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SUN, SEA & SKY The Truman Annex Key West

Condo with private pool, 6-minute walk to Duval Street

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

A heated pool - SUN, SEA & SKY The Truman Annex Key West (Key West)
Property grounds - SUN, SEA & SKY The Truman Annex Key West (Key West)
Exterior - SUN, SEA & SKY The Truman Annex Key West (Key West)
Outdoor dining - SUN, SEA & SKY The Truman Annex Key West (Key West)
Fridge, microwave, oven, stovetop - SUN, SEA & SKY The Truman Annex Key West (Key West)
Nestled in the heart of Old Town Key West, Sun Sea and Sky offers a serene retreat. Stroll through floral-lined lanes to the private pool or enjoy tropical views from your deck surrounded by lush palm trees.

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 456 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

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.

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Private pool

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Onsite parking includes off-street options

Kitchen

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

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

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Water park
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Snorkelling 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

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

Pets not 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
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
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

Property is also known as

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

About the area

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. Visit our Key West travel guide
View more Condo rentals in Key West
Map
Key West, FL

What's nearby

  • Harry S. Truman Little White House which includes signage
    Harry S. Truman Little White House
    5 min walk - 0.4 km
  • Duval Street featuring signage
    Duval Street
    5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    7 min walk - 0.7 km
  • Fort Zachary Taylor Historic State Park showing military items, heritage elements and interior views
    Fort Zachary Taylor Historic State Park
    8 min walk - 0.7 km
  • Mallory Square featuring outdoor art, a square or plaza and signage
    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
  • Willie T's
    6 min walk
  • Mangoes Restaurant
    7 min walk
  • Blue Heaven
    8 min walk

Frequently asked questions

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

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

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

No, pets are not allowed at this property.

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

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is SUN, SEA & SKY The Truman Annex 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. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 15 minutes.

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SUN, SEA & SKY The Truman Annex Key West Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
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

Cleanliness

9.8

Location

Reviews

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

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

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

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

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

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

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

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
This review comes from a trusted partner site and has not been verified.

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Rebecca G.

KW 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 love the Truman Annex area. It is quiet and easy to walk to differentd areas.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dawn W.

Love This Place!!!

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: Our 2nd time staying here! Perfect space for the two of us; very clean and well-appointed; great location; helpful and responsive crew at the rental office. One minor note to owner: oven door handle and knobs could use tightening. Would definitely recommend this place... and we will be back!!!
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Diane H.

OK condo that needs a little work but is quite comfortable

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was somewhat unhappy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was not located where we thought within the Annex. Defroster in frig was not working: water on shelves to wipe up every day and freezer filled with frost. Light bulbs out, no instructions on how to use washer, floors were dirty but everything else was very clean and comfortable. Had to brush teeth in kitchen sink due to such a small one in bathroom. But the rental price was great for this particular condo.
Stayed 7 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Bryan S.

Nice Hide a way

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Good Location . Very neat and clean excellent Lay Out.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

STEVEN B.

Great place to 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: Clean, bright, modern condo close to Duval and the boat race. Had many extras - take away coffee cups and extra pillows of different kinds! Lots of closet space and an extra room for storing luggage or optional sleeping area.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Alesia L.

Perfect Unit

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 unit was in a great location and was an easy walk to Duval Street. It was clean and came with everything you need to cook including spices and salt and pepper. There is a little nook that had a love seat pull out sleeper but if it is just 2 of you it's nice to put your luggage and store things out of the way. Very comfortable for a week-long stay. The bathroom sink is small but manageable and the shower was big which is more important. It was nice to have a washer and dryer as well. Very happy with our stay.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Michele S.

Key West Honeymoon

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: My husband and I stayed for a week in Sun, Sea, and Sky for our honeymoon (10/09/23-10/16/2023). We are so glad we picked this condo for the week! It was everything we could have asked for and more. The condo is very clean, has all necessary amenities...coffee maker, dishes, washer/dryer, etc. We also loved the private deck. The location of the Truman Annex is perfect! Close to beaches, restaurants, Mallory Square and Duval. It feels secluded and quiet in the Truman Annex. The check-in process and checkout process were extremely easy. We enjoyed our time very much and would rent this condo again!
This review comes from a trusted partner site and has not been verified.

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.

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

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

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

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

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
This review comes from a trusted partner site and has not been verified.

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
This review comes from a trusted partner site and has not been verified.

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.

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