🏖️ Where to Stay · Key West, FL Hotels
Hotels in Key West, FL
72 real, currently-operating hotels and guesthouses across every category — Duval Street boutiques, Truman Annex resorts, beachfront hotels, and Key West’s famous historic guesthouses — so you can plan around the style of stay you actually want.
🏙️ Duval St. & Old Town
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🚢 Truman Annex & Harbor
🏖️ Beachfront
🏛️ Historic Inns
🛏️ B&Bs
🏳️🌈 LGBTQ+ Guesthouses
⚓ Waterfront & Marina
🏨 Chain Hotels
💰 Budget & Motels
Key West’s lodging scene is unlike anywhere else in Florida — rather than a strip of interchangeable beachfront towers, Old Town is packed with dozens of restored Conch-style historic guesthouses, each with its own personality, alongside grand Truman Annex resorts, Duval Street boutique hotels, and a long-standing cluster of LGBTQ+-welcoming guesthouses that have made Key West a landmark gay travel destination for decades. We checked each property directly against its own official site rather than a generic aggregator list.
9 Properties
La Concha Key West, Autograph Collection
Landmark 1926 high-rise on Duval St. with a rooftop lounge and sweeping island views.
NYAH
Adults-only boutique hotel near Duval with a lush pool courtyard and modern tropical design.
Speakeasy Inn & Rum Bar
Prohibition-era former cigar magnate’s home turned inn with its own on-site rum bar.
The Cabana Inn
Adult-exclusive, gay-popular guesthouse tucked on a quiet lane just off Duval with a clothing-optional pool.
Heron House Hotels
Two linked historic properties known for hand-carved woodwork and orchid gardens near lower Duval.
The Bishop Key West
Design-forward boutique hotel in a restored Fleming St. compound with a plunge pool.
The Grand Guesthouse
Small adults-oriented guesthouse in a quiet residential pocket of Old Town, prized for personal service.
H2O Suites
Adults-only all-suite boutique property with a rooftop bar near the heart of downtown.
Blue Flamingo Resort
Retro-tropical motor-court-style resort recently reimagined near the New Town/Duval corridor.
8 Properties
Pier House Resort & Spa
Waterfront resort with a private beach steps from Mallory Square and sunset celebrations.
Ocean Key Resort & Spa
Oceanfront resort at the foot of Duval St., famous for its Sunset Pier bar.
The Reach Key West, Curio Collection by Hilton
Key West’s only natural-sand beachfront resort, on the Atlantic side of Old Town.
Opal Key Resort & Marina
Marina-front resort adjoining Historic Seaport with a full-service yacht harbor.
Sunset Key Cottages
Ultra-luxury private-island cottage resort reachable only by launch boat from Key West.
Margaritaville Beach House Key West
Jimmy Buffett-branded beachfront resort with island-casual theming.
The Marker Key West Harbor Resort
Modern harborfront resort in the Historic Seaport district with three pools.
Weatherstation Inn
Restored 1911 U.S. Weather Bureau building inside Truman Annex, an adults-only B&B.
10 Properties
Casa Marina Key West, Curio Collection by Hilton
Grand 1920s Flagler-era beachfront resort with the island’s longest private beach.
Southernmost Beach Resort
Oceanfront resort and guesthouse complex at the literal southernmost tip of Duval Street.
The Southernmost House
Historic Victorian mansion-hotel and museum at land’s-end, with an oceanfront pool.
Beachside Resort & Residences
Contemporary beachfront resort on the Atlantic side near the airport.
Santa Maria Suites Resort
All-suite boutique resort with tropical gardens near South Beach.
Ibis Bay Beach Resort
Laid-back beachfront motel-style resort on the quieter Atlantic side.
Coconut Beach Resort
Small condo-style beachfront resort with a private beach near the airport.
Havana Cabana Key West
Cuban-inspired resort near South Beach with a swim-up bar.
Parrot Key Hotel & Villas
Family-friendly villa resort with multiple pools on the harbor side near New Town.
Galleon Resort & Marina
Resort/marina combo with a private beach cabana in the Historic Seaport area.
23 Properties
Winslow’s Bungalows
Cluster of private cottage bungalows around a tropical courtyard.
Lighthouse Hotel
Boutique inn near the Key West Lighthouse museum.
Ella’s Cottages
Freestanding cottages around a garden pool in Old Town.
Fitch Lodge
Intimate historic inn geared to the design-conscious traveler.
Simonton Court Historic Inn & Cottages
Former cigar factory turned multi-building inn with two pools.
Curry Mansion Inn
Grand 1899 Victorian mansion, Florida’s first millionaire’s home, with a rooftop widow’s walk.
Island City House Hotel
Oldest continually operating guesthouse in Key West, all-suite, no two rooms alike.
Center Court Historic Inn & Cottages
Eclectic boutique compound of cottages designed by a former fashion photographer.
The Duval House
Cluster of Conch-style cottages and verandas set back from Duval St.
