Book Hotels in Fleming Key, FL

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Top Fleming Key hotels

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $201 total per night from Dec 14 to Dec 15
$201 total
Dec 14 - Dec 15
Total with taxes and fees
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, ...
Had a very nice stay and most likely will return my next trip down. Beautiful hotel and friendly staff. Snorkel/dive boat only steps away. Biking (or golf cart) is the way to go in Key West. Very scenic. You can bring your own or rent one right at Perry for only $20 for the day. Only negative is ...

Reviewed on Dec 1, 2025

Opens in a new windowThe Perry Hotel & Marina 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
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Dec 8 to Dec 9
$227 total
Dec 8 - Dec 9
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. ...
The staff was courteous. The room was beautiful n spotless. But the refrigerators weren't working correctly n my food that I brought was spoiled. Ms. Gwendolyn, provided excellent service and Ms. Sophia, provided discount for my stayed. Also the showers needs to be repaired, it leaked when taking ...

Reviewed on Dec 3, 2025

Opens in a new windowOceans 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
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $267 total per night from Dec 11 to Dec 12
$267 total
Dec 11 - Dec 12
Total with taxes and fees
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, ...
great service

Reviewed on Nov 30, 2025

Opens in a new windowParrot Key Hotel & Villas
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
$222 nightly
The price is $250 total per night from Dec 16 to Dec 17
$250 total
Dec 16 - Dec 17
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 ...
Staff very courteous! We arrived very early- hoping we could at least chk our bags before going to lunch ( 2 couples- booking two rooms). Our friends' room was already available .We were told ours would be ready soon. We had a lovely, long, leisurely lunch at Chicken Walk. Our room still wasnt ready ...

Reviewed on Dec 3, 2025

Opens in a new windowBeachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$280 nightly
The price is $315 total per night from Dec 17 to Dec 18
$315 total
Dec 17 - Dec 18
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 ...
Another great stay at the Southernmost. Staff is great. Entertainment at pools are enjoyable. This is our 5 th stay there and have found a few minor glitches this time. None of them are serious enough to complain or change my mind about a return. There was no longer a staff member on South Beach ...

Reviewed on Nov 29, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$261 nightly
The price is $294 total per night from Dec 9 to Dec 10
$294 total
Dec 9 - Dec 10
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 ...
Great location

Reviewed on Dec 1, 2025

Opens in a new windowMargaritaville 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
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $191 total per night from Dec 7 to Dec 8
$191 total
Dec 7 - Dec 8
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 an arcade/game room, and families will appreciate ...
Grate stay...only thing is our room at the end of property a little far from the pool and breakfast bar. Next time will ask for a closer one.

Reviewed on Dec 3, 2025

Opens in a new windowBlue Flamingo Resort 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
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $168 total per night from Dec 15 to Dec 16
$168 total
Dec 15 - Dec 16
Total with taxes and fees
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 ...
IT WAS OUR FIRST TIME IN KEY WEST. THE HOTEL SMELLED GOOD AND WAS VERY CLEAN. THE STAFF WAS NICE AND FOOD WAS FRESH

Reviewed on Nov 30, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - 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
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $161 total per night from Dec 14 to Dec 15
$161 total
Dec 14 - Dec 15
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 ...
Dry friendly and good breakfast and excellent value for money

Reviewed on Dec 1, 2025

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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The staff was courteous. The room was beautiful n spotless. But the refrigerators weren't working correctly n my food that I brought was spoiled. Ms. Gwendolyn, provided excellent service and Ms. Sophia, provided discount for my stayed. Also the showers needs to be repaired, it leaked when taking showers. Water was all over the floors, so we put towels on the floor to soak up the water. *At the restaurant Alex was an awesome server, highly recommend him*."
A verified traveler stayed at Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina

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