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

Find hotels in Summerland Key, FL from ฿4,494

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15 Oct - 16 Oct
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16 Oct - 17 Oct
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16 Oct - 18 Oct
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23 Oct - 25 Oct

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Our top choices for Summerland Key hotels

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
Mireya
฿4,921
฿6,632 total
includes taxes & fees
3 Nov - 4 Nov
Parmer's Resort

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
morgan
฿3,994
฿4,494 total
includes taxes & fees
18 Oct - 19 Oct
Sugar Loaf Lodge

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Stephen
฿4,707
฿5,296 total
includes taxes & fees
26 Oct - 27 Oct
Looe Key Reef Resort

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
฿10,134
฿23,055 total
includes taxes & fees
27 Oct - 28 Oct
Starlight Serenity - Hideaway w Stunning Views

5. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
United States
Preetam
฿17,371
฿32,759 total
includes taxes & fees
18 Oct - 19 Oct
Atlantic View Luxury Villa with Pool

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
United States
Daisybel
฿2,991
฿8,085 total
includes taxes & fees
18 Oct - 19 Oct
Old Wooden Bridge Resort and Marina

7. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
United States
Clinton
฿6,979
฿9,862 total
includes taxes & fees
18 Oct - 19 Oct
Isla Bella Beach Resort & Spa

8. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Eric A
฿4,122
฿6,604 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Key West Resort & Marina

9. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Andrew
฿5,684
฿6,395 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Key West FL

10. 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
Brian
฿4,501
฿6,008 total
includes taxes & fees
26 Oct - 27 Oct
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

11. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
Richard
฿7,016
฿10,011 total
includes taxes & fees
18 Oct - 19 Oct
Margaritaville Beach House Key West

12. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Nancy
฿4,009
฿5,646 total
includes taxes & fees
29 Oct - 30 Oct
DoubleTree Resort by Hilton Grand Key - Key West

13. Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Marathon
United States
amy
฿4,807
฿6,583 total
includes taxes & fees
21 Oct - 22 Oct
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

14. Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Marathon
United States
Rick
฿5,477
฿7,425 total
includes taxes & fees
21 Oct - 22 Oct
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

15. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
฿6,469
฿8,788 total
includes taxes & fees
26 Oct - 27 Oct
Hyatt Vacation Club at Windward Pointe, Key West

16. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
฿4,199
฿6,612 total
includes taxes & fees
25 Oct - 26 Oct
Blue Flamingo Resort Key West

17. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
฿3,711
฿6,222 total
includes taxes & fees
29 Oct - 30 Oct
The Perry Hotel & Marina Key West

18. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
฿5,113
฿7,682 total
includes taxes & fees
29 Oct - 30 Oct
Parrot Key Hotel & Villas

19. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
Brenna
฿3,927
฿7,627 total
includes taxes & fees
27 Oct - 28 Oct
Beachside Resort & Residences

20. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Andre
฿5,051
฿6,765 total
includes taxes & fees
18 Oct - 19 Oct
Ibis Bay Beach Resort
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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

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.

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.

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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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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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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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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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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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.
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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 coastal pier extending into the sea, surrounded by rocky shores and greenery.

Top Summerland Key Hotel Reviews

Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

10/10 Excellent
"Friendly and helpful staff from the moment we entered the Sugarloaf KOA property (Thanks Elizabeth). It was so nice to come back to a cool and clean 2 bedroom cottage after a fun filled day of water activities. It was perfect for our family of 5."
Janice 4-night trip
Posted 7 hours ago
Sugarloaf Key RV Resort & Cottages
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"I cannot say enough good things about this property. The staff is incredibly friendly and helpful. The amenities are great and the hotel itself is very clean and fairly modern. We had three teenagers with us and we had a blast every day. We had bad weather, but there were still so many things to see and do in the area. The wildlife is so fun. There’s a whole family of Stone crabs that live behind the marina. There are tons of fish in the water to go visit every day. It was just so much fun. I’ve never stayed at a KOA campground or hotel before and was beyond pleasantly surprised."
Valerie 6-night trip
Posted 8 hours ago
Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

