Find hotels in Fleming Key, FL from $224

Start date: Check-in selected.
To Date
End date: Check-out
  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Fleming Key hotels

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1000)
"Nice place to stay!"
Canada
Baohua
$284 nightly
The price is $320
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Laureate Key West

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1001)
"Great place to stary. Staff was very nice."
United States
norka
$199 nightly
The price is $224
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sugar Loaf Lodge

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.4 out of 10, Very Good, (485)
"Clean, great staff and location."
United States
Vincent
$504 nightly
The price is $566
Jan 12 - Jan 13, 2026
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Old Town Key West
8.6 out of 10, Excellent, (1010)
"Great hotel, great beach, had a really good stay."
United States
Cristian Mihai
$381 nightly
The price is $428
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very Good, (1797)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
$283 nightly
The price is $318
Jan 8 - Jan 9, 2026
Total with taxes and fees
Blue Flamingo Resort 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, (1185)
"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
$245 nightly
The price is $276
Jan 19 - Jan 20, 2026
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West

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, (1017)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
$269 nightly
The price is $303
Jan 4 - Jan 5, 2026
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Key West Historic District
9.2 out of 10, Wonderful, (1004)
"Location, large rooms"
United States
george
$589 nightly
The price is $663
Jan 12 - Jan 13, 2026
Total with taxes and fees
Ocean Key Resort - A Noble House Resort

Santa Maria Suites

Santa Maria Suites
4.0 star property
Old Town Key West
9.6 out of 10, Exceptional, (1001)
"Awesome place we loved it"
United States
Josh
$563 nightly
The price is $634
Jan 15 - Jan 16, 2026
Total with taxes and fees
Santa Maria Suites

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, (296)
"Very nice staff! Clean hotel! "
United States
Tabitha Hall
$369 nightly
The price is $415
Jan 7 - Jan 8, 2026
Total with taxes and fees
La Concha Key West, Autograph Collection

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West
9.2 out of 10, Wonderful, (1025)
"Our stay was great!"
United States
Richard
$454 nightly
The price is $511
Jan 4 - Jan 5, 2026
Total with taxes and fees
Opal Key Resort & Marina, Key West

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
$1,717 nightly
The price is $1,931
Jan 21 - Jan 22, 2026
Total with taxes and fees
Capmar House by Brightwild Huge Home Pool

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1005)
"Room clean, nice pool area"
United States
Tami
$264 nightly
The price is $297
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott Key West Waterfront

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West
9.8 out of 10, Exceptional, (134)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
$450 nightly
The price is $507
Jan 5 - Jan 6, 2026
Total with taxes and fees
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Old Town Key West
8.8 out of 10, Excellent, (2949)
"Wonderful stay!"
United States
Elisa
$360 nightly
The price is $405
Jan 13 - Jan 14, 2026
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

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, (1000)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
$262 nightly
The price is $295
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Old Town Key West
9.0 out of 10, Wonderful, (146)
"Delightful beachfront property. Time share units, well maintained. "
United States
Darlene
$584 nightly
The price is $658
Jan 5 - Jan 6, 2026
Total with taxes and fees
Coconut Beach Resort

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, (1012)
"Great staff, hotel and pool."
United States
Lilly
$439 nightly
The price is $493
Jan 7 - Jan 8, 2026
Total with taxes and fees
Hyatt Vacation Club at Windward Pointe, Key West

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Key West Historic District
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
$348 nightly
The price is $391
Jan 8 - Jan 9, 2026
Total with taxes and fees
The Saint Hotel Key West, Autograph Collection, Adult Only

Wicker Guesthouse

Wicker Guesthouse
3.5 star property
Old Town Key West
8.6 out of 10, Excellent, (1003)
"Clean rooms, wonderful staff, good breakfast"
United States
Shelley
$354 nightly
The price is $398
Jan 13 - Jan 14, 2026
Total with taxes and fees
Wicker Guesthouse
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

Top Fleming Key Hotel Reviews

More cheap stays in Fleming Key

Hotels in Fleming Key with star-rating

Find out more about Fleming Key

Top reasons to visit Fleming Key

  • Outdoor Adventures: Enjoy hiking trails and thrilling excursions in the surrounding waters, perfect for nature lovers and adventure seekers.
  • Dolphin Research Center: Experience unforgettable interactions with dolphins at the local research center.
  • Beautiful Beaches: Relax on pristine beaches and witness stunning sunsets that create a romantic ambiance.
  • Nearby Key West: Explore the vibrant culture and rich history of nearby Key West, just a short trip away.
  • Diverse Accommodations: Choose from charming bed & breakfasts to luxurious resorts, catering to all preferences.

