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Search Historic Hotels in Sugarloaf Key

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Check prices for these dates, 14 – 15 December 2026

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Our top choices for Sugarloaf Key historic hotels

1. Pegasus International Hotel

• Location: Old Town Key West
• Guest rating: 8.2/10 (Very good, 1000 reviews)
• Price: £179, includes taxes & fees, 13 Dec - 14 Dec, for Our top choices for Sugarloaf Key historic hotels
• Review: Great location next to Everything. Love staying here., by Jason

2. Amsterdam's Curry Mansion Inn

• Location: Key West Historic District
• Guest rating: 8/10 (Very good, 1001 reviews)
• Price: £253, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Sugarloaf Key historic hotels
• Review: Great location!, by carmen

3. KAMP - Rooftop Penthouse Overlooking Duval

• Location: Old Town Key West
• Guest rating: 8.4/10 (Very good, 23 reviews)
• Price: £682, includes taxes & fees, 17 Nov - 18 Nov, for Our top choices for Sugarloaf Key historic hotels
• Review: We had a blast in Key West. The roof top Penthouse was PERFECT , by Ward R.

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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• Emerald Seas
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• B&B in Key Haven
• Houseboats in Key Haven
• Blue Flamingo Resort Key West
• Adults Only Resorts & in Key West
• All-Inclusive Hotels in Key West
• Beach Resorts & in Key West
• Cheap Hotels in Key West
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• Golf Hotels in Key West
• Historic Hotels in Key West
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• Hotels with Hot Tubs in Key West
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• Romantic Hotels in Key West
• Key West Hotels
• Waterfront Cozy Cottage with Boat Ramp & Dock!
• Hotels near Looe Key National Marine Sanctuary
• B&B in Lower Florida Keys
• Cabin Rentals in Lower Florida Keys
• Adults Only Resorts & in Marathon
• Beach Resorts & in Marathon
• Cheap Hotels in Marathon
• Hotels with Airport Transfers in Marathon
• Luxury Hotels in Marathon
• Hotels near National Key Deer Refuge Visitor Center
• Hotels near Robbie's
• Resorts in Rockland Key
• Hotels with Restaurant in Stock Island
• Villas in Stock Island
• **Blue HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
• Florida Keys Beach Getaway
• Pet-Friendly Hotels in Sugarloaf Key
• The Roost in Summerland Cove Isles
• **Dolphin DAYDREAMS @ VENTURE OUT** New Home & Golf Cart + LAST KEY SERVICES…
• Escape to the Keys! Pet
• Summerland Key Hotels

• Flights to Key West
• Flights to Little Torch Key
• Flights from Key West Intl.
• Flights from Ramrod Key
• Flights from Naples (APF) to Key West (EYW)
• Flights from Bridgetown (BGI) to Key West (EYW)
• Flights from Dublin (DUB) to Key West (EYW)
• Flights from Fort Lauderdale (FLL) to Key West (EYW)
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• Flights from Sarasota (SRQ) to Key West (EYW)
• Flights from Tampa (TPA) to Key West (EYW)

• Visit Eden Pines
• Big Pine Key Holidays
• Visit Big Pine Key
• Visit Boca Chica Key
• Visit Cow Key
• Visit Cudjoe Key
• Ernest Hemingway Home and Museum
• Fort East Martello Museum and Gallery
• Key West Holidays
• Visit Key West
• Visit Little Torch Key
• All inclusive Holiday Packages Key West
• All inclusive Holiday Packages Sugarloaf Key
• Beach Holiday Packages Boca Chica Key
• Cheap Holiday Packages Melody Key
• Ski Holiday Packages Raccoon Key
• Visit Rockland Key
• Visit Sugarloaf Key

• Rental cars Key West Intl. airport
• Car hire Key West
• Sixt Ni Rental Cars in Boca Chica Key

• Key Haven Holiday Rentals
• Sugarloaf Key Holiday Rentals

• Things to do in Big Pine Key
• Things to do in Boca Chica Key
• Things to do in Key West
• Things to do in Lower Florida Keys
• Things to do in Sugarloaf Key