Find hotels in Summerland Key, FL from CA $115

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Compare 599 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1004)
"The private beach was incredible, staff was friendly. Didn't take advantage of the free breakfast but to even have the option was amazing. Bed was a little rickety but that if anything is my only critique. "
The price is CA $173
CA $240 total
includes taxes & fees
Aug 10 - Aug 11
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1006)
"Good to stay for a night ! "
The price is CA $136
CA $153 total
includes taxes & fees
Aug 10 - Aug 11
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1005)
"Basic motel room with a fun tiki bar on the property. Catering to divers and snorkeling. "
The price is CA $191
CA $215 total
includes taxes & fees
Jul 22 - Jul 23
Looe Key Reef Resort

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
The price is CA $610
CA $994 total
includes taxes & fees
Jul 15 - Jul 16
Little Torch Cottages

Atlantic View Luxury Villa with Pool

3.5 star property
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. "
The price is CA $815
CA $1,396 total
includes taxes & fees
Jul 15 - Jul 16
Atlantic View Luxury Villa with Pool

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Had a great stay"
The price is CA $371
CA $501 total
includes taxes & fees
Aug 13 - Aug 14
Isla Bella Beach Resort & Spa

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1758)
"We loved staying here "
The price is CA $185
CA $298 total
includes taxes & fees
Jul 15 - Jul 16
Havana Cabana at Key West

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1027)
"Great location, food and space"
The price is CA $218
CA $324 total
includes taxes & fees
Jul 15 - Jul 16
Parrot Key Hotel & Villas

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1023)
"Great view, restaurants on site, clean rooms. "
The price is CA $197
CA $301 total
includes taxes & fees
Jul 15 - Jul 16
The Perry Hotel & Marina Key West

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1004)
"Small paradise to build beautiful family memories with breathtaking sunsets. "
The price is CA $328
CA $457 total
includes taxes & fees
Aug 11 - Aug 12
Tranquility Bay Beachfront Hotel and Resort

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1048)
"Good hotel and it includes breakfast!"
The price is CA $152
CA $210 total
includes taxes & fees
Aug 3 - Aug 4
Hilton Garden Inn Key West / The Keys Collection

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1008)
"We had an amazing time here! The place is beautiful, and We will definitely be staying here again!"
The price is CA $145
CA $202 total
includes taxes & fees
Jul 20 - Jul 21
Captain Pips Marina & Hideaway

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1007)
"Pool was great"
The price is CA $177
CA $245 total
includes taxes & fees
Aug 10 - Aug 11
DoubleTree Resort by Hilton Grand Key - Key West

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Friendly staff, clean rooms, nice amenities and could ask for better weather. Hotel was a great value and will definitely be back!"
The price is CA $185
CA $262 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Faro Blanco Resort

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1011)
"It was a beautiful place to stay with beautiful views and wonderful staff."
The price is CA $326
CA $421 total
includes taxes & fees
Jul 15 - Jul 16
Opal Key Resort & Marina, Key West

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1750)
"Loved our time there! Perfect place"
The price is CA $245
CA $362 total
includes taxes & fees
Aug 10 - Aug 11
Margaritaville Beach House Key West

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2013)
"Good resort "
The price is CA $158
CA $215 total
includes taxes & fees
Jul 18 - Jul 19
Ibis Bay Beach Resort

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.2 out of 10, Wonderful, (1008)
"It was a wonderful stay! "
The price is CA $378
CA $464 total
includes taxes & fees
Aug 14 - Aug 15
Hyatt Vacation Club at Beach House, Key West

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1682)
"This is a fantastic resort. "
The price is CA $232
CA $340 total
includes taxes & fees
Aug 10 - Aug 11
Oceans Edge Key West Resort, Hotel & Marina

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1016)
"Great place, breakfast included "
The price is CA $110
CA $186 total
includes taxes & fees
Jul 17 - Jul 18
NYAH Key West - Adults Only
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key
Cutthroat Harbor Estates map

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Venture Key are some notable places to visit nearby.

Sugarloaf Shores map

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Cudjoe Gardens map

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates map

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.

