Luxury Hotels in Key West, Florida, United States
Filter:Downtown Key West
The Capitana Key West

(1200 reviews)
2401 North Roosevelt Boulevard, Key West, FL 33040, United States The Capitana Key West has a restaurant, outdoor swimming pool, a fitness centre and bar in Key West. This 4-star hotel o... (Learn more)
Check availabilityOceans Edge Key West

(1310 reviews)
5950 Peninsular Ave, Key West, FL 33040, United States Boasting panoramic water views, Oceans Edge Key West, Preferred Hotels & Resorts Collection offers 6 swimming pools ... (Learn more)
Check availabilitySimonton Court Historic Inn & Cottages

(815 reviews)
320 Simonton Street, Downtown Key West, Key West, FL 33040, United States Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access... (Learn more)
Check availabilityOpal Key Resort & Marina

(1426 reviews)
245 Front Street, Downtown Key West, Key West, 33040, United States Centrally located in the old town area of Key West, Florida, this waterfront hotel features an outdoor heated pool and h... (Learn more)
Check availabilityParrot Key Hotel & Villas

(1389 reviews)
2801 North Roosevelt Boulevard, Key West, FL 33040, United States Nestled along the Florida Bay, a short drive from historic Old Town Key West, Florida, this property offers an outdoor p... (Learn more)
Check availabilityHyatt Residence Club Key West, Beach House

(714 reviews)
5051 Overseas Hwy, Key West, 33040, United States Hyatt Beach House Resort is located in Key West 6.4 km from Duval Street. An outdoor pool and hot tub are featured. Suit... (Learn more)
Check availabilityHavana Cabana at Key West

(1298 reviews)
3420 N Roosevelt Blvd, Key West, FL 33040, United States Offering an outdoor pool and a restaurant, Havana Cabana at Key West. is located in Key West. WiFi access is available, ... (Learn more)
Check availabilityHyatt Residence Club Key West, Windward Pointe

(580 reviews)
3675 South Roosevelt Boulevard, Key West, 33040, United States This Hyatt Windward Pointe is situated in Key West, 5.7 km from the Southernmost Point, and boasts a year-round outdoor ... (Learn more)
Check availabilityKimpton Winslow's Bungalows, an IHG Hotel

(813 reviews)
725 Truman Avenue, Downtown Key West, Key West, FL 33040, United States Located in Key West, Florida, Kimpton Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary... (Learn more)
Check availabilitySanta Maria Suites Resort

(406 reviews)
1401 Simonton Street, Downtown Key West, Key West, FL 33040, United States This all-suite hotel in Key West is only 1 block from the Atlantic Ocean and Duval Street. Each suite is equipped with a... (Learn more)
Check availabilityH2O Suites- Adults Only

(311 reviews)
1212 Simonton Street, Downtown Key West, Key West, FL 33040, United States This adult-only Key West H2O Suites is 200 m from Duval Street and features a year-round outdoor rooftop pool with a sun... (Learn more)
Check availabilityHilton Garden Inn Key West / The Keys Collection

(1709 reviews)
3850 North Roosevelt Boulevard, Key West, FL 33040, United States This Key West Hilton Garden Inn from the The Keys Collection is 2 minutes' drive from the Key West International Airport... (Learn more)
Check availabilityHyatt Centric Key West Resort & Spa

(526 reviews)
601 Front Street, Downtown Key West, Key West, FL 33040, United States This waterfront resort features an on-site spa and fitness centre and is located on Key West Island. Guests can enjoy t... (Learn more)
Check availabilityDouglas House

(1896 reviews)
419 Amelia Street, Downtown Key West, Key West, FL 33040, United States Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a ... (Learn more)
Check availabilityThe Laureate Key West

(2064 reviews)
3444 North Roosevelt Boulevard, Key West, FL 33040, United States Set in Key West, The Laureate Key West provides 3-star accommodation with private balconies. This 3-star hotel offers a ... (Learn more)
Check availabilityPier House Resort & Spa

(450 reviews)
One Duval Street, Downtown Key West, Key West, FL 33040, United States Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant be... (Learn more)
Check availabilityTruman Hotel

