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A true Key West experience, this 17 room property is truly in a class of its own. Offering what has to be one of the most beautiful gardens at any of our hotels or guesthouses this elegant, luxury hotel is just a short stroll away from Key West’s best restaurants and attractions. An exclusive getaway for the discerning traveler this really is a great way to vacation in Key West providing you can force yourself to ever leave the hotel!

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Off Season Rates:  from $185  In Season Rates: from $385

The Ambrosia House

622 Fleming Street

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A tropical oasis located right in the heart of the historic district this exceptionally popular property offers a choice of poolside rooms and one or two room suites. Two beautiful pools and a relaxing spa all set within the lush tropical gardens are complemented by a separate lap-pool for the more energetic amongst you. A true Key West treasure, you can lose yourself amongst the perfect ambiance of this family friendly guesthouse.  An old Key West favorite this classic Key West accommodation never fails to please.  Children of all ages are welcome. This property is now also pet friendly.

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Off Season Rates:  from $189 In Season Rates: from $319

The Chelsea House

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A historic guesthouse set in an acre of tropical landscaped grounds comprising of two grand mansions from the Victorian era.  An adult only property offering 33 rooms and suites complemented by extensive garden and pool area including an undercover breakfast area where the extensive continental breakfast is served each morning.  With free parking and a short walk from Duval Street's bars and restaurants the Chelsea House is perfectly located for your relaxing Key West vacation.  This property also offers pet friendly rooms.

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Off Season Rates:  from $139 In Season Rates: from $175

1317 Duval Street

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Dating back to 1895 this bed and breakfast accommodation was tastefully restored and brought back to life by the present owners.  Boasting high colonial style ceilings this property combines topical elegance with a relaxing, homey atmosphere.  Enjoy people watching whilst enjoying your complimentary continental breakfast or evening glass of wine on the front porch and appreciate the benefit of staying at the quiet end of Duval Street when you still have easy access to the hustle and bustle of Key West's nightlife.  A popular destination for wedding parties and romantic getaways.  Children of all ages are welcome.

 

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Off Season Rates:  from $89 In Season Rates: from $169

Location: Just a block off Duval and close to the Seaport

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An excellent example of Bahamian architecture this famous Key West guesthouse has maintained it’s 19th Century Character whilst keeping up with the luxury and amenities sort after by today’s visitors. Well known for its exceptionally happy, "Happy Hour" this historic inn is very well located for Duval Street's most popular bars and restaurants as well as the famous sunset celebrations at Mallory Square. Children over 16 are welcome. Minimum stays often apply.  The least expensive rooms at this property have a shared or detached bathroom.

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Off Season Rates:  from $155 In Season Rates: from $179

Location: On the Atlantic Ocean at the end of Duval Street

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Offering beachfront accommodation these properties open out to South Beach overlooking the Atlantic Ocean. Offering Luxury, adult only accommodation this property is a popular retreat for honeymooners and for those just seeking that romantic weekend away from the hustle and bustle of everyday life. Being located just off of the end of Duval still allows access to the Duval Street nightlife for those wanting to experience the other side of Key West. Guests staying at these properties also have access to the amenities at the Southernmost and the southernmost on the Beach Hotel.

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Off Season Rates:  from $220 In Season Rates: from $300

Location: Just one block off Duval Street

811 Simonton Street

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For the more budget conscious traveler, the Merlin offers good bed and breakfast accommodation with easy access to both ends of Duval Street. Simple yet clean and tidy rooms can be found at this Inn surrounding pleasant tropical gardens and a good sized pool area. Continental breakfast is included and is served poolside each morning.  Children of all ages are welcome.

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Off Season Rates:  from $119 In Season Rates: from $149

Location: Just a block off Duval Street

819 Simonton Street

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A luxury Caribbean compound of suites and cottages set amongst secluded tropical gardens with a relaxing Jacuzzi and a good sized swimming pool intermingled with garden fountains and ornamental pools, home to Japanese Koi and exotic plant life. All rooms offer amenities only usually found at the larger hotel chains such as mini-bars with refrigerators. Charm and elegance coupled with those modern day luxuries make this a popular Key West Inn.

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Off Season Rates:  from $169 In Season Rates: from $199

Location: 5 blocks from Duval Street & 2 blocks from the Seaport

914 Eaton Street

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Offering great value with no compromise on quality this popular Key West Inn leaves its guests with many great memories of our fabulous Island. With a good variety of room types ranging from small economy to larger suites this guesthouse has the benefit of two swimming pools nestled amongst beautiful tropical gardens. Friendly service welcomes you to this charming gingerbread complex situated ideally for those wanting to be close to the Gulf of Mexico and just a short walk to the bustling nightlife of Duval Street and the craziness of Mallory Square.  Children over 8 are welcome.

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Off Season Rates:  from $115 In Season Rates: from $190

Location: 3 blocks from Duval Street, just 2 blocks from the Seaport

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The oldest operating guest house in Key West, this Victorian property offers 24 suites amongst it's 3 luxurious buildings.  Each section offers a style of it's own with a choice of Victorian antique elegance, casual island style living or the tropical plantation atmosphere of the Cigar House building.   A family friendly accommodation, this hotel stands out for it's larger than average pool and most beautiful, lush, tropical garden areas filled with exotic plants, swaying palms and beautiful Island trees.  Children of all ages are welcome.

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Off Season Rates:  from $150 In Season Rates: from $230

Location: End of Duval Street on the Atlantic Ocean

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Now a magnificent Key West landmark this architectural wonder dating back to the late 1800’s has been totally restored over recent years and now offers unique accommodation amongst a wealth of historic interest. With 12 guestrooms and a museum situated in the main building this hotel sits at the southernmost end of Duval Street and has a sun deck out to the Atlantic Ocean and the convenience of South Beach right next door. An excellent venue for weddings and other special events with the perfect combination of Victorian elegance and the relaxing ambience of the Atlantic Ocean.

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Off Season Rates: from $229 In Season Rates: from $299

Location: 3.5 blocks from the Atlantic Ocean

1125 Duval Street

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A true Key West experience that will leave you pampered by its luxurious accommodation and good food and send you home with some of your best vacation memories. 15 elegant guest rooms offer 3 different room types and included also is a cooked, made to order breakfast at the hotel’s newly opened restaurant, The Ocean Grill. The complex also includes an outside pool bar and inside piano bar with nightly entertainment, both of which are popular meeting spots for locals. Upstairs is the famous Crystal Rooms which features popular shows 4 times a week, all of which are a must see cabaret experience while visiting Key West so do not forget to bring your camera!

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Off Season Rates: from $165 In Season Rates: from $185

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Situated on a quiet, secluded lane within a short walk to Duval this quaint family guesthouse offers 17 rooms and cottages with pet friendly accommodation. There is a small heated pool with tropical garden, sunning and barbeque areas. Courtney's falls within the lower price bracket and the rates include a continental breakfast. There are bike rentals right there at the property and the parking is free. This is probably our most popular and best known pet friendly accommodation and is also ideal for families as children of all ages are welcome.

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Off Season Rates: from $109 In Season Rates: from $169