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
$175 nightly
The price is $197 total per night from Jun 28 to Jun 29
$197 total
Jun 28 - Jun 29
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! (2,441 reviews)
"the staff was super nice and helpful. The game room was supposed to be open until 11pm each night and they closed it off completely after two nights of our stay for a "reserved party" that never arrived. It never opened back up so that was a bummer. Everything else was wonderful besides that. Would ..."

Reviewed on Jun 25, 2026

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 refundableReserve now, pay when you stay
$254 nightly
The price is $286 total per night from Jul 6 to Jul 7
$286 total
Jul 6 - Jul 7
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! (3,406 reviews)
"Great property at a great location. The plunge pool was a hit with the kids. The property management was amazing, super helpful and responsive."

Reviewed on Jun 24, 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
$249 nightly
The price is $280 total per night from Jun 29 to Jun 30
$280 total
Jun 29 - Jun 30
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! (1,003 reviews)
"We will definitely be coming back!"

Reviewed on Jun 23, 2026

Opens in a new windowHyatt Centric Key West Resort and 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
$257 nightly
The price is $289 total per night from Jun 29 to Jun 30
$289 total
Jun 29 - Jun 30
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! (1,819 reviews)
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Reviewed on Jun 24, 2026

Opens in a new windowMargaritaville Beach House 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
$247 nightly
The price is $278 total per night from Jul 9 to Jul 10
$278 total
Jul 9 - Jul 10
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! (721 reviews)
"The resort itself was beautiful, and our room was spacious and comfortable. The property has a lot to offer, and we were looking forward to a relaxing vacation. Unfortunately, the first three nights of our stay were anything but relaxing due to a business event being held at the resort. Our room ..."

Reviewed on Jun 21, 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
$347 nightly
The price is $390 total per night from Jul 8 to Jul 9
$390 total
Jul 8 - Jul 9
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! (1,191 reviews)
"I have no idea how this hotel got 4.5 stars As we drive in I was like no way then I went in to the lobby and even then I wasn’t sure what was going on then I went in the room and just was shocked!!! I couldn’t even believe the hallway to the room walls, the door of the room and the furniture it was ..."

Reviewed on Jun 25, 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
$201 nightly
The price is $226 total per night from Jul 13 to Jul 14
$226 total
Jul 13 - Jul 14
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! (1,809 reviews)
"The amenities and the property were wonderful — including the pool area and lobby, along with the outdoor bar and restaurants. The rooms were a bit small — but adequate since we didn’t spend that much time in it."

Reviewed on Jun 23, 2026

Opens in a new windowHavana Cabana at Key West
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
$216 nightly
The price is $243 total per night from Jul 8 to Jul 9
$243 total
Jul 8 - Jul 9
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 ...
9/10 Wonderful! (427 reviews)
"Good🤗"

Reviewed on Jun 18, 2026

Opens in a new windowLa Concha Key West, Autograph Collection
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
$169 nightly
The price is $190 total per night from Jul 6 to Jul 7
$190 total
Jul 6 - Jul 7
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.4/10 Very Good! (1,047 reviews)
"30$ resort fee 20 $ parking fee per day for a shuttle I never used, internet that was subpar and coffee I could get at fraction of the price the juice is not worth the squeeze"

Reviewed on Jun 24, 2026

Opens in a new windowDoubleTree Resort by Hilton Grand Key - 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
$294 nightly
The price is $331 total per night from Jul 1 to Jul 2
$331 total
Jul 1 - Jul 2
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 ...
Opens in a new windowOpal Key Resort & Marina, Key West
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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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