Classic Key West charm awaits at The Seashell, a beautifully landscaped home in Old Town. Newly renovated spaces, including a king master bedroom and bath on the main floor, offer comfortable living. Enjoy family gatherings in the spacious great room that flows to porches and outdoor space featuring an updated kitchen perfect for entertaining.
Reviews
9.89.8 out of 10
Exceptional
Entire home
3 bedrooms3 bathroomsSleeps 61852 sq ft
Popular amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Add dates for prices
About this property
THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!
**Please note that this rental only allows for payment by check/E-check. Credit card payment will be subject to additional credit card fees.
CLASSIC KEY WEST.... When only the best will do! The Seashell is the classic Old Town Key West home. Perfect setting for your dream island vacation. Located in Old Town and just steps away from the Historic Seaport. You are in walking distance to some of Key West's best restaurants and boating adventures. ***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
AMENITIES... This beautifully landscaped home with gracious sitting porch awaits you and your family. Newly renovated master king bedroom and bath are located on the main floor as well as a queen guest room with bath. A spacious great room that flows to the porches, pool and great outdoor space allows for family gatherings and hours of entertaining. Updated kitchen looks over Sawyer Lane and opens to the pool area for easy outdoor dining. Lovely Dade County Pine floors throughout and plenty of natural Key West sunshine from the many windows and doors. The second floor has a bonus room featuring a king, bath, office and rooftop sun deck.
PARKING... There is parking for up to two vehicles in gated driveway.
PETS... This home is not pet-friendly, however the owner may consider making exceptions for certain sizes/breeds. Please feel free to inquire in advance of booking.
MULTI MONTH RESERVATIONS... For monthly reservations, the following fees will be added PER MONTH: Mid-stay clean Pool/hot tub heating fee (if applicable) Pet fee (if applicable)
BOOKING DATES... This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.
CONCIERGE SERVICES... Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION... Bookings canceled at least 90 days before the start of stay will receive a 100% refund.
Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).
LIVE THE CHARMED LIFE...
Property amenities
Pool/Spa
Heated pool
Private pool
Internet
Available in the house: Free WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Ice maker
Microwave
Oven
Refrigerator
Stovetop
Toaster
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
3 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Living room
Separate dining area
Entertainment
TV with cable/satellite channels
Outdoor areas
Barbecue grill
Patio
Laundry
Laundry facilities
Washing machine
Work spaces
Office
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoking not allowed
Services and conveniences
Concierge services
Iron/ironing board
Limited housekeeping
Phone
Location highlights
In the city center
Near a hospital
Near the marina
Near the sea
Things to do
Heated pool
Basketball nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Jet skiing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Swimming nearby
Water skiing nearby
Windsurfing 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
Unit size: 1,852 square feet
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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
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
Property Registration Number 25230-112305
Frequently asked questions
Does THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens! have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens! pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!?
Check-in begins at 4:00 PM.
What time is check-out at THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!?
Check-out is at 10:00 AM.
Where is THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens! located?
Located in Key West Historic District, this vacation home is within a 10-minute walk of Key West Historic Seaport, Duval Street, and Florida Keys Beaches. Mallory Square and Ernest Hemingway Home and Museum are also within 1 mi (2 km).
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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.
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:
Close to everything
Heidi D.
From a partner site
10/10 Excellent
Heidi D.
Jan 3, 2025
Super location, close to everything
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:
Classic Key West house, lots of character and charm. Something for everyone in the family to do, or just chill by the pool
Heidi D.
From a partner site
10/10 Excellent
L B.
Mar 8, 2024
Jewel on William Street
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:
This house was charming, nicely decorated and beautifully landscaped. The few problems were addressed promptly by our professional and personable manager, Shana Yoest. Thank you, Shana!While I wish the owner took credit cards, I thoroughly enjoyed his home and plan to stay again.
L B.
From a partner site
10/10 Excellent
Rick B.
May 2, 2024
Another day in paradise!
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 was the 2d year we rented The Seashell for the month of April. The house is perfect for a small group or family. Its location is perfect and within easy walking distance of all that makes Key West special. More importantly to me, however, is and was the attention to detail and responsiveness of the property manager, Shana Yoest. She is always available to answer a question, attend to a problem or simply offer suggestions, if asked. Truman and Company could not have a better representative of excellent customer service!
