Theater of the Sea Accommodations in
Key West

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10 accommodations, presented ALPHABETICALLY

Featured properties

Florida keys Rentals
FEATURED PROPERTIES (complete property list below)
Hotels & Motels in Florida Keys
Featured properties

Pier House Resort

Featured lodging
Located in the heart
of Old Town Key West



Featured lodging
Free airport shuttle,
pool, hot tub & fitness room


Courtyard Key West

Featured lodging
Waterfront smoke-free
property with parking


CLICK on any accommodation provider's name below
for a full presentation with photos, rates, directions, etc.

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Angelina Guest House Angelina Guest House
302 Angela Street
Key West, FL 33040   
Phone: (305) 294-4480
Fax: (305) 292-0681

Two blocks from Duval Street - great rates!

Located in the heart of Olde Key West, our building was once a 1920's gambling spot and bordello. We are now a guest house styled in true island tradition...airy and clean, no phones or television in the rooms. Several types of units, all at reasonable rates. Immerse yourself in a way of life!
Florida Vacation Rentals

Best Western Hibiscus Motel Best Western Hibiscus Motel
1313 Simonton Street
Key West, FL 33040   
Phone: (305) 296-3500
Fax: (305) 296-9961
Reservations: (800) 432-4315

10% Internet discount - on quiet side of island

Explore the excitement of Duval Street and downtown Key West, then return to your cool spacious room at our Key West motel. Our property is 100% smoke free in all areas including the parking lot. Complimentary full breakfast, choice of breads, cereal, fruit, hot eggs, hot breakfast meat, other hot items, yogurt, juice, and coffee.
Florida Vacation Rentals

Courtyard by Marriott - Waterfront Courtyard by Marriott - Waterfront
3031 North Roosevelt Boulevard
Key West, FL 33040   
Phone: (305) 296-6595

Complimentary area shuttle and free parking

Courtyard Key West Waterfront is located close to Smathers Beach, Ernest Hemingway Home and Museum, and Mallory Square. Nearby points of interest also include Duval Street and Southernmost Point. The property also has an area shuttle, which is complimentary. Courtyard Key West Waterfront features laundry facilities and we are a smoke-free property. We offer rooms with king beds, two queen beds and also two queen suites
Florida Vacation Rentals

Doubletree Grand Key Resort Doubletree Grand Key Resort
3990 South Roosevelt Boulevard
Key West, FL 33040   
Phone: (305) 293-1818

Free airport shuttle - poolside bar and hot tub !

Our 216-room hotel is close to the airport and our roundtrip airport shuttle is complimentary. We have a restaurant, a poolside bar, and a bar/lounge. Room service is available during limited hours. Recreational amenities include an outdoor pool, a spa tub, and a fitness facility. We have a business center and offers limo/town car service, audio-visual equipment, and business services. Complimentary wireless Internet access is available in public areas. This Key West property has event space consisting of banquet facilities and conference/meeting rooms.
Florida Vacation Rentals

La Concha Hotel & Spa La Concha Hotel & Spa
430 Duval Street
Key West, FL 33040   
Phone: (305) 296-2991

Great views of Key West - Hemingway stayed here !

Located directly on Duval Street within walking distance of all major attractions, shopping, entertainment, and nightlife. Built in 1926, home to luminaries like Hemingway, Truman, Tennessee Williams (when he wrote "A Streetcar Named Desire"), the Crowne Plaza offers the most spectacular 360 degree view, with nightly Sunset Celebration and all of Key West from the 7th Floor deck and lounge at the top of the hotel. Breakfast, Lunch and Dinner served daily in the Crown Room restaurant. Spectacular swimming pool and pool bar on the second floor level. Fitness Room 4th floor, free weights and cardio equipment.
Florida Vacation Rentals

Margaritaville Key West Resort & Marina Margaritaville Key West Resort & Marina
245 Front St
Key West, FL 33040   
Phone: (305) 294-4000

AAA Four-Diamond Rating

Ideally located in "Old Town" Key West on the waterfront, one block from fabled Duval Street and next to the infamous Mallory Square. Let our Concierge guide you to see the best of Key West and feel free to park your vehicle in our parking garage knowing you won't need it again until your departure. Our spectacular waterfront setting is situated in the west end on beautiful Sunset Pier. 178 deluxe guest rooms and suites, and with the largest on-site marina of any hotel in Key West.
Florida Vacation Rentals

Pier House Resort & Caribbean Spa Pier House Resort & Caribbean Spa
One Duval Street
Key West, FL 33040   
Phone: (305) 296-4600

Located in the heart of Old Town Key West

For nearly 40 years in Key West, Pier House Resort and Caribbean Spa has been a Key West hotel icon reflecting the free-spirited attitude of Key West. As the first true Key West hotel on the island, we continue to offer our guests the authentic experience that has made Key West a favorite vacation destination for all generations. Facilities include four bars, three restaurants, including the island's only four diamond dining, a private beach, pool with whirlpool, fitness center and health spa. Just steps away from the hustle and bustle of Duval Street, you are invited to experience the free-spirited atmosphere of this secluded paradise.
Florida Vacation Rentals

Sheraton Suites Key West Sheraton Suites Key West
2001 South Roosevelt Boulevard
Key West, FL 33040   
Phone: (305) 292-9800

Key West's only All-Suite resort - LARGE pool

Experience our 180 oversized guest suites, lagoon style pool, tropical foliage and Keys style restaurant. Our wood frame exterior, complete with Bahamian shaded windows, captures the essence of historic Key West while providing our guests with modern day conveniences.

Located across the street from the recently renourished Smathers Beach and a short complimentary shuttle service to bustling Duval Street.
Florida Vacation Rentals

Silver Palms Inn Silver Palms Inn
830 Truman Ave
Key West, FL 33040   
Phone: (305) 294-8700

The Newest Luxury Boutique Hotel in Key West !

We are near the airport and close to the Key West Cemetery, Ernest Hemingway Home and Museum, and Mallory Square. Recreational amenities include an outdoor pool and a fitness facility. Complimentary wireless and wired high-speed Internet access is available in public areas. The hotel serves a complimentary breakfast. Guest parking is complimentary. Wedding services, concierge services, and tour/ticket assistance are available. This is a smoke-free property.
Florida Vacation Rentals

The Reach Resort - a Waldorf Astoria resort The Reach Resort - a Waldorf Astoria resort
1435 Simonton Street
Key West, FL 33040   
Phone: 305-296-5000

Official Site. Reach Resort is Now a Proud Member of the Waldorf Astoria Collection. Book Online

Still host to Key Wests largest private beach, the totally redesigned Reach Resort will usher in a new era of luxury in the Keys. Every inch has been rebuilt, redesigned and refurnished to provide the ultimate experience. Learn more at the official website.
Florida Vacation Rentals

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