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Hotels in Fleming Key

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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! (1,785 reviews)
We did not have a beach view but we were hardly in the room so it didnt matter

Reviewed on Mar 14, 2026

Margaritaville Beach House Key West
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 ...
8.2/10 Very Good! (1,972 reviews)
If I came back I would book a room high up maybe that would help with the noise early morning from the chickens that roam the island. Shuttle drivers and service were amazing. Property is nice had a nice pool and lots of games around to play.

Reviewed on Mar 14, 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! (2,072 reviews)
Had to wait for thirty other folks to check in But my other two rooms for coworkers got to check in . So just over an hour later they gave me a real nice big ro With the jacuzzis tub huge dinning roll and Landry and double balcony with a loft on top of the balcony for great 369 degree viewing So ...

Reviewed on Mar 15, 2026

Beachside Resort & Residences
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! (2,134 reviews)
The room was acceptable, although not great. The cleaning staff was very friendly. The front desk staff was mediocre. Not all staff were attentive and meeting the basic needs of guests, in general. There was one staff person who was very good at her job and consequently ended up taking over others' ...

Reviewed on Mar 14, 2026

Ibis Bay Beach Resort
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! (1,699 reviews)
The room was clean and comfortable. The pool was perfect, great options and nice, helpful staff.

Reviewed on Mar 14, 2026

Havana Cabana at Key West
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! (1,824 reviews)
Room was nice, but the toilet had a terrible smell the last day. It was clean, but stunk of what seemed like sewer gas coming up. It was gross.

Reviewed on Mar 14, 2026

Oceans Edge Key West Resort, Hotel & Marina
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! (1,325 reviews)
There were four pools on the property one which was right outside of our room. The property was close to stores and a couple of restaurants. The staff was very friendly and accommodating. Overall, we had a great time. Would definitely recommend.

Reviewed on Mar 14, 2026

Parrot Key Hotel & Villas
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 ...
9/10 Wonderful! (1,008 reviews)
Great views and an amazing time!

Reviewed on Mar 14, 2026

The Laureate 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! (1,211 reviews)
Pool and hot tub were very enjoyable. Pool was clean and hot tub was nice and hot. Jets stayed on and we didn’t have to keep turning it back on.

Reviewed on Mar 14, 2026

Hilton Garden Inn Key West / The Keys Collection
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! (579 reviews)
Had a great time!

Reviewed on Mar 14, 2026

Casa Marina Key West, Curio Collection by Hilton
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! (1,226 reviews)
Not only was the property clean and pet friendly but they also have a wonderful restaurant on site. 10 out of 10 will definitely be returning to this hotel

Reviewed on Mar 14, 2026

The Perry Hotel & Marina 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 ...
8.2/10 Very Good! (1,001 reviews)
Amazing place! The pool was super nice to relax in. The food at the restaurant was top notch. Everything was clean and tidy. Would for sure stay here again

Reviewed on Mar 11, 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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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $366. 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 2,775 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 $366.

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.