clock menu more-arrow no yes

Get Out Of Town: Finding The Rare Key West Rental

View as Map

Key West, oh dear Key West. A world away from Miami, but really not all that far in the great scheme of things. Getting a rental there is rare, and even harder if you're in the market for an old town cottage, which is the ideal way to go. They're small, they're expensive, but they're incredible. So, where are they, and what's available? We've put together a map of every one we could find, and a few other offerings - not so historic, and not so cottagy (no, that's not a word), but viable options if you can't score a cottage, on the Key West Vacation Rental Heatmap.


· Renters Week 2012 coverage [Curbed Miami]

Read More

1. 707 Southard Street

Copy Link
707 Southard St
Key West, FL 33040

Here's a tiny, but totally quintessential, conch cottage in the old heart of Key West, for a not-so-tiny month's rent of $3,500. It's only 606 square feet, but with two bedrooms, 1.5 baths, a porch, and even a backyard plunge pool, it oozes charm.

2. 901 Thomas Street

Copy Link
901 Thomas St
Key West, FL 33040

For $4,500 a month, 901 Thomas is a gorgeously renovated Old Town Key West cottage, with yard, porch, and lots, and lots (and lots) of charm. It's part of a compound of two others that can be rented together or separately, including 901 Thomas. They share a pool

3. 1304 White Street

Copy Link
1304 White Street
Key West, FL

1304 White Street has two units, one renting for $1,900 a month and another for $1,800. Built in 1953, the building's not exactly super-historic, but hey, it's in old town and it looks cute and cottagy enough.

4. 1800 Atlantic Blvd Apt. C135

Copy Link
1800 Atlantic Blvd
Key West, FL 33040

Apt. C135 is the most expensive of the bunch at $4,500 square feet a month. It's also a whole lot bigger, at 1,357 square feet, plus balcony. Not so historic, it's on the edge of the historic area, so walking places still isn't too much of a schlepp.

5. 3900 S Ocean Blvd #20210E

Copy Link
Ocean Walk
Key West, FL 33040

So, it's not historic, not a cottage, and far from old town, and it's in a random apartment community that makes an effort at the conch aesthetic with various colored building, but Apt. #20210E is a lot less expensive, modern, and still actually in Key West, where apartments are rare.

6. 903 Thomas Street

Copy Link
903 Thomas St
Key West, FL 33040

Part of a compound with 901 Thomas and one other, 903 is another cottage oozing charm out of every pore. The 993 square foot cottage was built in 1933. Porches and landscaped grounds accompany a shared pool.

1. 707 Southard Street

707 Southard St, Key West, FL 33040

Here's a tiny, but totally quintessential, conch cottage in the old heart of Key West, for a not-so-tiny month's rent of $3,500. It's only 606 square feet, but with two bedrooms, 1.5 baths, a porch, and even a backyard plunge pool, it oozes charm.

707 Southard St
Key West, FL 33040

2. 901 Thomas Street

901 Thomas St, Key West, FL 33040

For $4,500 a month, 901 Thomas is a gorgeously renovated Old Town Key West cottage, with yard, porch, and lots, and lots (and lots) of charm. It's part of a compound of two others that can be rented together or separately, including 901 Thomas. They share a pool

901 Thomas St
Key West, FL 33040

3. 1304 White Street

1304 White Street, Key West, FL

1304 White Street has two units, one renting for $1,900 a month and another for $1,800. Built in 1953, the building's not exactly super-historic, but hey, it's in old town and it looks cute and cottagy enough.

1304 White Street
Key West, FL

4. 1800 Atlantic Blvd Apt. C135

1800 Atlantic Blvd, Key West, FL 33040

Apt. C135 is the most expensive of the bunch at $4,500 square feet a month. It's also a whole lot bigger, at 1,357 square feet, plus balcony. Not so historic, it's on the edge of the historic area, so walking places still isn't too much of a schlepp.

1800 Atlantic Blvd
Key West, FL 33040

5. 3900 S Ocean Blvd #20210E

Ocean Walk, Key West, FL 33040

So, it's not historic, not a cottage, and far from old town, and it's in a random apartment community that makes an effort at the conch aesthetic with various colored building, but Apt. #20210E is a lot less expensive, modern, and still actually in Key West, where apartments are rare.

Ocean Walk
Key West, FL 33040

6. 903 Thomas Street

903 Thomas St, Key West, FL 33040

Part of a compound with 901 Thomas and one other, 903 is another cottage oozing charm out of every pore. The 993 square foot cottage was built in 1933. Porches and landscaped grounds accompany a shared pool.

903 Thomas St
Key West, FL 33040