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Hotels in Fleming Key

Choose from 2919 Fleming Key Hotel Deals

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 $309 per night from May 20 to May 21
$309
includes taxes & fees
May 20 - May 21
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! (1,017 reviews)
"The property was very nice. The rooms were huge. We had a 1 bedroom suite that had 2 bathrooms, washer/dryer, full kitchen, and dining room. Room also came with a balcony and since we were on the 3rd floor we had an extra roof balcony. The staff was amazing. If I asked for anything they brought it ..."

Reviewed on Apr 19, 2025

Beachside Resort & Residences
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 $390 per night from May 11 to May 12
$390
includes taxes & fees
May 11 - May 12
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! (2,408 reviews)
"Lovely hotel, very clean, staff was friendly and food was yummy! We will return!"

Reviewed on Apr 19, 2025

Southernmost Beach Resort
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 $361 per night from May 12 to May 13
$361
includes taxes & fees
May 12 - May 13
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! (1,729 reviews)
"Great"

Reviewed on Apr 20, 2025

Margaritaville Beach House 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
The price is $253 per night from Apr 29 to Apr 30
$253
includes taxes & fees
Apr 29 - Apr 30
Stay at this 4-star 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! (1,636 reviews)
"Ocean view was the perfect place for my wife and I to celebrate our 20th anniversary. It was away from the super busy historic district of key west but close enough to take either their provided shuttle or a rental golf cart they offer right on property. Daily amenities of bike and kayak rentals ..."

Reviewed on Apr 16, 2025

Oceans Edge Key West Resort, Hotel & Marina
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
The price is $228 per night from Apr 27 to Apr 28
$228
includes taxes & fees
Apr 27 - Apr 28
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 ...
7.6/10 Good! (1,005 reviews)
"Check in was easy."

Reviewed on Apr 17, 2025

Hilton Garden Inn Key West / The Keys Collection
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 $236 per night from Apr 22 to Apr 23
$236
includes taxes & fees
Apr 22 - Apr 23
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! (1,889 reviews)
"This place was great!"

Reviewed on Apr 17, 2025

Ibis Bay Beach Resort
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 $297 per night from May 6 to May 7
$297
includes taxes & fees
May 6 - May 7
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! (1,721 reviews)
"This place has an amazing pool, staff and super clean. Food was great! We will definitely be back."

Reviewed on Apr 18, 2025

Havana Cabana at Key West - Adults Only
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 $310 per night from May 11 to May 12
$310
includes taxes & fees
May 11 - May 12
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! (1,014 reviews)
"Enjoyed the marina and watching the boats come in. Didn’t like the hours of availability of the inside bar and food options when open were very limited."

Reviewed on Apr 19, 2025

The Perry Hotel & Marina Key West
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 $242 per night from May 19 to May 20
$242
includes taxes & fees
May 19 - May 20
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! (1,102 reviews)
"I was very excited about visiting this property and hanging out by the pool. However, we weren’t impressed with the friendliness of the staff who drove the shuttle and the pool bartender who closed the bar early with my husband standing there ready to order drinks during Spring Break week. The housekeeping ..."

Reviewed on Apr 20, 2025

Fairfield Inn and Suites by Marriott 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
The price is $660 per night from Apr 27 to Apr 28
$660
includes taxes & fees
Apr 27 - Apr 28
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,011 reviews)
"Great location, great service, great time"

Reviewed on Apr 19, 2025

Pier House Resort & Spa
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 $272 per night from May 19 to May 20
$272
includes taxes & fees
May 19 - May 20
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! (1,003 reviews)
"The staff was amazing, from the vallet to the people walking by, excellent suggestions and advice to smiles and being helpful, this place was amazing"

Reviewed on Apr 19, 2025

Parrot Key Hotel & Villas
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
The price is $491 per night from May 12 to May 13
$491
includes taxes & fees
May 12 - May 13
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
7/10 Good! (1,006 reviews)
"I have stayed at the Casa Marina many many times over the years. Although the outdoor area and grounds are stunning, the common areas, hallways, elevators, etc. leave much to be desired. The room was fine but small. Unfortunately, it was the third room we were assigned because the first two were ..."

Reviewed on Apr 18, 2025

Casa Marina 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

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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 2,919 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 $228. 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 2,919 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 $228.

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.