Dredgers Key, FL
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$184 nightly
The price is $207 total per night from May 31 to Jun 1
$207 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,297 reviews)
"The only issues we had is that the card readers were constantly not working and we would have to go down to the desk to get it fixed so we could get in our room. The other issue is that there isn’t enough parking for loading and unloading in the front. Having to haul all your stuff to the back parking ..."
Reviewed on May 28, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$274 nightly
The price is $308 total per night from Jun 16 to Jun 17
$308 total
Jun 16 - Jun 17
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,802 reviews)
"The hotel/resort was large yet the pool had 11 umbrella and many thirty loungers to use. It was almost impossible to get a seat in shade. The rooms had one chair in it that was extremely low to the floor and difficult to get in and out of. We did love the access to downtown shuttles. Next time I ..."
Reviewed on May 27, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,341 reviews)
"I liked the room and the resort , the pool was great , I think for me a few times it was just other guests that was a turn off in one way or another. P.S. add a smoking section somewhere , would t be a bad idea . Over all was great stay !!"
Reviewed on May 27, 2026
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.
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
10/10 Exceptional! (6 reviews)
"I prefer Communication via email or text. This was the plus for me with the resort. It was very easy to check in after hours and the reach the resort. Welcome package with all you need to get to the cottage. Beautiful, clean and just ready to start your vacation. This place is 25 min from Key West! ..."
Reviewed on May 26, 2026
Steps from Duval, Pool on Site & Bikes Included!
Key West FL
Stay at this apartment in Key West. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Duval Street and Ernest Hemingway Home and Museum are ...
9.6/10 Exceptional! (433 reviews)
"Studio was perfect for my needs, especiallyy lovely having a bike. Great location and quiet!"
Reviewed on May 13, 2026
Aqua Lodges at Hurricane Hole Marina
5130 Overseas Hwy Key West FL
Stay at this houseboat in Key West. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
9/10 Wonderful! (187 reviews)
"The mattresses were so comfortable! They supplied everything we needed. The house was clean but the floors could have been vacuumed and mopped better! By going barefoot, we had to wipe our feet off to get in bed. We didn't get to try the restaurant, it didn't open till 11. We would have had breakfast ..."
Reviewed on May 26, 2026
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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- Visit New Town
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- Southernmost Point
- Mallory Square
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- South Beach
- Fort Zachary Taylor Historic State Park
- Ernest Hemingway Home and Museum
- Florida Keys National Marine Sanctuary
- Stock Island Yacht Club & Marina
- Key West Butterfly and Nature Conservatory
- Clarence S. Higgs Memorial Beach Park
- Boca Chica Nude Beach
- Harry S. Truman Little White House
- Key West Lighthouse and Keeper's Quarters Museum
- Florida Keys Eco - Discovery Center
- Key West Golf Club
- Key West Tropical Forest and Botanical Garden
- Audubon House and Tropical Gardens
- Upper Sugarloaf Key
- Sugarloaf Beach
- Boca Chica Beach
- Robbie's
- Oldest House Museum and Garden
- Simonton Beach
- Jackson Square
- Key West Art and Historical Society
