First Mate's Escape - Monthly Rental

$158 - $248 / night + taxes & fees

Bedroom 1 bedrooms
Bathroom 1 baths
Guests 2 guests
Pets Not Allowed Pets Not Allowed

  • Address: 314 Simonton Street #2

Location Location

Description Description
Step back in time and embrace the enchanting history of Key West with a stay at First Mate's Escape, a stunning loft apartment in the historic Casa Antigua. Built in 1919 as one of the island’s first hotels, this legendary property once hosted luminaries like Ernest Hemingway, who credited it as the beginning of his love affair with Key West. Located just steps from Duval Street and the Historic Seaport, Treasure Trove offers the ideal combination of vintage charm, modern luxury, and unbeatable convenience for your month-long escape.

The Ambiance:

First Mate's Escape welcomes you into a tranquil, light-filled retreat in Casa Antigua. Surrounded by a lush, three-story interior atrium with tropical greenery and a sparkling pool, the property is a sanctuary in the heart of Old Town.

The home boasts a king-sized bed set against exposed brick walls and numerous windows which bathe the space in wonderful natural light. The living area offers a sectional couch, dining room, and a fully equipped kitchen with ample space for cooking or entertaining.

Guest Access:

Guests of First Mate's Escape will have full access to their private loft apartment and the shared amenities of Casa Antigua, including a serene courtyard and a refreshing pool. Shared laundry facilities and contactless check-in enhance the convenience of your stay.

Location Highlights:

First Mate's Escape is perfectly situated in the heart of Old Town Key West, just half a block from Duval Street and steps away from the island’s most iconic attractions. Enjoy world-class dining, lively bars, and unique shops, all within walking distance.

Transportation Tips:

Exploring Key West is a breeze from First Mate's Escape. Most attractions are within walking distance, but bicycles, scooters, and golf carts are excellent options for seeing the island. Ride-share services like Uber and Lyft are also readily available. Need parking recommendations? We’re happy to help!

Other Things to Note:

- Shared Pool and courtyard access for guests to enjoy

- Pets are not allowed at this property.

- Third-story location

- Guests must be 25 years of age or older to reserve this property.

- A minimum stay of 30 days is required, in accordance with local regulations.

Check in time is 3:00PM

Check out time is 11:00AM

Experience the vibrant history and unmatched beauty of Key West at First Mate's Escape. Reserve your unforgettable retreat today!


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Swipe Swipe for Availability

Rates Rates
Start Date End Date Nightly
02/04/2025 02/04/2025 $160
02/05/2025 02/05/2025 $160
02/06/2025 02/06/2025 $160
02/07/2025 02/07/2025 $160
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02/14/2025 02/14/2025 $160
02/15/2025 02/15/2025 $160
02/16/2025 02/16/2025 $160
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02/19/2025 02/19/2025 $160
02/20/2025 02/20/2025 $160
02/21/2025 02/21/2025 $160
02/22/2025 02/22/2025 $160
02/23/2025 02/23/2025 $160
02/24/2025 02/24/2025 $160
02/25/2025 02/25/2025 $160
02/26/2025 02/26/2025 $160
02/27/2025 02/27/2025 $160
02/28/2025 02/28/2025 $178
03/01/2025 03/01/2025 $178
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03/27/2025 03/27/2025 $178
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06/30/2025 06/30/2025 $158
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07/24/2025 07/24/2025 $158
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09/15/2025 09/15/2025 $158
09/16/2025 09/16/2025 $158
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09/24/2025 09/24/2025 $158
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09/26/2025 09/26/2025 $158
09/27/2025 09/27/2025 $158
09/28/2025 09/28/2025 $158
09/29/2025 09/29/2025 $158
09/30/2025 09/30/2025 $178
10/01/2025 10/01/2025 $178
10/02/2025 10/02/2025 $178
10/03/2025 10/03/2025 $178
10/04/2025 10/04/2025 $178
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10/12/2025 10/12/2025 $178
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10/14/2025 10/14/2025 $178
10/15/2025 10/15/2025 $178
10/16/2025 10/16/2025 $178
10/17/2025 10/17/2025 $178
10/18/2025 10/18/2025 $178
10/19/2025 10/19/2025 $178
10/20/2025 10/20/2025 $178
10/21/2025 10/21/2025 $178
10/22/2025 10/22/2025 $178
10/23/2025 10/23/2025 $178
10/24/2025 10/24/2025 $178
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10/28/2025 10/28/2025 $178
10/29/2025 10/29/2025 $178
10/30/2025 10/30/2025 $178
10/31/2025 10/31/2025 $168
11/01/2025 11/01/2025 $168
11/02/2025 11/02/2025 $168
11/03/2025 11/03/2025 $168
11/04/2025 11/04/2025 $168
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11/14/2025 11/14/2025 $168
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11/16/2025 11/16/2025 $168
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11/21/2025 11/21/2025 $168
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11/24/2025 11/24/2025 $168
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11/27/2025 11/27/2025 $168
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11/30/2025 11/30/2025 $178
12/01/2025 12/01/2025 $178
12/02/2025 12/02/2025 $178
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12/27/2025 12/27/2025 $178
12/28/2025 12/28/2025 $178
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12/30/2025 12/30/2025 $178
12/31/2025 12/31/2025 $228
01/01/2026 01/01/2026 $228
01/02/2026 01/02/2026 $228
01/03/2026 01/03/2026 $228
01/04/2026 01/04/2026 $228
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01/07/2026 01/07/2026 $228
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01/12/2026 01/12/2026 $228
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01/23/2026 01/23/2026 $228
01/24/2026 01/24/2026 $228
01/25/2026 01/25/2026 $228
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01/27/2026 01/27/2026 $228
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01/31/2026 01/31/2026 $248
02/01/2026 02/01/2026 $248
02/02/2026 02/02/2026 $248
02/03/2026 02/03/2026 $248
02/04/2026 02/04/2026 $248

Amenities 1 Amenities
Amenities
  • Pool

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