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Hotels in Fleming Key

Choose from 2837 Fleming Key Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 11 min walk from Duval Street
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,048 reviews)
Staff was professional and courteous. The rooms were very clean, and housekeeping came every day. The food at the Beachside Cafe was good,but the menu lacked variety. I was hoping for a few seafood choices. After all it is a seaside resort. Overall though it was a very nice place and we look forward ...

Reviewed on Jan 29, 2026

Southernmost Beach Resort and Guesthouses
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
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! (2,071 reviews)
We had a last minute cancellation on our VRBO. Ibis Bay was able to accommodate us immediately. The staff was awesome and the room was clean.

Reviewed on Jan 26, 2026

Ibis Bay 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
Book a stay at this luxury 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! (1,784 reviews)
Awesome pools.

Reviewed on Jan 29, 2026

Oceans Edge Key West Resort, Hotel & Marina
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
  • 7 min drive from Duval Street
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (1,896 reviews)
Staff were wonderful!

Reviewed on Jan 24, 2026

Blue Flamingo Resort 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
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. ...
9/10 Wonderful! (1,249 reviews)
Cleanliness, staff and the spacious room

Reviewed on Jan 28, 2026

Parrot Key Hotel & Villas
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
  • 8 min drive from Duval Street
Book a stay at this 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. ...
8.6/10 Excellent! (1,946 reviews)
Wonderful staff. Beautiful

Reviewed on Jan 27, 2026

Beachside Resort & Residences
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
Book a stay at this 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! (1,774 reviews)
The property was wonderful. Great pool, restaurant, and the room was clean and well kept. Staff was all wonderful, from the welcome cocktail, help with a relentless alarm clock, daily free smoothies at poolside, great pool towels and lots of chaise lounges under umbrellas. Also enjoyed the 'air show' ...

Reviewed on Jan 28, 2026

Margaritaville Beach House Key West
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
  • 7 min drive from Duval Street
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,018 reviews)
Overall a great experience. Pool and hot tub were amazing and the shuttle was great. Check you bill though, I was being billed for parking (I don’t have a car in FL lol)

Reviewed on Jan 26, 2026

DoubleTree Resort by Hilton Grand Key - Key West
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
Book a stay at this 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! (1,199 reviews)
Wonderful place to stay. Facilities were great. There were three bar/ restaurants to choose from with all very good food. You could walk off site to a few other local places with very good food also. The room was clean. Staff was helpful.

Reviewed on Jan 27, 2026

The Perry Hotel & Marina Key West
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
5051 Overseas Highway Key West FL
  • 8 min drive from Duval Street
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (1,026 reviews)
Very nice resort, and clean

Reviewed on Jan 27, 2026

Hyatt Vacation Club at Beach House, Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
  • 11 min walk from Duval Street
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,026 reviews)
Everything, everyone is great!

Reviewed on Jan 26, 2026

Pier House Resort & Spa
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
  • 6 min drive from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,687 reviews)
Staff was amazing. The pool area was so relaxing and fun

Reviewed on Jan 21, 2026

Havana Cabana at Key West
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

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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 2,837 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 $439. 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 $439.

How many hotels are there in Fleming Key?

With over 2,837 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 $439.

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.