Explore top 2026 4 Star Hotels in Fleming Key

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Top Fleming Key 4 Star hotels

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 ...
8/10 Very Good! (1,747 reviews)
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
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 ...
8.6/10 Excellent! (2,897 reviews)
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
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
$314 nightly
The price is $353 total per night from Dec 9 to Dec 10
$353 total
Dec 9 - Dec 10
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind ...
8.8/10 Excellent! (1,010 reviews)
Smooth easy check in. Staff was very friendly

Reviewed on Dec 1, 2025

Opens in a new windowHyatt Centric Key West Resort and Spa
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. ...
8.8/10 Excellent! (1,744 reviews)
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
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 ...
8.6/10 Excellent! (1,809 reviews)
Great location

Reviewed on Dec 1, 2025

Opens in a new windowMargaritaville Beach House Key West
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, ...
9.4/10 Exceptional! (1,165 reviews)
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
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 ...
8/10 Very Good! (1,032 reviews)
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
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, ...
8.8/10 Excellent! (1,175 reviews)
great service

Reviewed on Nov 30, 2025

Opens in a new windowParrot Key Hotel & Villas
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from Dec 17 to Dec 18
$320 total
Dec 17 - Dec 18
Total with taxes and fees
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public ...
9.2/10 Wonderful! (1,057 reviews)
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Reviewed on Dec 2, 2025

Opens in a new windowWinslow's Bungalows - Key West Historic Inns
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
$299 nightly
The price is $336 total per night from Dec 17 to Dec 18
$336 total
Dec 17 - Dec 18
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 ...
8.2/10 Very Good! (449 reviews)
Love this hotel ! One of my favorite here at the Keys ! Beautiful view and hotel !

Reviewed on Nov 30, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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4 Star Hotels Fleming Key

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Fleming Key 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Fleming Key will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Fleming Key, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Fleming Key hotel reviews by fellow wanderers

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