305-296-1010 Key West, FL
Book by phone: (305) 296-1010

~ SMUGGLER'S DEN ~ Tropical Home w/ Pvt Hot Tub In Heart of 'Old Town' KW

Guest Rating:

Vacation rental house. Sleeps 4, 2 bedrooms, 2 bathrooms. Dogs allowed.

726 Southard Street Key West, FL 33040 United States

Monthly Rentals Only
History buffs love to immerse themselves in the centuries old legends of Key West – and if they’re lucky, they’ll find room in Smuggler’s Den to celebrate the tall tales of smugglers, pirates and colorful outlaws whose stories are part of the fabric of the island.

Smuggler’s Den, a delightfully updated, historic, two-bedroom, two-bath Conch cottage is a sweet combination of modern amenities, beautifully landscaped – and private – outdoor space and tall tales of smugglers and outlaws who once roamed the streets of Old Town.

Located on one of Key West’s best streets and in one of its celebrated Old Town neighborhoods, Smuggler’s Den boasts a street-side front porch from which you can watch the neighbors, wondering which of them might be a modern pirate. Its spacious outdoor living areas in the rear of the cottage are perfect for an evening supper with friends or a moonlight dip in the warm, swirling waters of the in-ground spa.

Inside, the light-filled living areas with hardwood floors and welcoming bedrooms and baths flow into an eat-in kitchen. Head out the kitchen door into the walled and landscaped privacy of the outdoor areas. Don’t forget to take your cup of coffee and a book; there are lots of places to curl up and enjoy the sun and dappled shade.

If you’re feeling energetic, grab your bike or walking shoes and head for the beaches at Fort Zachary Taylor State Park, just a few minutes away. Or wander the Historic Seaport, which is equally close. Just a block down the street, you’ll find two of Key West’s best neighborhood restaurants and Fausto’s food market is only a couple blocks away, if you’d prefer cooking in for the evening.

Smuggler’s Den is a perfect home for two with a large second bedroom and bath for visiting family and friends. You may find you’ll never want to leave. As for the smugglers, outlaws and pirates? we won’t promise you’ll meet even their ghosts, but then who knows? Key West is a place where dreams are made.

***Managed by Historic Key West Vacation Rentals***

Rooms and Amenities
Property Type House, 1 story, Built in 1944
Unit Code z2_726
Beds 1 king bed, 1 queen bed
Bathrooms 2 bathrooms, Tub Shower Combination
Rooms Sleeps 4
Floor Area 960 square feet
Pets Dogs allowed.
Standard Amenities combination tub/shower, shower, toilet, botanical garden, churches, cinemas, festivals, library, live theater, marina, museums, reefs, restaurants, ruins, synagogues, Dining, Satellite / Cable, Television, Air Conditioning, Clothes Dryer, Hair Dryer, Heating, Internet, Iron & Board, Linens Provided, Living Room, Towels Provided, Washing Machine, Coffee Maker, Dishes & Utensils, Dishwasher, Kitchen, Microwave, Oven, Refrigerator, Stove, Toaster, antiquing, beachcombing, bird watching, eco tourism, photography, scenic drives, sight seeing, walking, ATM/bank, fitness center, groceries, hospital, laundromat, massage therapist, medical services, Downtown, Village, Deck / Patio, Outdoor Grill, Hot Tub, cycling, deepsea fishing, fishing, golf, jet skiing, rafting, roller blading, sailing, scuba diving or snorkeling, snorkeling, swimming, tennis, water skiing, water tubing, wind-surfing, children welcome, non smoking only, pets not allowed, Long-term Renters Welcome, Minimum Age Limit for Renters
Kitchen Full Kitchen, Granite Counter Tops, Stainless Steel Appliances, Coffee Maker, Refrigerator with Freezer, Ice Maker, Dishwasher, Microwave, Toaster, Blender, Cookware, Dinnerware
Living Central Air, Air Conditioning, Ceiling Fans, Linens, Washer & Dryer, Ironing Board, Outdoor Jacuzzi Tub, WiFi High Speed Internet, Iron, Hairdryer, TV in Living Room, TV in Master Bedroom
Business Nearby ATM, Nearby Internet Cafe, Nearby FedEx, Nearby Bank
Nearby Convenience Gym, Medical Services, Grocery, Shopping, Movie Theatres, Golf Course, Coffee Shop, Restaurants, 5 Brothers Cuban Coffee Shop, Fausto's Grocery Store, Cole's Peace Bakery, Sunbeam Market, Nightlife Bars Entertainment
Culture Symphony Orchestra, Hemingway House, Tropic Cinema, San Carlos Theatre, Downtown Shopping and Boutiques, Beach at Fort Zachary Taylor, Mallory Square Sunsets, Waterfront Theatre Playhouse, Red Barn Theatre Play House, Key West Aquarium, Mel Fisher Treasure Museum, Sound Check at the Green Parrot, Ghost Tours, Conch Tour Train, Butterfly Conservatory, The Studio's of Key West
Outdoor Hot Tub, Deck, Private Balcony, Front Porch, Private Yard, Gas Grill, Outdoor Dining
Geographic Historic Old Town
Entertainment Cable TV, WiFi High Speed Internet
Average Manager Rating (Based on 421 reviews)

