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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, (1,006 reviews)
"Clean, convenient location. "
United States
Michael
The price is AU$398
includes taxes & fees
10 Mar - 11 Mar
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,010 reviews)
"Staff were amazing "
United States
Thomas
The price is AU$491
includes taxes & fees
29 Mar - 30 Mar
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,014 reviews)
"Staff was great everything was fine had a fun sisters trip. Great tiki bar!"
United States
Jill
Looe Key Reef Resort

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 review)
"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 AU$1,460
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is AU$1,208
includes taxes & fees
31 Mar - 1 Apr
Starlight Serenity - Hideaway w Stunning Views

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,802 reviews)
"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."
United States
michael
The price is AU$773
includes taxes & fees
25 Mar - 26 Mar
Margaritaville Beach House Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,141 reviews)
"Great ppl that work there! "
United States
Evan
The price is AU$457
includes taxes & fees
10 Mar - 11 Mar
Ibis Bay Beach Resort

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,323 reviews)
"Staff was amazing and very clean rooms and amenities "
Canada
giovanni
The price is AU$591
includes taxes & fees
24 Mar - 25 Mar
Parrot Key Hotel & Villas

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (309 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,010 reviews)
"Great place to stay. "
United States
Matt
The price is AU$503
includes taxes & fees
20 Mar - 21 Mar
Captain Pips Marina & Hideaway

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,178 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is AU$333
includes taxes & fees
5 Apr - 6 Apr
Knight's Key Suites

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,004 reviews)
"The customer service and hospitality was exceptional. "
United States
Janine
The price is AU$687
includes taxes & fees
22 Mar - 23 Mar
Tranquility Bay Beachfront Hotel and Resort

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff is superb and kids friendly"
United States
Hermanus
The price is AU$573
includes taxes & fees
5 Apr - 6 Apr
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1,216 reviews)
"Beautiful resort, only was there for one night, will be back for a longer stay. "
United States
Denise
The price is AU$626
includes taxes & fees
5 Apr - 6 Apr
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (1,008 reviews)
"We absolutely love this place. its in a quiet area, in a good location and the staff has always been great."
United States
justin
Authors of Key West Guest House

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (1,979 reviews)
"Great hotel! "
United States
Farrah
The price is AU$525
includes taxes & fees
10 Mar - 11 Mar
Blue Flamingo Resort Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,017 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is AU$846
includes taxes & fees
24 Mar - 25 Mar
Hyatt Vacation Club at Windward Pointe, Key West

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, (1,017 reviews)
"Great place to stay!"
United States
Brenton
The price is AU$826
includes taxes & fees
10 Mar - 11 Mar
Hyatt Vacation Club at Beach House, Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,333 reviews)
"Definitely a place i will be staying going back to "
United States
Mary
The price is AU$589
includes taxes & fees
23 Mar - 24 Mar
Hampton Inn Key West FL

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,012 reviews)
"Great hotel "
United States
David Zion
The price is AU$615
includes taxes & fees
10 Mar - 11 Mar
The Laureate Key West
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. 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 Sugarloaf Beach.

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.

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

Recent Reviews in Summerland Key

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 clear waters, ideal for sunbathing and swimming.
  • Outdoor Adventures: Enjoy kayaking and diving to discover vibrant marine life in the surrounding waters.
  • Scenic Kayak Tours: Experience guided tours through picturesque landscapes, perfect for nature lovers.
  • Family-Friendly Activities: The area offers various recreational spaces and activities suitable for all ages.
  • Charming Accommodation: Choose from a range of budget-friendly hotels and resorts for a comfortable stay.

Find great hotels near Summerland Key

Discover the charm of Summerland Key, where a variety of hotel options await to enhance your beach vacation experience. Whether you're seeking a family-friendly resort or a quaint hotel, you'll find accommodations that cater to adventure and relaxation alike. With easy access to stunning beaches and local attractions, Summerland Key is the perfect spot for your getaway. Explore the best hotels and enjoy a memorable stay in this tropical paradise.

