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, (1,005 reviews)
"Clean, convenient location. "
United States
Michael
The price is €237
includes taxes & fees
10 Feb - 11 Feb
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,005 reviews)
"Staff and amenities are great"
United States
Selen
The price is €301
includes taxes & fees
10 Feb - 11 Feb
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)
"very nice place "
United States
Daniel
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)
  • cleanliness
    Unwind in the Florida Keys with a choice of 10 outdoor pools and a hot tub.
"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 €955
includes taxes & fees
10 Feb - 11 Feb
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 €854
includes taxes & fees
12 Mar - 13 Mar
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, (1,002 reviews)
  • cleanliness
    Enjoy serene poolside mornings at a coastal hideaway near Hemingway's estate.
"Great hotel "
United States
David Zion
The price is €352
includes taxes & fees
10 Feb - 11 Feb
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, (1,002 reviews)
  • cleanliness
    Peaceful Key West retreat with poolside bar and easy beach access.
"Staff was wonderful, good variety of breakfast foods, shuttle to Old Town was so helpful! Loved the amenities, pool area was beautiful, kept very clean and comfortable. "
United States
Julie
The price is €400
includes taxes & fees
2 Mar - 3 Mar
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, (1,008 reviews)
"Nice place to stay. "
United States
David
The price is €420
includes taxes & fees
1 Mar - 2 Mar
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, (1,319 reviews)
  • cleanliness
    Stay near Smathers Beach with poolside drinks and free breakfast in Key West.
"Definitely a place i will be staying going back to "
United States
Mary
The price is €479
includes taxes & fees
11 Mar - 12 Mar
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, (1,203 reviews)
  • cleanliness
    Experience the best of Key West with a pool, hot tub, and quick drive to beaches.
"Great place to stay!"
United States
Nicole
The price is €346
includes taxes & fees
8 Mar - 9 Mar
Hilton Garden Inn Key West / The Keys Collection

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very good, (1,927 reviews)
  • cleanliness
    Experience island-style relaxation at a resort with 2 pools near Duval Street.
"Clean rooms, friendly staff. Great place to stay. "
United States
Marie
The price is €432
includes taxes & fees
10 Feb - 11 Feb
Blue Flamingo Resort Key West

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1,007 reviews)
  • cleanliness
    Poolside paradise near Smathers Beach, with inviting hot tub and full-service bar.
"Nice location."
United States
Yongxian
The price is €447
includes taxes & fees
10 Feb - 11 Feb
Courtyard by Marriott Key West Waterfront

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, (1,014 reviews)
  • cleanliness
    Unwind at this oceanfront Key West getaway with a pool and sunset views.
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is €487
includes taxes & fees
11 Mar - 12 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, (1,027 reviews)
  • cleanliness
    Serene oceanfront retreat in Key West with poolside lounge and tropical relaxation.
"Great place to stay!"
United States
Brenton
The price is €507
includes taxes & fees
2 Mar - 3 Mar
Hyatt Vacation Club at Beach House, Key West

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (299 reviews)
  • cleanliness
    Waterfront escape on Big Pine Key with a pool, marina, and scenic hiking trails.
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,795 reviews)
  • cleanliness
    Coastal haven with pool retreat, steps from Smathers Beach in Key West.
"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."
United States
michael
The price is €412
includes taxes & fees
10 Feb - 11 Feb
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, (1,178 reviews)
  • cleanliness
    Serene escape just minutes from Duval Street with a peaceful pool oasis.
"Friendly Staff, clean hotel, great breakfast"
United States
Akiem
The price is €404
includes taxes & fees
10 Feb - 11 Feb
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, (1,288 reviews)
  • cleanliness
    Soak in Key West's charm with four outdoor pools and kayaking adventures.
"Staff was amazing and very clean rooms and amenities "
Canada
giovanni
The price is €400
includes taxes & fees
10 Feb - 11 Feb
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, (331 reviews)
  • cleanliness
    Laid-back historic charm near Duval Street with refreshing poolside cocktails.
"Nice rooms and the staff was amazing way beyond what i expected, i will definitely be back again "
United States
Joshua
The price is €587
includes taxes & fees
8 Mar - 9 Mar
La Concha Key West, Autograph Collection

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2,080 reviews)
"Great ppl that work there! "
United States
Evan
The price is €253
includes taxes & fees
11 Feb - 12 Feb
Ibis Bay Beach Resort
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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Where to stay in Summerland Key

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

Cutthroat Harbor Estates

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

Sugarloaf Shores

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

Cudjoe Gardens

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

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.

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.

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?
Private Secluded Ocean View & Pool Near Key West: This highly rated holiday home rental in Summerland Key is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, 1 hot tub and table football so that you can immerse yourself in your holiday. Other favourite homes for rent in Summerland Key are Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from 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?
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?
Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool and complimentary wireless Internet access. Parmer's Resort and Sugarloaf Key Hotel at KOA Resort 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 609 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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