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SUN, SEA & SKY at Truman Annex in Key West

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An aerial view of a resort with a central swimming pool surrounded by lounge chairs, palm trees, and multiple buildings with balconies.
A gated community entrance with a sign for Shipyard Condominiums, surrounded by palm trees and a clear blue sky.
A modern kitchen with a central island, built-in appliances, and a view to the backyard.
A resort with multiple bungalow-style buildings, a central pool area, and a view of the ocean.
A covered deck with a table and chairs, a sun decoration, and a white railing.

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
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪8 min walk‬
  • Place, Mallory Square
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this condo is within a 10-minute walk of popular sights such as Duval Street and Fort Zachary Taylor Historic State Park. The condo includes a private pool, a kitchen, and a balcony.
View more Condo Rentals in Key WestOpens in a new window

What's nearby

  • Florida Keys National Marine Sanctuary - 5 min walk - 0.3 miles
  • Duval Street - 6 min walk - 0.4 miles
  • Fort Zachary Taylor Historic State Park - 8 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 9 min walk - 0.5 miles
  • Mallory Square - 11 min walk - 0.6 miles

Getting around

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

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬8 min walk
  • ‪Mangoes Restaurant - ‬7 min walk
  • ‪Jack Flats - ‬7 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 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.
The condo is air-conditioned and features a kitchen and a balcony, and there's space to spread out with a separate bedroom. Guests can expect to find free WiFi. Other standard amenities include a private pool, a washer/dryer, and a coffee maker.

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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

  • 1 bedroom
  • Bed sheets 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)
  • Deadbolt lock
  • Fire extinguisher

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

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

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

Frequently asked questions

What is there to do within easy reach of this condo?

This condo is situated in Old Town Key West within a 10-minute walk of Duval Street, Fort Zachary Taylor Historic State Park, and Ernest Hemingway Home and Museum. You'll also find Mallory Square and Florida Keys Beaches less than a mile away.

Is parking available on site at SUN, SEA & SKY at Truman Annex in Key West?

No, there isn't parking at this condo.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Is there an indoor pool at this condo?

No, there is no indoor pool at this condo; however, the accommodation features a private pool.

Is SUN, SEA & SKY at Truman Annex in Key West a good place to stay for couples?

Couples staying at this condo will appreciate amenities like a private pool and a kitchen as well as a heated pool.

Are there hot tubs at SUN, SEA & SKY at Truman Annex in Key West?

No, but guests can enjoy a heated pool at this condo.

Does this condo provide breakfast?

No, this condo doesn't offer breakfast.

Does this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Are there connecting rooms at SUN, SEA & SKY at Truman Annex in Key West?

No, there aren't connecting guestrooms at this condo.

What is the closest airport to this condo?

The closest major airport to this condo is Key West Intl. Airport (EYW), which is 4.3 mi away (14 minutes by car).

Are there rooms with balconies that I can book at SUN, SEA & SKY at Truman Annex in Key West?

Yes, every condo at SUN, SEA & SKY at Truman Annex in Key West comes with a balcony.

SUN, SEA & SKY at Truman Annex in 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

Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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 review

8/10 Good

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 review

8/10 Good

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 review

10/10 Excellent

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

10/10 Excellent

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.
From a partner site

8/10 Good

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 review

10/10 Excellent

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 review

10/10 Excellent

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
From a partner site

10/10 Excellent

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 review

8/10 Good

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
From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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

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 review

10/10 Excellent

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 review

10/10 Excellent

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 review

10/10 Excellent

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

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.
From a partner site

8/10 Good

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.
Verified review

8/10 Good

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

10/10 Excellent

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!