Summerland Key Hotels

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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, (1003)
"Great place to stary. Staff was very nice."
United States
norka
The price is €190
includes taxes & fees
9 Jan - 10 Jan 2026
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1000)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is €212
includes taxes & fees
15 Jan - 16 Jan 2026
Parmer's 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)
"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 €871
includes taxes & fees
16 Jan - 17 Jan 2026
Atlantic View Luxury Villa with Pool

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1001)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is €673
includes taxes & fees
6 Jan - 7 Jan 2026
Starlight Serenity - Hideaway w Stunning Views

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1001)
"Nice place to stay!"
Canada
Baohua
The price is €271
includes taxes & fees
11 Jan - 12 Jan 2026
The Laureate Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1003)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
The price is €250
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very good, (1000)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is €257
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree Resort by Hilton Grand Key - Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1290)
"Wonderful stay"
United States
Lindsey
The price is €300
includes taxes & fees
6 Jan - 7 Jan 2026
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1171)
"Great location, clean rooms, and great pools!"
United States
Robin
The price is €305
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1801)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is €270
includes taxes & fees
12 Jan - 13 Jan 2026
Blue Flamingo Resort Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1000)
"Room clean, nice pool area"
United States
Tami
The price is €252
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Key West Waterfront

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (283)
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.6 out of 10, Exceptional, (1013)
"Great staff, hotel and pool."
United States
Lilly
The price is €435
includes taxes & fees
12 Jan - 13 Jan 2026
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, (1010)
"The room was clean and property was so nice and relaxing. "
United States
Kristen
The price is €427
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Vacation Club at Beach House, Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1772)
"Nice spot and great staff"
United States
Lindsay Brooke
The price is €396
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1186)
"Overall good stay! The breakfast was good and always clean. Hotel seemed a little older but was well kept. Pool was relaxing to sit by and enjoy!"
United States
Michelle
The price is €234
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn and Suites by Marriott Key West

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1216)
"Great location - nice pools - excellent staff"
United States
Gary
The price is €259
includes taxes & fees
13 Jan - 14 Jan 2026
Parrot Key Hotel & Villas

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Key West Historic District
9.0 out of 10, Wonderful, (297)
"Very nice staff! Clean hotel! "
United States
Tabitha Hall
The price is €369
includes taxes & fees
8 Jan - 9 Jan 2026
La Concha Key West, Autograph Collection

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.2 out of 10, Very good, (2016)
"Good location and breakfast "
United States
Abhay
The price is €313
includes taxes & fees
4 Jan - 5 Jan 2026
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

Cutthroat Harbor Estates

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

Sugarloaf Shores

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

Cudjoe Gardens

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

Bay Point

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

Breezeswept Beach Estates

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

Stay near popular Summerland Key attractions

Learn more about Summerland Key

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

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

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Stunning Beaches: Summerland Key boasts beautiful beaches with soft sand and crystal-clear waters, perfect for relaxation and water activities.
  • Outdoor Adventures: Engage in thrilling outdoor activities like diving, fishing, and exploring nearby national parks.
  • Charming Accommodations: Enjoy a variety of budget-friendly options, from beach motels to family resorts, all equipped with essential amenities.
  • Family-Friendly Atmosphere: The welcoming environment makes it an excellent destination for family vacations.
  • Local Shopping and Dining: Explore local shops and savour delicious cuisine at nearby eateries.

Find great hotels near Summerland Key

Discover a delightful array of hotel accommodations in Summerland Key, where adventure meets relaxation. Choose from charming beach motels and family-friendly resorts, each offering essential amenities such as air conditioning and BBQ facilities. Whether you seek a tranquil beach vacation or exciting activities, Summerland Key provides the perfect base for your Floridian getaway.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience a luxurious adventure at Oceans Edge Key West Resort, Hotel & Marina, a 4-star property located 30.6km from Summerland Key. This resort is ideal for business travellers and adventure seekers alike, offering multiple meeting rooms and a range of exciting activities. Guests can indulge in onsite boat tours, kayaking, and snorkeling or explore nearby parasailing and scooter rentals. With its focus on upscale amenities and recreational fun, this hotel provides a perfect blend of work and play in a stunning waterfront setting.
  • Blue Flamingo Resort Key West: Embrace the eco-friendly charm of Blue Flamingo Resort Key West, situated 32.2km from Summerland Key. This 4-star hotel is dedicated to sustainability and welcomes LGBTQIA travellers with open arms. Guests can enjoy a variety of adventure sports, including nearby snorkeling, hiking, and waterskiing, making it a great choice for those who love the great outdoors. The hotel's commitment to an eco-conscious lifestyle, coupled with its vibrant atmosphere, creates a unique retreat for adventurous spirits seeking a responsible vacation.
  • The Gates Hotel Key West Newly Renovated: The Gates Hotel Key West Newly Renovated is a family-friendly 4-star accommodation located 32.2km from Summerland Key. This eco-certified hotel is perfect for families, offering amenities such as window guards, free cribs, and a first aid kit, ensuring a safe environment for children. Pet owners will appreciate the welcoming policies, including designated areas for dogs and complimentary water bowls. The blend of sustainability and family-oriented services makes this hotel an excellent choice for those travelling with loved ones.

Where to stay in Summerland Key

Summerland Key offers a delightful escape for travellers seeking sun-soaked adventures and tranquil beach retreats. With its stunning Atlantic shoreline and charming cottage accommodations, visitors can indulge in outdoor activities and explore the nearby Crab Key. The friendly atmosphere and budget-friendly options make it an ideal destination for families. Whether you're enjoying the beach area or planning excursions, Summerland Key promises a memorable tropical getaway filled with relaxation and exploration.

