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

Key West, Florida
$276 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 2 nights

Min Stay

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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 960 Sq Ft (89 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Marina Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Tara M.

    Submitted Dec 4, 2025

    Stayed Nov 16, 2025

    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!

  • Sara C.

    Submitted Sep 5, 2025

    Stayed Aug 13, 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.

  • Bryan A.

    Submitted Aug 11, 2025

    Stayed Jul 25, 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.

  • Sherry H.

    Submitted Jul 5, 2025

    Stayed Jun 27, 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.

  • Kip M.

    Submitted Jun 27, 2025

    Stayed Jun 20, 2025

    5 stars all the way. Check in and check out process was easy. Home was clean and modern. Great location.

  • Jacqueline N.

    Submitted Jun 10, 2025

    Stayed Jun 2, 2025

    It was very nice and clean. The location was perfect. It was a quiet and relaxing experience

  • Christopher H.

    Submitted Dec 23, 2024

    Stayed Dec 5, 2024

    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!

  • Mike S.

    Submitted Nov 21, 2024

    Stayed Nov 11, 2024

    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.

  • David M.

    Submitted Jul 28, 2024

    Stayed Jul 19, 2024

    We stayed at Off Course, had a wonderful time. Location, Clean, near where we wanted to go, all the things we look for. Loved.

  • Jeff H.

    Submitted Jul 5, 2024

    Stayed Dec 31, 1969

    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.

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Total

Includes taxes and fees
$276+
View details