Rick B.
From a partner site
10/10 Excellent
Sue S.
Nov 15, 2023
Wonderful Historic House 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 very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We absolutely loved this property. The two things I would like to suggest is for such a beautiful/expensive property there should be better lounge chairs. The ones there are cheap and on has legs that bend when you sit in it. One of our previous rentals had wonderful chairs with rubber/waterproof pads that can also be used in the pool. Also, there should be an empty cabinet for food. No one could possible use all of the dishes/pans etc that fill the cabinets.
Sue S.
From a partner site
10/10 Excellent
Cristen Z.
Oct 1, 2024
Perfect KW Rental
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 have rented 3x in Key West over the years: 3/2020, 3/2022, and Sept. 2024. This was our favorite rental thus far. Let me first speak about the flexibility and great customer service of the listing company, Best of Key West. They handled our scheduling needs graciously when we needed change the date of our rental and to another listing a few months before our scheduled rental. Also, thank you Shana for being a great property manager.The house, The Seashell, was spectacular and obviously well cared for by the owners. A highlight is the location, which is in Old town, within a few blocks from the Seaport (2 min walk to Schooner's Wharf) and a 6 minute walk to Duval. Central to everything. The pictures of the house don't do the property justice..... comfortable beds, big glass doors off the family room and porch over looking the amazing pool, fenced in yard WITH DRIVEWAY with a sliding gate for security and privacy. I can go on and on about this quaint, clean, and comfortable location at 311 William Street. We will certainly be back!
Cristen Z.
From a partner site
10/10 Excellent
Sharon S.
Sep 14, 2024
Backyard Paradise!
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 have visited Key West several years every August, but this is the first time we did a monthly rental and also our first time staying in Old Town. We have worked with Truman and Company every year, and their immediate communication and attention to positive guest experience is unrivaled. We had one issue with a faulty appliance, and Shana (the property manager) had a new one delivered the very next day! As for the home, the Seashell provided the quintessential Key West experience--all the charm of an older home with modern decor and conveniences. While we loved everything about our stay, our favorite area was the back porch and pool--especially at night. It was so private, and the perfectly placed lighting in the surrounding foliage created a lovely oasis after a hot day in the sun. Thank you for a wonderful vacation!
Sharon S.
From a partner site
10/10 Excellent
Sharon S.
Aug 17, 2022
Great Location!
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 loved staying at The Seashell! Great location! Nice house and nice pool!
Sharon S.
From a partner site
10/10 Excellent
Dean H.
Nov 16, 2025
A very good experience
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 house and grounds are beautiful, the location is perfect, and you can even park two cars. What more could you ask for? The property manager was quick to respond to any issue. There were a couple of maintenance problems, which were resolved the same day with little inconvenience. We would definitely return to this house.
Dean H.
From a partner site
10/10 Excellent
steve m.
Dec 17, 2022
Great rental in KW
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Fantastic time in rental. Great location. Staff and support team were very attentive and responsive.
Absolutely wonderful home in an excellent location: quiet street 3 blocks from Duval & 1.5 blocks from the marina area. The large outside area with a relatively large heated pool area was beautiful, couldn’t have been better. Pictures provide an accurate portrayal of the home. The 3 en suite bedrooms were a plus. Already rented for 2022.
Thomas H.
Stayed 35 nights in Oct 2021
From a partner site
10/10 Excellent
Richard H.
Apr 12, 2020
Old Town Key West home away from home.
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:
Always a welcoming place for us and our visiting family and friends. Wonderful flowing floor plan compliments our vacation snow bird lifestyle. Great heated pool and convenient off street parking. This past season was our sixth in this great old house.
Richard H.
From a partner site
10/10 Excellent
Thomas H.
Nov 6, 2022
Great place, great location.
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:
Our second stay at this property. Great location in the northern marina area. 3 blocks from Duval and 1 block from the marina. 3 bedrooms each with it's own bathroom. Best backyard with beautiful pool and large porch. Wouldn't think of staying anywhere else.
Thomas H.
From a partner site
10/10 Excellent
WILLIAM H.
