an Expedia package.

Find the best attractions in and around Summerland Key

Summerland Key is an idyllic destination for outdoor and family vacations, boasting beautiful beaches and scenic spots. Visitors can explore nearby islands and the Lower Florida Keys, which offer a variety of attractions, including national and state parks. Ideal for those seeking beach and outdoor experiences, the area provides a perfect backdrop for relaxation and adventure, making it a must-visit for tourists looking to enjoy the natural beauty of Florida.

  • Coupon Bight Aquatic Preserve: Located 10km from Summerland Key, this serene aquatic preserve offers a romantic and secluded atmosphere, ideal for families seeking relaxation amidst lush tropical surroundings. Explore the vibrant marine life and enjoy the tranquil waters in this natural paradise.
  • Sugarloaf Beach: Nestled within Summerland Key, Sugarloaf Beach invites visitors to unwind on its soft sands while soaking up the sun. The beach vibes create a perfect setting for leisurely strolls, sunbathing, or simply enjoying the gentle ocean breeze.
  • Upper Sugarloaf Sound: This picturesque island, also located within Summerland Key, boasts stunning outdoor experiences alongside its beautiful beaches. Engage in water activities or savour the natural beauty that surrounds this tranquil sound.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Summerland Key is convenient with two major airports nearby. Key West International Airport (EYW) is situated 34km away, with excellent hotel options such as the 5-star Casa Marina Key West, just 3km from the airport, and the 4-star Blue Flamingo Resort and Margaritaville Beach House, both only 2km away, offering easy access. Alternatively, Marathon Airport (MTH) is located 40km from Summerland Key, with notable hotels like the 4-star Tranquility Bay Beachfront Hotel and Resort, 5km away, and Hawks Cay Resort, 16km away, ensuring comfortable stays for travellers.

Frequently asked questions

What's the best place to stay in Summerland Key?
Based on our traveller data, Sugarloaf Key Hotel at KOA Resort is one of the top choices for your stay. This hotel offers a marina and a private beach. Other good options for your stay include Parmer's Resort and Sugarloaf Key RV Resort & Cottages. 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?
Sugarloaf Key RV Resort & Cottages: This highly rated holiday home rental in Summerland Key is located near a metro station, and offers an outdoor pool, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. 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?
Sugarloaf Key Hotel at KOA Resort is a top hotel for people travelling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Two other good options for you and your pet include Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodation options with pools in Summerland Key?
Looe Key Reef Resort is a top hotel with an outdoor pool, free WiFi and free self-parking. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Travellers to Summerland Key will find plenty to explore and enjoy. A top sight in the city is Florida Keys Beaches. In Summerland Key, there are 625 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, Upper Sugarloaf Key and Venture Key. A couple of additional sights to add to your itinerary are Venture Out Keys 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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