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Old Town! Spacious Condo in Historic Home w/Pool!

Photo gallery for Old Town! Spacious Condo in Historic Home w/Pool!

View from entry way
Living area with sleeper sofa
Fully stocked kitchen with cookware and appliances
Historic home in Old Town
Living area with high ceilings

Reviews

9.4 out of 10
Exceptional
1 bedroom2 bathroomsSleeps 2834 sq ft

Popular amenities

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

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 2

1 Double Sofa Bed

Master

1 King Bed

2 bathrooms

Bathroom 1

Toilet

Bathroom 2

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

Old Town! Spacious Condo in Historic Home w/Pool!

Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the back yard and the pool!

The large foyer and living area with high ceilings convey a spacious and open coastal feel! The dining table and chairs are custom designed with specialty hardwoods and the owner spared no expense with local original art and other high quality art pieces. The kitchen and is stocked with everything you need!

The quaint den off the living room can be closed off with the accordion doors and curtains. It has an antique desk and comfortable chair. Free WIFI is provided! The couch is a queen sleeper sofa and there is also a small closet for personal items.

Also provided are beach/pool towels, beach chairs and two bikes!

There is not designated parking at this property.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 10:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Guests are required to sign Rental Agreement.
Guests are required to provide the names and ages of everyone in their party and license plate info
We require a $ 300 security hold. Guests must abide by noise ordinance or may be asked to leave without a refund.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

A car is recommended for transport to and from this property

About the area

Key West

Located near the beach, this condo is in Old Town Key West, 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. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km
  • Harry S. Truman Little White House - 12 min walk - 1.0 km
  • South Beach - 15 min walk - 1.3 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 10 min drive

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Willie T's - ‬6 min walk
  • ‪Square Grouper Key West - ‬7 min walk
  • ‪Pepe's Cafe - ‬5 min walk
  • ‪Jack Flats - ‬7 min walk

Frequently asked questions

Does Old Town! Spacious Condo in Historic Home w/Pool! have a pool?

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

How much does it cost to stay at Old Town! Spacious Condo in Historic Home w/Pool!?

As of 31 Mar 2026, prices found for a 1-night stay for 2 adults at Old Town! Spacious Condo in Historic Home w/Pool! on 29 Nov 2026 start from £205, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Old Town! Spacious Condo in Historic Home w/Pool! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Old Town! Spacious Condo in Historic Home w/Pool!?

Check-in begins at 4:00 PM.

What time is check-out at Old Town! Spacious Condo in Historic Home w/Pool!?

Checkout is at 10:00 AM.

Where is Old Town! Spacious Condo in Historic Home w/Pool! located?

Located in Old Town Key West, this condo building is within a 10-minute walk of The Kite House and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 15 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 8 out of 10 reviews
Rating 8 - Good. 1 out of 10 reviews
Rating 6 - Okay. 1 out of 10 reviews
Rating 4 - Poor. 0 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.4/10

Location

9.8/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Gretchen W.

Comfortable and Convenient Accommodations in Old Town Key West

This is a return stay for us because we are so well taken care of by the rental company. Very clean with all the comforts of home. We thoroughly enjoyed our stay once again. We walk and ride bikes everywhere we want to go. Highly recommended!
Response from VrboOwner on 8 Mar 2026
Hi Gretchen, thank you so much for your kind review and choosing to stay with us again! It’s always a pleasure hosting you, and we look forward to welcoming you back again!
From a partner site

10/10 Excellent

Josselyn S.

Peaceful location near everything

This is a comfortable, well-appointed apartment with a lovely private porch. A perfect base from which to enjoy Key West!
Response from VrboOwner on 16 Dec 2025
Thank for staying yet another year with us! You are always a pleasure to host and we look forward to your return next year!
Verified

10/10 Excellent

Gretchen W.

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

Old Town Delight

We thoroughly enjoyed staying at Tony’s Conch Retreat! Plenty of space, lovely furnishings, local artwork, very comfortable bed, as well as everything we needed to prepare meals.
Stayed 30 nights in Jan 2025
Response from VrboOwner on 11 Mar 2025
Thank you so much Gretchen for the 5 star review! You all are such wonderful guests and we are thrilled to have you as return guests next year! Thank you again for booking with us!
Verified

10/10 Excellent

michael c.

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

Key West Get Away

Beautiful decor, walking distance to town & restaurants was a plus, as parking was limited. So much to do, Meredith the manager was very helpful if you had questions. Overall a beautiful experience!
Stayed 28 nights in Jan 2022
Response from VrboOwner on 27 Jun 2023
Thanks for the 5 star review and the nice details about what you enjoyed! You all were wonderful guests and I so happy your enjoyed your stay!
From a partner site

10/10 Excellent

Josselyn S.

