Entire home

THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!

Exceptional

3 bedrooms3 bathroomsSleeps 6

Popular amenities

Private pool
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Office

Separate dining area

Dining area

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...

Add dates for prices

Have a question?

Get instant answers with AI powered search of property information and reviews.

Ask a question

Similar properties

Pool
Kitchen
Washing machine
Dryer

About the area

Key West

Located by the sea, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and The Kite House are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.

View more Holiday homes in Key West

Key West, FL

What's nearby

Key West Historic Seaport - 2 min walk - 0.2 km
Duval Street - 6 min walk - 0.5 km
Florida Keys Beaches - 7 min walk - 0.7 km
Mallory Square - 10 min walk - 0.9 km
Harry S. Truman Little White House - 11 min walk - 0.9 km

Getting around

Key West, FL (EYW-Key West Intl.) - 13 min drive

Restaurants

‪Conch Republic Seafood Company - ‬8 min walk
‪Cuban Coffee Queen Waterfront - ‬3 min walk
‪Schooner Wharf Bar - ‬3 min walk
‪Kermit's Key West Key Lime Shoppe - ‬4 min walk
‪Half Shell Raw Bar - ‬3 min walk

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

From a partner site

10/10 Excellent

Heidi D.

29 Mar, 2024

Great location

Response from VrboOwner on 24 Jul, 2024

Heindi, thank you for this short and sweet 5 star review! We are thrilled you enjoyed your stay with us and hope to welcome you again soon!

From a partner site

10/10 Excellent

Sharon S.

17 Aug, 2022

Great Location!

Response from VrboOwner on 7 Sept, 2022

Thank you for your fantastic review Sharon. It was a pleasure hosting you and we look forward to welcoming you again next time you visit the island!

From a partner site

10/10 Excellent

Dean H.

16 Nov, 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.

Response from VrboOwner on 19 Nov, 2025

Dean, your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.

From a partner site

10/10 Excellent

Heidi D.

3 Jan, 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

Response from VrboOwner on 4 Jan, 2025

Thank you for your wonderful review Heidi. It was a pleasure hosting you and we hope to welcome you again next time you visit paradise!

From a partner site

10/10 Excellent

steve m.

17 Dec, 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.

Stayed 29 nights in Nov 2022

Response from VrboOwner on 17 Dec, 2022

Thank you for your review Steve, we are so glad the property met your needs while staying with us. We hope you'll stay with us again next time you visit Key West.

Verified

10/10 Excellent

Thomas H.

22 Nov, 2021

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home in a wonderful location

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.

Stayed 35 nights in Oct 2021

Response from VrboOwner on 13 Dec, 2021

Thank you for this fantastic review Thomas! We are thrilled you enjoyed your stay so much that you rented for next year. We all look forward to welcoming you again!

From a partner site

10/10 Excellent

Richard H.

12 Apr, 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.

From a partner site

10/10 Excellent

Thomas H.

6 Nov, 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.

Response from VrboOwner on 9 Nov, 2022

Thank you for taking the time to post a review of your stay at The Seashell Thomas. We are so happy to hear that you enjoyed another stay in Key West. Our goal is always to exceed your expectations! If there's anything we can help you with during your next visit, please don't hesitate to let us know. Thank you for being our guest!

From a partner site

10/10 Excellent

L B.

8 Mar, 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.

Response from VrboOwner on 8 Mar, 2024

Thank you for taking the time to review your stay Llewellyn. We are thrilled you enjoyed your stay with us and hope to welcome you again next time you visit paradise!

From a partner site

10/10 Excellent

WILLIAM H.

20 Oct, 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.

Response from VrboOwner on 21 Oct, 2022

Thank you so much for your kind words William. We really appreciate you taking the time to share your experience with us — and we agree, Shana is truly a gem to have on our team! We count ourselves lucky for guests like you. We look forward to hosting you again in the future!

From a partner site

10/10 Excellent

Chris V.

1 Jun, 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.

Response from VrboOwner on 3 Jun, 2025

Chris, thank you so much for taking the time to share your experience! We’re thrilled to hear that you enjoyed your stay and found the location, porch, pool, and office space so convenient. It’s great to know the kitchen had everything you needed and that you appreciated the cleanliness and décor. We’re also glad to hear our team was easy to work with! We look forward to welcoming you back for another memorable stay in Key West!

From a partner site

10/10 Excellent

Cliff F.

