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Find hotels in Fleming Key, FL from $104

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Our top choices for Fleming Key hotels

1. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Old Town Key West
United States
Krystle
$229 nightly
$258 total
Sep 28 - Sep 29
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

2. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
United States
Esteban
$168 nightly
$189 total
Sep 27 - Sep 28
Total with taxes and fees
Blue Flamingo Resort Key West

3. Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
United States
Coni
$205 nightly
$230 total
Sep 29 - Sep 30
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton

4. Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
United States
TRICIA LYNN
$265 nightly
$298 total
Sep 27 - Sep 28
Total with taxes and fees
Margaritaville Beach House Key West

5. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
United States
Tina
Hyatt Vacation Club at Windward Pointe, Key West

6. Havana Cabana at Key West

Havana Cabana at Key West
New Town
United States
Silvia
$167 nightly
$188 total
Sep 27 - Sep 28
Total with taxes and fees
Havana Cabana at Key West

7. Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
United States
Stephanie
$130 nightly
$146 total
Sep 27 - Sep 28
Total with taxes and fees
Ibis Bay Beach Resort

8. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
United States
Craige
$149 nightly
$167 total
Sep 27 - Sep 28
Total with taxes and fees
DoubleTree Resort by Hilton Grand Key - Key West

9. Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
United States
Anthony
$176 nightly
$198 total
Sep 27 - Sep 28
Total with taxes and fees
Parrot Key Hotel & Villas

10. Pier House Resort & Spa

Pier House Resort & Spa
Key West Historic District
United States
Cheryl
$291 nightly
$327 total
Oct 4 - Oct 5
Total with taxes and fees
Pier House Resort & Spa

11. Beachside Resort & Residences

Beachside Resort & Residences
Key West
United States
James
$185 nightly
$208 total
Sep 27 - Sep 28
Total with taxes and fees
Beachside Resort & Residences

12. Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
United States
Mackenzie
$245 nightly
$276 total
Sep 29 - Sep 30
Total with taxes and fees
Winslow's Bungalows - Key West Historic Inns

13. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West
United States
Susan
$294 nightly
$331 total
Sep 27 - Sep 28
Total with taxes and fees
Opal Key Resort & Marina, Key West

14. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
United States
Darlene
$259 nightly
$291 total
Oct 4 - Oct 5
Total with taxes and fees
The Reach Key West, Curio Collection by Hilton

15. Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
United States
Walt
$131 nightly
$147 total
Oct 4 - Oct 5
Total with taxes and fees
Hilton Garden Inn Key West / The Keys Collection

16. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
United States
Jade
$184 nightly
$207 total
Sep 27 - Sep 28
Total with taxes and fees
The Perry Hotel & Marina Key West

17. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
United States
Rachel
Hyatt Vacation Club at Beach House, Key West

18. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
United States
Molly
$172 nightly
$193 total
Sep 27 - Sep 28
Total with taxes and fees
Hilton Key West Resort & Marina

19. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
Key West Historic District
United States
Joelle
$263 nightly
$296 total
Oct 5 - Oct 6
Total with taxes and fees
The Marker Key West Harbor Resort

20. Duval House

Duval House
Old Town Key West
United States
Anne
$119 nightly
$131 total
Sep 27 - Sep 28
Total with taxes and fees
Duval House
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Top Fleming Key Hotel Reviews

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

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

10/10 Excellent
"Felt very comfortable and the Breakfast was very good."
Patricia 3-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Nice vibe throughout the property."
Harry 8-night trip
Posted 3 hours ago
Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

8/10 Good
"An older resort but had a Key West vibe. Aaron at the activity desk was great, and we rented a golf cart for 2 days. Gave us tips on what to see and do. Was a value stay and we enjoyed our time."
Maureen 3-night trip
Posted 3 hours ago
Ibis Bay Beach Resort
Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"The room was fantastic, the staff excellent , the frozen drinks weak. We had lots of fun at the pool feeding the iguanas…would definitely recommend"
david 1-night trip
Posted 1 day ago
Margaritaville Beach House Key West
Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Mi experiencia en Hampton Inn Key West fue muy buena. 👍🌴 El servicio fue excelente y recibimos muy buena atención durante nuestra estadía. Me gustó mucho que el hotel ofreciera transporte hasta la zona de Duval Street, lo cual fue muy conveniente para disfrutar de Key West sin preocuparnos por el estacionamiento. 🚌🌴 Las instalaciones estaban en excelentes condiciones y todo se sentía limpio y bien cuidado. La piscina también estuvo muy bien, aunque considero que el área podría tener un poco más de ambiente y entretenimiento para hacerla aún más atractiva. 🏊‍♂️☀️ Por el precio que pagamos en nuestra reserva, considero que fue una excelente opción y una muy buena relación calidad-precio. Definitivamente disfrutamos nuestra estadía. ⭐⭐⭐⭐⭐"
Brian 1-night trip
Posted 1 day ago
Hampton Inn Key West FL
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Everything was great! Staff was super friendly and helpful. 10/10"
Kyle 4-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West
Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"
Carlos 1-night trip
Posted 1 day ago
Pier House Resort & Spa
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"
Dolores 7-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."
Darlene 2-night trip
Posted 1 day ago
Southernmost Beach Resort and Guesthouses

