$200 / night
Estimated Price for guests, Nights

Ann Street Gardens – Home 1986483 Cottage

  • 1 bedroom
  • 3 sleeps
  •  min stay varies

Ann Street Gardens – Home 1986483

  • Cottage
  • 1 bedroom
  • sleeps 3
  •  min stay varies

Key Info

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden

Description from manager


Ann Street Gardens is a 16+ compound. Regretfully, NO Children under 16 allowed.

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. 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 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 restauran

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Bed & bathroom

  • Bedroom 1: Queen Bed
  • 1 Full bath


  • Wireless Internet
  • Air conditioning
  • Shared outdoor pool (unheated)
  • Private garden
  • Grill
  • Patio
  • Deck
  • Internet access
  • Central heating
  • Stove
  • Fridge
  • Microwave
  • Toaster
  • Kettle
  • Washing machine
  • Clothes dryer
  • Iron
  • TV
  • Satellite TV
  • DVD player
  • Stereo system
  • Ceiling Fans
  • Linen provided
  • Towels provided

More Less


  • Parking
  • Not suitable for wheelchair users


Check in time: 15:00, Check out time: 11:00
If you have any questions about check-in or check-out times, please contact the owner/manager.
This owner does not use online booking. Please contact them and they will be able to offer you a secure way to pay for your stay. Never pay for your vacation rental by wire transfer (such as Western Union or Moneygram) as this type of payment is untraceable.
No smoking at this property


Change of plans? No problem. You could receive a partial or full refund, depending on when you cancel.

Booking confirmed

100% refund within 24 hours after booking (provided the stay is at least 60 days away).

24 hours after booking

50% refund of the amount paid (minus the booking fee*) if cancelled at least 8 weeks before check-in.

8 weeks before

25% refund of the amount paid (minus the booking fee*) if cancelled at least 4 weeks before check-in.

4 weeks before

No refund if cancelled less than 4 weeks before check-in.

Check-in date

* The booking fee is stated in the cancellation policy information on the payment page. This fee helps us run our secure platform and enables us to provide 24/7 customer support

About the manager

Historic Hideaways
Response rate:
Calendar last updated:
19 Feb 2020
Years listed:
Overall rating:

Languages spoken: English





Very Good
62 reviews

Very Good

“Perfect Location”

Reviewed 6 Oct 2019

This is the perfect little spot for two people if you want to be right near all the action. We’ve been to Key West numerous times and stayed all over the island. This was definitely the most c… More

“Great Romantic Getaway Spot”

Reviewed 2 Jan 2019

Everything was perfect (except the pool was too cold to use) for my wife & I to spend a second honeymoon. 1 block from Duval but extremely private as well with off street parking spot. Perfect for… More


Reviewed 27 Oct 2018

I am going back to this one! Historic Hideaways was easy to deal with and very helpful. That's just an extra...this cottage was perfect. There were just 2 of us and the size of the 1BR cottage… More

“Perfect location w/ all the amenities you will need !”

Reviewed 28 Jul 2018

Where do I start? This little cottage is a hidden gem. Perfect for a couple! It was clean, comfortable, convenient and was equipped with everything you could possibly want. Check-in and check-out … More

“Missing Ann St Gardens”

Reviewed 26 Jul 2018

Absolutely wonderful. Just right for two people!! Loved our stay!! Literally steps away from the pool and right around the corner from Duvall St!! Had a great time!!

“Great location”

Reviewed 23 Jun 2018

Right in the heart of Key West life. Major bars, restaurants, boat tours right there. Great master, 2nd bed is a pullout and my son put mattress on floor to sleep. TVs lacked clarity, probably should … More

“Peaceful Retreat”

Reviewed 9 Oct 2017

My husband and I have stayed in several places in Old Town KW. This little spot is a hidden gem. It is quirky KW at its finest! Perfect location for a couple just wanting to get away and relax, yet… More


Reviewed 11 Aug 2017

This place exceeds all expectations! Location is perfect, staff is amazing we will book Year after Year! Thank you Tim, Bill and Sabrina! The Desjarlais family


Reviewed 10 Aug 2017

Not only was this rental close to everything that Key West has to offer but it was also very clean and provided us with everything we needed for the week we stayed. We will definitely be coming back!

“Great Rental”

Reviewed 11 Jul 2017

We absolutely loved the Ann Street cottage we rented. It was decorated very nice with stained concrete floor. The covered patio with grill was great. The pool I. The back was surprisely large and deep… More

Review 1-10 of 62


How do I find more info about the property?

You can get in touch with the property manager through the contact form on this page.

What if I have questions before I book?

Send the property manager an email through the contact form on this page. Alternatively, if there’s a phone number on this page, you can call them.

How do I contact the property manager?

Send an email through the contact form on this page. Or if there’s a phone number on this page, you can call them.

How do I know my booking is safe?

You'll need to send the property manager an inquiry to book - the owner will let you know how to pay. If they accept online booking they'll send you a quote and info on how to pay. If you pay through our website you’ll be covered by Payment Protection.

If they don’t accept online booking they'll still be able to offer a secure form of payment. Read our top tips on booking safely.

How do I know what it will cost for my stay?

Select the Prices tab for an overview of this property's prices.

Or you can send the property manager an inquiry through the contact form to request a quote. The property manager will email you the total cost for your dates and how to pay.

How do I pay for my vacation?

Send the property manager an inquiry through the contact form requesting a quote for your dates. The property manager will email you the total cost for your dates and how to pay.

Please note: only bookings paid for through our site are covered by Payment Protection.
Find out more about booking safely.

How do damage deposits work?

The property manager of this property is responsible for taking and refunding your damage deposit. The damage deposit terms should be agreed before booking and outlined in the booking contract, if the property manager supplies one. Please refer to these details or contact the property manager directly if you have any questions.

How do I cancel my booking?

You'll need to contact the property manager to cancel. They should have provided their contact details when you made your booking - otherwise, email them through the contact form.

How do I make changes to my booking?

You'll need to contact the property manager to edit your booking. They should have provided their contact details when you made your booking - otherwise, email them through the contact form.

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