Craig & Cindy Key West Rentals

08/11/2025

08/09/2025

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08/08/2025

NOTE: THIS HAS BEEN BOOKED BUT THANKS FOR YOUR INTEREST IN Craig & Cindy Key West Rentals!

Discover an exclusive offer for a 28-night stay at our Truman Annex Shipyard Condo Unit 174 in Key West from April 11 to May 9, 2026. This 2-bedroom, 1-bath unit is available for just $7,500, a fantastic rate compared to regular pricing. Experience the beauty of Key West while enjoying amenities like high-speed internet and a shared pool. Don't miss this opportunity!

Email from You don't want to miss this.     Offering Key West Rentals Since 1995! Offering 28 night April 2026 stay as follows: 04/11/26-05/09/26 at our gorgeous 1st floor 2 bedroom 1 bath Truman An

07/27/2025

"You made me go home!!!! So sad, of course. Thanks to a cancellation, my husband Steve and I were able to jump on a birthday week in Key West. His is 7/19, mine 7/25.

This is only the second time we’ve been able to stay at one of your properties. What can I say? Perfect! Best location, beautiful pool, tons of good towels, water pressure in shower was awesome…can’t think of a thing that wasn’t good. Except your policy of not allowing squatters and insisting on payment. A moral flaw ;)

Many thanks and hopefully we’ll be able to get back to paradise before long. Keri"

(Keri stayed at our 2 bedroom 1 bath Truman Annex Shipyard Condo Unit 206-7, next open 09/06/25-09/13/25 at our special last minute rate of $1200/wk plus 12.5% sales tax. No other fees. Regular rate is $2100/wk plus tax.

Email [email protected] with any interest.

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07/21/2025

Say it ain't so!! Over 50% off the Truman Annex Porter House! Open 7/26-8/02 or 08/09-08/16 or 09/13-09/20 or 09/20-09/27. Regular low season rate is $5800/wk plus 12.5% sales tax and no other fees. Rent now for $2600/wk plus tax. 4 bedrooms 3 full baths and sleeps up to eight guests....WITH A PRIVATE POOL! New bookings only.

Email [email protected] with any interest or questions.

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