8/10 Good
"Balcony"
Martin 1-night trip
Posted 1 day ago
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Great place for the family."
JUAN 2-night trip
Posted 2 days ago
Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

8/10 Good
"They had a nice pool you could park your boat in the channel they also had a very nice tiki bar and grill it was an ok place to stay but parking sucked"
Todd c 1-night trip
Posted 3 days ago
Looe Key Reef Resort

More cheap stays in Summerland Key

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
฿3,994
฿4,494 total
18 Oct - 19 Oct
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
฿4,707
฿5,296 total
26 Oct - 27 Oct
includes taxes & fees
7.8/10 Good! (1,004 reviews)
Looe Key Reef Resort
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
฿4,921
฿6,632 total
3 Nov - 4 Nov
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
฿10,134
฿23,055 total
27 Oct - 28 Oct
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 Beaches: Summerland Key boasts beautiful beaches ideal for relaxation and water activities.
  • Outdoor Adventures: Engage in thrilling saltwater safaris and guided tours to explore the captivating waters.
  • Scenic Picnic Spots: Enjoy delightful picnic areas and a charming picnic island for family outings.
  • Charming Community: Experience the friendly atmosphere of this tropical paradise and its welcoming locals.
  • Proximity to Attractions: Discover nearby excursions in the Florida Keys and the stunning Lower Florida Keys.

Find great hotels near Summerland Key

Discover the charm of Summerland Key with a selection of delightful hotels and holiday rentals, perfect for families and adventure seekers alike. Whether you're seeking a beachside retreat or a comfortable base to explore the area, Summerland offers an array of options to cater to your every need. Embrace the tranquillity and beauty of this tropical paradise while enjoying the best accommodations Summerland Key has to offer.

  • Oceans Edge Key West Resort, Hotel & Marina: Nestled 31km from Summerland Key, this 4-star resort boasts a guest rating of 9.0/10 and offers a golf-themed experience for both adventure seekers and business travellers. Guests can indulge in a variety of onsite activities, including boat tours, kayaking, and windsurfing, all set against the stunning backdrop of the Florida Keys. The accommodation features a marina, offering easy access to water sports and recreational activities, making it an ideal choice for those wanting to blend leisure with adventure.
  • Blue Flamingo Resort Key West: Situated 32km from Summerland Key, this charming 4-star resort has a guest rating of 8.4/10 and focuses on providing a family-friendly adventure experience. Guests can explore various activities such as hiking, kayaking, and nearby boat tours. The resort caters to children with amenities like a mini-golf course and a shared playground, ensuring a fun-filled stay for families. Its inviting atmosphere and proximity to exciting outdoor pursuits make it an appealing choice for those seeking a memorable family holiday.
  • Hampton Inn Key West FL: Located 34km from Summerland Key, this budget-friendly hotel holds a guest rating of 9.0/10 and welcomes adventure enthusiasts and pet owners alike. With a selection of activities including fishing, kayaking, and snorkelling, guests can immerse themselves in the natural beauty of the Keys. The hotel offers a pet-friendly policy, accommodating dogs and cats, making it an excellent option for travellers who wish to bring their furry companions along. This property combines comfort with convenience for an enjoyable stay.

Where to stay in Summerland Key

Summerland Key is a tropical paradise perfect for outdoor and family vacations. Explore the stunning waters around the island, indulge in relaxing beach days, and experience the friendly atmosphere of this charming community. Nearby, the captivating Florida Keys offer a wealth of excursions, while Rockland Key provides additional opportunities for adventure. Whether you're seeking budget-friendly activities or picturesque landscapes, Summerland Key and its surroundings promise an unforgettable travel experience.

