OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
OLD TOWN PARADISE.... Paradise awaits in a cozy Truman Annex retreat. Set on a cozy lane that is off the beaten path but close enough to walk or ride your bicycle to restaurants, this unique gem offers your much needed tropical R&R! ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
DETAILS AND AMENITIES... Enter this sparkling, cozy abode through the front gate where a small porch with seating invites you for morning java and sultry island breezes. As you enter, a fully-equipped kitchen greets you which includes an electric stove, microwave, refrigerator, coffee maker, toaster oven, and kitchen bar area. Gather, drink and dine around the dining table for 4, then settle in the adjacent living room on your cozy sofa (pulls out as a sleeper) or cushioned chair and enjoy movies on a large flat-screen tv. Two sets of french doors welcome in the warmth and sunshine of tropical living and open to your private patio with grill and outdoor seating for 4. A convenient powder room is also located in the living area.
SLEEPING ARRANGEMENTS... Travel up the stairs to two en-suite guest rooms when you're ready to rest and refresh for the next day's adventures. The primary bedroom features a king bed with dresser, small flat screen tv, a large closet for storage and hanging clothes and also includes a make-up vanity, ironing board, and iron. The private bathroom is equipped with a glass-door shower and sink cabinet with storage drawers. Open your french door to your own enchanting small terrace with two chairs and a table for quiet conversation or a date with your favorite novel. Walk down the upstairs hallway to the second bedroom which features a queen bed, flat screen tv, storage closet for hanging clothes and an additional dresser inside. The private bathroom offers a shower/tub combination and sink cabinet with storage drawers. The washer/dryer closet sits between the two bedrooms in the upstairs hallway.
OUTDOOR LIVING... Walk through the living area french doors to your private outdoor area with seating for 4 and a gas grill, which is the perfect cocktail spot or for dining under the twinkling stars. Take a stroll through this attractive community which is just right around the corner from Fort Zachary Taylor State Park, Harry Truman’s Little White House and Truman Annex’s Waterfront Park. Swimming in the heated community pool is a great way to wash off the day and it's just around the corner from the unit. There is a cabana with restrooms in the pool area and plenty of lounging chairs for your sunbathing pleasure.
PARKING... This home does offer covered parking for one vehicle. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property.
PETS... This is not a pet friendly home.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pet fee (if applicable)
BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION... Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
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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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Property Registration Number 25230-134856
About the area
Key West
Located by the sea, this holiday home is 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 Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Mallory Square - 9 min walk - 0.8 km
Getting around
Key West, FL (EYW-Key West Intl.) - 16 min drive
Restaurants
Green Parrot Bar - 6 min walk
Margaritaville - 6 min walk
Blue Heaven - 10 min walk
La Concha Bar - 6 min walk
Jack Flats - 6 min walk
Frequently asked questions
Is OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!?
As of 12 April 2026, prices found for a 1-night stay for 2 adults at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool! on 16 June 2026 start from NZ$291, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!?
On-site parking is available at the property.
What time is check-in at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!?
Check-in begins at 4:00 PM.
What time is check-out at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!?
Checkout is at 10:00 AM.
Where is OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool! located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Jackson Square and Duval Street. Mallory Square and Ernest Hemingway Home and Museum are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Outstanding
Mark G.
Response from VrboOwner on 7 April 2026
Thanks so much for the lovely feedback Mark! We’re happy to hear you enjoyed the property and would love to host you again in the future.
From a partner site
10/10 Excellent
Mark G.
16 March 2026
Winter getaway
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Outstanding
Mark G.
Response from VrboOwner on 17 March 2026
Thank you for the kind words Mark! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
Excellent location!!! Within walking distance to pretty much everything!! Quiet with very little traffic as it is an inner unit! Balcony for morning coffee was great! We never got to the pool, but it looked very nice, but in the smaller size. Would stay again!
Tara M.
Stayed 7 nights in Nov 2025
Response from VrboOwner on 24 December 2025
What a joy to read your review Tara—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
It was very nice and clean. The location was perfect. It was a quiet and relaxing experience
Jacqueline N.
Stayed 7 nights in Jun 2025
From a partner site
10/10 Excellent
Sara C.
5 September 2025
Clean and Close to everything!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Our family of 6 had a wonderful time here. Very clean! It was walking distance to a lot of places. Would definitely stay here again.
Sara C.
Response from VrboOwner on 6 September 2025
That is awesome that your large family had such a great time in Key West! We are thrilled that you loved the home and its location!
Spent a wonderful week here enjoying being close and walking distance within all the best things Key West has to offer. Our property manager Whitney communicated every detail. Thanks for making it easy.
