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TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location!

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Newly remodeled!
Cozy surroundings
Enjoy movie nights
Natural lighting
Newly refurnished

Reviews

9.6 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 6105.9 sq m

Popular amenities

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

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Other Space 1

1 Double Sofa Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location!

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.

IN THE HEART OF IT ALL…
A perfect location within a peaceful setting, this updated home allows for extraordinary moments as you truly immerse yourself in island life. A lush backdrop to this highly coveted neighborhood, this home welcomes you inside to cozy surroundings creating memories that will last for a lifetime.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS & AMENITIES…
Step inside to an open and cherry space boasting soaring ceilings and plentiful space for your family gatherings. Enjoy prepping meals together in this fully equipped kitchen with bar seating for 4 and indoor dining for 4. Comfortable furnishings surround the living space with a TV for lazy days with lush views of your outdoor oasis through a set of French doors.

SLEEPING ARRANGEMENTS…
Find a plush queen primary suite up the stairs equipped with a TV and an en suite bathroom with a shower/tub combination with a private balcony surrounded by vibrant vegetation. The 3rd floor comes with a 2nd queen guest room with a TV and en suite bathroom with a shower. A sofa sleeper resides in the living room with convenience to a powder room off the kitchen.

OUTDOOR LIVING…
Enjoy your very own slice of Paradise on your private deck and patio as your grill up your fresh catch over Happy Hour. Cool off in the Foundry community pool equipped with plenty of loungers. Located in the most desirable community in Key West, this home is walking distance from the Truman Waterfront, Truman Little White House and all the fun on Duval St.

PETS...
This home is not pet-friendly.

PARKING...
A parking spot is available to you to make coming and going a breeze! No trailers, boats, jet skis or motor homes are allowed. No vehicle length over 18’ long, including trailer hitches, or 80” wide is allowed on property.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean

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.

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.

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!

COME LIVE ON ISLAND TIME…

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
9.8 out of 10, (35 reviews)
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!

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 25230-130841

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 Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum 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.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • Southernmost Point - 20 min walk - 1.7 km
  • Fort Zachary Taylor Historic State Park - 3 min drive - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Key Lime Pie Factory - ‬5 min walk
  • ‪Cuban Coffee Queen - ‬4 min walk
  • ‪Caroline's Cafe - ‬6 min walk
  • ‪General Horseplay - ‬4 min walk
  • ‪Garbo's Grill - ‬4 min walk

Frequently asked questions

Is TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location!?

Check-in begins at 4:00 PM.

What time is check-out at TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location!?

Checkout is at 10:00 AM.

Where is TROPICAL FRONT ~ Remodeled 2 BR, 2.5 Ba w/ Parking in Perfect Location! located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 10 minutes.

Reviews

9.6

Exceptional

9.4/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 34 out of 43 reviews
Rating 8 - Good. 7 out of 43 reviews
Rating 6 - Okay. 1 out of 43 reviews
Rating 4 - Poor. 1 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

Reviews

10/10 Excellent

Michelle B.

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

Wonderful place to stay!

This home was beautifully appointed, clean, and in a great neighborhood.
Stayed 8 nights in Jun 2025

10/10 Excellent

Karen W.

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

Loved it!

Just perfect!
Stayed 12 nights in Apr 2025

10/10 Excellent

Shannon B.

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

Outstanding!

Outstanding gated property, townhouse and location! Highly recommend!
Stayed 10 nights in May 2025

10/10 Excellent

Karen O.

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

Anniversary Trip

We came back to Truman's Annex for our Anniversary
Stayed 7 nights in Mar 2025

10/10 Excellent

Patricia n.

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

Paradise

Excellent location! Place was roomy and comfortable! Would definitely stay again!
Stayed 7 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stephen M.

Tropical front stay key west

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: Wonderful place to stay close to everything. The home and all furnishing are clean and comfortable bedding and beds were excellent all kitchen appliances were clean and in working order.

10/10 Excellent

Susan P.

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

A+ Truman Annex

This place was amazing! We loved the location. It was close to everything! Beautiful place freshly renovated and decorated nicely!
Stayed 8 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jeffrey M.

Fun innParadise

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: Everything was awesome. The one thing that was odd about the unit was no dining table, just a small table outside and three bar stools.

10/10 Excellent

Tom C.

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

Best Location On Island & Very Very Nice

The property was excellent. Super-clean. Well supplied. The only difficult part is that it's 3 levels. Bottom floor is main with kitchen, living, bathroom. 2nd & 3rd floors are the two bedrooms bathrooms. All very nice but a bit of a challenge to carry luggage up, etc... Not a showstopper though. The place is so nice and location is perfect and only 1 block from the pool. Will definitely be back!
Stayed 7 nights in Apr 2025

8/10 Good

Brian M.