17 May, 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.

Response from VrboOwner on 2 Jun, 2021

Thank you for your wonderful review! We hope to see you back again in the future!

From a partner site

10/10 Excellent

Rick B.

2 May, 2024

Another day in paradise!

Response from VrboOwner on 24 Jul, 2024

Thank you for sharing a review of your April stay at The Seashell. Our team here at Best of Key West Rentals is committed to providing high-quality guest service, and we’re thrilled to hear that Shana made a good impression on you. We hope you’ll visit us again soon!

From a partner site

10/10 Excellent

Sue S.

15 Nov, 2023

Wonderful Historic House in Great Location

Response from VrboOwner on 21 Nov, 2023

Thank you for your feedback on your recent stay Susan. We are so glad that you enjoyed your time spent at this home. We appreciate your feedback that we will relay back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!

From a partner site

10/10 Excellent

Sharon S.

13 Sept, 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!

Response from VrboOwner on 24 May, 2025

Thank you for this great review! We are thrilled you enjoyed the property and hope to host you again in the future!

From a partner site

10/10 Excellent

Cristen Z.

1 Oct, 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!

Response from VrboOwner on 1 Oct, 2024

Thank you for your incredible review Cristen! We are so thrilled to hear how much you loved this Key West retreat and we are looking forward to hosting you again next time you visit the island. Thank you for being our guest!

From a partner site

10/10 Excellent

Sharon S.

14 Sept, 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!

From a partner site

10/10 Excellent

ted p.

2 Apr, 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.

Response from VrboOwner on 10 May, 2022

Thank you for your wonderful review. We are so thrilled you had a wonderful time and look forward to seeing you again next year!

From a partner site

4/10 Poor

Marietta E.

22 Mar, 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.

Response from VrboOwner on 31 Mar, 2021

Thank you for your review. We are sorry to hear of your experience. We checked the closet door of which seems to open just fine without moving the bed. The TV offers full cable service. The home was thoroughly cleaned prior to your stay in addition to in the middle of your stay so we are sorry if you felt that was lacking. We hope your time here was otherwise very enjoyable and we hope to see you again!

Verified

10/10 Excellent

Buxton M.

17 Dec, 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ultimate Key West Experience

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.

Stayed 28 nights in Nov 2020

Response from VrboOwner on 12 Jan, 2021

Thank you for your wonderful review. We enjoyed hosting you very much and hope to see you back in Key West again soon!

From a partner site

10/10 Excellent

Janet K.

19 Aug, 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.

Response from VrboOwner on 21 Aug, 2020

Thank you for your wonderful review! We are so thrilled to hear how much you loved this home and hope to see you back soon!

From a partner site

10/10 Excellent

Bridget D.

24 May, 2019

Fabulous Backyard

Response from VrboOwner on 23 May, 2022

Dear Bridget, Thank you for your incredible review on The Seashell! We are so thrilled to hear how much you loved this wonderful Key West home located in the Old Town area of town. The location and amenities make this a great island getaway and we are so happy that you had a great time. Please come back and see us soon! Best Regards, Wendy Zintsmaster and Team

Tell us how we can improve our siteShare feedback

THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!

Photo gallery for THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!

Reviews

Popular amenities

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

Bedroom 2

Bedroom 3

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

About this property

THE SEASHELL ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!

Add dates for prices

Have a question?

Similar properties

BEACH HOUSE ~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!

About the area

Key West

What's nearby

Getting around

Restaurants

Reviews

Exceptional

10/10

10/10

10/10

10/10

10/10

Reviews

10/10 Excellent

Heidi D.

Great location

Heidi D.

10/10 Excellent

Sharon S.

Great Location!

Sharon S.

10/10 Excellent

Dean H.

A very good experience

Dean H.

10/10 Excellent

Heidi D.

Super location, close to everything

Heidi D.

10/10 Excellent

steve m.

Great rental in KW

steve m.

10/10 Excellent

Thomas H.

Wonderful home in a wonderful location

Thomas H.

10/10 Excellent

Richard H.

Old Town Key West home away from home.

Richard H.

10/10 Excellent

Thomas H.

Great place, great location.

Thomas H.

10/10 Excellent

L B.

Jewel on William Street

L B.

10/10 Excellent

WILLIAM H.

Key West Vacation

WILLIAM H.

10/10 Excellent

Chris V.

Amazing House. Perfect Location

Chris V.

10/10 Excellent

Cliff F.

Wonderful !