Learn more about Summerland Key

Check out the local area in Summerland Key—home to attractions like Florida Keys Beaches and Sugarloaf Beach.

Find out more about Summerland Key

Find out more about Summerland Key

Top reasons to visit Summerland Key

  • Outdoor Adventures: Engage in sailing, sandbar tours, and snorkelling in the crystal-clear waters, perfect for families and outdoor enthusiasts.
  • Stunning Beaches: Relax on picturesque beaches that offer beautiful landscapes and breathtaking sunsets.
  • Vibrant Marine Life: Explore vibrant underwater ecosystems while diving or snorkelling, a must for marine life enthusiasts.
  • Charming Local Culture: Experience the warm hospitality of friendly locals while enjoying leisurely strolls along the scenic boat docks.
  • Diverse Accommodations: Choose from a range of hotels and vacation rentals, catering to all budgets and preferences.

Find great hotels in Summerland Key

Explore a diverse selection of hotel accommodations in Summerland Key, Florida, ranging from budget-friendly 2-star options to luxurious 4-star resorts. Whether you're seeking a thrilling adventure, a pet-friendly getaway, or business-focused amenities, you'll find an ideal vacation rental or home to suit your needs in this picturesque area of the Florida Keys.

  • Oceans Edge Key West Resort, Hotel & Marina: Experience the thrill of adventure at Oceans Edge Key West Resort, Hotel & Marina, located 30.6km from Summerland Key. This 4-star resort is a haven for adventure seekers and golf enthusiasts alike, boasting a range of exciting activities from onsite kayaking and scooter rentals to nearby windsurfing and parasailing. Pet lovers will appreciate the pet-friendly policy, allowing dogs and service animals with applicable fees. The resort offers a perfect blend of relaxation and recreation, ensuring that guests can indulge in both leisure and excitement during their stay.
  • 24 North Hotel Key West - Newly Renovated: Newly revitalized, 24 North Hotel Key West is an eco-certified 4-star hotel located 32.2km from Summerland Key. This hotel is ideal for eco-conscious travellers and business guests alike, featuring a Business Centre, multiple meeting rooms, and conference space all included in the resort fee. Adventure enthusiasts can explore nearby Segway tours, parasailing, and kayaking. The commitment to sustainability is evident in its green practices, making it a standout choice for those wanting a responsible and professional travel experience without compromising on comfort.
  • The Perry Hotel & Marina Key West: Set 32.2km from Summerland Key, The Perry Hotel & Marina Key West invites guests to embrace the thrill of adventure. This 4-star hotel caters to both business travellers and pet owners, featuring a well-equipped meeting room and conference space. Guests can enjoy a variety of water sports such as onsite sailing and motorboating, along with kayaking. The pet policy includes a dedicated dog exercise area, ensuring that furry friends are well accommodated. With a perfect mix of business facilities and recreational activities, The Perry Hotel is an excellent choice for all types of travellers.

Where to stay in Summerland Key

Summerland Key, a picturesque island in the Florida Keys, offers a delightful blend of outdoor adventures and beach relaxation for families and couples alike. Explore the vibrant marine life while snorkelling or diving in the crystal-clear waters. Enjoy leisurely strolls along the charming boat docks, and experience the warm hospitality of friendly locals. Nearby attractions enhance your Florida Keys vacation, ensuring a memorable escape filled with beautiful landscapes and romantic moments.

  • Cudjoe Key: Nestled in the beautiful Florida Keys, Cudjoe Key is a charming village known for its stunning island landscapes. Situated near Summerland Key, it attracts visitors primarily during the peak season from July to September. Travellers flock here for outdoor adventures, beach outings, and family-friendly experiences. Enjoy the local recreational areas and vibrant shopping scene, featuring various shopping centres. Key landmarks include beautiful beaches and picturesque islands, making it an ideal destination for those seeking relaxation and fun in the sun.
  • Sugarloaf Key: Sugarloaf Key is another delightful village in the Florida Keys, located just a short distance from Summerland Key. This island paradise sees a moderate influx of visitors, particularly from March to April and September. Known for its outdoor activities and family-friendly atmosphere, Sugarloaf Key offers excellent shopping areas and recreational spots. Its proximity to beautiful beaches and islands ensures that you can unwind and soak in the natural beauty that surrounds you. This destination is perfect for families looking to create lasting memories together.
  • Little Torch Key: A serene escape, Little Torch Key is a picturesque village that showcases the natural beauty of the Florida Keys. Located near Summerland Key, it experiences seasonal visitor patterns, peaking from March to April and September. Visitors come for outdoor activities, family beach experiences, and a laid-back atmosphere. With access to recreational areas and shopping, this village makes for a well-rounded vacation spot. Families will particularly enjoy the family-friendly beaches and the tranquil environment, making it an ideal location for relaxation and exploration.

