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Top Fleming Key hotels

The Laureate Key West

The Laureate Key West

3.5 out of 5
3444 N Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $207 total per night from May 25 to May 26
$207 total
May 25 - May 26
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. If you want to take your pet along, this pet-friendly property offers everything you'll need for your ...
It was perfect view with 3 bedroom suite. Can’t ask anything more that.

Reviewed on Apr 28, 2026

Opens in a new windowThe Laureate Key West
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
$218 nightly
The price is $245 total per night from May 25 to May 26
$245 total
May 25 - May 26
Total with taxes and fees
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 ...
IT WAS A WORK TRIP. GREAT RETURNING TO OUR ROOMS ENJOYING THE VIEW.

Reviewed on May 1, 2026

Opens in a new windowHavana Cabana at Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$381 nightly
The price is $429 total per night from May 25 to May 26
$429 total
May 25 - May 26
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
We have stayed here several times. Always clean and walking distance to lots of shops, restaurants, and bars.

Reviewed on May 1, 2026

Opens in a new windowPier House Resort & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $302 total per night from May 26 to May 27
$302 total
May 26 - May 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll ...
We were able to check in early without any problems. The staff couldn't have been nicer. The shuttle service to down town was a great benifit. The drivers provided a wealth of information and recomendations on where to eat and what to do on the island. Strongly recomend anyone making their first ...

Reviewed on May 2, 2026

Opens in a new windowMargaritaville Beach House Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$312 nightly
The price is $352 total per night from May 25 to May 26
$352 total
May 25 - May 26
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling ...
The resort is in an ideal location on Duval Street and the staff is top notch from top to bottom, whether it's the grounds keepers, the cleaning crew or the bartenders, they are all so pleasant, helpful, and make you feel like they are there just for you. The pools are a good time all day long with ...

Reviewed on May 2, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $282 total per night from May 11 to May 12
$282 total
May 11 - May 12
Total with taxes and fees
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 ...
Elevator was broken for several days. The staff definitely helped with our luggage for checkout but the rest of the time we used the stairs. Still not so bad but the gates on the stairs did not lock properly so it gives the impression of a property that is not well maintained.

Reviewed on Apr 30, 2026

Opens in a new windowBeachside Resort & Residences
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
$195 nightly
The price is $219 total per night from May 31 to Jun 1
$219 total
May 31 - Jun 1
Total with taxes and fees
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 ...
Good

Reviewed on May 2, 2026

Opens in a new windowBlue Flamingo Resort 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
Fully refundableReserve now, pay when you stay
$363 nightly
The price is $409 total per night from May 10 to May 11
$409 total
May 10 - May 11
Total with taxes and fees
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 ...
The Best Hotel in Key West 10 stars!!!!

Reviewed on Apr 29, 2026

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $199 total per night from May 10 to May 11
$199 total
May 10 - May 11
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public ...
The staff were so friendly and gracious! Hotel was clean and breakfast was great. They also have a free shuttle that takes you to town center. Great stay!

Reviewed on May 1, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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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.

Recent Fleming Key hotel reviews by fellow wanderers

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