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

Summerland Key hotels from RM398

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31 Aug - 1 Sept
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1 Sept - 2 Sept
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4 Sept - 6 Sept
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11 Sept - 13 Sept

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Our top choices for Summerland Key hotels

1. Parmer's Resort

Parmer's Resort
Summerland Key
United States
John
RM467
RM657 total
includes taxes & fees
2 Sept - 3 Sept
Parmer's Resort

2. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
United States
Sarah
RM406
RM457 total
includes taxes & fees
2 Sept - 3 Sept
Looe Key Reef Resort

3. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
United States
Marjorie
RM479
RM539 total
includes taxes & fees
1 Sept - 2 Sept
Sugar Loaf Lodge

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
United States
max
RM920
RM2,430 total
includes taxes & fees
30 Sept - 1 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
RM2,083
RM3,928 total
includes taxes & fees
9 Sept - 10 Sept
Atlantic View Luxury Villa with Pool

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
United States
Lisa
RM362
RM974 total
includes taxes & fees
1 Sept - 2 Sept
Old Wooden Bridge Resort and Marina

7. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
United States
Melisa
RM559
RM629 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn Key West FL

8. Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
Marathon
Canada
Silvia
RM793
RM1,132 total
includes taxes & fees
1 Sept - 2 Sept
Isla Bella Beach Resort & Spa

9. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Linda
RM459
RM757 total
includes taxes & fees
7 Sept - 8 Sept
Hilton Key West Resort & Marina

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
Fernando
RM467
RM639 total
includes taxes & fees
13 Sept - 14 Sept
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
TRICIA LYNN
RM716
RM1,059 total
includes taxes & fees
14 Sept - 15 Sept
Margaritaville Beach House Key West

12. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Mauricio
RM765
RM1,042 total
includes taxes & fees
15 Sept - 16 Sept
Hyatt Vacation Club at Windward Pointe, Key West

13. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Kailey
RM895
RM1,189 total
includes taxes & fees
19 Sept - 20 Sept
Hyatt Vacation Club at Beach House, Key West

14. Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
Northside Resort
United States
Everton
RM699
RM786 total
includes taxes & fees
13 Sept - 14 Sept
Courtyard by Marriott Key West Waterfront

15. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Roland
RM432
RM616 total
includes taxes & fees
1 Sept - 2 Sept
Ibis Bay Beach Resort

16. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Sabrina
RM441
RM723 total
includes taxes & fees
7 Sept - 8 Sept
Blue Flamingo Resort Key West

17. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Jose
RM459
RM652 total
includes taxes & fees
7 Sept - 8 Sept
DoubleTree Resort by Hilton Grand Key - Key West

18. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Boyan
RM568
RM887 total
includes taxes & fees
21 Sept - 22 Sept
The Perry Hotel & Marina Key West

19. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Amanda
RM441
RM610 total
includes taxes & fees
22 Sept - 23 Sept
Hilton Garden Inn Key West / The Keys Collection

20. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Mark
RM1,127
RM1,549 total
includes taxes & fees
1 Oct - 2 Oct
Pier House Resort & Spa
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Where to stay in Summerland Key

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

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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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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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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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

Parmer's Resort

Parmer's Resort

8/10 Good
"Hotel acogedor y especial."
FELIX DAVID 1-night trip
Posted 20 hours ago
Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
christine 4-night trip
Posted 4 days ago
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustarรญa mรกs opciones como un regular desayuno"
Susana 2-night trip
Posted 8 days ago
Sugar Loaf Lodge

More cheap stays in Summerland Key

Looe Key Reef Resort

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL
RM406
RM457 total
2 Sept - 3 Sept
includes taxes & fees
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
RM479
RM539 total
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
Sugar Loaf Lodge
Parmer's Resort

Parmer's Resort

565 Barry Avenue Summerland Key FL
RM467
RM657 total
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
Parmer's Resort
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Summerland Key FL
RM920
RM2,430 total
30 Sept - 1 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 with pristine waters, perfect for sunbathing and relaxation.
  • Outdoor Adventures: Engage in activities like snorkelling, fishing, and saltwater safaris in the vibrant waters surrounding the island.
  • Scenic Islands: Explore nearby islands and the picturesque landscapes of the Lower Florida Keys, ideal for family outings.
  • Charming Atmosphere: Experience the friendly vibe and tranquillity of West Summerland Key, a perfect retreat from the bustle.
  • Diverse Accommodation: Choose from a range of budget-friendly hotels and resorts catering to all types of travellers.

