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Hotels in Fleming Key

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Tonight Mar 9 - Mar 10Next weekend Mar 14 - Mar 16

Choose from 2955 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 $362 per night from Mar 31 to Apr 1
$362
includes taxes & fees
Mar 31 - Apr 1
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! (1,027 reviews)
"Nice property! Dining hall over priced and not willing to change/substitute menu items. The sty itself was very nice!"

Reviewed on Mar 8, 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 $581 per night from Mar 13 to Mar 14
$581
includes taxes & fees
Mar 13 - Mar 14
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! (2,313 reviews)
"Southernmost has a very relaxing atmosphere. The staff are all friendly and accommodating. The cafe is delicious. The hotel is situated right at Duval St so you don't need a vehicle to get around. I would definitely recommend"

Reviewed on Mar 8, 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 $440 per night from Mar 31 to Apr 1
$440
includes taxes & fees
Mar 31 - Apr 1
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! (1,597 reviews)
"Great place!!! Loved it💗"

Reviewed on Mar 7, 2025

Oceans Edge Key West Resort, Hotel & Marina
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 $562 per night from Apr 7 to Apr 8
$562
includes taxes & fees
Apr 7 - Apr 8
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! (1,728 reviews)
"Everything about the property was wonderful. All staff members were so kind, friendly and informative."

Reviewed on Mar 7, 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 $416 per night from Apr 6 to Apr 7
$416
includes taxes & fees
Apr 6 - Apr 7
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! (1,021 reviews)
"Very warm pool water for the kids to enjoy. Very friendly and helpful staff."

Reviewed on Mar 8, 2025

Parrot Key Hotel & Villas
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 $422 per night from Apr 1 to Apr 2
$422
includes taxes & fees
Apr 1 - Apr 2
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! (1,007 reviews)
"Staff was terrific."

Reviewed on Mar 7, 2025

The Perry Hotel & Marina Key West
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 $370 per night from Mar 23 to Mar 24
$370
includes taxes & fees
Mar 23 - Mar 24
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! (1,698 reviews)
"Na"

Reviewed on Mar 5, 2025

Havana Cabana at Key West - Adults Only
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 $309 per night from Apr 1 to Apr 2
$309
includes taxes & fees
Apr 1 - Apr 2
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! (1,086 reviews)
"We got the most amazing recommendation for dining and activities from the staff, especially our bartender Shelly. She was a delight. All of the staff were friendly and helpful."

Reviewed on Mar 9, 2025

Fairfield Inn and Suites by Marriott Key West
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 $318 per night from Mar 31 to Apr 1
$318
includes taxes & fees
Mar 31 - Apr 1
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! (1,023 reviews)
"Rooster"

Reviewed on Mar 7, 2025

The Gates Hotel Key West Newly Renovated
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 $602 per night from Apr 1 to Apr 2
$602
includes taxes & fees
Apr 1 - Apr 2
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 ...
6.8/10 (1,010 reviews)
"Age and history"

Reviewed on Mar 5, 2025

Casa Marina Key West, Curio Collection by Hilton
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 $308 per night from Mar 31 to Apr 1
$308
includes taxes & fees
Mar 31 - Apr 1
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! (1,441 reviews)
Nice spot
"Nice hotel. Clean. Friendly staff. The little bar in back was a great spot to grab a drink and quick dinner after traveling all day. It’s right on Rt 1, so easy quick access to stuff in the area."

Reviewed on Mar 8, 2025

24 North 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 $530 per night from Mar 16 to Mar 17
$530
includes taxes & fees
Mar 16 - Mar 17
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! (888 reviews)
"Beautiful place and the staff were amazing! Will definitely return!"

Reviewed on Mar 7, 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

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $308. 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 2,955 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 $308.

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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.