Seas The Day! - Weekly Rental

2 Bedrooms

1 Bathroom

4 Guests

5.0

This updated first floor condo located in the Shipyard section of the Truman Annex is yours to call home while enjoying sunny Key West. Suitably named, Seas the Day is walkable to the beach, breathtaking sunsets, and entertainment on Mallory Square.



About the property

**Home is available September 1 for a monthly rental (only). 28 night minimum**

WEEKLY RENTAL: This property has a 7 night minimum stay.
**Beginning January, 2026, Seas the Day! will be a MONTHLY (28 nights within the same month) RENTAL. Stay a month and live like a local!

THE PROPERTY: This 2-bedroom 1 bathroom condo with an oversized shared pool is a wonderful place to kick back and relax after exploring the island. Located near the excitement of Duval Street yet tucked back near the water, this tree-lined community is in a perfect location. For history buffs, the Truman Annex is where the winter White House of President Harry Truman is located.

Enjoy morning coffee on your covered front porch with seating for two. Inside, the cozy kitchen with pass-through to the dining area has everything you need to prepare meals or midnight snacks. Stainless steel appliances and solid-surface countertops complete the space. The living room has plenty of seating and a large screen TV. Each queen bedroom is decorated in shades of navy blue and white and adorned with nightstands, bedside lighting, and closet storage. The bathroom has a white vanity and walk in, travertine tiled shower. This condo includes your own washer and dryer. French doors lead out to the private patio area with a dining table and chairs, gas grill and loungers.

Your island options are endless. Sit back and enjoy the sunshine and a dip in the shared pool. Revel in a stroll through the lushly landscaped community. The Annex also leads to a waterfront park, playground, and amphitheater. Walk to Fort Zachary State Park’s sandy beaches and turquoise waters. Or enjoy a short walk to shops, restaurants, and bars. Either way, Seas the Day!

BED CONFIGURATION: Each bedroom has a queen size bed and shares the full bath.

OUTDOOR AMENITIES: The Shipyard has an oversized pool for its guests with plenty of lounge chairs for sunbathing. Your condo has a private patio with dining table and chairs, loungers, and a gas grill.

PARKING: A designated parking spot comes with this condo. Please note that the vehicle’s size may not exceed 18’long by 80” wide and that this is strictly enforced.

LOCATION: The Truman Annex is in Old Town and faces Southard Street, in Key West’s premiere gated waterfront community.

PETS: This home is NOT pet friendly. (If you have pets, please browse through our many homes that are pet-friendly).

SMOKING: This is a non-smoking home and property.

***Staying for a month or longer? Request a quote for a minimum of 28 nights to see our discounted “monthly” rates.

***Guests must be 25 years of age or older unless accompanied by an adult.

***Managed by Historic Key West Vacation Rentals.***


Features & amenities

  • Type: Condominium
  • Communal Pool
  • pets not allowed
  • Outdoor Dining
  • Truman Annex
  • Monthly
  • Nightly & Weekly
  • Air Conditioning
  • Internet Access
  • Kitchen
  • Washer / Dryer

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Use the calendar to select your dates.

Have a question?

5.0 (43 reviews)

5.0

not the key west from 1975

Great location. Easy walk to everything.
We first went to Key West on our honeymoon
It has chanced a lot.

Submitted by Troy MI on Mar 16, 2025

5.0

seas the day

As advertised, it's a beautiful property!

Submitted by Fairport NY on Mar 04, 2024

5.0

highly recommend

This is such a cute and cozy condo. Patio is fantastic for relaxing. Great location. Walkable to most everything. Quiet escape at the end of the night.

Submitted by Fort Worth TX on Jan 30, 2024

5.0

seas the day

Awesome!
Condo is small but as nice as can be. Everything you need is there and no more. No dressers in either bedroom so you basically live out of the suitcase but I think this is typical of Key West. Outside deck is big and gorgeous with plenty of vegetation and lots of privacy. Only 1/10th of a mile from Truman Annex park to walk in and just a few blocks from Duval. Close to everything but quiet at night. HKWVR was great. They let us drop our bags off when we got there until we could check in. Check in was available an hour early. Had and issue with water backing up in the dishwasher. Called and they had if fixed in no time while we were out and about.

Submitted by Cuyahoga Falls OH on Jan 22, 2024

5.0

excellent experience at seas the day

My son, daughter-in-law, and I made a last minute vacation change and were blessed to find and select the Seas The Day VRBO. We had a cruise planned planned for 4 months, and 1 1/2 days to departure, Carnival notified us of the cruise cancelation due to ship engine problems.
The condo was in a great location of all activities on and around Duval Street, and the warm where we could watch the World Offshore boat races. We didn't need a rental car, as we could easily walk to most of the island. The condo was clean, with a wonderful patio, and all the basic amenities, washer/dryer, kitchen, iron, hair dryer, and 3 televisions.