Old Town Manor
1880s inn with an on-site botanical garden in the heart of Old Town.
Orchid Key Inn
Contemporary boutique inn with a saltwater pool amid Victorian neighbors.
The Gardens Hotel
Key West’s largest private botanical garden turned luxury inn, spanning a full city block.
The Inn on Fleming
Small upscale boutique inn with an acclaimed on-site restaurant.
Andrews Inn & Garden Cottages
Secluded cottage compound tucked down a lane off Duval, popular for weddings.
Conch House Heritage Inn
1880s sea captain’s home with wraparound porches and a garden pool.
Tropical Inn
Restored 1890s home with a lush tropical garden courtyard near lower Duval.
Paradise Inn
Upscale compound of Bahamian-style cottages with a koi pond.
Rose Lane Villas
Boutique cluster of private villas with a pool, geared to longer stays.
L’Habitation Hotel
Small budget-boutique guesthouse a few blocks off Duval St.
Silver Palms Inn
Retro-chic renovated motor court in Old Town with a saltwater pool.
The Banyan Resort
Historic multi-building estate resort named for its namesake giant banyan tree.
Westwinds Inn
Value-oriented historic guesthouse compound spread across several restored Conch houses.
7 Properties
Courtney’s Place Historic Cottages & Inns
Colorful cluster of Bahamian-style cottages with a communal garden.
Ambrosia Key West
Multi-building tropical B&B compound with three pools spread across Old Town lanes.
The Mermaid & The Alligator
Intimate Victorian B&B known for personalized hospitality and a garden hot tub.
Marrero’s Guest Mansion
1890s cigar baron’s mansion turned B&B, said to be one of Key West’s most haunted.
Eden House
Longtime independent boutique hotel/B&B with a hammock garden and communal happy hour.
Coco Plum Inn
Small Old Town B&B with a tropical garden and shared kitchen for extended stays.
Key West Bed and Breakfast
Restored 1898 Queen Anne Victorian B&B on Eaton Street.
7 Properties
Island House Key West
Landmark all-male, clothing-optional resort and spa, a fixture of Key West’s gay scene since the 1980s.
Alexander’s Guest House
Long-running clothing-optional guesthouse popular with gay and lesbian travelers, multiple pools.
La Te Da Hotel & Bar
Historic gay-owned hotel and entertainment complex famous for cabaret and drag shows.
Almond Tree Inn
Adults-only, LGBTQ-welcoming inn with two pools near Truman Ave.
New Orleans House
All-male, clothing-optional guesthouse right on Duval Street.
Angelina Guesthouse
Adults-only, gay-popular budget-boutique inn with a clothing-optional pool.
Wicker Guest House
Value-priced, gay-popular guesthouse on Duval St.
2 Properties
Hilton Key West Resort & Marina
Full-service marina resort on the harbor with sunset-facing rooms.
Harborside Motel & Marina
No-frills motel with private boat slips right on the water.
3 Properties
Hampton Inn Key West
Standard Hilton mid-scale hotel near the airport/South Roosevelt.
Fairfield Inn & Suites Key West
Marriott-branded budget-business hotel outside the Old Town core.
Best Western Key Ambassador Resort Inn
Motel-style Best Western near the airport with tropical grounds.
3 Properties
Southwinds Motel
Simple, family-run motel a few blocks off Duval, long a budget favorite.
Seashell Motel & Key West Hostel
Motel rooms plus hostel/dorm beds, one of the only hostel options in Key West.
Planning Tips for This Area
- Old Town’s historic guesthouses fill up fast for events. Fantasy Fest (late October) and Pride (June) both sell out Key West’s small-room-count guesthouses months in advance.
- Parking is scarce and expensive in Old Town. Many historic guesthouses have no on-site parking — check before you book if you’re driving down.
- “Adults-only” and “clothing-optional” are common at Key West guesthouses. Several properties above are adults-only or have clothing-optional pool areas — check each property’s policy before booking with kids.
- Key West’s hotel scene turns over and rebrands often. Every property above was checked for current operating status, but confirm directly before a special trip.
Is it worth staying in Old Town Key West vs. near the airport?
Old Town puts you walking distance from Duval Street, Mallory Square, and most restaurants and bars, but it comes at a premium and with limited parking — properties near the airport/South Roosevelt are cheaper and easier to park at, but require a short drive or bike ride into town.
Are Key West’s historic guesthouses good for families?
Many are adults-only or clothing-optional, so check each property’s policy carefully — the beachfront resorts and villa-style properties like Parrot Key Hotel & Villas tend to be more family-friendly than the small Old Town inns.
How does NME choose which hotels to feature?
We verify each property directly against its own official site and current operating status rather than relying on aggregator lists, and we exclude anything we can’t confirm is still open. Read more on our methodology page.
Know a Hotel We Missed?
If you know a great hotel or guesthouse in Key West we’re missing, email us and we’ll take a look.
Heading to Key West?
See the full trip guide — things to do and where to eat, organized the same way, by category.