(1963 reviews)
611 Truman Avenue, Downtown Key West, Key West, FL 33040, United States This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and fl... (Learn more)
Check availabilityThe Reach Key West, Curio Collection by Hilton

(257 reviews)
1435 Simonton Street, Downtown Key West, Key West, FL 33040, United States Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137 m private ... (Learn more)
Check availabilitySilver Palms Inn

(2233 reviews)
830 Truman Avenue, Downtown Key West, Key West, FL 33040, United States Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Mus... (Learn more)
Check availabilityThe Gates Hotel Key West

(1055 reviews)
3820 N Roosevelt Blvd, Key West, FL 33040, Key West, FL 33040, United States Offering an outdoor pool and a restaurant, the Gates Hotel Key West is located off US-1 and 11 minutes' walk to Key West... (Learn more)
Check availabilitySouthernmost Point Guest House

(1178 reviews)
1327 Duval Sreet, Downtown Key West, Key West, FL 33040, United States This Key West, Florida Southernmost Point Guest House is located on Duval Street 110 m from the Southernmost Point and 7... (Learn more)
Check availability24 North Hotel Key West

(1227 reviews)
3820 North Roosevelt Boulevard, Key West, FL 33040, United States Only 350 m from US-1, 24 North Hotel I Key West features an outdoor pool with a sun terrace with lounging chairs. Both O... (Learn more)
Check availabilityCrowne Plaza Key West-La Concha

(555 reviews)
430 Duval Street, Downtown Key West, Key West, FL 33040, United States Situated along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wire... (Learn more)
Check availabilityThe Perry Hotel & Marina Key West

(214 reviews)
7001 Shrimp Rd, Key West, 33040, United States Located at the Stock Island Marina, The Perry Hotel & Marina Key West is just one bridge from Key West and features ... (Learn more)
Check availabilityHampton Inn Key West FL

(1319 reviews)
3755 South Roosevelt Boulevard, Key West, FL 33040, United States Hampton Inn Key West boasts a heated pool with an ocean view. Guests can grab a bite to eat at the poolside restaurant. ... (Learn more)
Check availabilityWicker Guesthouse

(2059 reviews)
913 Duval Street, Downtown Key West, Key West, FL 33040, United States Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse offers a large tropic... (Learn more)
Check availabilityThe Gardens Hotel

(121 reviews)
526 Angela Street, Downtown Key West, Key West, FL 33040, United States Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and ... (Learn more)
Check availabilityCasa Marina Key West, Curio Collection by Hilton

(393 reviews)
1500 Reynolds Street, Downtown Key West, Key West, FL 33040, United States Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort ... (Learn more)
Check availabilityOld Town Manor

(705 reviews)
511 Eaton Street, Downtown Key West, Key West, FL 33040, United States This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Souther... (Learn more)
Check availabilityFairfield Inn & Suites by Marriott Key West at The Keys Collection

(2197 reviews)
3852 North Roosevelt Boulevard, Key West, FL 33040, United States Located off US-1, Fairfield Inn & Suites by Marriott Key West at The Keys Collection features an outdoor pool, Tiki ... (Learn more)
Check availabilityOcean Key Resort & Spa, a Noble House Resort

(162 reviews)
Zero Duval, Downtown Key West, Key West, FL 33040, United States Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi ... (Learn more)
Check availabilityKey West Marriott Beachside Hotel

(305 reviews)
3841 North Roosevelt Boulevard, Key West, FL 33040, United States Key West Marriott Beachside Hotel features a private sandy beach and a pool with Gulf of Mexico views. Guests can enjoy ... (Learn more)
Check availabilityMargaritaville Beach House Key West

(931 reviews)
2001 South Roosevelt Boulevard, Key West, FL 33040, United States Margaritaville Beach House Key West features a restaurant, outdoor swimming pool, a fitness centre and bar in Key West. ... (Learn more)
Check availabilityIsland City House

(541 reviews)
411 William Street, Downtown Key West, Key West, FL 33040, United States Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. ... (Learn more)
Check availabilityCoco Plum Inn