  • Cudjoe Key: Nestled close to Summerland Key, Cudjoe Key is a charming village known for its stunning natural beauty as an island destination. Its seasonal visitor patterns peak from July to September, attracting those seeking outdoor adventures and family-friendly experiences. The area offers a variety of recreational options, including access to pristine beaches and shopping centres. Explore local landmarks such as the striking archipelago and enjoy leisurely beach days while soaking in the tranquil island atmosphere.
  • Little Torch Key: A delightful village, Little Torch Key is another island gem near Summerland Key, with peak tourist seasons in March to April and September. Visitors are drawn here for outdoor activities and family-oriented fun. The village features recreational areas and shopping spots, making it a convenient base for exploration. Local highlights include beautiful family-friendly beaches, where you can unwind or enjoy water sports, all amidst the breathtaking Florida Keys scenery.
  • Sugarloaf Key: Close to Summerland Key, Sugarloaf Key is a picturesque village characterized by its island charm. It experiences moderate seasonality in visitor numbers, with peak times in March to April and September. This destination is perfect for families and outdoor enthusiasts, offering shopping areas and recreational venues to explore. Notable attractions include beautiful beaches and the surrounding archipelago, providing plenty of opportunities for relaxation and adventure in the Florida sun.

Things to do near Summerland Key

Summerland Key offers a delightful blend of outdoor activities and family-friendly experiences, perfect for a beach holiday. You can explore the local recreational areas, enjoy shopping at the centre, or partake in a round of golf. Dive centres provide thrilling underwater adventures, while day trips allow you to discover the nearby attractions. This charming destination promises to keep visitors engaged and entertained throughout their stay.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, only 8.0km away, for a vibrant public market experience. If you're up for a drive, We Cycle Key West, located 38.6km away, offers cycling gear, while The Kite House, 37.0km away, features a fantastic selection of kites and beach items.

Recreation

The Key West Golf Club, located 32.2km from Summerland Key, offers a vibrant outdoor experience with its lush fairways and breathtaking views. For a touch of luxury, visit the Florida Keys Country Club, 37.0km away, where you can unwind in an elegant setting. Alternatively, the MLK Community Pool & Community Center, 38.6km distant, is perfect for family-friendly sports and relaxation.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. This vibrant venue offers an array of aquatic adventures amidst beautiful surroundings, perfect for those seeking excitement and outdoor fun in a stunning setting.

Nightlife

Experience the vibrant nightlife by visiting the Tennessee Williams Fine Art Center for a cultural evening, then catch a film at Regal Key West for a romantic cinematic experience. For a unique twist, enjoy a show at the Key West Burlesque Theater, blending entertainment and family-friendly vibes.

*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 on your visit to Summerland Key, consider travelling between August and October when accommodation prices are lower. Book your hotel about a month in advance, or explore last-minute deals on platforms like Expedia. Tuesdays are the cheapest days to stay, while Fridays tend to be pricier. Use Expedia’s search tool to filter by budget and preferences, including eco-friendly options. Combining hotel bookings with flights and activities can also lead to significant savings. Additionally, look out for local free activities and utilise public transport for economical travel around the area.

  • 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 enables you to specify your budget, desired location, and additional preferences. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Moreover, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You may find it beneficial to save some money by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Summerland Key

Summerland Key is perfect for outdoor and family vacations, offering a variety of attractions such as beautiful beaches, enchanting islands, and nearby national parks. Visitors can indulge in beach activities and outdoor adventures, making it an ideal destination for those seeking an adventurous experience amidst stunning natural surroundings.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, Florida Keys Beaches offers a laid-back atmosphere with stunning sandy shores and crystal-clear waters. Perfect for sunbathing, swimming, and enjoying water sports, this beach is ideal for relaxation and soaking up the sun.
  • Upper Sugarloaf Sound: Nestled within Summerland Key, Upper Sugarloaf Sound is an enchanting island that boasts beautiful beachfronts and outdoor activities. Visitors can enjoy kayaking, paddleboarding, and exploring the natural surroundings, making it a haven for nature enthusiasts.
  • Upper Sugarloaf Key: This charming neighbourhood within Summerland Key exudes a vibrant city vibe, with local shops and eateries. It's a great place to experience the local culture and cuisine while enjoying the friendly atmosphere.

Best time to go to Summerland Key

The best time to visit Summerland Key is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

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

The nearest major airports for your trip to Summerland Key

When planning your trip to Summerland Key, you have two major airports to consider. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options like the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both 1.6km away. Each offers seamless access to the airport. Alternatively, Florida Keys Marathon Airport (MTH) is located 40.2km away, with nearby accommodations including the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km from MTH, ensuring convenient travel options for your stay.

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?
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!: This highly rated holiday home rental in Summerland Key is located on the waterfront, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Summerland Key are Private Secluded Ocean View & Pool Near Key West and Old Florida Style, wrap around porch, boat basin for dockage, open water. See all vacation rentals in Summerland Key.
If I need to cancel my hotel reservation in Summerland Key, will I receive a refund?
Yes! The majority of hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.
What's the best LGBTQ-friendly place to stay in Summerland Key?
Parmer's Resort is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Summerland Key.
What's the best dog-friendly accommodation option in Summerland Key?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Two other good options for you and your pet include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodation options with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool and daily. Looe Key Reef Resort and Sugar Loaf Lodge are two additional hotels that feature an on-site pool. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 619 hotels and other accommodation options to choose from. Find out more about Summerland Key.
What are the top places to visit in Summerland Key?
Natural beauty is on display at Florida Keys Beaches, Sugarloaf Beach and Venture Out Keys. A couple of additional sights to add to your itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Take a look at what more there is to see and do in Expedia's Summerland Key guide.
What's the seasonal weather in Summerland Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.

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