  • Oceans Edge Key West Resort, Hotel & Marina: Positioned 30.6km from Summerland Key, Oceans Edge Key West Resort, Hotel & Marina offers a luxurious 4-star experience, perfect for those seeking a pet-friendly and business-oriented getaway. The resort boasts a range of business amenities, including multiple meeting rooms, making it ideal for corporate travellers. Golf enthusiasts can enjoy on-site golfing activities, while pets are welcomed with specific amenities, including a fee-waived service animal policy and restrictions for dogs. Immerse yourself in a serene environment where business meets leisure.
  • 24 North Hotel Key West - Newly Renovated: Located 32.2km from Summerland Key, the 24 North Hotel Key West is a contemporary 4-star property that caters to adventurous travellers and the LGBTQIA community. The hotel features easy access to an array of adventure sports, including windsurfing, kayaking, and hiking, ensuring that thrill-seekers have plenty to explore. It also welcomes pets with a dedicated dog exercise area and offers amenities to ensure a comfortable stay for all. Enjoy a vibrant atmosphere that encourages exploration and connection.
  • The Gates Hotel Key West Newly Renovated: Situated 32.2km from Summerland Key, The Gates Hotel Key West is a 4-star eco-certified accommodation that welcomes families and the LGBTQIA community. This environmentally conscious property offers child-friendly amenities such as a free crib service and window guards for added safety. The eco-friendly focus complements a warm and inviting atmosphere, making it a perfect choice for families looking to create unforgettable memories while being mindful of their environmental impact.

Where to stay in Summerland Key

Summerland Key, a picturesque island city in the Florida Keys, offers a perfect blend of relaxation and adventure for families and outdoor enthusiasts alike. With its stunning beaches, friendly locals, and budget-friendly options, visitors can enjoy a serene getaway while exploring nearby attractions. From water sports to tropical excursions, Summerland Key is an ideal destination for a memorable beach holiday filled with sun, sand, and endless fun.

  • Cudjoe Key: Nestled within the beautiful archipelago of the Florida Keys, Cudjoe Key is a captivating village that boasts stunning island views and a laid-back atmosphere. This destination is perfect for outdoor enthusiasts and families seeking beachside fun. With a peak travel season from July to September, visitors flock to enjoy recreational areas, local shopping, and the nearby pristine beaches. Cudjoe Key offers a unique blend of relaxation and adventure, making it an ideal stop for those exploring the surrounding areas.
  • Sugarloaf Key: Just a stone's throw from Summerland Key, Sugarloaf Key is an enchanting village that attracts visitors with its natural beauty and family-friendly activities. With peak visitor numbers in March to April and September, this key features a variety of recreational spots and shopping venues. Its stunning beaches and serene island vibe provide the perfect backdrop for outdoor activities, whether you're kayaking in the crystal-clear waters or simply soaking up the sun. Sugarloaf Key is a must-visit for those looking to experience the charm of the Florida Keys.
  • Little Torch Key: Located near Summerland Key, Little Torch Key is a picturesque village that invites visitors to explore its beautiful landscapes and family-friendly beaches. With travel peaks occurring in March to April and September, this island is known for its outdoor adventures and vibrant community. Visitors can enjoy recreational areas, local shopping, and stunning beach access, making it an ideal destination for relaxation and adventure alike. Little Torch Key promises a delightful experience for families and explorers seeking the true essence of the Florida Keys.

Things to do near Summerland Key

Summerland Key offers a fantastic getaway for outdoor enthusiasts and families alike. Visitors can enjoy activities such as kayaking with Florida Keys Kayaks, embarking on scenic kayak tours, and diving trips to explore the vibrant marine life. Additionally, the area features recreational spaces and shopping centres, making it a perfect blend of relaxation and adventure for your vacation.

