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Luxury Guesthouses
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Private Homes & Condos     Guesthouses, B&B’s     Luxury Guesthouses     Oceanfront Resorts     Hotels   Motels

Incredible Mansion ~ Opulence and history where the Atlantic Ocean meets Duval Street

- On Atlantic at end of Duval, literally at the Southernmost Point.

- Pool and Cabana Bar

- Jacuzzi’s in 3 Suites

- Children welcome

- Giftshop, Gardens

- Amazing Museum with Tremendous Tours

- Presidential Helo Pad!

We recently toured the museum and property... WOW! They have the most   fantastic collection of Presidential letters, documents & photographs and the largest collection of Hemingway letters known. This is without question, the most distinctive house in the Florida Keys!  When you’re on the island, even if you don’t stay in one of the 13 beautiful guest rooms, you have to take the tour & get an all day guest pass to lounge by the cabana bar and zero entry pool overlooking the Atlantic Ocean. The staff is very gracious and accommodating, the surroundings unique and nothing short of stunning. If you’re going to take the time to stay in Key West, make it this great mansion.

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Call Now for Reservations & detailed info: 1-800-733-5397

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Luxury Guesthouse “Cigar Makers” Court ~ The cigar makers never had it so good!

- Lower Simonton Street 1 block from Duval St.

- Brick center walkway lined with flowers & tropical plants

- 3 swimming pools

- color tv’s, cable, vcr’s

- Some of the units also have Jacuzzi’s in them.

- 3 blocks to KW Harbor

- 2 acre compound.

A truly stunning property, from the walk down the flower lined main path to the unique interiors of each special guestroom and cottage.  Simonton Court was originally constructed in the 1880’s as a cigar factory and housing for the workers. Only 1 block from Duval, the interior of this little beautiful place is notably peaceful and nearly totally devoid of the insanity of Lower Duval just a couple hundred yards away.  If you appreciate the tropics and gorgeous architecture, you will fall in love with this property. Did we mention the mansion at the back of the property?... just take a left at the 3rd pool. Call for details & advance reservations are absolutely recommended.

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Call Now for Reservations & detailed info: 1-800-733-5397

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Historic Coast Guard Station Inn ~ Stay in Harry Truman’s neighborhood!

- In the Truman Annex

2 blocks from Duval St.

-  Off-Street Parking

- 100 yds to KW Harbor

-  Historically Registered

- Continental Breakfast

- Swimming Pool

- Handicapped Accessib.

- Full Room Service.

Originally built in 1912 as the U.S. Weather Bureau Building for Key West, it is now a beautifully restored 8 room guest mansion.  Full room service is available! Each guestroom has been painstakingly designed differently from the next... such a sense of style was employed here! Just outside the property is the sprawling Truman Annex gated community; Yours to wander and explore.  Perfectly manicured yards, impeccably maintained cottages and large Southern style manors, what a great place to roller blade or have a romantic walk. Being located on the Westernmost portion of the island, Ft Zach is right around the corner and you’re 3 blocks from Duval.

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Call Now for Reservations & detailed info: 1-800-733-5397

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Luxury Guest House Suite Inn ~ Just a wonderful place!

- Simonton St, 1 block from Duval Street

- Black bottom Pool

- Tropical plants hide the Jacuzzi pretty well

- Off-Street Parking

- Hardwood Floors

- well equipped suites & cottages.

- Seems to attract a high caliber of guest... nice.

Certainly one of Key West’s premier guesthouse type accommodations.  We voted Paradise Inn the place that we would stay when it comes to inland lodging on the island for a variety of reasons:  The black bottom swimming pool and Jacuzzi beckon to you at first sight; the hardwood floors and opulent furnishings give the place a really solid feel.  The staff members are truly a pleasure to deal with. The extensive variety of tropical plants and trees, all labeled, telling you what they are. This Inn boasts a wide variety of cottages as well, so they can accommodate a very good sized group. The perfect place for the whole wedding  party to stay together!

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Call Now for Reservations & detailed info: 1-800-733-5397

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Luxury Garden Hotel ~ Stunning elegance, one block from Duval

- Simonton St, 1 block from Duval Street

- Large Pool hidden in a tropical botanical garden.

- Off-Street Parking

- Hardwood Floors

- Elaborately equipped suites & cottages.

- Perfect for anonymity.

At one time this beautiful hotel was the largest private estate in Old Town. In 1993 the property was completely renovated into the incredible 17 room guesthouse style hotel it is today. Extensive botanical gardens that enshroud the pool and whirlpool are networked with brick walkways. At first glance walking by, you probably wouldn’t notice the property.  It is such a peaceful place on the inside... you’d never know you were 100 yards from Mid-Duval Street. European style is the best way to describe the guest rooms, with the finest fixtures, elaborate woodwork, wood floors and unusual ceiling fans.  We personally give this incredible property five stars.

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Call Now for Reservations & detailed info: 1-800-733-5397

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