Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house

2 bedrooms2+ bathroomsSleeps 6130 sq m

Explore the area

Key West, FL

Duval Street6 min walk
Ernest Hemingway Home and Museum9 min walk
Mallory Square12 min walk
Key West, FL (EYW-Key West Intl.)14 min drive

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Convertible bed

1 Double Futon

2 bathrooms, 1 half bathroom

First floor bathroom

Toilet

Full Bathroom 1

Toilet · Shower only

Full Bathroom 2

Toilet · Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Separate dining area

Dining Area

About this property

We are Craig & Cindy and we thank you for inquiring about our Truman Annex Key West vacation homes. Truman Annex is ideally located in 'Old Town' Key West and is an easy walk to all the fun in Key West, from the Mallory Square Sunset Festival to Ft. Zach Beach to the Truman Waterfront Park to Duval Street (restaurants, nightclubs and shopping) to numerous museums.

As a former Navy Base, Truman Annex is obviously adjacent to the water. It is also a 'gated community' with its own private security and guard controlled gates. Due to its ideal location, a car is not necessary (though parking is available) and numerous bicycle and scooter rental locations are available should the need arise.

We love Key West and have been offering our rentals since 1995. We have a strong repeat guest list because we maintain our homes as our second homes and offer deluxe furnishings. We offer numerous properties in Key West under the name of Craig & Cindy Key West Rentals.

Except for festivals such as Fantasy Fest, Meeting of the Minds, and Powerboat Races, we generally require Saturday-Saturday rentals so if your dates are not Saturday-Saturday please email us with your dates prior to booking so that we can check our calendar to see if an exception is possible.

To see our other VRBO Key West listings:

Truman Annex Shipyard Condo (2 bedroom 1 bath): #710793, #1435751, #2113538. #1384197, #2158513, #3648214 & #2161846.

Truman Annex Shipyard Condo (2 bedroom 2 bath): #984902 & #3098421.

Truman Annex Shipyard Penthouse (3 bedroom, 3 bath plus additional loft beds): #663368.

Truman Annex Foundry Townhouses (2 bedroom 2.5 bath): #966273 & #2161621.

Truman Annex Fleming House (2 bedroom 2.5 bath): #108809.

Truman Annex Porter House (4 bedroom 3 bath & private pool): #1092169.

Property manager

Craig Tellerd

Premier Host

Languages

English

Amenities

Pool

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Kitchen

Washer

Dryer

Free WiFi

House Rules

Check in after 4:00 PM

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Smoking outside on decks only.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

We should mention

A car is not required for transport to and from this property

About the area

Key West

This holiday home is located in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.

Key West, FL

What's nearby

Duval Street - 6 min walk
Ernest Hemingway Home and Museum - 9 min walk
Fort Zachary Taylor Historic State Park - 11 min walk
Mallory Square - 12 min walk
Southernmost Point - 16 min walk

Getting around

Key West, FL (EYW-Key West Intl.) - 15 min drive

Restaurants

Margaritaville - 6 min walk
Willie T's - 6 min walk
Green Parrot Bar - 5 min walk
Mattheessen's - 6 min walk
Blue Heaven - 8 min walk

Frequently asked questions

Does Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house?

Check-in begins at 4:00 PM.

What time is check-out at Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house?

Checkout is at 10:00 AM.

Where is Craig & Cindy Key West Truman Annex Fleming House 2 bdrm 2.5 bath private house located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of We Cycle Key West, Duval Street and Ernest Hemingway Home and Museum. Fort Zachary Taylor Historic State Park and Mallory Square are also within 15 minutes.

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Douglas L., Broomfield CO

12 Oct 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

Place was perfect.

Stayed 7 nights in Sep 2022

10/10 Excellent

Bob W.

3 Aug 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Well Appointed Home Away From Home

My husband and two adult grandsons enjoyed this tranquil and peaceful place immensely. This beautiful home was complimented by its lovely surroundings.

Stayed 7 nights in Jul 2022

10/10 Excellent

Verified traveller

29 June 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sisters and spouses

Craig and Cindy's Key West house was perfect. The location was in easy walking distance to everything! The house was stocked with nearly all necessary items. The pool on location was quaint. We really could not have asked for anything more.

Stayed 7 nights in Jun 2022

10/10 Excellent

Verified traveller

27 Oct 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

The property was was amazing!

Very easy process. The owners were very helpful and prompt. Immaculately kept property. Will definitely rent again.

Stayed 7 nights in Oct 2021

10/10 Excellent

Terra J.

3 Aug 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic property

This property is amazing. Great location, clean and everything you need to feel at home. This is perfect for a small family or two couples. Craig and Cindy were so easy to work with.

Stayed 7 nights in Jul 2021

About the host

Hosted by Craig Tellerd

Craig & Cindy Key West Rentals have been offering rentals in Key West since 1995. We love Key West and consider it our second home and split our time between Key West and Cleveland, OH. We bought our first property in Key West in 1995 and started renting it help pay for the cost. We soon realized we had passion for owning and renting Key West vacation properties and began adding more properties. We currently have numerous homes and condos available for rent in Key West under the name Craig & Cindy Key West Rentals.

Why they chose this property

We love Key West and consider the Truman Annex the finest location on the island. This property is a gorgeous private home in the Truman Annex. Truman Annex is at Mile Marker 0 and is ideally located so that it is an easy walk to the beach, Duval Street, Mallory Square Sunset Festival and all that Key West has to offer.

This listing #108809 is for our Truman Annex 212 Fleming Street House.

To see our other VRBO Key West listings:

Truman Annex Shipyard Condo (2 bedroom 1 bath): #710793, #1435751, #2113538. #1384197, #2158513, #3648214 & #2161846.

Truman Annex Shipyard Condo (2 bedroom 2 bath): #984902 & #3098421.

Truman Annex Shipyard Penthouse (3 bedroom, 3 bath plus additional loft beds): #663368.

Truman Annex Foundry Townhouses (2 bedroom 2.5 bath): #966273 & #2161621.

Truman Annex Fleming House (2 bedroom 2.5 bath): #108809.

Truman Annex Porter House (4 bedroom 3 bath & private pool): #1092169.

What makes this property unique

Location Location Location!!! Mile Marker 0 and next to Ft. Zachary Beach, Truman Waterfront, and Mallory Square for those famous nightly Sunset Festivals. Truman Annex is a gorgeous 6 block gated community of upscale condos and homes with private yet only 2 blocks from all the action on Duval Street. Location Location Location!!