Entire home

Ann Street Gardens - Downtown Key West

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Photo gallery for Ann Street Gardens - Downtown Key West

TV
A heated pool
TV
Property grounds
Interior

Reviews

10 out of 10
Exceptional

Entire home

1 bedroom1 bathroom47 sq m

Popular amenities

  • Pool
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room
  • Outdoor space

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪6 min walk‬
  • Place, Harry S. Truman Little White House
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Room options

Similar properties

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Ann Street Gardens - Downtown Key West

The cottage is a cozy hideaway. The poolside area is picture-postcard perfect. The location is in the very heart of Key West's Old Town, a half a block off the world-famous Duval Street. In short, Ann Street Gardens offers the quintessential indoor/outdoor vacation experience you've come to the island to enjoy.

Ann Street Gardens is a 16+ compound. Regretfully, NO Children under 16 allowed. There is a coin operated Washer & Dryer on the south side of the cottage for use by the units in the compound. $1.00 per load, per machine, at time of writing.

This residence has one bedroom, one full bath, a small kitchen, a living area, and a dining space. But first you'll want to open the doorway from the living room onto the delightful enclosed patio, which then opens to the main attraction-an exquisitely maintained poolside paradise. The shared, heated (in season) pool and landscaped garden area are reserved for the exclusive use of residents of the small enclave your cottage is part of. Chairs, small tables, chaise lounges, and wicker chairs around glass-top tables dot the landscape. Hidden in among the surroundings are more tables and chairs. From any spot you can observe sunshine playing through palm fronds creating a pattern of shadow and bright sparkle over the pool surface. If you look up, you're likely to spot a flock of water birds flying over. Swim, float, sit on the side, and dangle your feet in the refreshing water. Maybe relax in the sun to develop a tan. Or select the shade of a tree for your resting spot where your biggest decision might be whether to read or nap or ponder where you'll go for your next meal.

If you're in the mood for total privacy, you can enjoy the same glorious Key West weather from your enclosed brick patio, part of which is covered and part open to the sky. This area is sizable, really like another room of the cottage, almost doubling the livable square footage. Closest to the house is a small round table with lamp and two chairs under a generous overhang. A little further, in an uncovered area, is a gas grille. Antique bricks under foot and artful arrangements of plants and vases enhance the garden atmosphere. Up two stairs brings you to the second covered area with vaulted ceiling where you'll find a table suitable for serving a meal for one to four. Directly across is a cushioned wicker rocker and large rattan sideboard with six drawers. Above, a Caribbean style ceiling fan with light creates a gentle air flow and illumination for the evening hours. This is definitely the spot where you could barbeque some fresh fish and enjoy it al fresco with a glass or two of chilled wine. Or maybe go out to dinner and return to the patio to spend a few balmy hours sipping cognac under a canopy of stars.

The inside of Ann Street Gardens starts with the living area that includes a wall of glass overlooking the patio. This and other oversized windows throughout fill the cottage with lovely filtered sunlight and views of tropical greenery. The conversation setting includes a deep couch that also serves as a pull-out full bed, an ottoman that doubles as a coffee table, end tables with lamps, and an overstuffed armchair. The opposite wall holds a large flat-screen TV perfectly placed for viewing from the couch or chair. Under that is a brightly painted hutch that adds color, an artistic touch, and storage space. At the end of the room you'll find a small dining table and two chairs nicely placed beside a wall of glass that give you a congenial view as you enjoy a meal here.

Nearby a doorway opens into the bedroom with queen bed flanked by bedside tables with lamps. Above the bed, a Casablanca-type ceiling fan provides air circulation and light. The room is embellished with art work, two windows, and wall mirror that reflects the romantic scene back onto itself. A flat-screen TV is nicely positioned on an opposite wall for watching the news or latest episode of Nurse Jackie from the bed. An armoire in one corner offers plenty of space for your hanging items and four drawers for folding items. Near the rear wall is the entrance to the en suite full bath, which features colorful tile flooring, shelving, and a well-lit mirror over the sink so you can easily check on your tan lines.

The kitchen is small but perfectly functional with storage drawers, stove, refrigerator, microwave, toaster, coffeemaker, and blender. Again windows on two walls and a cloud white color scheme make this room light and airy and a pleasure to be in.

Your vacation accommodations are just the beginning-the whole of America's only Caribbean island awaits. Since Ann Street Gardens provides off-street parking, you'll find it ever so convenient to leave the car and walk or bike everywhere. For example the Historic Seaport and Boardwalk is over just one block. Follow the wooden walkway along the Key West Historic Seaport to find tall ships offering day and sunset cruises out into the Gulf of Mexico or take an all-day ferry excursion to the Dry Tortugas. If you're interested in watersports, you'll find diving, fishing, parasailing, snorkeling, and jet skiing close at hand. If you get hungry, a dozen or so restaurants of varying levels of informality ring the harbor. Maybe sit under a banyan tree filled with tiny white lights at funky Schooner Wharf while you eat a fresh Mahi sandwich, listen to local musicians, and gaze out at a harbor full of boats of all descriptions. Or for a higher vantage point, try the rooftop bar at Turtle Kraals.

From the Seaport, the world famous Duval Street with its tours, museums, shops, restaurants, and bars is only a block away. Before you walk too far, be sure to check your cell phone for sunset time so you don't miss the daily celebration at Mallory Square. And leave time to hang around for the after party as artists and street performers entertain the crowd with carnival acts, food, and drink. Maybe you've already heard about Dominique and his Flying House Cats, a feline troupe of alley cats that jumps through hoops of fire, walks tightropes, and performs other astounding circus feats.

If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
During your stay at this cottage, you're just a quick walk from Duval Street. Features include laundry facilities. The cottage includes amenities such as free WiFi and a kitchen.
  • Air-conditioned cottage with kitchen, patio and TVs
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from Duval Street and 5 minutes on foot from Florida Keys Beaches
As a guest of Ann Street Gardens - Downtown Key West, you'll find barbecue grills, a garden, and laundry facilities. The front desk is open around the clock.

This Key West cottage is smoke free.


Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift (single-level property)
  • Single level property
  • Stair-free path to entrance
  • Smoke-free property
  • Note from host: Smoking is not allowed.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Property does not allow children
  • Unit size: 500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.
  • Note from host: null

Events

No events allowed

Smoking

Smoking is not permitted
Smoking is not allowed.

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

53383

Ann Street Gardens - Downtown Key West Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

crystal l.

Liked: Cleanliness
Very quiet convenient location
Stayed 3 nights in Jan 2026