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
$195 nightly
The price is $219 total per night from Jun 1 to Jun 2
$219 total
Jun 1 - Jun 2
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 ...
8.4/10 Very Good! (2,173 reviews)
Room was clean and the staff was helpful and friendly.

Reviewed on May 2, 2026

Opens in a new windowBlue Flamingo Resort Key West
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 ...
8.8/10 Excellent! (1,800 reviews)
Great pool, great outside bar, close to the beach

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 ...
8.8/10 Excellent! (3,264 reviews)
H

Reviewed on May 3, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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
$391 nightly
The price is $439 total per night from May 13 to May 14
$439 total
May 13 - May 14
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! (635 reviews)
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
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. ...
9/10 Wonderful! (1,100 reviews)
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
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
$203 nightly
The price is $228 total per night from May 25 to May 26
$228 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 ...
9/10 Wonderful! (1,765 reviews)
Excelente location , super cute and clean

Reviewed on May 2, 2026

Opens in a new windowHavana Cabana at 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
$284 nightly
The price is $320 total per night from May 10 to May 11
$320 total
May 10 - May 11
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! (1,093 reviews)
Booked here to spoil my girlfriend on her birthday and they were accommodating. Gave me a lovely room with a view right over the harbor. The room was clean and comfy. The available water bottles in the room and near the elevator were very nice for the resort fee. But the $40 valet fee I wasn't impressed ...

Reviewed on May 2, 2026

Opens in a new windowOpal Key Resort & 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
$252 nightly
The price is $284 total per night from May 25 to May 26
$284 total
May 25 - May 26
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. ...
9/10 Wonderful! (1,856 reviews)
Very relaxing

Reviewed on May 1, 2026

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 May 26 to May 27
$267 total
May 26 - May 27
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! (1,376 reviews)
We were very disappointed this year. Stayed last year and our room was wonderful. This year was a complete disappointment. Very little storage because refrigerator, microwave and safe took up all the room for drawers. Floor had nails popping through. Hurt my foot coming out of bed stepping on one. ...

Reviewed on May 2, 2026

Opens in a new windowParrot Key Hotel & Villas
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
Fully refundableReserve now, pay when you stay
$284 nightly
The price is $320 total per night from May 18 to May 19
$320 total
May 18 - May 19
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express ...
Opens in a new windowLa Concha Key West, Autograph 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.

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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