Historic Key West Vacation Rentals offers luxury historic vacation rental homes in Key West Florida. Well-trained vacation specialists will guide you through the important process of selecting just the right property for your stay. Whether your party is one of friends or family, or a group celebrating a special occasion, we are eager to help you find the ideal property among our exceptional selection of beautiful accommodations.

How are we doing? Our guests say it best. Read what our guests are saying about our premier vacation rentals and our services.

Bess Truman Suite - Nightly Rental

"We had a great trip and stayed at the Bess suite / Truman house. 2 year old updated house with nice porch and nice finish out. My wife and I really liked its central location. Walk to the best restaurants. Phil and Sam know the island and offer great advice during your stay." - Grant L.

Poinciana Garden - Nightly Rental

"Historic Key West Staff was courteous and friendly. If i had a question they were able to help. Poinciana Garden was immaculately clean and furnished. It even had its own parking spot which is a great thing in Key West. Only a couple of blocks from everything" - Kevin L.

LITTLE TRUMAN COTTAGE - Brand New Cottage w/ Pool

..."exceeded my expectations!! Do not look any further than this place-centrally located with a beautiful pool to relax in. This place has it all, and I can’t wait to stay here again!"    Clara, Tonawanda, NY

 GRAND MAISON~ Luxury Home On Duval w/ Pvt Pool!

"Beautiful home, great location! On Duvall so very easy to walk to places, but it’s on the 'quieter' end so you get to enjoy your sleep. Back yard area with pool was a great hangout and relaxing spot. The check in office went above and beyond anything we needed. If I stay again this is where I’d stay!!"    Kindel, Ocala, FL

LITTLE TRUMAN COTTAGE - Brand New Cottage w/ Pool

"We very much enjoyed our stay at the cottage. It was beautiful and in a PERFECT location. Far enough down Duval to feel quiet, but still close to everything. Fantastic places all within walking and biking distance. We would definitely stay here again!"    Wendy, Raleigh, NC

Harry Truman Suite - Luxury Suite Steps To Duval!

"My friends and I stayed here for a birthday weekend! It easily accommodated the 5 of us! Super easy to get to the bars, the place was super clean and overall a great place to stay!"    Marissa, Coconut Creek, FL

LITTLE TRUMAN COTTAGE - Brand New Cottage w/ Pool "Such an amazing cute and comfortable place! Was walking distance to everything. The pool was a great addition. Would recommend this place to anyone!! Don’t think twice. And the rental company was so nice and helpful!!"
Harry Truman Suite - Nightly Rental

"Just celebrated New Year's Eve in Key West and was fortunate to stay in the Harry Suite of the Truman Suites. Beautiful accommodations in a great location!"

Potter's Cottage - Nightly Rental

"Just came home from a wonderful first trip !! Loved the island ! Loved the house .... stayed at Potter's Cottage."