Peaceful Old Town retreat

Tony’s Conch Retreat was comfortable, spacious, and well equipped. It was good for both work and relaxation, with a desk in a side room and a secluded private balcony. The location is convenient to restaurants and shopping, while the house itself is on a peaceful street. I loved my stay!
From a partner site

10/10 Excellent

Josselyn S.

Peaceful and convenient

This was my second stay here. It is peaceful and secluded, but still convenient to everything. Very well appointed.
Response from VrboOwner on 15 Dec 2023
Thanks Josselyn for taking the time to review your stay! You are such a wonderful guest and we love having you! We'll see you next year!
Verified

10/10 Excellent

Richard V.

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

30 Days of Sunshine

A great property for 2 people. If you bring 2 more, they will be sleeping on a sofa bed on an alcove off the living room.
Stayed 30 nights in Jan 2024
Response from VrboOwner on 3 Apr 2024
Thank you for the 5 star review and noting the 30 days of sunshine in the Fabulous Florida Keys! As a side note, the property is listed as a one bedroom, two bath. The photos are very clear, as is the description. It is clear the second sofa is a sleeper sofa in the "den", located off the living room. We also state in the listing that there are door and drapes that make it a private setting. It is a spacious condo with a gracious entry, ample living space, nice porch, two FULL bathrooms. Plus, an onsite pool (not common in Key West).
Verified

10/10 Excellent

Bonnie B.

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

Oct 23'

The condo is very nice and comfortable. Would highly recommend.
Stayed 28 nights in Oct 2023
Response from VrboOwner on 8 Jan 2024
Thank you Bonnie for taking the time to review your stay! You were wonderful guest and I hope you can return!
Verified

6/10 Okay

Kevin A.

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

Feb 2023 full month rental

The property was as described. Pros: Very Clean, A/C worked well, convenient to all Old Town attractions, reasonable value for the price, well stocked with a few exceptions, interior hallway unit entrance, attentive host. Cons: 2nd floor walk-up unit, dark interior due to extremely large angled overhanging roof extension (I'm talking 6-8ft) hanging above and down over 2/3rds of windows, not a great kitchen for cooking (no functional vent), but very functional for very basic cooking, missing a few kitchen items like a colander and oven casserole type dishes. I gave it 3 stars, basis the quality of the building, and interior, and bed comfort. It was very clean, and well stocked with dish & laundry supplies, as well as bath towels....which were of a high quality. It is an older building, and the interior reflects that as well. The bed is a queen, and the mattress was not very comfortable. After a week, we were longing for an improved mattress. For those that are budget conscious, I would recommend this unit. If you are looking for a higher end experience, this one will leave you wanting.
Stayed 32 nights in Jan 2023
Response from VrboOwner on 27 Jun 2023
It's a shame you did not reach out about anything until two days before you departed. We could have resolved several things. I appreciate you mentioning some things that went missing in the kitchen and so restocked with a new colander and many other items! As for the mattress, it is only a year and half old and has been used only a few times as this is a fairly new listing (we started renting in January 2022). However, we have decided to get a new mattress - most likely a sleep number so that we can try to please various preferences. The pictures are very clear - this cozy but spacious retreat it is a historic home that has been nicely and thoughtfully restored and furnished. I hope future guests will read the wonderful reviews on vrbo as well as our website: Pineapple Properties of the Florida Keys of less overly particular guest like yourself.
Verified

8/10 Good

A guest from Tulsa, OK d.

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

February in Key West

Stayed here for a month. Our last stay was in Truman Complex at a ~50% higher rate so have to temper this review accordingly. Not a bad place but not great either. General location is good but separation from the direct offset units is a thin wall so had some noise issues. Pool is tiny, so fun only for toddlers (fyi). Place was very clean, and fairly well appointed. Overall interior was nice. Master mattress needs replacing. BBQ grill was not useable during our stay but was replaced on our last day. Upstairs back patio was very comfortable.
Stayed 30 nights in Jan 2022

About the host

Hosted by Meredith, Pineapple Properties of the Florida Keys & Palm Beach 407.733.2128

Host profile image
Tony's Conch Retreat, #526, is managed by Meredith Tracy, Pineapple Properties of the Florida Keys. 407.733.2128. Direct Books welcome.

Meredith is a Property Manager and owns Pineapple Properties of the Florida Keys. She is thrilled to represent the owners. Meredith is a fifth-generation native Floridian, Meredith's first visit to the Florida Keys was 35 years ago when she was 18 years old. She went sport fishing with the legendary Captain Skip Bradeen in Islamorada, explored the islands from Key Largo to Key West, and was hooked! Meredith, her husband Barry, a realtor, and their children enjoyed vacationing in the keys for many years and after raising their family in Winter Park, Florida, Barry and Meredith moved here full time! She loves helping guests with personal recommendations of all her favorite spots to help make their vacation better than they ever imagined!

Languages:

English

Premier Host

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