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SUN, SEA & SKY at Truman Annex in Key West

Photo gallery for SUN, SEA & SKY at Truman Annex in Key West

Living area
Living area
Living area
Living area
Dining

Reviews

9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 455.7 sq m

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washer/dryer
  • Air-conditioning
  • Balcony

Explore the area

View map
Key West, FL
  • Place, Florida Keys National Marine Sanctuary
    ‪5 min walk‬
  • Place, Duval Street
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 King Bed

Other Space 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen
Balcony

About this property

SUN, SEA & SKY at Truman Annex in Key West

Located in the desirable Truman Annex community, this beautifully maintained second-story Shipyard condo offers the perfect blend of island charm and modern comfort. Featuring one spacious bedroom with a king size bed, a small loft area with a sofa sleeper, a modern style living area, and a private balcony. This tropical retreat is ideal for a vacation escape to paradise. Nestled just steps from Duval Street, Fort Zachary Taylor Beach, and the Key West Historic Seaport, you’ll enjoy easy access to world-class dining, shopping, and entertainment—while still enjoying the quiet serenity of a gated community. The property is outfitted with washer/dryer, pots/pans, towels, linens, have central air conditioning, off street parking, and pool access.
Please note: This property requires a 28 night minimum stay.

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Living area
ANNIE'S HIDEAWAY at The Truman Annex in Key West
Truman Annex
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
9.6 out of 10, Exceptional, (37 reviews)
ANNIE'S HIDEAWAY at The Truman Annex in Key West

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. 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. With jet skiing, snorkelling and sailing nearby, you'll find plenty of adventures in the water.
Map
Key West, FL

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
  • Duval Street - 6 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 12 min walk - 1.1 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 - ‬8 min walk
  • ‪La Concha Bar - ‬8 min walk

Frequently asked questions

Does SUN, SEA & SKY at Truman Annex in Key West have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at SUN, SEA & SKY at Truman Annex in Key West?

As of 3 May 2026, prices found for a 1-night stay for 2 adults at SUN, SEA & SKY at Truman Annex in Key West on 6 May 2026 start from AU$160, 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.

Is SUN, SEA & SKY at Truman Annex in Key West pet-friendly?

No, pets are not allowed at this property.

How much is parking at SUN, SEA & SKY at Truman Annex in Key West?

On-site parking is available at the property.

What time is check-in at SUN, SEA & SKY at Truman Annex in Key West?

Check-in begins at 4:00 PM.

What time is check-out at SUN, SEA & SKY at Truman Annex in Key West?

Checkout is at 10:00 AM.

Where is SUN, SEA & SKY at Truman Annex in Key West located?

Located in Old Town Key West, this condo building 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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 54 out of 64 reviews
Rating 8 - Good. 9 out of 64 reviews
Rating 6 - Okay. 1 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

10/10

Cleanliness

9.0/10

Check-in

9.2/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Janice D.

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: Great experience
Verified

10/10 Excellent

Carolyn L.

Liked: Cleanliness, communication, location, listing accuracy
Wonderful place, convenient to EVERYTHING but in a quiet neighborhood so you can get away from the hustle and bustle and just relax. We LOVED it! Hopefully this will stay a short term rental so we can book again next year!
Stayed 7 nights in Jun 2025
From a partner site

10/10 Excellent

Kyle A.

Key west rental stay

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 place was in good shape, close to everything you would need and want. Only thing is the A/C needs to be set on 73 which can be a little warm for some.
Verified

10/10 Excellent

James S.

Chilling in Key West

The property was just perfect for us. Great location within walking distance of great dining and entertainment.
Stayed 15 nights in May 2019
Verified

10/10 Excellent

Tammy S.

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

Wonderful!

This rental was perfectly located between Duval Street and Fort Zachary State Park Beach. It was clean and well equipped! We enjoyed our stay and would highly recommend!
Stayed 7 nights in May 2023
Verified

10/10 Excellent

Nicola P.

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

Fab accommodation

A fantastic property in a great location.Everything we needed and more.Beautifully decorated with lovely touches
Stayed 7 nights in Apr 2023
Verified

8/10 Good

Mark R.

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

Great location

Able to walk to many major attractions. Unit was clean and organized. Very quiet neighborhood. Highly recommend.
Stayed 7 nights in Jan 2025
Verified

8/10 Good

Scott T.

Liked: Cleanliness, check-in, communication, location

Almost perfect stay

All was perfect, unit, location, amenities BUT unit listed King size bed and it wasn’t so disappointed at that
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Chuck B.

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

Excellent

Very clean had everything you needed. Close access to the pool. Located very close to Duval street.
Stayed 7 nights in Sep 2023
From a partner site

8/10 Good

martha p.

Great vacation

Rating Details: The property manager was adequately 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
Verified

10/10 Excellent

Traci C.

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

Enjoyable stay! =)

Wonderful! Location was amazing, close to all attractions, restaurants, and shops. No need for a car. Accommodations were very nice and Compass Realty was very prompt with correspondence and very accommodating as we needed to store our luggage until our flight left late the day we checked out. I would highly recommend this property to friends and family.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

JOSEPH E G.