Really nice location in a quiet scenic area of Key West ... but still just a few block walk to the more popular attractions. I very much recommend this place.
Lawrence and Pamela H.
Stayed 7 nights in Dec 2022
Response from VrboOwner on 27 February 2023
Thank you for your fantastic review. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!
Great location. Walking distance to majority of places we wanted to go to. Very clean & quiet. Parking for more than 1 vehicle is an issue so do get w/hosts in advance if you need additional.
Very good location. Close to the action/sights but a quiet neighborhood when you want to get away from action/sights.
Verified traveller
Stayed 7 nights in Jan 2023
Response from VrboOwner on 27 February 2023
Thank you for your review Pepper. We are so thrilled to hear how much you loved this home and hope to see you again!
From a partner site
10/10 Excellent
Mark G.
15 April 2024
Off course fantastic
Rating Details:
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Excellent loved the property and location
Mark G.
Response from VrboOwner on 23 July 2024
Thank you for this short and sweet five star review, we hope to have the pleasure to host you again next time you visit the island.
We had the best time ever in key west! This was largely because of our rental! It was clean and quiet and a place where we could relax for going and exploring and playing on Duval st! This was beautiful and better than a hotel room we had a home away from home for the week! We look forward to doing it again soon!
Christopher H.
Stayed 7 nights in Dec 2024
From a partner site
10/10 Excellent
Mark G.
17 March 2024
Outstanding
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Excellent
Mark G.
Response from VrboOwner on 23 July 2024
Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!
Last minute trip. This rental has everything you need. Fresh remodel - super comfortable and immaculate. Property Manager was AMAZING - super communicative, easy to reach, etc. Highly Recommend this hidden gem in Truman Annex to rent.
Ralph M.
Stayed 7 nights in May 2023
Response from VrboOwner on 22 July 2024
We are so happy you found this property and its location ideal for your get away in Key West. We hope you'll stay with us again next time you visit!
From a partner site
10/10 Excellent
Meg N.
20 October 2023
Great Place! Beautifully decorated.
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Loved Off Course. The place was immaculate and had everything we needed.
Meg N.
Response from VrboOwner on 6 December 2023
We are so happy to read you had such a good stay with us Randy and Meg! We would love to welcome you back!
From a partner site
10/10 Excellent
Jeff H.
5 July 2024
Summer retreat
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The house was very nice,new appliances,very clean and best location in Key West. Property management team very professional.
Jeff H.
Response from VrboOwner on 23 July 2024
Thank you for taking the time to review your stay. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!
This little house was decorated beautifully, with calming whites and blues. Location couldn't have been better to all the great bars and restaurants as well as fun activities. The majority of the folks in the small community are retired so this may not be the perfect spot for a family with children, but definitely recommend for people like us, in your 50's and 60's.
Catherine J.
Stayed 7 nights in Mar 2023
Response from VrboOwner on 22 July 2024
Thank you for your review, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.
This property was amazing! Upon arrival the host was in contact with all the information and made getting to the property very easy and is exactly as shown on the site. This is a very safe area with everything within walking distance- Duval St, beaches and restaurants. The pool is clean and well maintained. I would highly recommend this VRBO if visiting Key West and if available for my next visit will use it as my spot to stay!
KAREN H.
Stayed 7 nights in Apr 2024
Response from VrboOwner on 22 July 2024
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!
From a partner site
10/10 Excellent
jessie t.
26 January 2024
Our best rental in Key West everQ
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Beautifully appointed home.The agents responded quickly to any questions that we had.
jessie t.
Stayed 8 nights in Jan 2024
Response from VrboOwner on 22 July 2024
Thank you for your wonderful review. We are thrilled you loved this home and hope to host you again soon!
From a partner site
10/10 Excellent
Michael G.
7 April 2024
Perfect Location
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
The condo was perfect for our family of 4. It was clean, well equipped and the location was central to everything. We can’t wait to come back next year!
Michael G.
Response from VrboOwner on 23 July 2024
Thank you for this wonderful review, we are so glad you enjoyed the property so much you are planning on coming back! We look forward to welcoming you again next time you are in Key West.
Excellent location. Home very clean and well appointed. Walk to all entertainment, beaches, museums sight seeing. Perfect. The concierge service was a nice addition. Used them to book golf, eco boat tour, fishing, etc. 1 week was not enough
William M.
Stayed 7 nights in Mar 2023
Response from VrboOwner on 22 July 2024
Thank you for your wonderful review. We enjoyed hosting you and hope to see you back in Key West again soon!
About the host
Hosted by Wendy Zintsmaster & Team
Languages:
English
Premier Host
They consistently provide great experiences for their guests