Craig & Cindy Key West Rentals

06/13/2026

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

CRAZY LAST MINUTE RATE at $950 off!! Did Craig & Cindy Key West Rentals really just offer a $950 discount on a weekly Truman Annex Shipyard Condo??????

We have the 4th of July week 06/27/26-07/04/26 at our Truman Annex Shipyard Condo Unit 265 that keeps getting booked and then canceled....we get those weird weeks sometime. This gorgeous unit has not had an opening since mid last year and is sold out in 2026 through August EXCEPT for this one week! Let's get it BOOKED!

4th of July week is regular $2700/wk plus 12.5% sales tax....you can have it now for $950 off or only $1750/wk plus 12.5% sales tax. Now hear is the catch....this is for new bookings only so we cannot move you from one booked property to this property AND you must e-mail [email protected] to book this so we can date stamp the responses to make sure first to book it gets it!

Truman Annex Shipyard Condo Unit 265 is a second floor end unit with 2 bedrooms 1 bath and is right by the shared Shipyard pool and also by the entrance to the Truman Waterfront Park. It sleeps up to four guests. End units are the most popular Shipyard condos as you get more natural light.

See www.rentmyparadise.com/SY265.htm

06/13/2026

"Hi Cindy, We had a wonderful stay in 202-3. It was beautifully decorated and worked well for our family. Everything was functional and in good condition, it was clean, and well organized. Thank you very much. Angie"

(Angie stayed in our larger than normal Truman Annex Shipyard Condo Unit 202-3 with 2 bedrooms 2 full bathrooms and sleeps up to five when using the sleeper sofa).

The extremely popular Truman Annex Shipyard 202-3 is next open either the week of 8/29-9/05 or 9/12-9/19 at $3300/wk plus 12.5% sales tax and no other fees.

E-mail [email protected] with any interest or questions.

www.rentmyparadise.com/SY2023.htm

06/12/2026

Email us at [email protected] if you would like to get on our non-winter monthly mailing list. We offer great rates for our Truman Annex vacation home properties that must be rented a minimum of 28 nights. Some non-winter deals include rent 4 weeks and pay for only 2 weeks...and for last minute deals we have even offered rent 4 weeks for LESS than the regular rate for 2 weeks. Once you rent the 4 weeks they are your weeks to use as you choose, including sharing with family members and friends...just no subleasing.

Email [email protected] to join our mailing list!

06/12/2026

LAST MINUTE CANCELLATION SPECIAL RATE!! Craig & Cindy's Truman Annex Shipyard Condo Unit 265 is now open 4th of July week 06/27/26-07/04/26. The 4th of July rate for this 2 bedroom 1 bath end unit condo is $2700/wk plus 12.5% tax but due to a recent cancellation now offering at a special last minute rate of $500 off or only $2200/wk plus tax! No other fees! End units are the most popular as you get more natural light. This condo is also right around the corner from the Shipyard pool and right by the entrance to the Truman Waterfront Park.

Email [email protected] with any questions or interest.

06/12/2026

Dear Craig & Cindy, We wanted to take a moment to thank you for helping make our month-long stay in Key West such a wonderful experience.

The property was beautiful, comfortable, and truly felt like a home away from home. We enjoyed every minute of our time there, from relaxing at the house to taking in all that Key West has to offer. The location, amenities, and attention to detail made our stay especially

Thank you again for everything. We leave with wonderful memories and hope to return to Key West in the future. Warm regards, Nancy and Family

(Nancy stayed at our 3 bedroom 3 bath Truman Annex Shipyard Penthouse)

www.rentmyparadise.com/SY260.htm

06/12/2026

Craig & Cindy Key West Rentals have a great special rate for a 4-7 week stay at our Truman Annex Foundry Townhouse. Just click on the picture below for more information on how you can rent up to 7 weeks for less than the regular rate for 2 weeks!

Email [email protected] for any questions or information.

Email from Craig & Cindy Key West Rentals Enjoy 4-7 weeks at more than 60% off!!     Offering Key West Rentals Since 1995! Rare opening for a Truman Annex Foundry Townhouse with 2 bedrooms and 2.5 bat

06/10/2026

LAST MINUTE CANCELLATION SPECIAL RATE!! Craig & Cindy's Truman Annex Shipyard Condo Unit 265 is now open 4th of July week 06/27/26-07/04/26. The 4th of July rate for this 2 bedroom 1 bath end unit condo is $2700/wk plus 12.5% tax but due to a recent cancellation now offering at a special last minute rate of $500 off or only $2200/wk plus tax! No other fees! End units are the most popular as you get more natural light. This condo is also right around the corner from the Shipyard pool and right by the entrance to the Truman Waterfront Park.

Email [email protected] with any questions or interest.

www.rentmyparadise.com/SY265.htm

06/08/2026

NOTE THIS HAS BEEN BOOKED BUT THANKS FOR YOUR INTEREST IN OUR CRAIG & CINDY KEY WEST RENTALS!

CANCELLATION ALERT FOR FANTASY FEST 2026! We have long been sold out for a weekly Fantasy Fest rental but just had a cancellation for Truman Annex Shipyard Condo Unit 261, which is a completely remodeled 2 bedroom 2 full bathroom that sleeps up to 5 guests when using the sleeper sofa. Dates open are 10/17/26-10/26/26 (9 nights) and you can rent 7 nights for $4800/wk plus 12.5% sales tax or rent 8 nights for $5000 plus tax or all 9 nights for $5200 plus tax. No other fees!!

Email [email protected] with any interest or questions and first come first serve (you cannot rent by commenting on this post...only by email).

www.rentmyparadise.com/SY261.htm

06/01/2026

"Hi Cindy, Just wanted to write to let you know we enjoyed our time at the house. It was a great location, and had everything we needed. We had family and friends come to visit during the month that worked out great. Our granddaughter asked every morning to go to splash pad at Truman Park. Also Iveta was wonderful. We hope to be able to return in the future. Thank you, Donna"

(Donna stayed at our 4 bedroom 3 bath Truman Annex Porter House with private pool)

05/31/2026

Craig & Cindy Key West Truman Annex Shipyard Condo w/ balcony at Mile Marker 0!
Reservation ID -9Z552R (5 stars out of 5 stars)
Had an awesome time, condo was perfect for 2 couples. Clean and beautifully appointed. Loved the surroundings and the pool. It’s close to all the hubbub, but quiet at the condo. Very central to all that KW has to offer. Would certainly stay here again, indeed our cousins can’t wait to come back. They have been converted to KW now. Margo
Date of arrival - May 9, 2026

(Margo stayed at our Craig & Cindy Key West Truman Annex Shipyard 261, which is a 2 bedroom 2 full bath and can be rented weekly).

www.rentmyparadise.com/SY261.htm