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Diamond Collection Member
An exclusive group of professionally inspected and guest-reviewed luxury inns with extensive modern amenities.
- Rates: $88 - $248
- Reviews:4
- Rooms:10
The Mermaid & Alligator
– Key West, FL
Bed&Breakfast.com Diamond Collection
Welcome to the casual elegance and style of a more relaxed age. Our beautiful circa 1904 Victorian Home, located in the heart of Old Town Key West, offers the warm hospitality of a traditional bed & breakfast while providing our guest a place to relax, enjoy the ambiance, and even shut out the rest of the world if you choose. Join us and feel at home.
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Rates:
$168 - $318
per night -
Reviews
76
- Rooms 9
La Mer & Dewey House
– Key West, FL
Bed&Breakfast.com Diamond Collection
The ONLY Oceanfront, 4 Diamond Award Winning B&B in Key West! A GREEN Property!
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Rates:
$199 - $475
per night -
Reviews
3
- Rooms 19
The Conch House Heritage Inn
– Key West, FL
This elegant restoration of a 19th Century historic bed and breakfast is located in the heart of Old Town Key West. Charming and romantic accommodations are available in either traditional antique furnishings in the main house or tropical Caribbean style bedrooms in our poolside cottage. All rooms include private bath, A/C, TV, telephone, refrigerator and an extensive continential breakfast.
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Rates:
$118 - $288
per night -
Reviews
15
- Rooms 8
Atlantis House
– Key West, FL
Welcome to Atlantis House the most private and unique Guesthouse in Key West. As the only guesthouse along the beaches, we offer just 2 exclusive suites both featuring private over-sized Jacuzzi baths, perfect for Romantic getaways and Honeymooners! Awarded by Tripadvisor Business by our Guests with the "Certificate of Excellence for 2011" and currently #1 in popularity in Key West on TripAdvisor and awarded by BedandBreakfast as the Best overall "Top 10 in the US." Contemporary architecture houses beautiful decor and gardens. The owners, Capt. Steve and Kayla, living in Key West for 20 yrs personally assist and offer suggestions from Dining to Island activities. Kayla is a licensed massage therapist. Steve is a USCG certified Captain and charters his Contender offering snorkeling trips to fishing and island eco-discovery adventure trips. The only guesthouse in Key West and Florida that will prepare your catch of the day after fishing or hand catch you lobsters for dinner while snorkeling. So come find yourself again at Atlantis House.
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Rates:
$149 - $275
per night -
Reviews
91
- Rooms 2
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Rates:
$159 - $219
per night -
Reviews
80
- Rooms 10
Azul Key West
– Key West, FL
Imagine a classic Queen Anne Mansion in the heart of historic Key West. A romantic gataway. A boutique hotel. Azul Key West is a new look in old town where you can experience the stark contrast of tropical modern furnishings in a turn of the century conch home. Built in 1903 by of one of Key West's premier cigar barons, Azul Key West is historically recognized as a work of art and listed on the National Registry of Historic Places.
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Rates:
$109 - $269
per night -
Reviews
4
- Rooms 10
Key West Bed & Breakfast
– Key West, FL
The Key West Bed and Breakfast is a 110 year old Victorian located in the center of Key Wests Historic Preservation District. Situated on a quiet side street this lovely Caribbean-style guest house is within walking distance to the sites and sounds that have made Key West infamous. Jody has a large collection of local art work and an extensive knowledge of the local history.
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Rates:
$89 - $265
per night -
Reviews
7
- Rooms 8
Artist House Key West
– Key West, FL
Just steps away from Duval St, Marina & Shops is the Artst House, a refurbished historic guest house
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Rates:
$115 - $350
per night -
Reviews
8
- Rooms 7
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Rates:
$159 - $359
per night -
Reviews
7
- Rooms 12
An Island Oasis
– Key West, FL
An Island Oasis Tropical Bed & Breakfast, Gardens and Pool in Old Town 1 blk to beach and Duval St.
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Rates:
$99 - $299
per night -
Reviews
35
- Rooms 6
Center Court Historic Inn & Cottages
– Key West, FL
Romantic Suites w/Private Spas, Families and Pets Welcome - Old Town Key West!
