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Hotels in Fleming Key

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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 ...
8.4/10 Very Good! (2,150 reviews)
We like the pools and the bars there were on location, appreciated having the DJ and live music.

Reviewed on Apr 28, 2026

Blue Flamingo Resort Key West
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! (2,186 reviews)
Arrived at 2am to an empty lobby that remained empty until 3am besides the other guests waiting to check in. I had called at 4pm to inform them of our late arrival, they assured me someone would be there 24/7. When this guy finally shows up he blames it on the front desk person and he has no idea ...

Reviewed on Apr 28, 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 ...
8.8/10 Excellent! (1,810 reviews)
Most of the staff were friendly and helpful. Facilities very clean. Great shuttle to town and airport!

Reviewed on Apr 28, 2026

Margaritaville Beach House Key West
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
  • 16 min walk from Duval Street
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (635 reviews)
The Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 2026

Casa Marina Key West, Curio Collection by Hilton
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 10 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 ...
8.8/10 Excellent! (3,254 reviews)
We had an amazing time! All staff was incredible, from front desk to the beach and pools. Cant wait to go back next year!!!

Reviewed on Apr 28, 2026

Southernmost Beach Resort and Guesthouses
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 ...
9/10 Wonderful! (1,761 reviews)
We had a fantastic stay at Havana Cabana Key West! The pool area is truly the highlight—beautiful, spacious, and such a fun atmosphere with plenty of seating to relax and unwind. The food and drinks were excellent, with great poolside service that made it easy to settle in and enjoy the day without ...

Reviewed on Apr 27, 2026

Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
  • 7 min drive from Duval Street
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,221 reviews)
We were very pleased with the accommodations and service.

Reviewed on Apr 26, 2026

Hilton Garden Inn Key West / The Keys Collection
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 ...
9/10 Wonderful! (1,850 reviews)
Nice views of the marina.

Reviewed on Apr 28, 2026

Oceans Edge Key West Resort, Hotel & Marina
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! (1,095 reviews)
We enjoyed the beach-pool area with restaurant and bar adjacent. We rented bikes from next door and road to a concert at the island amphitheater. The only minor suggestion would be to change the drawer and cupboard hardware. They were really difficult to open.

Reviewed on Apr 26, 2026

Pier House Resort & Spa
The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
  • 7 min drive from Duval Street
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
9.2/10 Wonderful! (1,017 reviews)
It was perfect view with 3 bedroom suite. Can’t ask anything more that.

Reviewed on Apr 28, 2026

The Laureate 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
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! (2,226 reviews)
We stayed for one night so we didn't use the pool but it looked very nice. We had a beachfront room and the view was fabulous!! The room was spacious enough. The room amenities were a little sparse with only three cups and a very tiny bar of soap for both of us to share. Having said that it doesn't ...

Reviewed on Apr 28, 2026

Ibis Bay Beach Resort
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 ...
8.2/10 Very Good! (1,011 reviews)
The hotel was clean and offered shuttle service to town making it easy to get around.

Reviewed on Apr 27, 2026

DoubleTree Resort by Hilton Grand Key - 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 2,754 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 $199. 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.

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Frequently Asked Questions About Fleming Key hotels

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

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How many hotels are there in Fleming Key?

With over 2,754 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 $199.

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.