Submitted by Casa Grande AZ on Dec 06, 2023

5.0

7 night vacation

The unit was very clean and in fairly good shape. Kit was tight but livable. The large deck is great. Location to the pool is a short 2 min walk. The pool area is small but in May not crowded. Plenty of shade that we love. 2 block walk to approx middle of Duval. So location is great.

Submitted by McKees Rocks PA on May 16, 2023

5.0

key west seas the day

Great place to stay. Close to everything we wanted to do. Patio was awesome!

Submitted by Vallonia IN on Feb 28, 2023

5.0

great condo

We loved our stay. The condo was very clean and the back patio is amazing! The management company was responsive and very helpful in making sure we had a pleasant stay. We have used other management companies and this was our favorite so far. Great location.

Submitted by Jeffersonville IN on Feb 21, 2023

5.0

great condo close to everything!

We enjoyed how quite the neighborhood was and that the home was in good condition and clean. Bathroom was a little small but plenty of space to utilize other areas when getting ready. Also great outdoor private space on back patio and front porch! Very happy with our stay!

Submitted by Lima OH on Dec 07, 2022

5.0

great location!

Overall, we had a great stay. The location was perfect, secluded but close walk to all the action, community pool, and park. Probably too small of a condo for two couples or families, despite the two bedrooms unless you really do plan to be there only to sleep. We had some issues with termites in one of the bedrooms which apparently was an issue for many areas while we were there. We did not report it until we left and therefore, cannot speak to response. There was also some issues with the AC, and were not permitted to turn lower than a certain amount without it freezing up and making noises. The back deck was superb, great seating areas and very relaxing.

Submitted by Annapolis MD on May 17, 2022

5.0

another great stay at seas the day

Great location in Old Town! Easy walking to Duval Street and all it has to offer.

Submitted by Mount Pleasant MI on Apr 18, 2022

5.0

seas the day rental - stemple’s

We love the location of this rental, the rental was very clean and well stocked with the things we needed for our week stay.

Submitted by Coleman MI on Feb 07, 2022

5.0

great location, nice condo with deck & outdoor space.

Perfect location 2 blocks from Duval St, Blue Heaven, and The Green Parrot. We loved the front porch & watched the Christmas Bicycle Parade from the porch. The back deck with lounge chairs, patio table & chairs was a nice spot where we cooked shrimp on the grill that we picked up at the seafood market. The small kitchen had everything we needed, bedrooms & bath were clean and well-appointed. We enjoyed having the pool nearby. Historic Key West Rentals is a great place to rent from. We had a problem with the gas grill and they came quickly to replace the tank and fix the grill. Would definitely stay here again!

Submitted by Springfield OH on Dec 25, 2021

5.0

beautiful stay

Beautiful place to stay , plus 2 blocks from all attractions Duval St , will go back again �� loved it !!

Submitted by Jackson Heights NY on Sep 14, 2021

5.0

perfect escape

What a perfect little spot to escape! Walking distance to so many fun spots! Restaurants, a fun park and splash pad, shopping etc. The hosts were excellent with communication and made our stay perfect.

Submitted by Fleming Island FL on Aug 14, 2021

5.0

key west condo rental

Nothing short of FABULOUS to describe our first experience to Key West!

Submitted by Aurora OH on May 01, 2021

5.0

christmas in key west!

We were really looking for a great place to and for the holidays this year in the US. This location was perfect for us we were able to walk everywhere! We didn't need a car and if we had wanted to we could have rented bikes but we preferred walking. the condo was perfect for the 4 of us as family if you have people who are not the one bath may be a long term issue if your staying for a week or longer. the quarters are small but the outside is very nice and we are outside people! the pool is close by and it was small also but we did go a couple times. overall we loved this location and our condo. the rental company was fabulous to work with.

Submitted by Lebanon OH on Jan 02, 2021

5.0

loved the condo and the management company

We love the location of these condos and this one was great! We contacted the management company a couple of times with exceptionally minor issues that didn't need immediate attention, and we told them, but were still handled in amazingly fast time. I would work with HKWVR again in a heartbeat and would rate their service as top rate! The only issue would be that the place could really use more comfortable beds and pillows.

Submitted by Lewes DE on Feb 03, 2020

5.0

5 stars

Unit was very clean, efficient and the back deck was amazing!

Submitted by Scotch Plains NJ on Oct 31, 2019

5.0

seas the day

Great Time!

