Explore top 2026 4 Star Hotels in Dredgers Key

Name: Winslow's Bungalows - Key West Historic Inns
Price range: $570 total
Rating: 9.2

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top Dredgers Key 4 Star hotels

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$382 nightly

$430 total

Mar 10 - Mar 11

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! (1,953 reviews)

Bathroom was not cleaned properly. Elevator was out of service. This place was overrated and super expensive in addition to the $66 resort fee. I would not recommend it.

Reviewed on Feb 25, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundable

$492 nightly

$553 total

Mar 12 - Mar 13

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! (3,113 reviews)

Room lighting was not working properly. In room phone didn’t work. Very little hot water in shower.

Reviewed on Feb 26, 2026

Hyatt Centric Key West Resort and Spa

601 Front St Key West FL

Fully refundableReserve now, pay when you stay

$507 nightly

$570 total

Mar 22 - Mar 23

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! (1,014 reviews)

Clean room and beautiful grounds. Staff was very accommodating. Would definitely stay here again.

Reviewed on Feb 26, 2026

Oceans Edge Key West Resort, Hotel & Marina

5950 Peninsular Avenue Key West FL

Fully refundableReserve now, pay when you stay

$373 nightly

$420 total

Mar 4 - Mar 5

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! (1,807 reviews)

check in was not the greatest from previous stays

Reviewed on Feb 26, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$427 nightly

$480 total

Mar 25 - Mar 26

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! (1,779 reviews)

Staff very friendly and helpful, received daily texts for anything we needed, room accommodations excellent, hotel restaurant food very good and really no complaints. Will definitely stay there again!

Reviewed on Feb 24, 2026

The Perry Hotel & Marina Key West

7001 Shrimp Road Key West FL

Fully refundableReserve now, pay when you stay

$428 nightly

$481 total

Mar 2 - Mar 3

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! (1,214 reviews)

We felt the bars shut a bit early and breakfast hours were limited. A kettle in the room for hot water would be appreciated- we used the coffee machine to heat water but all of our tea therefore tasted of coffee.

Reviewed on Feb 26, 2026

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$353 nightly

$397 total

Mar 24 - Mar 25

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! (1,000 reviews)

Nice clean hotel. Smathers beach right down the road. Shuttle to Duval and the airport were very nice.

Reviewed on Feb 24, 2026

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$424 nightly

$477 total

Mar 22 - Mar 23

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! (1,306 reviews)

Everything was wonderful ! The staff was very accommodating , food was great. We will definitely be back.

Reviewed on Feb 26, 2026

Winslow's Bungalows - Key West Historic Inns

725 Truman Avenue Key West FL

Fully refundableReserve now, pay when you stay

$507 nightly

$570 total

Mar 12 - Mar 13

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! (1,173 reviews)

Beautiful property with friendly and helpful staff. Location was perfect to walk to restaurants and bars. The room was clean and the bed was very comfortable. We loved the old charm that the buildings and rooms offered.

Reviewed on Feb 25, 2026

Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

Fully refundableReserve now, pay when you stay

$699 nightly

$786 total

Mar 2 - Mar 3

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! (556 reviews)

All was great staff, room cleanliness. But one thing we were very disappointed in was the fact that one of our beach days we did not have a beach chair!! So disappointing for the price we pay that you don’t have enough beach chairs and we had to sit on the ground.

Reviewed on Feb 25, 2026

Don't see what you're looking for?

See all available properties in Dredgers Key

View all properties

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 Dredgers 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 Dredgers 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 Dredgers 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 Dredgers 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.