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

Very Nice Property

Enjoyed the location and the Condo layout. Liked the large deck and privacy with the foliage in the rear. Our only complaint would be that there is really not storage for groceries & dry goods. Would rent it again!
Stayed 7 nights in Nov 2023
Verified

8/10 Good

Sara H.

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

Great location

This condo was comfortable for me as a single person. The kitchen area is very well equipped with respect to utensils and cookware. The location is excellent. I walked to the beaches at Southernmost and Zachary Taylor State Park. For watching TV, i would recommend sticking with the FIsion system. It’s got everything most folks could possibly need and is very user-friendly.
Stayed 10 nights in Apr 2025
From a partner site

10/10 Excellent

Benjamin W.

Great Location! Well Stocked!

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: Property was as described and as shown in photos. Property was well stocked. Location was great and area was quiet.
Verified

8/10 Good

Becky G.

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

KW Vacay

We loved the property. However, the AC want up to par. We are used to heat & humidity since we are from on the coast in Texas.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Dyana M.

Liked: Cleanliness, communication, location, listing accuracy

College Move In and vacation

Great property. Great location. Check in at office is a little cumbersome - you need to go to office to get keys and return keys there. Would be easier to just have all digital.
Stayed 7 nights in Aug 2024
From a partner site

10/10 Excellent

Matt R.

A perfect 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: Such a nice place to stay! The house was exactly as pictured, the location was amazing, the weather was perfection, and we even had a parking spot. Can’t wait to go back!
Stayed 7 nights in Mar 2023
From a partner site

10/10 Excellent

Allison S.

Fun in the sun

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: Centrally located. Quiet. Enjoyed our balcony and the pool. Loved the layout and decor. We had everything we needed during our visit.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Verified traveller

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

Great place

Cute little apartment. We'll equipped with what you would need. There was even an umbrella we could use for the rainy day! When we got there the bathroom sink was draining really slow. I messaged the property manager and received a quick response. Maintenance came out that day and took care of the issue.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Jeff P.

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

Close to a perfect stay

Just about everything about this property was perfect for the price - only drawbacks were the noise from traffic on Southard Street and the slow communication from the listing company. If the owners provided access to 2 bikes that would be even better, but the location and property condition were excellent. Maybe providing a white noise machine in the bedroom to drown out morning traffic would help as Southard St has become fairly busy with access to the amphitheater and State park.
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Renee R.

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

Another relaxing vacation in Key West! Can't wait to return!

We had a really nice stay at the Sun Sea and Sky! The bed was sooo comfy (as was the sofa) the back deck is HUGE and the location can't be beat. The sink in the bathroom IS hilariously small, but it didn't affect our time at the condo. The extra space off of the kitchen was a handy spot to store our luggage and items we didn't need for the week. The washer and dryer were GREAT!! The onsite pool was lovely, and never crowded. The check in/out process was a bit of a pain, but you'll encounter that everywhere. Keys were needed for the pool and the gates, and it wasn't a big deal. The condo was spotless and the towels were nice! We did NOT want to leave, and we're already working to determine when we can return.
Stayed 8 nights in Nov 2024
From a partner site

10/10 Excellent

Chuck E.

Great stay

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: Rental was clean, very functional with a the percent location for our stay. With the added East facing deck we had plenty of room to relax when a break was wanted. Didn’t cook anything since going out to eat in KW you have a 95% of enjoying where ever you pick to eat, rent is to high for bad restaurants to stay open. Like the perks of pool and beach towels along with the use of the cooler. Bathroom and shower no complaints.. bed could be slightly firmer but we slept fine every night. We’ve stayed in the Annex condos about 8/9times now this was a nice one.
Verified

8/10 Good

Robert S.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

No dishwasher / small bathroom / kitchen storage for tall people

VRBO advertises this property has a dishwasher. It does NOT have a dishwasher. Be advised also that the bathroom sink is so small, to the point of almost being useless. Lastly, if you are short (under 5'8 or so), you'll never be able to reach the shelf above the sink that contains all the cups, glasses, etc. Other than that, the property is well maintained. Its in a good location within a mile or less of most of old town Key West. The pool was very nice. The Duval Loop bus has stops just before and just after the Truman Annex and passes right by the apartment. It made getting around without a vehicle very doable. Note that this free bus fare goes up to 1 as of July 7, 2025.
Duval Loop bus
Chickens everywhere
A few iguanas around
Stayed 8 nights in Jun 2025
From a partner site

8/10 Good

Marilyn H.

Very nice condo in 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: Property description was accurate.Location excellent. Unit very clean and well-maintained.The only negatives were an extremely small bathroom sink with poor lighting for shaving, also poor lighting in kitchen area, mattress was squeaky every time you moved and the pillows were very flat causing severe neck pain.We ate all meals out so we did not take advantage of kitchen appliances or supplies.Very nice unit overall.Tried to rebook for next year but unit was booked by owner for our requested week.
From a partner site

10/10 Excellent

Monica L.

Highly Recommend!

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: We were very pleased with our stay at Sun, Sea, and Sky. The place is the perfect Key West vacation spot. The unit is well kept and stocked with everything you need. We will definitely be back!

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