More cheap stays in Fleming Key

Ibis Bay Beach Resort

Ibis Bay Beach Resort

3101 N. Roosevelt Blvd Key West FL
$130 nightly
$146 total
Sep 27 - Sep 28
Total with taxes and fees
8.2/10 Very Good! (2,386 reviews)
Ibis Bay Beach Resort
Alexander Palms Court

Alexander Palms Court

715 South St Key West FL
$135 nightly
$152 total
Sep 27 - Sep 28
Total with taxes and fees
9.4/10 Exceptional! (1,001 reviews)
Alexander Palms Court
Hampton Inn Key West FL

Hampton Inn Key West FL

3755 S Roosevelt Blvd Key West FL
$152 nightly
$171 total
Oct 1 - Oct 2
Total with taxes and fees
Hampton Inn Key West FL
Tranquility Guest House

Tranquility Guest House

302 Angela st Key West FL
$153 nightly
$172 total
Sep 28 - Sep 29
Total with taxes and fees
Tranquility Guest House
Southwinds Motel

Southwinds Motel

1321 Simonton Street Key West FL
$155 nightly
$174 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (1,385 reviews)
Southwinds Motel
Pegasus International Hotel

Pegasus International Hotel

501 Southard Street Key West FL
$161 nightly
$181 total
Oct 1 - Oct 2
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
Pegasus International Hotel

Hotels in Fleming Key with star-rating

Find out more about Fleming Key

Top reasons to visit Fleming Key

  • Stunning Beaches: Fleming Key boasts pristine beaches perfect for relaxation and sunbathing.
  • Family-Friendly Activities: Enjoy a range of activities, from tennis to hiking, suitable for all ages.
  • Cultural Exploration: Discover nearby museums and vibrant streets that offer a taste of local culture.
  • Water Adventures: Access to beautiful reefs provides excellent snorkeling and diving opportunities.
  • Charming Accommodations: A variety of lodging options cater to both adventure seekers and families.

Find great hotels near Fleming Key

Discover the perfect getaway in Fleming Key, Florida, where a variety of accommodations await you. From luxurious beachside resorts to charming bed and breakfasts, you'll find options that cater to adventure seekers and families alike. Enjoy a restful night’s sleep in a whole home while being just steps away from pristine beaches. Experience the ideal blend of relaxation and excitement during your stay in this beautiful coastal destination.

  • Pier House Resort & Spa: Nestled merely 0.9 miles from Fleming Key, Pier House Resort & Spa offers a stunning beachfront experience for adventure seekers. This 4-star resort boasts a guest rating of 9.0, where the sun, sea, and sand converge to create an idyllic vacation spot. Guests can indulge in a variety of adventure sports, including parasailing, waterskiing, and sailing, all facilitated by the resort's convenient access to the beach. With its combination of luxury and adventure, this property is perfect for those looking to immerse themselves in both relaxation and excitement during their stay.
  • The Marker Key West Harbor Resort: Located 0.8 miles from Fleming Key, The Marker Key West Harbor Resort is a 4-star hotel that shines with a guest rating of 9.2. This eco-certified property is ideal for adventurers and pet lovers alike, offering a welcoming atmosphere for both humans and their furry friends. Guests can enjoy a range of recreational activities like snorkeling, kayaking, and sailing. The hotel emphasizes sustainability while providing modern comforts, making it a great choice for eco-conscious travelers looking for an unforgettable getaway.
  • Opal Key Resort & Marina, Key West: Situated 1 mile from Fleming Key, Opal Key Resort & Marina is another 4-star gem with a guest rating of 9.2. This property caters to adventure enthusiasts and pet owners, offering exciting activities such as snorkeling, fishing, and boat tours right onsite. With pet-friendly amenities and policies, it ensures that your pets can join in on the fun. The resort combines luxury and outdoor adventure, making it a fantastic option for those seeking a vibrant and memorable vacation experience.

Where to stay near Fleming Key

Fleming Key offers a unique vacation experience perfect for families and couples alike. Enjoy a romantic getaway with beautiful waterfront views and easy access to nearby reefs for snorkeling adventures. Explore the vibrant atmosphere of Key West, just a short drive away, where history and tropical vibes abound. Whether you're seeking relaxation on the beach or exciting excursions, Fleming Key is a great location to create unforgettable memories.

