Explore top 2026 4 Star Hotels in Fleming Key

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Top Fleming Key 4 Star hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
$575 nightly
The price is $647 total per night from Apr 7 to Apr 8
$647 total
Apr 7 - Apr 8
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 ...
8.8/10 Excellent! (3,121 reviews)
Great location at the end of Duval Street, but between the outdated grounds and one issue after another from check-in to checkout, the experience simply didn’t justify the price. We stayed four nights and chose this property because the pricing suggested a level of service comparable to resorts we ...

Reviewed on Mar 7, 2026

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
$419 nightly
The price is $471 total per night from Apr 5 to Apr 6
$471 total
Apr 5 - Apr 6
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 ...
9/10 Wonderful! (1,002 reviews)
Clean room and beautiful grounds. Staff was very accommodating. Would definitely stay here again.

Reviewed on Feb 26, 2026

Opens in a new windowHyatt Centric Key West Resort and Spa
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
$328 nightly
The price is $369 total per night from Mar 8 to Mar 9
$369 total
Mar 8 - Mar 9
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 ...
8.2/10 Very Good! (1,978 reviews)
Nice clean room and friendly knowledgeable staff

Reviewed on Mar 6, 2026

Opens in a new windowBlue Flamingo Resort Key West
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
$559 nightly
The price is $629 total per night from Apr 5 to Apr 6
$629 total
Apr 5 - Apr 6
Total with taxes and fees
A marina, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for ...
9.2/10 Wonderful! (1,070 reviews)
We had the pool view and loved the little terrace to sit outside. The room was wonderful. The mattresses are comfortable. They supply bathrobes and slippers. There is a refrigerator in the room for bottled water which they supply. I never heard a peep from our neighbors, so I'm assuming the walls ...

Reviewed on Mar 7, 2026

Opens in a new windowOpal Key Resort & Marina, 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
$757 nightly
The price is $852 total per night from Apr 6 to Apr 7
$852 total
Apr 6 - Apr 7
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. ...
9/10 Wonderful! (1,054 reviews)
Everything was fantastic

Reviewed on Mar 3, 2026

Opens in a new windowPier House Resort & Spa
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
$341 nightly
The price is $383 total per night from Mar 23 to Mar 24
$383 total
Mar 23 - Mar 24
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 ...
8.8/10 Excellent! (1,708 reviews)
Clean room, comfy bed

Reviewed on Mar 6, 2026

Opens in a new windowHavana Cabana at 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
$524 nightly
The price is $590 total per night from Mar 8 to Mar 9
$590 total
Mar 8 - Mar 9
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 ...
8.4/10 Very Good! (567 reviews)
Everything was perfect

Reviewed on Mar 7, 2026

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
$337 nightly
The price is $379 total per night from Mar 26 to Mar 27
$379 total
Mar 26 - Mar 27
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 ...
8.2/10 Very Good! (1,010 reviews)
This is my second stay at doubletree! This is a great place to stay with a wonderful pool and bar…..comfortable rooms and great service! Concierge was very helpful.

Reviewed on Mar 6, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - 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
$426 nightly
The price is $479 total per night from Apr 5 to Apr 6
$479 total
Apr 5 - Apr 6
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! (1,224 reviews)
We truly enjoyed our stay here!! Everyone was so nice!! We will definitely be back again soon

Reviewed on Mar 5, 2026

Opens in a new windowThe Perry Hotel & Marina 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
$370 nightly
The price is $416 total per night from Mar 24 to Mar 25
$416 total
Mar 24 - Mar 25
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, ...
9/10 Wonderful! (1,318 reviews)
Very happy with our stay. Had a pretty room overlooking the small beach area. Got some great sunset pics on the sunset dock! Loved adult only swimming pool, very clean. Great service and very friendly staff, although the 2 servers at The Grove were a little grumpy.

Reviewed on Mar 7, 2026

Opens in a new windowParrot Key Hotel & Villas
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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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