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Rates:
$118 - $1058
per night -
Reviews
6
- Rooms 90
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Rates:
$169 - $399
per night -
Reviews
4
- Rooms 23
Duval House
– Key West, FL
The sounds and sights of Duval Street melt away as you enter this oasis of lush tropcial gardens set amid seven beautiful caribbean-style buildings. Couples will love this idyllic romantic setting as they float on the blue waters of our pool or sway to the rhythm of palm trees in a hammock built for two. Here, the sun rises each morning, inviting you to start your day in a blissfully peaceful, picturesque courtyard, enjoying your complimentary continental style breakfast - just another great day in Paradise! Located directly in the heart of Old Town, right at the center of Duval Street, you're just steps from Hemingway House and other historical sites, as well as haunts like Margaritaville and Sloppy Joe's. Close to the beach, all the stores, a myriad of restaurants and nightlife, you couldn't wish for a better location! We're an ideal vacation spot and the perfect romantic getaway; truly the heart and soul of old Key West!
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Rates:
$140 - $390
per night -
Reviews
1
- Rooms 28
Ambrosia Key West
– Key West, FL
Key West ambiance abounds in this tropical paradise situated on over an acre of lushly landscaped grounds just a block off Duval. Ambrosia features three pools, including a spa-pool, in a compound setting of 6 beautifully restored historic Conch Houses. Suites, pool rooms, townhomes, and even a two bedroom two bath cottage all feature original art work by local Keys artists, private entrances and baths (some with in room jacuzzi), coffeemakers, refrigerators, A/C and ceiling fans, color cable TV, maid and concierge service and include a hot breakfast served poolside each morning. Affordable luxury in the heart of Old Town! 622 Fleming Street. 800-535-9838, 305-296-9838.
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Rates:
$179 - $639
per night -
Reviews
14
- Rooms 20
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Ocean Breeze Inn
– Key West, FL
Excellent Old Town Key West location with Duval Street and tropical South Beach just steps away
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Rates:
$109 - $199
per night -
Reviews
2
- Rooms 15
Sailboat Sleeping
– Key West, FL
Sleep on the water instead of the same old bed and breakfast in Key West!
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Rates:
$125 - $200
per night - Reviews
- Rooms 2
Avalon Bed & Breakfast
– Key West, FL
Located on the quiet end of Historic Duval Street. All rooms with Romantic over the bed canopy nets.
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Rates:
$89 - $289
per night -
Reviews
40
- Rooms 10
Key West Casablanca
– Key West, FL
Experience classic Irish hospitality with a touch of Island charm!
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Rates:
$99 - $425
per night -
Reviews
2
- Rooms 8
The Palms Hotel
– Key West, FL
The Palms Hotel is the perfect hybrid of a quaint historically built guesthouse with all the amenities of a modern hotel in the Historic Old Town district of Key West. Surrounded by gracious Victorian and quaint "Conch" architecture, the Palms is only a few minutes walk or bicycle ride from delectable dining and superb attractions. ***Recently given a 3 Diamond rating with AAA!*** The poolside rooms and the Victorian house guest rooms all feature extended cable T.V., complimentary secured WI-FI, telephone, individually controlled air conditioner and ceiling fans. They also have private bathrooms and entrances. A continental breakfast is included with each room and is served poolside from 8-11am We are pet friendly and children all well behaved welcome. Stay at The Palms, paradise awaits you!
Hot deal: Extended Stay Special
- 2/8/2012 - 2/15/2012
- Regular Rate: $155
- Savings: 20%
- Discount rate: $124
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Rates:
$100 - $360
per night -
Reviews
45
- Rooms 31
Guarantee Book itCheck dates
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The Wicker Guest House
– Key West, FL
Come visit us at the Wicker Guesthouse, "The Quiet Oasis in the Heart of Old Town Key West." Our peaceful hideaway lets you enjoy our tranquil island setting, but right out your front door you’ll enter the excitement of Key West’s main street, Duval Street. If it’s browsing art galleries, shopping, participating in water sports, enjoying the nightlife and entertainment or a beautiful sunset, it’s all within walking distance. A complimentary continental breakfast is served each morning on our poolside deck and all rooms have a private bath. Special promotions and discounts are offered throughout the year.
