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High Tide at The Truman Annex in Key West

Photo gallery for High Tide at The Truman Annex in Key West

Living area
Pool
Pool
Exterior
Exterior

Reviews

9.6 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 489.2 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Toilet

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony

About this property

High Tide at The Truman Annex in Key West

If you have high expectations, you are going to enjoy staying at High Tide. You are within walking distance to restaurants, nightlife, the pool (just 100 feet away) and with your own private parking. High Tide includes wireless internet, an outdoor grill, outdoor furniture on the two balconies, front porch and back deck.

The living room has 2 sets of French doors opening to a back deck, TV, DVD player, Bose Mini Blue Tooth speaker, scanner, printer and 2 ceiling fans.

The Master bedroom has a king size bed with a 50’” screen TV, second bedroom has a queen size bed with a TV. Both bedrooms have French doors opening to balconies, 500 plus count sheets, alarm clocks with USB connections and ceiling fans.

The upstairs bathroom has a bathtub with shower, a full-size washer and dryer, plush towels and beach towels. The half bath is downstairs.

The kitchen has full size appliances and is equipped with an electric blender, mixer and can opener. There are enough dishes, utensils, pots and pans to bake or prepare a meal. There is a dining table with a marble top.

Your expectations will be met at High Tide.

Please note: This property has a 28 night minimum stay

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available

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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

About the area

Key West

Located in Key West, this holiday home is in the city centre. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • 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.) - 14 min drive

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Blue Heaven - ‬9 min walk
  • ‪La Concha Bar - ‬8 min walk

Frequently asked questions

Is High Tide at The Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at High Tide at The Truman Annex in Key West?

As of 12 April 2026, prices found for a 1-night stay for 2 adults at High Tide at The Truman Annex in Key West on 28 April 2026 start from NZ$435, 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 High Tide at The Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at High Tide at The Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at High Tide at The Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is High Tide at The Truman Annex in Key West located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 32 out of 38 reviews
Rating 8 - Good. 4 out of 38 reviews
Rating 6 - Okay. 2 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.6/10

Check-in

9.2/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Craig M.

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

Great location and Wonderful property

Well kept, great location, had everything we needed including a pool nearby.
Stayed 7 nights in Apr 2025
From a partner site

10/10 Excellent

Britt W.

Very Nice

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 had a great experience here. Its in walking distance to most anyplace in Key West.
Verified

10/10 Excellent

Ruth S.

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

Great location

This was a wonderful location, the condo was lovely, and it was very clean.
Stayed 7 nights in Nov 2024
Verified

8/10 Good

Kristen B.

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

Great location

Close to everything, clean and quiet.
Stayed 9 nights in Nov 2024
Verified

10/10 Excellent

Britt W.

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

Great Week

Had everything thing we needed for our stay. Will do it again.
Stayed 7 nights in Oct 2024
Verified

10/10 Excellent

Lorie

Liked: Cleanliness, amenities, property conditions & facilities, communication
It was so close to the pool
Stayed 7 nights in Mar 2025
From a partner site

10/10 Excellent

JoLynn G.

High Tide

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Great location , unit had everything we needed
From a partner site

10/10 Excellent

JoLynn G.

High Tide -= Truman Annex

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: Very quiet relaxing area. nice clean condohave stayed the last three years here.hoping to stay again. unfortunately, it will only be available for 28 day rental not a week. WE are not able to rent that long
From a partner site

10/10 Excellent

May 2023

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: Unit was excellent and contained everything we needed for a great stay in Key West. We have stayed at the Annex multiple times over the last 20 years. We will certainly enjoy future trips here.
Verified

8/10 Good

Marci H.

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

Perfect Location

We loved our stay - location to the pool and anywhere in town was perfect! All the outdoor deck/patio space was huge. The washer/dryer unit needs to be replaced (the dryer sounds like it’s on it’s last legs - so loud you can’t really use it if you’re in the townhouse). Also, the bathroom fans are extremely loud. Other than that we had a great stay!
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Alexis J.

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

Lovely stay

The location is perfect and the property is very nice. The pictures are accurate. The beds are really comfy. We loved Truman Annex. It is an easy bike ride or walk to Duval Street, Southernmost Point, Zachary Taylor Beach, Hemingway House, the Little White House, and many other local attractions. The pool is steps away from the back gate and the patio and two balconies are great for relaxing or cooking on the BBQ that is included with the unit. The air conditioner works great! Compass realty was very helpful and provided a wealth of information. Check in and check out instructions were clearly communicated and easy to follow. You will not regret renting this cute apartment!
Stayed 7 nights in May 2021
From a partner site

8/10 Good

Barney M.

