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

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

Welcome to your island home!
Welcome to Truman Annex!
Picturesque entrance
Private front porch
Open Great Room

Reviews

9.8 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 689.2 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill
  • Outdoor space

Explore the area

View map
Key West, FL
  • Duval Street
    ‪5 min walk‬
  • Mallory Square
    ‪9 min walk‬
  • Southernmost Point
    ‪15 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Other Space 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

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

PLEASE BE AWARE...
We cannot accept a reservation of less than 28 nights after 12/22/25. You may book less than 28 nights if your arrival is 12/22 or before.

***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) as of Dec 23, 2025. 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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

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 ecotours and cycling nearby.
Map
Key West, FL

What's nearby

  • Duval Street - 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
  • Southernmost Point - 15 min walk - 1.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 16 min drive

Restaurants

  • ‪Willie T's - ‬7 min walk
  • ‪Green Parrot Bar - ‬6 min walk
  • ‪Margaritaville - ‬6 min walk
  • ‪Blue Heaven - ‬10 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.

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

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 32 out of 35 reviews
Rating 8 - Good. 2 out of 35 reviews
Rating 6 - Okay. 1 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sara C.

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.

10/10 Excellent

Kip M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

20 year anniversaey

5 stars all the way. Check in and check out process was easy. Home was clean and modern. Great location.
Stayed 7 nights in Jun 2025

10/10 Excellent

Jacqueline N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was very nice and clean. The location was perfect. It was a quiet and relaxing experience
Stayed 7 nights in Jun 2025

10/10 Excellent

Sherry H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

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.
Stayed 8 nights in Jun 2025

10/10 Excellent

Mike S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Visit

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.
Stayed 8 nights in Nov 2024

10/10 Excellent

Christopher H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

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!
Stayed 7 nights in Dec 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

540 Porter Lane Key West

Very good location. Close to the action/sights but a quiet neighborhood when you want to get away from action/sights.
Stayed 7 nights in Jan 2023

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Rental

We stayed at Off Course, had a wonderful time. Location, Clean, near where we wanted to go, all the things we look for. Loved.
Stayed 8 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark G.

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

10/10 Excellent

Lawrence and Pamela H., Highland Park

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

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.
Stayed 7 nights in Dec 2022

10/10 Excellent

Paul A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it, will be back.

Everything was wonderful.
Stayed 14 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark G.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeff H.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

jessie t.

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.
Stayed 8 nights in Jan 2024

10/10 Excellent

KAREN H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

On a whim vaca

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!
Stayed 7 nights in Apr 2024

10/10 Excellent

Bryan A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Our pool by Off Course.
Sloppy Joes on Duval. 8 min walk from unit.
Literally perfect location to explore the island.
Sandbar party!
Stayed 8 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michael G.

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!

10/10 Excellent

LOIS E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice property- Very clean

Property Manager was nice and informative.
Stayed 7 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Meg N., Woodbury, MN, USA

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeremy & Betsy M., Evansville, Indiana

Melton Spring Break '23

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: It was a great experience for our family. Very spacious, clean, and with great amenities. Very close to all of the attractions, but quiet and removed.
Stayed 7 nights in Mar 2023

10/10 Excellent

Glenn D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean and comfortable

Very clean. Unit is exactly as shown. Can recommend
Stayed 11 nights in Apr 2023

10/10 Excellent

Catherine J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house with great beach vibe

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.
Stayed 7 nights in Mar 2023

10/10 Excellent

Ralph M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay

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.
Stayed 7 nights in May 2023

10/10 Excellent

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break 23

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
Stayed 7 nights in Mar 2023

10/10 Excellent

Dorothy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place for a stay in Key West!

This is a beautiful clean townhouse located close to Duvall Street. The decor was stunning for a rental property. Beds were comfortable with clean, fresh linens. Lovely front and back porches to relax on each day. The pool is clean and well maintained. The location in the Truman Annex is safe and secure. This is a return destination place. Don’t miss out!
Stayed 7 nights in Jan 2023

About the host

Hosted by Wendy Zintsmaster & Team

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Languages:

English

Premier Host

They consistently provide great experiences for their guests