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Rates:
$119 - $319
per night -
Reviews
16
- Rooms 21
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The Douglas House
– Key West, FL
The Douglas House is your ticket to Paradise, offering the finest accommodations and the best location. And check out our affordable room rates. Located in the center of Old Town Key West, the Douglas House is literally footsteps away from world class Duval Street. We're also in walking distance to the Southernmost Point Monument, as well as the historic Ernest Hemingway House Museum, the sunset pier at Mallory Square, the Lighthouse Museum and many other museums and attractions and night life.
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Rates:
$89 - $599
per night -
Reviews
14
- Rooms 30
Authors of Key West
– Key West, FL
15 minutes from Duval Street, Authors is a private compound at wonderful rates.
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Rates:
$100 - $295
per night -
Reviews
13
- Rooms 9
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Duval Gardens Bed & Breakfast
– Key West, FL
In the heart of Old Town Key West. Located on Historic Duval Street.
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Rates:
$99 - $289
per night -
Reviews
33
- Rooms 7
Blue Parrot Inn
– Key West, FL
The Blue Parrot is a relaxed friendly and quiet house that welcomes all adults (16+). Originally built in 1884, the inn reflects classic Bahamian charm with an overlay of Victorian gingerbread. Sweeping verandas provide outside access to the rooms. It is located just off US1 (Truman Ave), and only 2 blocks from the famous Duval St. Beaches, restaurants, clubs, shops and galleries are all within very easy walking distance. The setting is secluded with lush tropical foliage and exotic plants abound in our gardens. A buffet breakfast is included each morning by our pool, which is heated for your comfort. Our rooms vary in size and decor but all feature AC, ceiling fan, phone, cable TV and private bath. Most also have a refrigerator. Ten minutes from airport. Reservations strongly suggested.
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Rates:
$100 - $300
per night -
Reviews
17
- Rooms 10
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L'Habitation Guest House
– Key West, FL
A charming and friendly small guesthouse situated in the heart of the historic district.
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Rates:
$109 - $179
per night - Reviews
- Rooms 10
Arist House on Fleming
– Key West, FL
Charming mansion located on a quiet street in Old Town Key West.
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Rates:
$135 - $295
per night - Reviews
- Rooms 9
Duval Inn
– Key West, FL
You've arrived; come join us. Welcome to paradise; welcome to the Duval Inn.
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Rates:
$99 - $219
per night -
Reviews
9
- Rooms 16
Alexander Palms Court
– Key West, FL
A tropical style, gated compound in Old Town Key West located just blocks from downtown and the beaches. We have a variety of accommodations, most with kitchens, in a courtyard setting with a lovely pool. Free off-street parking available.
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Rates:
$110 - $320
per night -
Reviews
9
- Rooms 9
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Cypress House
– Key West, FL
One block off Duval Street in Old Town with Olde World charm and modern amenities
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Rates:
$145 - $425
per night -
Reviews
17
- Rooms 22
La Pensione Inn B&B
– Key West, FL
La Pensione in the heart of Old Town Key West. Friendly & Helpful staff.
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Rates:
$128 - $328
per night -
Reviews
79
- Rooms 9
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Rates:
$129 - $269
per night -
Reviews
25
- Rooms 8
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Rates:
$105 - $245
per night -
Reviews
6
- Rooms 9
- Reviews
- Rooms 106
Seascape, An Inn
– Key West, FL
"Sparkling", says The New York Times. Named "Best Value" by Florida Keys Magazine
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Rates:
$99 - $299
per night -
Reviews
4
- Rooms 6
Island City House Hotel
– Key West, FL
The Island City House Hotel is three historic buildings set amidst lush tropical gardens with winding brick walkways. Located in charming Old Town Key West, this unique hotel offers 24 beautifully appointed parlor suites. Other amenities include crystalline pool, complimentary continental breakfast, and widows walk sundeck. Children welcome.
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Rates:
$150 - $420
per night -
Reviews
5
- Rooms 24
Sugarloaf Lodge
– Sugarloaf Key, FL
Waterfront rooms, tiki bar, restaurant, marina, pool, pet friendly, 13 mi NE of Key West.
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Rates:
$115 - $160
per night - Reviews
- Rooms 31
Eden House
– Key West, FL
Key West's original hotel. Fully renovated, with heated pool, Jacuzzi, and lush, inviting grounds.
