Search for Cheap Deals on
Hotels in Fleming Key

Check Last Minute Fleming Key Hotel Deals

Tonight Feb 22 - Feb 23Next weekend Feb 28 - Mar 2

Choose from 2953 Fleming Key Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
  • 11 min walk from Duval Street
The price is $556 per night from Feb 25 to Feb 26
$556
includes taxes & fees
Feb 25 - Feb 26
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,277 reviews)
"Very good accommodations and facilities. Great location on the beach."

Reviewed on Feb 19, 2025

Southernmost Beach Resort
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
  • 10 min drive from Duval Street
The price is $507 per night from Feb 23 to Feb 24
$507
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,564 reviews)
"Very luxurious! It's about 20 minutes from old town, but the free shuttle makes it easy to visit Duval street. While you are at the resort, you feel like you are in a world of your own. It's not a party place, so the vibes are relaxing."

Reviewed on Feb 20, 2025

Oceans Edge Key West Resort, Hotel & Marina
Beachside Resort & Residences
Beachside Resort & Residences
3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
  • 8 min drive from Duval Street
The price is $433 per night from Feb 26 to Feb 27
$433
includes taxes & fees
Feb 26 - Feb 27
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,009 reviews)
"Beautiful spot! Highly recommend the suites"

Reviewed on Feb 20, 2025

Beachside Resort & Residences
Fairfield Inn and Suites by Marriott Key West
Fairfield Inn and Suites by Marriott Key West
3 out of 5
2400 N Roosevelt Blvd, Key West, FL
  • 4 min drive from Duval Street
The price is $390 per night from Mar 23 to Mar 24
$390
includes taxes & fees
Mar 23 - Mar 24
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
7.8/10 Good! (1,080 reviews)
"Great breakfast, shuttle was key as we did not touch our car through the whole tip, pool and bar was a big plus and the room with king and sofa bed gave us plenty of room for the 2 of us."

Reviewed on Feb 18, 2025

Fairfield Inn and Suites by Marriott Key West
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
  • 4 min drive from Duval Street
The price is $541 per night from Mar 24 to Mar 25
$541
includes taxes & fees
Mar 24 - Mar 25
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,747 reviews)
"Such a beautiful place to stay! Beautiful beach across the street and nice pool on property. Really pretty grounds!"

Reviewed on Feb 19, 2025

Margaritaville Beach House Key West
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4 out of 5
2801 N Roosevelt Blvd, Key West, FL
  • 5 min drive from Duval Street
The price is $488 per night from Mar 2 to Mar 3
$488
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,007 reviews)
"Highly exceeded expectations! The back porch straight to the sand area was amazing, the pools were all perfect temperature and the staff was very welcoming! We can’t wait to visit again."

Reviewed on Feb 19, 2025

Parrot Key Hotel & Villas
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
  • 6 min drive from Duval Street
The price is $331 per night from Mar 8 to Mar 9
$331
includes taxes & fees
Mar 8 - Mar 9
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,679 reviews)
"Liked the Cuban Themed flair of the place and the adults only option."

Reviewed on Feb 20, 2025

Havana Cabana at Key West - Adults Only
24 North Hotel Key West - Newly Renovated
24 North Hotel Key West - Newly Renovated
4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
  • 7 min drive from Duval Street
The price is $349 per night from Feb 23 to Feb 24
$349
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
7.4/10 Good! (1,437 reviews)
"Parking isn’t great and got stuck in the elevator twice - door wouldn’t open unless you pressed the close and then open button or close then floor number button."

Reviewed on Feb 20, 2025

24 North Hotel Key West - Newly Renovated
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4 out of 5
7001 Shrimp Road, Key West, FL
  • 9 min drive from Duval Street
The price is $403 per night from Feb 26 to Feb 27
$403
includes taxes & fees
Feb 26 - Feb 27
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,010 reviews)
"Phenomenal staff, great food and cold drinks. The pools are heated."

Reviewed on Feb 20, 2025

The Perry Hotel & Marina Key West
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
  • 5 min drive from Duval Street
The price is $465 per night from Feb 23 to Feb 24
$465
includes taxes & fees
Feb 23 - Feb 24
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,790 reviews)
"Very clean and comfortable. Retro feel."

Reviewed on Feb 20, 2025

Ibis Bay Beach Resort
The Gates Hotel Key West Newly Renovated
The Gates Hotel Key West Newly Renovated
4 out of 5
3824 N Roosevelt Blvd, Key West, FL
  • 7 min drive from Duval Street
The price is $379 per night from Mar 23 to Mar 24
$379
includes taxes & fees
Mar 23 - Mar 24
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
7.6/10 Good! (1,004 reviews)
"Liked the ear plugs for the rooster crows at 3AM!"

Reviewed on Feb 19, 2025

The Gates Hotel Key West Newly Renovated
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by Hilton
4 out of 5
1435 Simonton Street, Key West, FL
  • 12 min walk from Duval Street
The price is $598 per night from Mar 13 to Mar 14
$598
includes taxes & fees
Mar 13 - Mar 14
Stay at this 4-star beach hotel in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (876 reviews)
"Great beach and staff. Beautiful property. Highly recommend!"

Reviewed on Feb 20, 2025

The Reach Key West, Curio Collection by Hilton
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.

Find cheap hotels in Fleming Key

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Fleming Key hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Fleming Key.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Fleming Key’s 2,953 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $331. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Fleming Key hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Fleming Key. No matter your reason for visiting Fleming Key, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Fleming Key hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Fleming Key for as low as $331.

How many hotels are there in Fleming Key?

With over 2,953 hotels in Fleming Key, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $331.

How to find cheap car rentals in Fleming Key?

Finding a cheap car rental deal in Fleming Key is as easy as scoring cheap hotels in Fleming Key. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.