Find great hotels near Summerland Key

For those seeking a memorable getaway in Summerland Key, Florida, a variety of accommodation options await. From resorts to charming hotels, youโ€™ll discover perfect spots for adventure, family bonding, and beachside relaxation. Whether you're searching for holiday rentals or the best hotels, Summerland Key offers an enticing selection to cater to every travellerโ€™s needs.

  • Oceans Edge Key West Resort, Hotel & Marina: Located 31km from Summerland Key, the 4-star Oceans Edge Key West Resort, Hotel & Marina is an ideal retreat for those seeking adventure and a golf-themed experience. With a guest rating of 9.0 out of 10, this property offers a range of activities, including kayaking, boat tours, and nearby windsurfing and snorkeling. It is pet-friendly, catering to canine companions with amenities like food and water bowls. The resort also features various recreational activities, making it perfect for adventurous spirits looking to explore the great outdoors.
  • Blue Flamingo Resort Key West: Situated 32km from Summerland Key, the 4-star Blue Flamingo Resort Key West is a family-friendly destination with a guest rating of 8.4 out of 10. This charming resort provides ample adventure options like sailing, skydiving, and nearby Segway tours, ensuring excitement for all ages. Families can enjoy amenities such as an on-site mini-golf course, arcade game room, and a playground, making it an excellent choice for those travelling with children. The inviting atmosphere and array of activities make it a delightful spot for family vacations.
  • Hampton Inn Key West FL: Just 34km from Summerland Key, the budget-friendly Hampton Inn Key West FL boasts a guest rating of 9.0 out of 10. This hotel caters to adventurous travellers and is also pet-friendly, offering services for dogs and cats. Guests can partake in various activities, including kayaking, fishing, and nearby sailing and snorkeling. With its comfortable accommodations and convenient amenities, this hotel provides a welcoming environment for those looking to enjoy the beauty of Key West without breaking the bank.

Where to stay in Summerland Key

Summerland Key, a charming island city in the Florida Keys, offers a delightful mix of outdoor adventures and family-friendly activities. Enjoy the picturesque beaches and explore the vibrant waters surrounding the island, perfect for snorkelling and fishing. Nearby, Rockland Key provides further opportunities for relaxation and tropical escapes. With its friendly atmosphere and budget-friendly options, Summerland Key is an ideal destination for those seeking a serene getaway in the sun-drenched beauty of Florida.

  • Cudjoe Key: Nestled in the heart of the Florida Keys, Cudjoe Key is a charming village that offers an idyllic island experience. Known for its stunning beaches and lush landscapes, this area attracts visitors primarily from July to September, making it a bustling hub during the summer months. The village is ideal for families seeking outdoor adventures, with easy access to shopping areas and recreational facilities. Local highlights include beautiful beaches and nearby islands, perfect for swimming, sunbathing, and exploring the enchanting archipelago.
  • Sugarloaf Key: Sugarloaf Key is another picturesque village that captures the essence of island living. With its peak visitor numbers occurring in March to April and September, it offers a moderately seasonal travel experience. Families flock to Sugarloaf Key for its beautiful beaches and outdoor activities. The village is well-equipped with shopping areas and recreational spaces, making it an excellent spot for a family getaway. Visitors can enjoy the serene beaches and vibrant family-friendly attractions, ensuring a memorable holiday.
  • Little Torch Key: Little Torch Key is a quaint village that promises a delightful island escape. Like its neighbours, it experiences seasonal travel patterns, with peak visitors in March to April and September. Families are drawn to this area for its outdoor activities and stunning beaches. The village boasts numerous recreational areas and shopping centres, catering to all ages. Visitors can explore the picturesque beaches and enjoy quality family time in this tranquil setting, making it a perfect destination for relaxation and exploration.