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Rates:
$90 - $390
per night -
Reviews
11
- Rooms 42
Speakeasy Inn
– Key West, FL
Upscale Rum Bar with seven fully equipped rooms in the boutique section of Duval Street.
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Rates:
$109 - $325
per night -
Reviews
1
- Rooms 7
Andrews Inn
– Key West, FL
Andrews Inn is located behind the well-known Hemingway Estate. Down a shady lane a few steps off Duval Street, the Inn is camouflaged in a courtyard grove of palms and jasmine. Guestrooms feature queen or king-size beds and private baths. A complimentary breakfast and cocktail hour is offered daily.
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Rates:
$125 - $339
per night -
Reviews
23
- Rooms 10
Papa's Hideaway
– Key West, FL
Papa's Hideaway is tucked away down an Old Town side street just a block and a half from Duval Street. It is a popular destination if you are looking for a great place to relax. Studio rooms have complete kitchenette, private bathroom, king size bed, color cable tv, and a private porch OR our 2 bedroom 2 bathroom cottage house has living room, dining room and full kitchen. Our lush tropical compound has a heated pool, large Jacuzzi and we include a continental style breakfast served pool-side each day. Bicycles and a gas grill are also available.
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Rates:
$149 - $175
per night -
Reviews
8
- Rooms 4
The Banyan Resort
– Key West, FL
An oasis in Old Town, these Victorian houses are tucked amidst tropical gardens.
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Rates:
$200 - $410
per night -
Reviews
27
- Rooms 38
Tropical Inn
– Key West, FL
Artfully blending the hushed privacy of a boutique hotel with the intimacy of a romantic bed and breakfast, The Tropical Inn is a haven of tranquility in a most unexpected central location: at the midpoint of legendary Duval Street, within walking distance of all Key West attractions. This romantic Key West bed and breakfast consists of the lovingly restored main house, which is listed on the National Register of Historic Places, and three charming cottages clustered in a lush tropical garden with a fabulous waterfall pool and spa. Meticulously clean, professionally designed interior and garden spaces are tastefully furnished in a tropical motif evocative of the European colonial era in the East and West Indies. Rooms at this lovely Key West inn have private baths, queen and king size beds, minifridges, ceiling fans, air conditioning, telephone, cable TV, and Wi-Fi Internet access. A microwave oven is centrally located for the convenience of guests. Most rooms feature adjacent porches or decks, and three Garden Cottage Suites have very private outdoor areas with their own spas! A tantalizing expanded continental breakfast buffet is served each morning on the garden terrace. This hospitable Key West B&B is a family owned and operated establishment. An emphasis on guest comfort, personal service, and attention to detail is evident throughout this charming Florida Keys bed and breakfast.
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Rates:
$158 - $398
per night -
Reviews
25
- Rooms 11
Pilot House Guest House
– Key West, FL
Luxurious accommodations in the historic Victorian Otto Mansion and new poolside Cabanas. Suites contain fully equipped kitchen. Cabanas offer king-size bed,wet bar, private entrance, jacuzzi tub. Pool, lush gardens and spa surround the property. Clothing optional. Located in Old Town just 1/2 block from Duval Street. Private and elegant...an exceptional value.
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Rates:
$100 - $250
per night -
Reviews
5
- Rooms 14
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About Key West
Find the perfect Key West Florida Bed and Breakfast Inn and B's. Bed and Breakfasts and Inns are the most unique way to travel. Key West, Florida is an island paradise in a 2 by 4 mile area. There is no shortage of activities in Key West for sun and fun lovers. Enjoy snorkeling, scuba diving, kayaking, boating, waterskiing, fishing, golfing, and much more, or just relax and soak up the sun on Key West's beautiful sandy beaches. There are also numerous attractions to see on the island. You can tour the Ernest Hemingway Home and Museum, a Registered National Historic Landmark. Discover the maritime history of the island at the Key West Lighthouse and Keeper's Quarters Museum or the Shipwreck Historeum. Experience ocean life up close and personal at the Key West Aquarium. There are a myriad of restaurants and eateries throughout Key West, offering a large array of dining experiences, including fresh seafood and ethnic cuisine, and of course, Key Lime Pie. Our Key West bed breakfast inn accommodations provide clean, comfortable lodging, and our knowledgeable, friendly innkeepers will help make your vacation in paradise truly memorable.