Find great hotels near Fleming Key

Discover a range of exceptional accommodation options in Fleming Key, Florida, perfect for your adventurous getaway. From charming bed & breakfasts to luxurious resorts, you'll find various lodging types that cater to families and beach lovers alike. Explore unique offerings like cabin yachts and navy housing, along with popular amenities and key vacation rentals, ensuring a memorable stay in this beautiful locale.

  • Pier House Resort & Spa: Pier House Resort & Spa is a luxurious 4-star resort that embodies the essence of a beach adventure and wellness getaway. Located 0.9 miles from Fleming Key, this resort offers direct access to the beach, where you can indulge in thrilling activities such as fishing, parasailing, and sailing. For relaxation, the resort features a full-service spa, a hot tub, and poolside services, making it the perfect retreat for those looking to unwind after a day of adventure.
  • The Marker Key West Harbor Resort: Situated just 0.8 miles from Fleming Key, The Marker Key West Harbor Resort is a chic 4-star hotel that welcomes business travelers and the LGBTQIA community with open arms. This pet-friendly property offers modern business amenities, including a 24-hour business center and meeting rooms, ensuring you can stay productive during your visit. With its vibrant atmosphere and inclusive policies, it’s an ideal choice for those looking to combine work and leisure in a welcoming environment.
  • Hyatt Centric Key West Resort and Spa: The Hyatt Centric Key West Resort and Spa, located 0.8 miles from Fleming Key, is a family-friendly 4-star resort that caters to travelers seeking adventure and business convenience. Guests can enjoy activities such as motorboating and hiking while also benefiting from business facilities including meeting rooms and an accessible business center. The resort is equipped with child-friendly amenities, making it a suitable choice for families looking to create lasting memories in a beautiful setting.

Where to stay near Fleming Key

Fleming Key, nestled in the Lower Florida Keys, offers a unique blend of outdoor adventures and family-friendly activities. Explore the vibrant atmosphere of nearby Key West, known for its rich history and tropical charm. Enjoy romantic sunsets on pristine beaches or embark on thrilling excursions in the surrounding waters. With its diverse experiences, from relaxation to adventure, Fleming Key is the perfect destination for an unforgettable vacation.

  • Key West: Nestled on an island, Key West is a vibrant city renowned for its laid-back atmosphere and rich history. It serves as the gateway to Fleming Key, offering a seamless travel experience with a variety of activities. Visitors can enjoy the bustling shopping areas, charming resorts, and picturesque beaches that dot the landscape. Key West attracts travelers year-round, peaking in January, March, and September. Whether you're seeking family fun, business networking, or simply a city-themed adventure, Key West has something for everyone.
  • Old Town Key West: Just a mile from Fleming Key, Old Town Key West is a quaint neighborhood brimming with character and charm. It welcomes visitors with its historic streets, vibrant shops, and beautiful beaches. The area sees a steady flow of tourists, particularly in March and during the summer months. Old Town is perfect for families, business travelers, and those looking to soak in the local culture. With easy access to shopping areas and resorts, Old Town offers a delightful blend of relaxation and excitement.
  • Key West Historic District: Also located a mile from Fleming Key, the Key West Historic District is a treasure trove of history and culture. This neighborhood features stunning architecture, narrow streets, and a rich narrative that dates back centuries. Visitors often flock here, especially in the spring and summer. It's an ideal spot for family outings, business engagements, and city exploration. The nearby beaches and shopping areas make it an enticing destination for anyone looking to experience the essence of Key West.