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

Great stay

The property was clean, welcoming and convenient to all of the activities Key West has to offer. The development the home was located in is gorgeous. The only complaint that I would have is the listing stated there was an office which there wasn’t and the washer and dryer that were provided smelled like mold.
Stayed 7 nights in Jan 2025

10/10 Excellent

Robert H.

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

Great Property! Great Location!

Staying in Truman Annex was fantastic. It was close to all of the main attractions and is a quiet place to stay. The unit was amazing and quiet. We would like to return for an encore.
Stayed 7 nights in Oct 2022

10/10 Excellent

LOTTIE B.

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

LA Resort

Beautiful place! Bright and airy with white and wicker furniture. A beach resort. Nice quiet lane in Truman Annex. Enough room for all of us to be together but have a lot of space.
Stayed 7 nights in Jan 2024

10/10 Excellent

John M.

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

Terrific place

Well maintained property / bathrooms were dated but clean. Would have preferred larger beds, but overall we were very pleased
Stayed 7 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

CHERYL P.

Great place

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: Clean, comfortable, close walking distance to everything. Would love to stay here again!!!
Stayed 7 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Randy L.

Excellent Key West vacation

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 short notice trip and we were very please that a property of this caliber was still available.
Stayed 7 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Danny M.

Perfect Place

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: We were fortunate to secure this place almost last minute, and it exceeded our expectations in every way. The property was well-appointed and beautifully furnished. We absolutely love Truman Annex and make it a point to stay here every time we visit Key West. Melanie, our property manager, was an absolute professional and a true pleasure to work with.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Chris C.

Great stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was as promised thanks look into getting waterproof cushions for the porch chairs
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Danny M.

Perfect Place

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: We were fortunate to secure this place almost last minute, and it exceeded our expectations in every way. The property was well-appointed and beautifully furnished. We absolutely love Truman Annex and make it a point to stay here every time we visit Key West. Melanie, our property manager, was an absolute professional and a true pleasure to work with.

10/10 Excellent

Shonda C., Hagerstown USA

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

Great location!!

This property was wonderful!!! Perfect location close enough to walk to just about everything but neighborhood is quite so you can relax…. It really could not have been better nor could we have asked for anything to be different…. Property management staff was easy to reach and very quick to respond to questions. Unit was spotless on check in and very comfortable. Would definitely rent this unit again….
Stayed 7 nights in Oct 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mark M.

Race Week Get Away

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: This place was perfect and very close to everything. It was clean and everything was in working order just as described. The management was spot on and answered any of our questions promptly and professionally. We highly recommend any place that this team represents!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ken W.

Great property in awesome location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very nice 2 bedroom 2.5 bath in Truman Annex right on Front street. We were able to walk anywhere in town Very nicely decorated unit with great kitchen and BBQ grill outside on patio. Comfy beds and great bathrooms. The washer and dryer was a nice bonus. Easy access with key code for lock box.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kristopher O.

ABSOLUTELY AMAZING!!

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 pictures don't do it justice!! It's just beautiful! The bedrooms are very roomy and the beds were extremely comfortable. Our daughter & son in law slept on the pull out couch and they said it was the best sofa sleeper they've ever slept on. We also loved the location of the condo, never needed a car as you can walk everywhere. When we first arrived we had a couple of questions - they answered right away and were extremely helpful!! I HIGHLY recommend this property! IT REALLY IS TOP NOTCH!!!

10/10 Excellent

Nancy J.

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

Loved this brownstone!

We had a wonderful stay here. Luv the Annex & sitting on the porch. The lay out of the home worked well for our family & it was so very quiet. Our coffee maker did not work the 1st morning-a text was sent w/ immediate response & a replacement w minutes! So pleasantly surprised.! It could use a bit of updating, but would definitely stay there again! Nancy
Stayed 7 nights in Mar 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John D.

Lovely property in a great location

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The property met our expectations with a few minor exceptions. The one big issue is lack of dining table space. We knew this when we rented the property but found it to be a bigger issue than we had anticipated. The seating at the island (with three barstools) was not a good arrangement particularly for a property that is advertised for 6 guests.The bedding/mattresses were very comfortable. The bathrooms were very good and up to date. The kitchen was adequately stocked with utensils, cooking pots and newer appliances. One addition I would suggest is a hot pot or tea kettle.The property management company was extremely responsive when we contacted them. They deserve 5 stars for sure!

4/10 Poor

doug l.

Liked: Check-in, communication, location
Disliked: Cleanliness

Dated

Mattress are very old cabinets in kitchen did not close , dated, many chipped tiles would seek elsewhere to stay
Stayed 8 nights in Jan 2023

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