Overall satisfaction

Services from rental manager
Average Vacation Rental Rating (Based on 2 reviews)

Overall satisfaction



Property condition
100 % of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

  • A great vacation place.

    Stayed 31 days ending in January, 2018

    • Services from rental manager
    • Cleanliness
    • Location
    • Property condition

    Overall satisfaction:

    Philip S from Huntington, WV recommends this vacation rental

    The property has a great location, just three blocks from Duval Street. The house was very clean and well appointed. I would recommend this property to other travelers.

    • Manager Responded on 1/7/2018

      Thanks Mr. Scott for joining us. We appreciate the feedback and the top score across the board. We look forward to having back as soon as possible.

  • A Month in Key West

    Stayed 30 days ending in March, 2017

    • Services from rental manager
    • Cleanliness
    • Location
    • Property condition

    Overall satisfaction:

    a guest from Elkhart, IN recommends this vacation rental

    We had a great time. Great restaurants. Weather was terrific this year so we spent at least a few hours every day at a beach. We took in some local theater a couple of times which was very good. The great thing about Key West is that there is always something going on somewhere. From this location all you have to do is walk there or ride your bike. It was our second time renting for a month in Key West. It was our first time at Smugglers Cove. The best thing about this property was it's proximity to downtown as well as the Harbor/Marina. It is fairly roomy. We had weekend guests a couple times. It worked out very well. It is fairly well appointed. However, after a month there were a few minor details which would have made our stay more pleasurable. We spent most mornings and early evenings on the front porch. Some landscaping and flowers in the front of the house similar to what is pictured would be nice. Although the kitchen is appointed with new appliances, the washer and dryer in the outdoor storage could be replaced. The gates in front of the property could use some maintenance. These aren't deal breakers, just some suggestions. I can't say enough about how responsive HKWVR was to all of our needs and requests. They were great to work with.

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Seasonal Rental Rates for this Vacation Rental

Dates Daily Weekly Monthly Minimum Stay Checkin Restrictions
Jan 1, 2018-Mar 31, 2018 na na $8,910-$10,607 30 No restrictions
Apr 1, 2018-Apr 30, 2018 na na $5,097 30 No restrictions
May 1, 2018-Sep 30, 2018 na na $3,687-$3,733 30 No restrictions
Oct 1, 2018-Dec 31, 2018 na na $5,500 30 No restrictions
Jan 1, 2019-Mar 31, 2019 na $2,625 $10,500-$11,250 28 No restrictions

*Seasonal rates are estimates only. Actual rates may differ. Seasonal rates do not include fees or taxes.

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Historic Key West Vacation Rentals 425 Eaton Street Key West, FL 33040 (305) 296-1010 bookings@historickw.com

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