Things to do near Fleming Key

Fleming Key, Florida, is perfect for beach and outdoor family vacations, offering various activities like shopping at local centers and enjoying golf. Don't miss the dolphin research center for an unforgettable experience, as well as friendly hiking trails for nature lovers. For those seeking budget-friendly options, there are also free activities available to enjoy. A visit to Fleming Key promises an exciting blend of relaxation and adventure for everyone.

Shopping

Only a mile from Fleming Key, We Cycle Key West offers bike rentals and accessories. The Kite House, located 0.9 miles away, specializes in kites and beach gear. For a unique experience, visit the Big Pine Key Flea Market, 28 miles away, featuring local vendors and eclectic goods.

Recreation

Key West Golf Club offers a relaxing outdoor experience with a scenic 18-hole course, perfect for golf enthusiasts looking to unwind in nature. Meanwhile, the MLK Community Pool & Community Center provides a family-friendly atmosphere, ideal for cooling off and enjoying recreational activities in a vibrant community setting.

Adventure

Explore the vibrant waters around Fleming Key with kayaking and paddleboarding, perfect for spotting marine life. For thrill-seekers, try jet skiing or snorkeling in the nearby reefs, where you can enjoy the rich underwater beauty of Florida's Keys.

Nightlife

Experience the vibrant nightlife of Fleming Key with a show at the Waterfront Playhouse or the Red Barn Theater, both just a mile away. For something unique, catch a performance at the Key West Burlesque Theater, located only 0.8 miles away, offering a blend of culture and entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Fleming Key

To save money on your trip to Fleming Key, consider visiting between August and October when prices are lower. Book your hotel about a month in advance or look for last-minute deals on Expedia, especially on Tuesdays for the best rates. Utilize Expedia’s search tools to find eco-friendly options and packages that combine your hotel, flights, and activities for additional savings. Joining the One Key membership can also provide exclusive discounts and earn you OneKeyCash for future bookings. Exploring the area on foot is a great way to enjoy free activities while saving on transport costs.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Fleming Key are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel around Fleming Key about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Fleming Key is Tuesday. The most expensive day to stay around Fleming Key is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your preferences, such as budget, desired location, and the type of hotel you’re looking for. For instance, by selecting the Eco-certified option, you’ll find a selection of sustainable and environmentally friendly hotels currently available. To discover the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by booking an Expedia package that combines your hotel stay in Fleming Key with your flights and activities.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Fleming Key

Fleming Key, a charming destination in the Florida Keys, offers a delightful mix of beach and outdoor activities perfect for family vacations. Explore local attractions like historic civic government buildings and modern squares, or venture to nearby Key West for a vibrant cultural experience. Whether you're interested in soaking up the sun or immersing yourself in the local history, Fleming Key provides a fantastic backdrop for your getaway.

  • Duval Street: Experience the vibrant heart of Key West on Duval Street, where lively bars, unique shops, and delicious restaurants create a bustling atmosphere. This iconic street is perfect for strolling, people-watching, and enjoying the local nightlife.
  • Mallory Square: Visit Mallory Square, known for its stunning sunset views and lively street performances. This modern gathering place is a hub of activity, featuring art vendors, musicians, and food stalls, making it an ideal spot to relax and enjoy the local culture.
  • Harry S. Truman Little White House: Step back in time at the Harry S. Truman Little White House, a historic site that offers a glimpse into presidential history. Explore the beautifully preserved rooms and learn about Truman’s time in office, surrounded by rich cultural heritage.

Best time to go to Fleming Key

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
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 SunnySlightly HighSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Fleming Key

Traveling to Fleming Key, Florida, is convenient with two main airports nearby. Key West International Airport (EYW) is only 3 miles away, offering excellent hotel options like the 5-star Casa Marina Key West, just 2 miles from the airport, and the 4-star Margaritaville Beach House and Havana Cabana, both 1 mile away. All hotels provide easy access to EYW. Alternatively, Florida Keys Marathon Airport (MTH) is located 48 miles away, with notable hotels including the 4.5-star Isla Bella Beach Resort & Spa, 4 miles from MTH, and Tranquility Bay Beachfront Hotel, 3 miles from the airport, ensuring a comfortable stay before exploring the area.

Explore a world of travel with Expedia