Submitted by Flower Mound TX on Oct 14, 2019

5.0

seas the day

the Condo is convieniently located in Truman annex, with a nicely furnished patio. the kitchen is adequite. I would recomend this location for 2 adults not 4 adults or perhaps 2 adults with young children.

Submitted by Newtown PA on May 06, 2019

5.0

great location in truman annex

The two bedroom apartment is conveniently located in the Shipyard section of Truman Annex. Very convenient to Duval street and the state park/beach. The apartment is small, but clean and comfortable. The back deck and grill is a tremendous addition and we found that much time was spent on the deck. The pool is just a three minute walk, albeit the pool is small (but as big as they get in Key West). Will definitely think to return to this gem.

Submitted by Moscow on Oct 18, 2018

5.0

much needed rest!

We arrived 8/4/18 to Key West to begin our vacation, the check in process was hassle free. Our vacation spot was just minutes away. We arrived at the condo and we were very pleased with the tidiness of the home. It had beautiful up to date furniture and plenty of space for us to enjoy our time there. The pool was a very nice area, great to chat with the other guests. The unit came equipped with plenty of extra towel and blankets. I loved my morning coffee on the deck. It was always so peaceful and quiet. The only downfall is there is only 1 parking spot for guests. Ended up paying 18/day for a 2nd vehicle in a parking garage. Overall we had an awesome stay and would stay here again when we visit Key West.

Submitted by Fort Worth TX on Sep 10, 2018

5.0

well placed key west crash pad

Excellent base for a week of diving from Key West. V good location just off Duval. 15 mins walk to the drive boat dock, via the main drag. Apartment is clean, deck area v usable. Kitchen tiny but serviceable and reasonably well equipped for basic breakfast and lunch prep. Utility (washing facilities) great. Beds comfortable, plenty of storage. Bathroom small but well presented - shower is great. Area is nice and feels safe. Central pool is simple but clean and well-used. Parking easy and v convenient. Would return if we were back in Key West. Mgt company was v helpful; out of hrs access was easy.

Submitted by Balsall Common West Midlands on Jul 25, 2018

5.0

seas the day

The rental was 2 bedrooms and 1 bath, a small but functional kitchen, and a dining-living combination. It was the perfect size for our needs. O

Submitted by Vinita OK on Jun 27, 2018

5.0

adorable condo in great location

We loved Seas the Day! It was immaculately clean and well appointed with everything you could possibly want for a wonderful vacation. We had a few days of rain but there were thankfully umbrellas available. The back patio was so pretty and a great place to relax. The pool was a bit crowded on the nice days but folks were friendly and considerate. Terrific place to stay!

Submitted by Mountain Lakes NJ on May 21, 2018

5.0

perfect vacation stay

Shipyard was a perfect location for us, quiet but close to all activities by walking or bicycle. Seas the Day was beautifully decorated and the large deck was our favorite spot to relax. The property was clean and we had no issues.

Submitted by Loveland OH on Apr 22, 2018

5.0

wonderful week

Seas the Day was the nicest of three units we’ve stayed in over the years and working with Historic Key West was a breeze.

Submitted by River Forest IL on Mar 05, 2018

5.0

no review

No Review

Submitted by Indianapolis IN on Jan 29, 2018

5.0

seas the day again!

First I must say the vacation rental staff were very helpful and easy to work with.The condo was in tip top shape,very clean,well furnished.We will definitely stay at this condo again.

Submitted by Penn Field NY on Jan 28, 2018

5.0

lovely home and great location.

This was our first stay in Key West and we were so happy with this condo. Just Perfect for our Family of 4. The house was very clean and in a quiet area. The location was Perfect, just 2 Blocks from Duval street and walkable to almost everything. Yes the Kitchen is small but on vacation it dosent matter. So many good restaurant in the area!
We hope to be able to come back and rent it again some day.

Submitted by Kristiansand S 10 on Aug 28, 2017

5.0

16 day stay

The unit worked well to make us comfortable for our long stay. It was well appointed and the location was perfect. Kudos to the customer service team for replacing the tiny travel size hairdryer with a full size model! Also the faulty coffee maker was replaced immediately.

Submitted by Winona Texas on May 18, 2017

5.0

key west getaway

Lovely newly renovated condo! Peaceful location yet close to all the action. We have already booked for next year.

Submitted by North Wildwood NJ on Mar 14, 2017

5.0

a winner!

This was our first long stay in Key West and we could not have been more pleased with this apartment. The location is perfect -- walkable to just about everything we wanted to do. Great restaurants nearby. Easy to get to Duval Street and Mallory Square for a bit of fun.

