Vacations Close To Sloppy Joe's Bar
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Sloppy Joe's Bar Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,673, price is now $2,036 per person
$2,036
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on Jul 27, 2026
Pier House Resort & Spa
Key West Historic District
Price was $1,620, price is now $1,234 per person
$1,234
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Great location, helpful staff with places to eat and sites to see. Pool was warm but that’s because it was 100 out there! Floats for beach area great idea but maybe need more in the busy season. Restaurant and bar area very nice. Would stay there again any day.
Reviewed on Aug 20, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was $1,543, price is now $1,226 per person
$1,226
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
The fact they have an EV charger in their garage was a HUGE PLUS! The property is really nice and the staff was awesome!
Reviewed on Aug 18, 2026
Hyatt Vacation Club at Beach House, Key West
Price was $1,818, price is now $1,482 per person
$1,482
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
We had a wonderful stay and were made to feel very welcome from the moment we arrived. The staff were friendly, welcoming.
The accommodation was lovely, comfortable, and well equipped with everything we needed. It truly felt like a home away from home, with a relaxing and inviting atmosphere that made it easy to settle in and enjoy our stay.
We particularly enjoyed making use of the outdoor pool. It was a great place to relax, unwind, and enjoy the beautiful surroundings. We spent some lovely, peaceful time by the pool and really appreciated having such a great facility available.
Overall, we thoroughly enjoyed our stay and would happily return. We highly recommend this accommodation to anyone looking for a comfortable, welcoming, and relaxing place to stay.
Reviewed on Aug 20, 2026
Orchid Key Inn - Adults Only
Old Town Key West
Price was $1,466, price is now $1,198 per person
$1,198
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Excellent, free breakfast great atmosphere friendly staff, smaller motel not so busy. I like it be back.
Reviewed on Aug 19, 2026
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View all tripsBest Lodging Options Near Sloppy Joe's Bar
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
0.27 km from Sloppy Joe's Bar
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Pier House Resort & Spa
1 Duval St Key West FL
0.23 km from Sloppy Joe's Bar
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
1.49 km from Sloppy Joe's Bar
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
La Concha Key West, Autograph Collection
430 Duval St Key West FL
0.35 km from Sloppy Joe's Bar
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
0.19 km from Sloppy Joe's Bar
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Ocean Key Resort - A Noble House Resort
Zero Duval St. Key West FL
0.27 km from Sloppy Joe's Bar
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
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View all propertiesLowest 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.