Ann Street Gardens: Key West Florida 1 Bedroom Vacation Cottage for Rent Steps to Duval Street

Ann Street Gardens: Key West Florida 1 Bedroom Vacation Cottage for Rent Steps to Duval Street

Key west 1 bedroom vacation rental with shared pool and in Old Town location half a block from Duval Street : Ann Street Gardens


Vacation Cottage in Key West Florida

213 Ann Street
Bedrooms: 1 Bedroom • Sleeps 3
Bed Arrangements: Queen, Full, Sleeper Sofa
Bathrooms: 1 Full Bathroom
Living Space: 479 sqft.
Location Setting: Waterfront - Nearby
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool (Community)
Internet: Internet Access
Television: Cable/Dish TV
Map of Key West

Rates & Availability  
(Displayed in USD)

  • Daily Rates from $300 to $550 per night
  • Weekly Rates from $2,100 to $3,850 per week
  • Minimum Stay: 2 Days

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Season Nightly Weekly Monthly
Jul 05, 2022 - Sep 01, 2022
Minimum Stay: 2 Days
$330 $2,310 n/a
Sep 02, 2022 - Sep 05, 2022
Minimum Stay: 3 Days
$425 $2,975 n/a
Sep 06, 2022 - Oct 20, 2022
Minimum Stay: 3 Days
$355 $2,485 n/a
Oct 21, 2022 - Oct 30, 2022
Minimum Stay: 7 Days
$550 $3,850 n/a
Oct 31, 2022 - Nov 15, 2022
Minimum Stay: 5 Days
$425 $2,975 n/a
Nov 16, 2022 - Dec 16, 2022
Minimum Stay: 3 Days
$355 $2,485 n/a
Dec 17, 2022 - Jan 01, 2023
Minimum Stay: 7 Days
$550 $3,850 n/a
Jan 02, 2023 - Jan 31, 2023
Minimum Stay: 5 Days
$500 $3,500 n/a
Feb 01, 2023 - Feb 28, 2023
Minimum Stay: 5 Days
$550 $3,850 n/a
Mar 01, 2023 - Mar 31, 2023
Minimum Stay: 5 Days
$500 $3,500 n/a
Apr 01, 2023 - Apr 30, 2023
Minimum Stay: 5 Days
$500 $3,500 n/a
May 01, 2023 - May 25, 2023
Minimum Stay: 3 Days
$355 $2,485 n/a
May 26, 2023 - May 29, 2023
Minimum Stay: 4 Days
$425 $2,975 n/a
May 30, 2023 - Jun 29, 2023
Minimum Stay: 3 Days
$355 $2,485 n/a

Property Description

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.)

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.

To know what's going on from day to day, check out Historic Hideaways' informative Events page on their website. Other information on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section) or in the print publication Paradise, which is available at various locations around town every Thursday.


Activities and Special Interests

This property provides access to the following activities and special interests:

» Beach
» Biking
» Boating
» Canoeing
» Fishing
» Deep Sea Fishing
» Golfing
» Honeymoon
» State National Parks
» Ocean
» Sailing
» Scuba Diving
» Surfing
» Fly Fishing
» Wind Surfing
» Hiking
» Kayaking

Featured Amenities

» Air Conditioning
» Cable/Dish TV
» Grill
» Internet Access
» Pool (Community)

Property Features

» Ceiling Fan(s)
» Coffee Maker
» Deck/Patio/Porch
» Dishes/Utensils
» Freezer
» Full Kitchen
» Microwave
» Oven
» Parking
» Refrigerator
» Towels/Linens

Entertainment

» DVD Player

Other Property Amenities

  • Beach Distance: Biking
  • Bed Size 1st/Master: Queen
  • Beds Pull-out: Full Sleeper
  • Bldg. Complex Name: Ann Street Gardens
  • Patio: Yes
  • Square Footage, Est.: 479
  • Air Conditioned: Central
  • Number of Baths: 1 Full

