Key West Vacations

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Where to stay in Key West

Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West

Find the Best Key West Vacation Packages

Key West Beach Vacation

Unwind on the shore while you watch the sunlight glistening across the water during your Key West vacation. If you're hoping for an unforgettable beach experience, a trip to Key West will definitely deliver. There's a good chance you've heard of Smathers Beach (3 kilometers away). We suggest staying in accommodations close by. However, many sightseers also opt for Key West packages that are closer to South Beach or Boca Chica Nude Beach, two other excellent nearby options.

Things You Should Know About Key West

  • Escape the daily grind at one of our Key West beach hotels. The sweet sound of lapping water and seagulls cawing far above are just a couple of clicks away.
  • If you're searching for lots of room to spread out and relax, Key West private vacation homes are a great choice. After a much-needed family getaway or a few nights escape with that special someone? Grand Maloney Hotel and The Capitana Key West will fit the bill.
  • With a population of approximately 25,800 inches Key West, you're sure to find some friendly locals who are happy to share their sightseeing tips. For more handy hints, check out our Key West things to do page.

Key West Hotel Deals

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
The price is ₩292,126 per night from Apr 21 to Apr 22
₩292,126
₩412,010 total
Apr 21 - Apr 22
includes taxes & fees
8.2/10 Very Good! (2,092 reviews)
This place was really fun, charming and relaxed. Pool was great and all the games made it entertaining for our 9&11 year old kids. Easy to get into town either with the hotel shuttle or driving or the hop on/hop off trolley comes right to the door. The pool and bar at night was also a nice relaxing ...

Reviewed on Apr 13, 2026

Blue 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
The price is ₩407,583 per night from May 13 to May 14
₩407,583
₩553,172 total
May 13 - May 14
includes taxes & fees
8.8/10 Excellent! (1,813 reviews)
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...

Reviewed on Apr 8, 2026

Margaritaville 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
The price is ₩455,455 per night from May 12 to May 13
₩455,455
₩620,785 total
May 12 - May 13
includes taxes & fees
8.8/10 Excellent! (3,216 reviews)
My boyfriend and I enjoyed our stay at Southernmost Beach Resort. We stayed at the Avalon houses. The resort is nice and it’s on the beach plus has three pools. A little outdated but overall a really nice quick vacation. They did charge us for parking each day when we didn’t even have a car but they ...

Reviewed on Apr 13, 2026

Southernmost Beach Resort and Guesthouses
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.

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