  • Cudjoe Key: Nestled close to Summerland Key, Cudjoe Key is a picturesque village known for its stunning island setting. This destination sees a seasonal influx of travellers, peaking from July to September, making it a popular spot for beach lovers and families. Visitors flock here to enjoy outdoor activities, with local highlights including inviting beaches and a vibrant archipelago. Cudjoe Key also boasts shopping areas and recreational facilities, ensuring a well-rounded experience for both relaxation and adventure.
  • Sugarloaf Key: Also situated near Summerland Key, Sugarloaf Key is a charming village that draws visitors with its island allure. The travel experience here is moderately seasonal, with peaks occurring in March to April and September. Families and outdoor enthusiasts will find plenty to engage in, from beach outings to recreational activities. Sugarloaf Key features delightful shopping areas and a family-friendly beach, making it an ideal location for those looking to unwind and explore in a serene environment.
  • Little Torch Key: Little Torch Key, another idyllic village close to Summerland Key, offers a tranquil island atmosphere that attracts seasonal visitors, particularly in March to April and September. This key is a haven for outdoor enthusiasts and families alike, with recreational areas and shopping venues readily available. Visitors can enjoy the beautiful beaches and family-friendly spots that this area has to offer, creating a perfect blend of relaxation and fun for all ages.

Things to do in Summerland Key

Shopping

In Summerland Key, visit local shops for unique gifts and souvenirs, capturing the essence of the Florida Keys. If you're up for a drive, head to Key West's Mallory Square, about 24km away, where you'll find diverse shops, local artisans, and vibrant street performances.

Recreation

At the serene Spa at Sunset Key, indulge in rejuvenating treatments inspired by the ocean, featuring locally sourced ingredients. For mindfulness, join yoga sessions on the beach, where gentle breezes and the sound of waves create a tranquil atmosphere, promoting relaxation and inner peace.

Adventure

In Summerland Key, explore the vibrant underwater world while snorkelling or scuba diving at the nearby coral reefs. For a thrilling experience, try paddleboarding or kayaking through the mangroves, immersing yourself in the stunning natural surroundings and observing local wildlife.

Nightlife

In Summerland Key, the nightlife is laid-back yet vibrant, with local bars like the No Name Pub offering live music and a friendly atmosphere. Enjoy cocktails while soaking in the tropical vibe, or explore nearby venues for a taste of the Keys' unique charm after sundown.

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

Find the best attractions in and around Summerland Key

Summerland Key offers a delightful getaway for families and outdoor enthusiasts, with its stunning beaches and scenic spots. Visitors can explore the beautiful Lower Florida Keys, discover local tourist attractions, and enjoy the serene surroundings of national parks. With ample opportunities for beach activities and outdoor experiences, this charming destination caters to those seeking relaxation and adventure amidst picturesque landscapes.

  • Coupon Bight Aquatic Preserve: Located 10km from Summerland Key, this tranquil aquatic haven offers a romantic and relaxing atmosphere. Ideal for families, it features secluded spots surrounded by lush tropical scenery, making it perfect for unwinding and enjoying nature.
  • Sugarloaf Beach: Nestled within Summerland Key, Sugarloaf Beach invites visitors to bask in its idyllic beach vibes. With soft sand and gentle waves, it’s a lovely spot to relax and soak up the sun, providing a quintessential Florida beach experience.
  • Upper Sugarloaf Sound: This picturesque island, situated within Summerland Key, boasts beautiful outdoor vibes. Its serene surroundings and access to water activities make it a delightful destination for those seeking adventure and relaxation alike.

Best time to go to Summerland Key

The best time to visit Summerland Key is dependent 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.

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

Accessing Summerland Key from the major airports is convenient. Key West International Airport (EYW) is 34km away, with excellent hotels nearby such as the 5-star Casa Marina Key West, located 3km from the airport, and the 4-star Blue Flamingo Resort and Margaritaville Beach House, both just 2km away. Another option is Florida Keys Marathon Airport (MTH), situated 40km from Summerland Key. Notable hotels in this area include the 4.5-star Isla Bella Beach Resort & Spa, 6km away, and the 4-star Tranquility Bay Beachfront Hotel, 5km from MTH. Transportation services are readily available from these hotels to their respective airports.

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 636 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 Out Keys. A couple of additional sights to add to your itinerary are Upper Sugarloaf Sound and Sugarloaf Beach. 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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