Explore top 2026 4 Star Hotels in Rockland Key

Name: Parrot Key Hotel & Villas
Price range: $197 total
Rating: 9

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Top Rockland Key 4 Star hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$211 nightly

$238 total

Oct 11 - Oct 12

Total with taxes and fees

A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi ...

8.6/10 Excellent! (3,623 reviews)

"Onsite parking was $50 a day. We were given a room with the view of the dumpster and construction area. The beach was mostly non-existent and had sea grass that smelled heavily like cow manure. Onsite restaurant prices were ridiculous $123 dollars for two appetizers, two Pepsi's, and a Mahi plate ..."

Reviewed on Oct 6, 2026

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$168 nightly

$189 total

Oct 11 - Oct 12

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 ...

Pier House Resort & Spa

1 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$431 nightly

$485 total

Oct 12 - Oct 13

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. ...

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

$303 nightly

$341 total

Oct 25 - Oct 26

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 ...

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

$265 nightly

$298 total

Oct 8 - Oct 9

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, ...

8.8/10 Excellent! (1,792 reviews)

"Staff was great! Rooms were clean! Had a great stay!"

Reviewed on Oct 6, 2026

La Concha Key West, Autograph Collection

430 Duval St Key West FL

Fully refundableReserve now, pay when you stay

$249 nightly

$280 total

Oct 11 - Oct 12

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! (491 reviews)

"Wonderful place at a great location"

Reviewed on Oct 6, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$207 nightly

$232 total

Oct 8 - Oct 9

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! (1,864 reviews)

"The only thing that I didn’t like was the bar staff"

Reviewed on Oct 7, 2026

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$145 nightly

$163 total

Oct 13 - Oct 14

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 ...

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

$276 nightly

$310 total

Oct 25 - Oct 26

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! (955 reviews)

"I did hear roosters, but that's part of the charm of Key West. There was occasional chicken poop on the floors outside, so that's why I gave a 4 for cleanliness, but they do seem to clean it up fairly quickly. Overall I loved the stay. I will go again."

Reviewed on Oct 7, 2026

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$175 nightly

$197 total

Oct 13 - Oct 14

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! (1,463 reviews)

"Not the best experience on our second time in the resort! Unfortunately they are doing renovations in the restaurant and main pool bar, our room was outdated and needs renovations, AC not working properly."

Reviewed on Oct 6, 2026

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4 Star Hotels Rockland 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 Rockland 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 Rockland 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 Rockland 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.