High Tide @ Truman Annex

Rating Details: The property manager was adequately 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: Great, except it was advertised as a 2bdrm 2 bath. It is 2 bdrm, 1 and 1/2 bath. We were supposed to have another couple with us, each with a private bath. They stayed on their boat instead so it worked out. But we could have stayed somewhere cheaper. The dvd was not hooked up but we managed.
Verified

6/10 Okay

matt j.

Liked: Cleanliness, location, listing accuracy
Disliked: Communication

Great location and condo

First, this condo is in the perfect location. It's bikeable to Ft. Zachary Taylor park and many hot spots on Duval and other attractions. The king size bed was very comfortable. The condo was clean and the furniture was very comfortable.We've stayed in the Truman Annex five previous times, but this was our first time renting via Compass. We chose this condo for it's location at our preferred pool. However, the pool temp was too hot and we were given conflicting stories by Compass personnel as to whether it was broken or not. It wasn't fixed at all while we were there. They did fix a problem with our shower within a few hours. Overall a very nice place to stay.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Ray M.

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

One of our best trips yet!

We have been fortunate to visit Key West for 13 years and we have stayed at resorts, small B&Bs and then we found the Truman Annex! If you want to experience all that Key West has to offer, and not worry about a rental car (although this booking includes parking - you simply don’t need the car to get around!) then choose this location. The pictures show exactly what to expect and you will have everything you need from a coffee maker to a swimming pool! We arrived early and wanted to “prepare” the condo for our soon to arrive guests - just place some fun things in their room, stock the fridge - Compass was wonderful to work with. Their communication from booking to check out was quick and helpful. You can relax and enjoy the quiet of the island after walking back from busy Duval St so close by. The condo is close to everything we love about Key West and wanted to show our guests. Walk to the Green Parrot (probably two minutes), walk to Blue Heaven for amazing Eggs Benedicts and Bloody Mary’s (@5 minutes), and hit Duval St in only a 10 minute walk. The condo is safe, secure, beautifully decorated and maintained. We plan to stay again!
Stayed 7 nights in May 2024
From a partner site

8/10 Good

May 2024, High Tide, Southard #229

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: Once again we had a wonderful stay in the Truman Annex. There were a couple of serious issues that needed to be quickly remedied. The primary issue was that the keys left for after hour entry to the unit did not fit any of the locks. Thankfully the team at Compass corrected the problem in a timely fashion.
From a partner site

10/10 Excellent

JoLynn G.

229- High Tiides

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: Second year at this property, we love the Truman Annex. The unit was great for two couples . Had everything we needed.
From a partner site

10/10 Excellent

pamela j.

Beatiful and location perfect

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: Thus is a beatiful and we'll taken care of property. It's in a great location to walk anywhere you need to go.
From a partner site

10/10 Excellent

Tom S.

Holiday 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: We loved the location and the decor of High Tide. Truman Annex is a great location with easy access to Duval and all the Key has to offer. The pool was easy to get to and always well kept. The Annex is our favorite place to unwind on the Key, and High Tide provided balconies and a relaxing front porch to recharge between exploring what thee Ed Key has to offer.
From a partner site

10/10 Excellent

High Tide

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: Great location, close to pool and convenient parking. Will definitely come back in the future.
From a partner site

10/10 Excellent

Dennis K.

High Tide Vac Review

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 townhouse was very clean and well supplied. The property’s proximity to all popular spots was helpful. We were able to walk everywhere and being in Truman Annex, we felt very safe. We definitely will return. thank you.
Verified

10/10 Excellent

Kim J.

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

Very clean

Great house
Stayed 7 nights in Oct 2022
From a partner site

10/10 Excellent

Stephanie E.

High Tide

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 home was immaculate when we arrived. All amenities we might need were available for use. Location of the unit is perfect. Compass is always helpful.
From a partner site

10/10 Excellent

Gerald 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: Near, but away from, all the activity on Duval Street.
From a partner site

10/10 Excellent

Bob B.

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: We had a 5 week stay in the Truman Annex, Presidents Walk this winter. This area is so nice and we have been coming to it for the last 6 years. We are already signed up for next year. So many places to eat and enjoy music. Theaters and a lot more within walking distance to our place. The Compass Realty people are always helpful and responsive. Had a little issue with the air conditionerthis year and it was fixed in less than 4 hours.We love the place.
From a partner site

10/10 Excellent

Bob B.

5 weeks in 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: A great time in Key West and a great neighborhood to stay in. Pretty quiet and yet 2 blocks from the fun on Duval and the rest of the town. Coming back next year.

About the host

Hosted by Compass Realty Vacation Rentals & Property Management

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