OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!

Top rated by guests
Welcome to your island home!
Open Great Room
Fully equipped
Updated kitchen
Whip up your meals together
review stars
10.0Outstanding
(36 Ratings)
"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 ..."
Sara C.
Don't miss out! Price and availability may change
10.0 / 10.0
Outstanding(36 Ratings)

House in Key West, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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.

Amenities at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!

Non-smoking
No pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

10.0 / 10.0
Outstanding(36 Ratings)
10.0 / 10.0Outstanding·Sep 2025
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.
10.0 / 10.0Outstanding·Aug 2025
This unit made our vacation! By far our favorite home we have stayed in at Truman Annex. Soon as we walked in the unit we were impressed by the cleanliness and decor. The kitchen is fully stocked for everything you need. All new appliances and even a blender! The bedrooms are very comfortable and thoughtful. Meaning usb chargers on your nightstand and cable tv along with electric sunshades to block the early light. The bathrooms are beautifully remodeled. Literally all you need is your suitcase and some groceries to stock your fridge. Communication was top notch all through text by Whitney. She was a real pleasure to deal with and I could tell she wanted to make sure we had a great experience. This was all last minute too! I had a place on base and we had to leave due to high alert security keeping our guest from moving around without a sponsor. No way that would work. Whitney heard my situation and made our check-in flawless. She definitely saved our vacation. The location of the unit is walking distance to all the hot spots. Bicycles or a scooter is definitely recommended. Its just too fun not to rent one and explore the island. We will be back to stay in Off Course again soon! Thank you Whitney.
10.0 / 10.0Outstanding·Jul 2025
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.
10.0 / 10.0Outstanding·Jun 2025
5 stars all the way. Check in and check out process was easy. Home was clean and modern. Great location.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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