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Our top choices for Fleming Key hotels
8.2 out of 10, Very good, (1006)
"It was so nice experience to stay there."
Tapas
The price is NZ$386
includes taxes & fees
19 Jan - 20 Jan 2026
9.8 out of 10, Exceptional, (147)
Soak in Old Town Key West's charm at this B&B with an outdoor pool and free breakfast. Just a 10-minute walk to Duval Street and Hemingway's Home. Florida Keys Beaches and Southernmost Point are within 15 minutes, while water adventures await nearby.
"Check in was quick, easy. "
kristen
The price is NZ$788
includes taxes & fees
11 Jan - 12 Jan 2026
9.8 out of 10, Exceptional, (422)
Experience the artistic heart of Key West at this charming B&B. Just a 10-minute walk to Duval Street and Florida Keys Beaches, with Mallory Square and Hemingway's Home nearby. Enjoy the spa pool, free breakfast, and WiFi while exploring local trails.
"Really great place to stay. Nice rooms and staff. Great location for Devaul street. "
Beth
The price is NZ$569
includes taxes & fees
15 Jan - 16 Jan 2026
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
8.4 out of 10, Very good, (492)
Unwind at this historic Key West resort featuring 2 outdoor pools and a private beach with spectacular sunset views. Just minutes from Duval Street and South Beach, enjoy beach massages, volleyball, and cold drinks at the beach bar after exploring local attractions.
"Great place"
ELENA
The price is NZ$982
includes taxes & fees
13 Jan - 14 Jan 2026
9.8 out of 10, Exceptional, (582)
Escape to this adults-only Key West haven with a stunning rooftop terrace and refreshing outdoor pool. Enjoy poolside drinks, workout in the fitness centre, and explore nearby South Beach, all with free WiFi and exceptional staff service.
"Great place!!"
Joel
The price is NZ$1,086
includes taxes & fees
4 Jan - 5 Jan 2026
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
9.8 out of 10, Exceptional, (136)
Steps from Duval Street, this LGBTQ-friendly retreat features a refreshing outdoor pool and soothing spa pool. Wake up to free breakfast before exploring Key West attractions. Relax in the garden or terrace after your adventures. The exceptional staff ensures a memorable stay.
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
Sammy
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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Top Fleming Key Hotel Reviews
Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
More cheap accommodation in Fleming Key
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
The price is NZ$386 per night from 19 Jan to 20 Jan
NZ$386
19 Jan - 20 Jan 2026
includes taxes & fees
8/10 Very Good! (1,004 reviews)
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