  • Key West: Nestled in the southernmost point of the continental U.S., Key West is a vibrant city known for its relaxed island vibe and rich history. As the gateway to Fleming Key, it offers an array of attractions including beautiful beaches, bustling shopping areas, and lively resorts. Visitors can indulge in various activities, from water sports to exploring local art galleries. Key West is particularly popular among families and business travelers, with peak visitor numbers in January, March, and September, making it a year-round destination. Don’t miss the iconic sunset celebrations at Mallory Square.
  • Old Town Key West: Located just a mile from Fleming Key, Old Town is a charming neighborhood that encapsulates the essence of Key West's laid-back lifestyle. Its picturesque streets are lined with historic homes, quirky shops, and inviting cafes, making it a delightful place to explore on foot. Old Town experiences a steady influx of visitors throughout the year, peaking in March, July, and December. Here, you can enjoy family-friendly activities, relax on family beaches, or savor fresh seafood at local eateries. The vibrant atmosphere is perfect for both leisure and business trips.
  • Key West Historic District: Also situated about a mile from Fleming Key, the Key West Historic District is a treasure trove of history and culture. This neighborhood boasts well-preserved architecture and a rich maritime heritage, offering a glimpse into the island's storied past. Visitors flock to this area for its unique blend of city charm and coastal beauty, with peak travel times in March, July, and December. The district features inviting shopping areas, resorts, and proximity to beautiful beaches, making it an ideal spot for family vacations or business retreats.

Things to do in Fleming Key

Fleming Key offers a fantastic mix of beach and city experiences perfect for family vacations. Visitors can explore local attractions, enjoy shopping at nearby malls, and unwind in recreational areas. Don't miss the chance to play tennis or embark on friendly hikes, making it a great addition to your vacation bucket list. With its vibrant atmosphere, Fleming Key provides a delightful getaway for tourists looking to relax and have fun.

Shopping

In Fleming Key, you'll find the charming Key West Shopping Plaza, featuring unique gift shops and local artisan boutiques. For a broader selection, head to the nearby Key West Historic District, where you can discover colorful souvenirs and handcrafted items perfect for gifts.

Recreation

At the serene Spa at the Ocean Key Resort, indulge in rejuvenating treatments with ocean views. For a more active experience, join yoga classes at the Key West Wellness Center, where you can find balance and tranquility surrounded by lush tropical gardens.

Adventure

Experience thrilling water sports like jet skiing and paddleboarding in Fleming Key, surrounded by the beautiful waters of Florida. Explore the vibrant marine life while snorkeling or diving in nearby coral reefs, offering unforgettable underwater adventures right at your fingertips.

Nightlife

Experience a vibrant nightlife in Fleming Key with live music at the popular Green Parrot Bar. For a laid-back vibe, visit the iconic Hogfish Bar & Grill, where you can enjoy fresh seafood and craft cocktails while watching the sunset over the water.

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

Booking tips and Expedia advantages for Fleming Key

  • 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: The cheapest time to book a hotel around Fleming 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 around Fleming Key is Tuesday. The most expensive day to stay around Fleming Key is Friday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy for you to set your budget, choose your desired location, and customize your preferences. You can sort the results to display the lowest prices first, ensuring you find the most affordable hotels right away. Additionally, you can narrow down your choices by hotel type; for instance, if you select the Eco-certified filter, you'll be presented with sustainable and environmentally-friendly hotel options ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Fleming Key with your flights and activities through an Expedia package.

Find the best attractions near Fleming Key

Fleming Key, Florida, offers a delightful vacation for beach lovers, families, and city explorers. Visitors can enjoy a variety of attractions, including vibrant streets, modern squares, and captivating museums. Whether you're seeking cultural experiences, adventure, or simply want to soak in the stunning beauty of the Florida Keys, Fleming Key has something for everyone. Don't miss the top attractions nearby for a memorable getaway.

  • Duval Street: Experience the vibrant energy of Duval Street, located just 1 mile from Fleming Key. This iconic thoroughfare is lined with eclectic shops, lively bars, and restaurants, making it a perfect spot for dining and nightlife. Stroll along and soak up the local culture while enjoying street performances and the festive atmosphere.
  • Mallory Square: Just 1 mile away, Mallory Square is a modern gathering place known for its stunning sunset views. Join locals and visitors for the nightly Sunset Celebration, featuring street performers, artisans, and live music that create a lively, communal vibe.
  • Harry S. Truman Little White House: This historic civic government building, located 1 mile from Fleming Key, offers a glimpse into the past. Explore the residence of President Truman and learn about its significance in American history, all while enjoying the rich cultural atmosphere surrounding it.

Best time to go to Fleming Key

The best time to visit Fleming Key, Key West can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Fleming Key, Key West falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Fleming Key, Key West falls in January, 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

To visit Fleming Key, the closest major airport is Key West International Airport (EYW), located 3 miles away. Nearby hotels include the 5-star Casa Marina Key West, 2 miles from the airport, and the 4-star Parrot Key Hotel & Villas, just 1 mile away. The DoubleTree Resort by Hilton Grand Key is also conveniently located 0.6 miles from EYW. Additionally, Marathon Airport (MTH) is 48 miles from Fleming Key, with options like the 4.5-star Isla Bella Beach Resort & Spa, 4 miles from MTH, and Tranquility Bay Beachfront Hotel and Resort, located 3 miles away. Both airports offer easy access to local hotels for travelers.

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