(670 reviews)
615 Whitehead Street, Downtown Key West, Key West, FL 33040, United States Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast an... (Learn more)
Check availabilityAmbrosia Key West

(662 reviews)
622 Fleming Street, Downtown Key West, Key West, FL 33040, United States This Key West bed and breakfast is 3 minutes’ walk from the art galleries and cafés of historic Duval Street. Guests can... (Learn more)
Check availabilityThe Palms Hotel

(1418 reviews)
820 White Street, Downtown Key West, Key West, FL 33040, United States Located just 1.6 km from historic Duval Street, this Key West hotel features a heated swimming pool and a daily continen... (Learn more)
Check availabilityThe Grand Guesthouse

(455 reviews)
1116 Grinnell Street, Downtown Key West, Key West, FL 33040, United States This all-adult bed and breakfast is within a 10-minute walk of Duval Street and the Atlantic Ocean. This environmentally... (Learn more)
Check availabilityEden House

(824 reviews)
1015 Fleming Street, Downtown Key West, Key West, FL 33040, United States Locally owned and operated since 1975, this art deco hotel offers relaxing amenities and first-rate services in the cent... (Learn more)
Check availabilityThe Casablanca Hotel

(560 reviews)
904 Duval Street, Downtown Key West, Key West, FL 33040, United States Less than 2 minutes’ walk from the Ernest Hemingway Home and Museum, this historic Key West property features guest room... (Learn more)
Check availabilityHyatt Residence Club Key West, Sunset Harbor

(145 reviews)
200 Sunset Lane, Downtown Key West, Key West, 33040, United States Hyatt Sunset Harbor Resort is situated in Key West, 700 m from Mallory Square. Key West Aquarium is 800 m from the prope... (Learn more)
Check availabilityNyah - Adult Exclusive

(1409 reviews)
420 Margaret Street, Downtown Key West, Key West, FL 33040, United States This bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools an... (Learn more)
Check availabilityThe Inn on Fleming

(439 reviews)
1016 Fleming Street, Downtown Key West, Key West, FL 33040, United States This Key West bed and breakfast is 10 minutes' walk from historic Duval Street. All accommodations feature a small refri... (Learn more)
Check availabilityIbis Bay Resort

(2163 reviews)
3101 North Roosevelt Boulevard, Key West, FL 33040, United States Located in Key West, this 1956 beachfront resort features an outdoor pool, hammocks, and a complimentary transfer servic... (Learn more)
Check availabilityKnowles House B&B - Adult Only

(380 reviews)
1004 Eaton Street, Downtown Key West, Key West, FL 33040, United States This adult-only, restored 1800’s conch house in Key West boasts a rooftop sundeck. It is only 5 blocks from Duval Street... (Learn more)
Check availabilityAlmond Tree Inn - Adults Only

(258 reviews)
512 Truman Ave, Downtown Key West, Key West, 33040, United States This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults ... (Learn more)
Check availabilityFairfield Inn & Suites by Marriott Key West

(1254 reviews)
2400 North Roosevelt Boulevard, Key West, FL 33040, United States This Key West Fairfield Inn & Suites by Marriott hotel offers a large outdoor pool with poolside cabanas, a daily ho... (Learn more)
Check availabilityPegasus International Hotel

(899 reviews)
501 Southard Street, Downtown Key West, Key West, FL 33040, United States This Art Deco hotel in downtown Key West has a large pool-side sun terrace and rooms with a flat-screen TV. All guest ro... (Learn more)
Check availabilitySouthernmost Inn Adult Exclusive

(1075 reviews)
525 United Street, Downtown Key West, Key West, FL 33040, United States This adults only Key West resort is 1 minutes' walk from Duval Street and 5 minutes' walk from the Atlantic Ocean. It fe... (Learn more)
Check availabilityOrchid Key Inn - Adults Only

(224 reviews)
1004 Duval Street, Downtown Key West, Key West, 33040, United States This historic Key West Orchid Key Inn - Adults Only is on Duval Street 3 minutes’ walk from the Ernest Hemingway House a... (Learn more)
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