Things to do in Summerland Key

Summerland Key is perfect for outdoor family vacations, offering a range of activities such as sailing adventures, sandbar tours, and excursions to Key West. You can also enjoy yoga sessions amidst the beautiful surroundings. With its recreational areas and shopping centres, there's something for everyone to experience while soaking up the sun on the stunning beaches of Florida.

Shopping

In Summerland Key, visit the Big Pine Key Flea Market, only 8.0km away, for a vibrant local shopping experience. If you're up for a drive, The Kite House and We Cycle Key West are 23 and 38.6km away, respectively, offering unique gifts and souvenirs.

Recreation

Experience a round of golf at Key West Golf Club, where you can enjoy the lush landscapes and outdoor vibes. For a touch of luxury, visit Florida Keys Country Club, perfect for unwinding. Families will love the MLK Community Pool & Community Center, offering fun and recreational activities for all ages.

Adventure

Experience the thrill of water sports at Pigeon Key, located 29.0km from Summerland Key. Enjoy activities like kayaking, paddleboarding, and snorkelling in a stunning natural setting, perfect for adventure enthusiasts seeking outdoor excitement and breathtaking views of the surrounding waters.

Nightlife

Experience the vibrant nightlife of Summerland Key by venturing to the nearby Key West Burlesque Theater for a captivating show. Alternatively, enjoy a performance at the Waterfront Playhouse or the Red Barn Theater, both offering rich culture and family-friendly entertainment just a short drive away.

Booking tips and Expedia advantages for Summerland Key

To save money on your trip to Summerland Key, visit during the off-peak season from August to October when prices are lower. Book your hotel about a month in advance or check last-minute deals on Expedia for potential savings. Tuesday is the cheapest day to stay, while Fridays are the most expensive. Take advantage of free activities like Cook Island and Looe Key National Marine Sanctuary, and consider combining your hotel, flights, and activities into an Expedia package for further discounts. Use the price filter on Expedia to find the best value accommodations.

  • 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: Utilize 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 hotels that prioritize sustainability and eco-friendliness, available for your stay. To discover the best prices and offers, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save some funds by combining your Summerland Key hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Summerland Key

Summerland Key is an ideal destination for outdoor enthusiasts and families seeking a beach vacation. Visitors can explore a variety of attractions, including the stunning Jewel of Summerland Key, the scenic Ocean Drive, and the prestigious offerings of the area. With its beautiful beaches and nearby national parks, Summerland Key promises an adventurous experience that caters to every traveller's interests.

  • Florida Keys Beaches: Located 12.9km from Summerland Key, Florida Keys Beaches offers a quintessential beach experience. With its soft sands and crystal-clear waters, it's perfect for sunbathing, swimming, or simply relaxing amidst the beautiful coastal scenery.
  • Upper Sugarloaf Key: This charming neighbourhood within Summerland Key exudes a vibrant city vibe. Explore local shops and eateries, and immerse yourself in the friendly atmosphere that makes this area truly unique.
  • Upper Sugarloaf Sound: An idyllic island that invites outdoor enthusiasts, Upper Sugarloaf Sound boasts stunning beach vibes. Enjoy kayaking, paddleboarding, or simply soaking in the sun while surrounded by breathtaking natural beauty.