Shopping

If you're up for a drive, visit The Kite House and We Cycle Key West, both offering unique gifts and souvenirs. Closer to Summerland Key, check out the Big Pine Key Flea Market for a vibrant local shopping experience with a variety of goods.

Recreation

At Key West Golf Club, enjoy a round of golf amidst stunning landscapes and vibrant outdoor sports vibes, located 32.2km from Summerland Key. Indulge in luxury at Florida Keys Country Club, a private retreat 37.0km away, or relax with family at MLK Community Pool & Community Center, 38.6km from your base.

Adventure

Pigeon Key, located 29.0km from Summerland Key, offers thrilling water sports adventures. Experience kayaking, paddleboarding, and snorkelling in crystal-clear waters, surrounded by vibrant marine life. The atmosphere is lively and outdoor-oriented, making it a perfect spot for adrenaline seekers and nature lovers alike.

Nightlife

In Summerland Key, you can enjoy a vibrant nightlife scene. The Tennessee Williams Fine Art Center offers cultural events, while Regal Key West captivates with romantic films. For something unique, the Key West Burlesque Theater showcases entertaining performances, all within a short drive from your accommodation.

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, consider visiting during the off-peak months from August to October when prices are lower. Booking your accommodation about a month in advance or checking last-minute deals on Expedia can yield significant savings. Tuesdays tend to be the cheapest days to stay, while Fridays are pricier. Use Expedia's tools to filter by budget and compare hotel prices, and consider package deals that combine flights and activities for extra savings. Don't forget to explore free local attractions and utilise public transport for affordable travel.

  • 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: Expedia's search tool offers you the flexibility to choose your budget, desired location, and additional preferences. You can easily arrange your search results to display hotels from the most affordable to the more expensive, ensuring you find the best deals first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will highlight sustainable and environmentally-friendly accommodation choices available for booking.
  • Consider bundling your trip: You can save some dollars 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 is perfect for outdoor enthusiasts and families seeking a beach holiday. With stunning beaches, picturesque islands, and nearby national parks, the area offers various attractions for adventure seekers. Whether you’re exploring the Florida Keys beaches or seeking local attractions, there are plenty of activities to suit every traveller's taste. Enjoy the natural beauty and adventure that Summerland Key has to offer!

  • Florida Keys Beaches: Located 12.9km from Summerland Key, this stunning beach offers a perfect blend of relaxation and beach vibes, making it an ideal spot for sunbathing, swimming, and enjoying the picturesque scenery of the Florida Keys.
  • Key West Visitors Center: Just 9.7km away, this vibrant visitor centre is a hub for outdoor adventures and family-friendly activities. Discover local attractions, gather maps, and plan your exciting explorations of the surrounding area.
  • Upper Sugarloaf Key: Nestled within Summerland Key, this charming neighbourhood boasts a unique city vibe. Explore its local culture, enjoy quaint shops, and experience the laid-back atmosphere of island living.

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 (dry).

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly 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 Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Summerland Key

To reach Summerland Key, you can fly into two major airports. Key West International Airport (EYW) is located 33.8km away, with excellent hotel options such as the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House, 1.6km away. Both hotels offer convenient access to the airport. Alternatively, Florida Keys Marathon Airport (MTH) is 40.2km from Summerland Key, with nearby hotels including the 4.5-star Isla Bella Beach Resort & Spa, located 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away, providing easy airport access as well.

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?
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West: This highly rated holiday home rental in Summerland Key is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Summerland Key are Private Secluded Ocean View & Pool Near Key West and Oceanfront home-shared swimming pool, dockage-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?
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. A couple of other options that offer an on-site pool include Luxury Pull Thru Rv lot with access to all the Resorts amenities! and Canal front lot only. No house or RV. You need to bring your RV.. 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 605 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 Upper Sugarloaf Key, Florida Keys Beaches and Sugarloaf Beach. A couple of additional sights to add to your itinerary are Venture Key and Venture Out Keys. 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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