The kitchen is small -- definitely a one person operation but the outdoor grill and big deck allowed us to cook comfortably. Would definitely rent this place again for 2 people. Not so sure if it was more.

Submitted by Johns Island SC on Feb 03, 2017

5.0

vaca

Every thing was great except for the water pressure in the shower

Submitted by Seaford NY on Jan 16, 2017

5.0

great place for motm

We were far enough away from Duval Street to relax but being 2 blocks south close enough to jump in the fun at anytime

Submitted by Middle Island NY on Nov 24, 2016

5.0

great location in the keys!

The location was 2 blocks from Duval right in the middle of everything. The place was clean, comfortable and well maintained. I would definitely recommend this place to my friends and will be coming back to stay at the same place the next time we come to the Keys. Right in the back of the property is Fort Zachery Beach. That is a great place to go. We had a very relaxing time and we will be back.

Submitted by Fort Myers FL on Aug 01, 2016

5.0

stress free getaway

The property was beautifully decorated, extremely clean and well maintained. The location was perfect, close to restaurants, shops, Mallory Square. We rented bicycles and had a great time riding around the island. Enjoyed the sunsets and sitting outside at the many restaurants along the harbor. Peaceful mornings and evenings on the back deck. Great vacation!

Submitted by Bentonville AR on Jul 14, 2016

5.0

great key west vacation at seas the day!!

We had a very enjoyable week stay in Key West. Seas The Day is a very nice condo in the Shipyard area of Truman Annex on the western end of Key West. The condo was very clean and well appointed. The master bedroom was comfortable and we used the other bedroom to lay out clothes, suitcases, etc. The condo size was good for the 2 of us. A larger group could find things a little cramped. The one bath is a little small; but fine for 2. The appliances were new and in fine, working order. The back deck is very nice. There is a back gate from the deck that leads to a very pretty path that leads to the swimming pool and the large parking area. We parked our rental car on the night we arrived and never touched it again until the next Saturday when it was time to leave. Great location which allows walking distance to just about everything. The beach at Ft. Taylor state park was about a 15 minute walk and the condo was only 2 blocks from Duval Street. Easy walking distance to Truman Little White House, Hemingway House, Southernmost Point, and Mallory Square. We walked everywhere and thoroughly enjoyed it. The Shipyard area and Truman Annex is a very quiet, beautiful area. It is hard to believe that all the nightlife of Duval is only 2 blocks away. There is a washer and dryer for laundry if needed. Little things like the number of towels, soap/shampoo, pool towels, grill on the deck, etc. make the condo a home away from home. There were even 2 small umbrellas in the utility closet. Wish we had know that so we would not have packed 2 along. Phil Lavoie, our Concierge, was great! He provided quick response to any needs we might have had and was very helpful with tips, restaurant suggestions and even coupons to some of the establishments. We had a wonderful time and would highly recommend Seas The Day if you are looking for a great vacation property in Key West!!

Submitted by Columbia MO on May 09, 2016

5.0

seas the day stay

Frequent visitor to Key West and the Ship Yard Condo's. Rental was clean and updated. Very nice!

Submitted by Malta NY on Mar 28, 2016

5.0

great location!

Phil was wonderful with check-in and helpful with jet ski rental during our stay. We're a family of four and were comfortable. Short walk to grocery store, CVS and Duval Street.

Submitted by Keene NH on Mar 26, 2016

5.0

wonderful winter escape!

Seas the Day was the perfect rental for our winter get away! The newly renovated property is beautifully decorated, nicely appointed, and the kitchen is well equipped. The large back deck surrounded by lush tropical landscaping is a great spot for dining, reading, and relaxing. Loved enjoying a glass of wine on the deck after a day at the beach! The location in the Truman Annex is close to Duval Street, Ft. Zachery State Park, and many wonderful restaurants. Rent a bike! Key West is the perfect size to explore by bicycle! We also went on a sunset cruise and kayak trip arranged for us by the concierge who was very helpful and responsive as is everyone at Historic Key West Vacation Rentals. We will recommend this property to our friends and family without hesitation and we definitely will rent again! Can’t wait to go back!! One mistake we made was waiting until the last night to go to Bo’s Fish Wagon! Wonderful fish sandwiches and great atmosphere!

Submitted by Bethesda MD on Mar 01, 2016

5.0

perfect vacation getaway!

We loved this rental, the size was perfect for the two of us, and we loved coming back each night to sit on the rear deck and share a glass of wine. It's quiet and intimate and we loved that the French doors opened up to expose the deck. It's so close to Duvall street, we walked or rode bike everywhere we went. Love the vegetation around these rentals too, very tropical!

Submitted by Ravenna OH on Feb 24, 2016

Location

May 13-13, 2025
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