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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

  • Heated Pool
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill
  • Balcony

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪5 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪12 min walk‬
  • Place, Southernmost Point
    ‪17 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

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

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

About the neighborhood

Key West

Located near the beach, this condo is in Old Town Key West, a neighborhood 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. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Map
Key West, FL

What's nearby

  • Duval Street - 5 min walk - 0.4 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • Key West Lighthouse and Keeper's Quarters Museum - 12 min walk - 1.1 km
  • South Beach - 15 min walk - 1.3 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

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

Restaurants

  • ‪Margaritaville - ‬7 min walk
  • ‪Pepe's Cafe - ‬5 min walk
  • ‪Square Grouper Key West - ‬7 min walk
  • ‪Jack Flats - ‬7 min walk
  • ‪Harpoon Harry's Restaurant and Bar - ‬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 Apr 21, 2026, prices found for a 1-night stay for 2 adults at Old Town! Spacious Condo in Historic Home w/Pool! on Nov 29, 2026 start from $281, 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!?

Check-out 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 labeled.
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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!
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!
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
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
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.
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
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
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
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

They consistently provide great experiences for their guests
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