Key West Vacation Guide

Key West is a VERY dog-friendly town! Furry friends are even allowed in some bars and restaurants on our island. There are also several dog parks and even a dog beach! If you wish to travel with your dog(s), we do have dog-friendly vacation homes available.

copa cabana deck

10 Key West Places Decked Out For The Holidays

Deck the halls, for sure, but this is the year to think outside the house for Christmas and New Year's. Historic Key West Vacation Rentals has a collection of luxury boutique cottages and homes where the insides open up onto the most beautiful gardens and...Read more
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Key West Vacation Guide
lola's place pool

Ins and Outs of Key West

Historic Key West Vacation Rentals is celebrating the ins and outs of Key West. Key West is so out it's in, for sure. From fashion and passions to arts and entertainment. From street life to nightlife and everything in between. The best part? From fall...Read more
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Key West Vacation Guide
bohemian house den

Get Happy In Key West

Come on and get happy in Key West. This year has given everyone plenty of cause to feel anxious, uneasy, frustrated, confused and confounded. Historic Key West Vacation Rentals is happy to report we persevered, kept smiling, pushed forward, trained, prepared and adapted keeoubg the...Read more
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Key West Vacation Guide
casablanca grande

It's A Grande Life In Key West

It's a grande life in Key West when you reserve this very special compound vacation rental from the Historic Key West Vacation Rentals collection. Pet-friendly Casablanca Grande consists of the two neighboring vacation rentals " Casablanca " & " Casablanca Too ", located at the...Read more
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Key West Vacation Guide
open floor plan at ashe house monthly vacation rental

Birds Of A Feather Flock To Key West

Birds of a feather flock to Key West for the winter. We refer to them as Snowbirds and we're happy to call them our friends. Year after year, we enjoy hosting guests from Canada, New York, Connecticut, Boston, Chicago, Washington DC and other very cold...Read more
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Key West Vacation Guide
Christmas in Key West

The Bight Before Christmas

Twas the Bight before Christmas and all through the house. Not a creature was stirring. Not even a dog slipping into a life vest to go kayaking the mangroves. Fortunately, Historic Key West Vacation Rentals has a full collection of luxury boutique vacation rentals, many...Read more
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Key West Vacation Guide
open space living at lola's place monthly rental

6 Key West Spots For Laptops and Lapdogs

Historic Key West Vacation Rentals presents these six Key West Spots for laptops and lapdogs . We've spent most of this year in Zoom meetings, virtual learning environments and in close communion with our dogs. We could all use a much-needed change of environment and...Read more
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Key West Vacation Guide
solaris cottage

Solaris Cottage Is A Pet Friendly Key West Retreat

Solaris Cottage is a pet-friendly Key West retreat for dog lovers. This splendid luxury boutique is located on one of Key West’s most private slow lanes. The moment you step onto the front porch and into the cool, sun-dappled living area, stresses will melt away...Read more
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Key West Vacation Guide
dog on the beach in key west

Set A Place For Fido In Pet Friendly Key West

Set a place for fido in pet-friendly Key West at these eight boutique luxury vacation rentals at Thanksgiving. Traveling to Key West with a dog is easy during the holidays. We're in a very dog-friendly destination. Furry friends are even allowed in some bars and...Read more
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Key West Vacation Guide
seas the day

Seas The Day In Key West

Seas The Day in Key West for your weeklong adventures. Historic Key West Vacation Rentals invites you to enjoy this vacation rental aptly named "Seas the Day!" This newly updated 2 bedroom, 1 bath, first-floor condo is located in the Shipyard section of the Truman...Read more
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Key West Vacation Guide

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