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Top Fleming Key hotels

Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is $192 total per night from Nov 29 to Nov 30
$192 total
per night
Nov 29 - Nov 30
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub ...
"The shuttle service is extremely helpful if you don’t have a car given it is quietly away from the heavy tourist area. The pool was wonderful with an array of floats. Nice temperature! Bar service and breakfast were great. Staff was very nice and informative about places to go and eat. They could ..."

Reviewed on Nov 11, 2026

Opens in a new windowHavana Cabana at Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is $217 total per night from Nov 30 to Dec 1
$217 total
per night
Nov 30 - Dec 1
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
"Very nice, spacious room with numerous convenience stores and restaurant choices nearby."

Reviewed on Nov 12, 2026

Opens in a new windowParrot Key Hotel & Villas
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is $321 total per night from Nov 18 to Nov 19
$321 total
per night
Nov 18 - Nov 19
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...
"Really enjoyed our brief stay and we wished we planned to stay longer. Definitely want to come back. Rooms are great. Property amenities like the shuttle to and from downtown, pool, and tin cup chalice restaurant are great! Staff super friendly and helpful. Loved the text check ins from the manager ..."

Reviewed on Nov 12, 2026

Opens in a new windowMargaritaville Beach House Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is $259 total per night from Dec 14 to Dec 15
$259 total
per night
Dec 14 - Dec 15
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool ...
"The rooms we nice and clean. The beach area was littered with trash. Didn't seem like they cleaned up the shore."

Reviewed on Nov 13, 2026

Opens in a new windowIbis Bay Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is $187 total per night from Nov 16 to Nov 17
$187 total
per night
Nov 16 - Nov 17
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Opens in a new windowBlue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink ...
Opens in a new windowBeachside Resort & Residences
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
Fully refundableReserve now, pay when you stay
The price is $322 total per night from Nov 23 to Nov 24
$322 total
per night
Nov 23 - Nov 24
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off ...
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
Fully refundableReserve now, pay when you stay
The price is $186 total per night from Nov 29 to Nov 30
$186 total
per night
Nov 29 - Nov 30
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is $314 total per night from Nov 30 to Dec 1
$314 total
per night
Nov 30 - Dec 1
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
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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.

Fleming Key Hotel & Travel Guide\n

When you are choosing where to spend the night while exploring in Fleming Key, Travelocity offers a wide assortment of ideal possibilities. We currently offer no less than 93 places to sleep within a 6-mile (10-kilometer) distance of downtown Fleming Key.

You'll find Sunset Key Cottages, a Luxury Collection Resort, Key West and Ocean Key Resort - A Noble House Resort within a short walk of Fleming Key's heart.

You should check out the La Mer Hotel & Dewey House and the Santa Maria Suites. The La Mer Hotel & Dewey House is located only 2 miles (4 kilometers) outside of the middle of Fleming Key. The Santa Maria Suites, is situated only 2 miles (4 kilometers) away. If you'd prefer, you could book a room at the Key West Vacation Rentals or the Southernmost Beach Resort.

After you have got to know Fleming Key, why not take the time to soak up the many natural and cultural attractions of the South Florida area. South Florida has beaches and everglades, and interesting visitor sites are lighthouses. Popular pastimes in this pocket of United States of America include hiking and cycling.

Looking for activities? Consider spending a few hours seeing Sombrero Beach and Curry Hammock State Park, which you'll find in Marathon, 50 miles (80 kilometers) to the east of Fleming Key. The Coral Lagoon Resort Villas & Marina by Keys Caribbean and Indigo Reef Resort Villas & Marina are a few of the Travelocity-listed apartment and hotel choices in Marathon. Alternatively, you could consider staying at Key West, 6 miles (10 kilometers) to the east of Fleming Key, where you can pick from the Key West Harbour Oceanfront Suites and Sail Florida Adventures. The Smathers Beach and Key West Art and Historical Society are some of the more popular points of interest to discover while in Key West.

Key West International Airport is a major entry point for arriving in Fleming Key. It's located 3 miles (5 kilometers) from the downtown area. For wise travelers who would like to stay nearby, check out Orchid Key Inn or The Reach, A Waldorf Astoria Resort.

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