Things to do in Summerland Key

Shopping

Summerland Key offers charming local shops like the Summerland Key Bait and Tackle for fishing gear and unique souvenirs. If you're up for a drive, head to Key Westโ€™s Mallory Square for a vibrant shopping experience featuring local artisans and a lively atmosphere, just over 16km away.

Recreation

At the tranquil Summerland Key, indulge in rejuvenating spa treatments that utilise local natural ingredients. Engage in yoga sessions on the beach, surrounded by stunning ocean views, or explore nearby nature trails for a refreshing retreat that harmonises mind and body amidst the beauty of Floridaโ€™s landscape.

Adventure

Explore the vibrant underwater world with a snorkelling adventure at Looe Key Reef, home to colourful marine life and coral formations. For a thrilling experience, try paddleboarding through the calm waters of Summerland Key, offering stunning views of the surrounding mangroves and wildlife.

Nightlife

In Summerland Key, the nightlife is laid-back yet vibrant, with venues like the Sugarloaf Lodge offering live music and tropical cocktails, while nearby bars host casual gatherings. Visitors can enjoy the scenic views and relaxed atmosphere, perfect for unwinding after a day of exploration.

*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 accommodation prices are lower. Book your hotel around a month in advance or check Expedia for last-minute deals, especially on Tuesdays, as Fridays tend to be the priciest. Use Expedia's search tool to filter by budget and eco-friendly options, arranging results from lowest to highest price. Additionally, bundle your hotel, flights, and activities for better package deals to maximise savings.

  • 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 choices based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To uncover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Summerland Key with your flights and activities through an Expedia package deal.

Find the best attractions in Summerland Key

Summerland Key is an idyllic destination for outdoor enthusiasts and families alike, offering stunning beaches, scenic islands, and the nearby national parks of the Lower Florida Keys. Visitors can enjoy various attractions, including picturesque spots perfect for relaxation and adventure. Explore the charming West Summerland Key and its beautiful coastal areas, making it a perfect getaway for those seeking both tranquillity and outdoor experiences while soaking up the sun by the beach.

  • Sugarloaf Beach: This tranquil beach offers a laid-back atmosphere, ideal for soaking up the sun and enjoying the gentle waves. The sandy shores invite relaxation, while the surrounding scenery enhances the natural beauty of Summerland Key.
  • Upper Sugarloaf Sound: An idyllic island setting, Upper Sugarloaf Sound features stunning waterfront views and opportunities for outdoor activities. Visitors can explore the marine environment, making it a great spot for kayaking and observing local wildlife.
  • Upper Sugarloaf Key: This charming neighbourhood provides a glimpse into local life, with a mix of residential areas and small businesses. Its community spirit and relaxed vibe make strolling through the streets an enjoyable experience.

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

The nearest major airports for your trip to Summerland Key

Arriving in Summerland Key is convenient via two major airports. Key West International Airport (EYW) is situated 34km away, offering excellent hotel options like the 5-star Casa Marina Key West, 3km from the airport, and the 4-star Blue Flamingo Resort and Margaritaville Beach House, both 2km away. Marathon Airport (MTH) is 40km from Summerland Key, with nearby accommodations including the 4.5-star Isla Bella Beach Resort & Spa, 6km away, and the 4-star Tranquility Bay Beachfront Hotel and Resort, 5km away. These hotels provide easy access to their respective airports, ensuring a smooth journey for visitors.

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 627 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 Pye 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 29ยฐC, while the coldest months are January and February, with an average of 23ยฐC. Average annual precipitation for Summerland Key is 895 mm.

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