Oct 20, 2022
Key West 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:
This place was awesome! Back yard very private with a amazing pool. Was a bonus with parking in yard.Easy walking distance to restaurants, grocery store and Duval street. Property manager Shana was so helpful and took care of everything,Property very clean and the yard was well maintained.Five star experience all around.
WILLIAM H.
From a partner site
10/10 Excellent
Chris V.
Jun 1, 2025
Amazing House. Perfect Location
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 house is a perfect spot to spend a month in Key West! We did NOT want to leave.... Easily walkable to Duvall and all surrounding areas. Porch and Pool are perfect escape from mid afternoon heat before heading out to happy hour. Office space was an exactly what we needed to get some remote work done. Kitchen had everything we needed. House was clean and well decorated. Property managers were a breeze to deal with. Definitely hope to stay in this house again.
Chris V.
From a partner site
10/10 Excellent
Cliff F.
May 17, 2021
Wonderful !
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 home was fantastic. An authentic Key West home. Enjoyed the privacy of the back porch and lounging in the pool in the afternoon. The location is perfect for walking to all the bars, restaurants, entertainment, and the grocery store. When we had questions, Shana was responsive and took care of our issues. I would highly recommend this property and can't wait to return. Thank you.
Cliff F.
From a partner site
10/10 Excellent
Sharon S.
Sep 13, 2024
Backyard Paradise!
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 have visited Key West several years every August, but this is the first time we did a monthly rental and also our first time staying in Old Town. We have worked with Truman and Company every year, and their immediate communication and attention to positive guest experience is unrivaled. We had one issue with a faulty appliance, and Shana (the property manager) had a new one delivered the very next day! As for the home, the Seashell provided the quintessential Key West experience--all the charm of an older home with modern decor and conveniences. While we loved everything about our stay, our favorite area was the back porch and pool--especially at night. It was so private, and the perfectly placed lighting in the surrounding foliage created a lovely oasis after a hot day in the sun. Thank you for a wonderful vacation!
Sharon S.
From a partner site
10/10 Excellent
ted p.
Apr 2, 2021
Seashell rental
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was more than happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Excellent stay.
ted p.
From a partner site
4/10 Poor
Marietta E.
Mar 22, 2021
Renter who feels she did not get value for her money
Rating Details:
The property manager was adequately helpful.
The vacation rental was clean.
I was more than happy with the location.
I was somewhat dissatisfied with the condition of the vacation rental.
Overall, I do not recommend this vacation rental.
Reviewer Comments:
The cottage is old and needs updating. A new kitchen is needed and other deficiencies need to be addressed. For example, the closet door in the second bedroom on the first floor does not open unless one moves the bed. The offerings on tv were abysmal. No Netflix, no other such offerings and no ability to play DVDs. The kitchen was not clean although much of this can be attributed to the fact that the cabinets are very old. the dishwasher had what we initially perceived as a large stain inside the door. After I purchased a cleaning substance and applied it I discovered that the stain was easily removable. I thought the sink was suspiciously dark. I purchased stainless steel cleaner and discovered that it just needed the application of the right substance and elbow grease.
The Seashell was the perfect place for a relaxing month in Key West. Everything about the house was impeccable, the layout, the furnishings, the art, the well stocked kitchen and beautiful pool and patio area. It immediately felt like home. The Old Town location was ideal too; very quiet but just steps away from the marina, and all the sights. The property manager Shana was extremely responsive to make sure we had a great stay. We can hardly wait to return.
Buxton M.
Stayed 28 nights in Nov 2020
From a partner site
10/10 Excellent
Janet K.
Aug 19, 2020
Review of The Seashell
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 vacation rental was awesome! Two blocks from the Marina where we kept our boat and walking distance to all the wonderful places in Key West. The house was very clean and the manager was amazing. Always available to answer any questions. I would highly recommend this home to anyone who is looking for a great family rental in Key West.
Janet K.
From a partner site
10/10 Excellent
Bridget D.
May 24, 2019
Fabulous Backyard
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 had a lovely stay at this beautiful house. The back yard is amazing--very lush. The pool was the perfect size for our 4 children (very large by Key West standards). Can't beat the location. Walk to everything on the North end of Key West.