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SUN, SEA & SKY The Truman Annex Key West

Condo near Duval Street in Key West

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

A heated pool
Fridge, microwave, oven, stovetop
Outdoor dining
Property grounds
Exterior

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 4600 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪7 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

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About the neighborhood

Key West

Seaside stay .Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Fort Zachary Taylor Historic State Park. Florida Keys Beaches and Mallory Square are also within half a mile (1 km).
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What's nearby

  • Harry S. Truman Little White House - 5 min walk - 0.3 miles
  • Duval Street - 5 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 7 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Mallory Square - 9 min walk - 0.5 miles

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Margaritaville - ‬7 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Blue Heaven - ‬8 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

SUN, SEA & SKY The Truman Annex 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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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Private pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Onsite parking includes off-street options

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Shower
  • Towels provided

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Gated community
  • Unit size: 600 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

Sun, Sea Sky The Truman Annex
Sun Sea Sky @ the Truman Annex
2698-193336

Frequently asked questions

How close is SUN, SEA & SKY The Truman Annex Key West to the airport?

This condo is 4.3 mi (14-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does SUN, SEA & SKY The Truman Annex Key West have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is SUN, SEA & SKY The Truman Annex Key West to the beach?

This condo is a short 11-minute walk from Florida Keys Beaches and 14-minute walk from Truman Beach. Don't forget your sunscreen!

Does SUN, SEA & SKY The Truman Annex Key West offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at SUN, SEA & SKY The Truman Annex Key West?

No, there is no casino at this condo.

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

Check-in begins at 4:00 PM.

Is there free parking at SUN, SEA & SKY The Truman Annex Key West?

Free parking is not available at this condo.

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

Yes, there's a private pool.

Does SUN, SEA & SKY The Truman Annex Key West have a spa?

There are no spa services available at this condo.

How close is SUN, SEA & SKY The Truman Annex Key West to downtown Key West?

This condo is 0.2 mi away from Key West.

SUN, SEA & SKY The Truman Annex Key West Reviews

Reviews

9.8

Exceptional

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

Reviews

8/10 Good

Robert S.

Liked: Cleanliness

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

10/10 Excellent

Carolyn L.

Liked: Cleanliness
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

8/10 Good

Sara H.

Liked: Cleanliness

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

8/10 Good

Mark R.

Liked: Cleanliness

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

10/10 Excellent

Renee R.

Liked: Cleanliness

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

10/10 Excellent

Dyana M.

Liked: Cleanliness

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

10/10 Excellent

Traci C., Denver, PA

Liked: Cleanliness

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

8/10 Good

Scott T., Ontario,Canada

Liked: Cleanliness

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

10/10 Excellent

Jeff P.

Liked: Cleanliness

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

10/10 Excellent

JOSEPH E G.

Liked: Cleanliness

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

10/10 Excellent

Chuck B.

Liked: Cleanliness

Excellent

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

8/10 Good

Becky G.

Liked: Cleanliness

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

10/10 Excellent

Tammy S.

Liked: Cleanliness

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

10/10 Excellent

Verified traveler

Liked: Cleanliness

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

10/10 Excellent

Nicola P.

Liked: Cleanliness

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

10/10 Excellent

Deb C.

Liked: Cleanliness

Great location to everything! Great pool. Clean and cozy

See above comments.
Stayed 7 nights in Nov 2022

10/10 Excellent

Ruth H.

Liked: Cleanliness

KW Bliss

Perfect place for the two of us. Loved the amenities and the location. Hope to stay again in the future.
Stayed 7 nights in Oct 2022

8/10 Good

Vicki W.

Liked: Cleanliness

Nice Getaway

This property is in a good location making it easy to get to just about anywhere in Key West by foot. The unit itself was clean with nice furnishings and it had everything we needed for our week stay. Check in and check out was super easy.
Stayed 7 nights in Aug 2022

10/10 Excellent

Alexander S.

Liked: Cleanliness

Location

Property in a perfect location for walking to all the points of interest in the historic district
Stayed 7 nights in Jun 2022

10/10 Excellent

cori n.

Liked: Cleanliness

Perfect tropical get away

Smaller upstairs one bedroom with additional space for maybe 1 person. Tropical colors and close to the action! Nice balcony. Quiet. Loved the annex neighborhood. Nice pool. queen bed just ok. Couldn't adjust temp below 73 degrees. Otherwise, perfect!
Stayed 7 nights in Apr 2022

10/10 Excellent

Greg H.

Liked: Cleanliness

Hatch Stay Apr 9 - 16 2022

We absolutely enjoyed our stay. The location of Truman Annex is the prefect spot for a Key West getaway.
Stayed 7 nights in Apr 2022

10/10 Excellent

Holly B.

Liked: Cleanliness

Comfortable condo

Comfortable condo, great location.
Stayed 7 nights in Mar 2022

8/10 Good

Channing P.

Liked: Cleanliness

Wonderful place

Excellent place and wonderful amenities. Overall only giving 4 stars because we were unable to use the French doors in the bedroom. This was one of the main reasons we booked, however that would be my only complaint. We Loved the location too!
Stayed 7 nights in Mar 2022

10/10 Excellent

Kathy D J.

Liked: Cleanliness

Amazing

The perfect location - easy walk to restaurants, bars, tourist attractions, shopping, etc.. Nice little touches to make you feel at home. It was the best vacation ever!
Stayed 21 nights in Oct 2021

10/10 Excellent

Chris D.

Liked: Cleanliness

Key West stay

Overall couldn't be happier with the property Truman annex, it is centrally located in regards to Duval St. The only concern I would say is the stairs going up to the 2nd Floor condo, the are very steep and dangerous at the bottom flight as it turns toward the door. But, overall I would stay at this property and would recommend it to other friends.
Stayed 7 nights in Sep 2021