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VRBO is part of the HomeAway family, the world leader in vacation rentals with over 950,000 listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Private Homes, Historic Seaport Travel Tips

Enjoy Historic Seaport House Rentals for a Taste of Old Key West

The Key West waterfront on the Gulf side is where the island's founding citizens of the late nineteenth century built the Historic Seaport community that still captivates locals and visitors alike. The homes, buildings, and shipping docks of the Key West Historic Seaport District remain a world-renowned grouping of Victorian Era/Caribbean-influenced architecture and design. Residents of Historic Seaport house rentals are lucky enough to be able to spend some leisure time immersed in the charms of a one-of-a-kind Old World Key West neighborhood that harkens back to the days of seafaring merchants.

Right in the Midst of Key West History and Modern Day Fun

Residents at Historic Seaport beach rentals can follow the Historic Seaport Harbor Walk to nearby Old Town Key West — a two mile long wooden walk that passes charter boats, sunset cruisers, tall ships, and open-air bars and restaurants. Take in lots of sea breezes, sunshine, and people-watching as you make your way to Old Town Key West and all of its distinctive attractions, including shops, art galleries, cafes, restaurants, and museums. Not far from centrally located Historic Seaport beach rentals are all the other destinations and activities popular with generations of Key West locals and visitors: tropical beaches, snorkeling, diving, water sports, golfing, marinas and boating, fishing, botanical gardens, the Key West Aquarium, and the nightly Mallory Square Sunset Celebration.

A Fascinating Key West Waterfront Neighborhood You'll Never Forget

The Historic Seaport District offers a number of Key West vacation rentals that are delightfully renovated residences, each with its own "personality" and features. Historic Seaport house rentals range from grand Caribbean-style villas to former sea merchants' homes to quaint cottages. Amenities at these house rentals may include comfortable living spaces, bedrooms, kitchens, laundry facilities, and recreational areas that welcome visitors in authentic and time-honored Key West style.

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