Best time to go to Summerland Key

Visitor numbers in Summerland Key is generally unchanged in popularity throughout the year. 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 visit Summerland Key, you can fly into two major airports. Key West International Airport (EYW) is situated 33.8km away, with excellent hotel options like the 5-star Casa Marina Key West, located 3.2km from the airport, and the 4-star Margaritaville Beach House, just 1.6km away. Both are easily accessible from EYW. Alternatively, Florida Keys Marathon Airport (MTH) is 40.2km away, with nearby accommodations such as the 4.5-star Isla Bella Beach Resort, 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away. Both hotels offer convenient access to MTH.

Frequently asked questions

What are the best hotels in Summerland Key that travellers recommend?
Sugarloaf Key Hotel at KOA Resort is a standout option for travellers seeking an exceptional experience, boasting an exceptional score of 9.8. This resort offers stunning resort views and a private beach area, allowing guests to unwind in a tranquil atmosphere. With evening entertainment, it provides both relaxation and excitement, making it a great destination for couples looking to enjoy romantic nights under the stars.
What are the best family hotels in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is an exceptional family-friendly option in Summerland Key, boasting a stellar review score of 9.8 from guests. This property seamlessly blends adventure with convenience, making it a top choice for families looking to create lasting memories. Find more child-friendly accommodations in Summerland Key.
What are the top pet-friendly hotels in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is a top-rated pet-friendly gem in Summerland Key, boasting a great rating of 9.8 from guests. This delightful resort welcomes furry companions, providing amenities such as food and water bowls, a dog exercise area, and even designated pet-friendly accommodations, ensuring that both you and your pet have a relaxing stay. See more pet-friendly hotels in Summerland Key.
What are the best budget hotels in Summerland Key?
Sugarloaf Key Hotel at KOA Resort is an outstanding option for travellers seeking a budget-friendly stay in Summerland Key, boasting a stellar rating of 9.8. Guests appreciate its inviting outdoor pool, which is secured for peace of mind, alongside a private sandy beach where families can relax and play. The hotel also offers convenient amenities such as free Wi-Fi, a kitchenette in each room for easy meal preparations, and complimentary self-parking, making it a practical choice for families on the go.

Another excellent family-friendly property is Parmer's Resort, which has earned a review score of 9.0. This charming resort features various accommodations with stunning ocean views and direct beach access. Families will love the complimentary breakfast and the availability of beach toys, ensuring a fun-filled day by the water. The onsite marina and free bicycles add an adventurous twist for those looking to explore the beautiful surroundings.

For travellers who may be visiting as couples or looking for a more intimate getaway, Little Torch Cottages also rates at 9.0 and offers a serene setting with shared outdoor pools and private balconies. It's a quaint retreat superb for those wanting to unwind in a picturesque environment.

Overall, whether you're traveling with family or seeking a peaceful escape, these options in Summerland Key provide top hotels that cater to various needs while ensuring a memorable experience. View all budget hotels in Summerland Key.
When is the best time to go to Summerland Key?
The most popular time to visit Summerland Key is during the winter months, specifically from December to April. This period offers delightful weather, with temperatures averaging between 21 to 26 Celsius, making it superb for enjoying the beautiful beaches and engaging in various outdoor activities.

As you plan your adventure, keep in mind that the peak tourist season coincides with these winter months. Visitors flock to Summerland Key to experience its stunning natural beauty, vibrant marine life, and countless water sports. Whether you're snorkelling in the crystal-clear waters or exploring the scenic bike trails, the pleasant climate and sunny skies create an ideal backdrop for unforgettable experiences.

If you're looking for a more tranquil experience, consider visiting in late April or early May. During these months, the crowds begin to thin out, and accommodation prices may be slightly lower while still providing excellent weather conditions. It's a fantastic opportunity to relax and enjoy the serene environment without the hustle and bustle of peak season.

For couples seeking a romantic escape or families eager to create lasting memories, Summerland Key offers a range of activities to suit every traveller's preferences. From sunset cruises and fishing excursions to leisurely beach days, you can find a wealth of quality experiences that align with your values of adventure and comfort.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline -- this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Summerland Key hotel for you.
How can I save on a Summerland Key hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Summerland Key hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Summerland Key hotel?
Prices for hotels in Summerland Key often vary, but you can find a great deal from CA $115 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.