Testimonials

Location is EVERYTHING
—Jenn S.
September 2021
Rating:
5
LOCATION LOCATION LOCATION!!! You can’t get any better!! Cute little cottage type house. The backyard is beautiful! Having a parking spot is PRICELESS! We plan on renting again next September!
The cottage was great.
—Kathy J.
September 2021
Rating:
4
The cottage was great. Great location and beautiful surroundings, especially the pool area.
Location and amenities were fantastic.
—Jennifer R.
June 2021
Rating:
5
Location and amenities were fantastic. This is my 5th or 6th time renting this property. Immaculate and comfortable.
Great Location
—Eric
May 2021
Rating:
5
Nice clean and cozy house. Location is great close to Duval Street bars and restaurants. Walk over for drinks, food and music. But if you want some quiet time take your drink back to outdoor area or pool at the house.
Will always stay here while in Key West.
—Terry K.
May 2021
Rating:
5
Excellent service from Historic Hideaways. Love the cottage and it’s location. Will always stay here while in Key West.
GREAT STAY!! THANKS!
—Gabrielle S.
December 2020
Rating:
5
We have never rented a home before. Our Christmas vacation generally is a cruise or an all inclusive. My cousin told me About Historic Hideaways. BEST. Decision. EVER! Special shout out to Tim who patiently answered ALL of my questions. When my husband and I got to Key West- we flew in- GREAT AIRPORT! I had called the rental company before we grabbed a cab, I didn't have my code to pick up the key. They took care of me. AND best of all our house was ready- even though we got in early! VERY APPRECIATED! We absolutely LOVED this property. It is a one bedroom home. Nicely put together. It felt like home as soon as we walked through the door. The house has a nice living room. We didn't know how to use the Netflix remote- we don't have Netflix- but it was nice to see the device and would have used it if we were into Netflix. ;) Nice little kitchen. It had a drip coffee maker, a blender, toaster, stove and frig- with all the equipment we needed. We had a great little patio area that had a gas grill, seating area. We did grill a few times out there and it was nice to sit at the patio table to eat dinner. We walked down to the local grocery store- about 4/5 blocks from Ann Street. Got our groceries. Stocked the frig. We also walked to Eaton Street that had a nice fresh fish market to grill fish. I would recommend either of the places. Nice easy walk and the workers were always friendly Google helped get us there. There was a great 3 ring binder that did tell us what was near by with phone numbers and addresses. That was appreciated. We had all of our questions answered using the little binder. In the backyard there is a shared pool. We saw very few other people in the pool area. I swam often. The pool was cold our first day- but the pool guys stopped by and it seemed that the pool was heated. My husband and I did clean the pool skimmer and got the leaves off of the pool. We chose to since I swam every day and we often sat around the pool every day. Seemed only right to do that since we were using it. There is a coin operated washer and dryer- this is used by everyone in the garden area- from what we could tell. We had no problem getting our towels and clothes washed when we wanted to. Location of Ann Street is awesome! We were one block off of Duval Street. Two friends front porch was a great restaurant for breakfast- I knew about it because my cousin said try the Key lime French toast- DO IT!! It was good. We walked everywhere we went. Key West easy to walk. The Marina and Mallory Square just minutes from the front door. NO PROBLEMS when we were there. even though we were so close to Duval we really heard the noise. yes. At 3 am we heard the bottles being thrown out- Irish Kevin's was just across the road from us (Backside that is) Yes. Garbage trucks came by early. Did it bother us? NO. I fell right back to sleep. Would we book this house again? ABSOLUTELY! What would we do differently? Stay longer! We had a great time. I felt like we were home the minute we walked through the door.
Great location!!!!
—Cathy R.
November 2020
Rating:
5
Great location!!!! Private but yet close to all the action. (Historic Hideaways) was very helpful when were delayed due to weather.
What a great place to stay right in the center of all the action.
—Jonathan H.
October 2020
Rating:
5
What a great place to stay right in the center of all the action. Just one block off Duval St.One of the nicest things was the off-street parking right in front of our charming Key West house. Another good thing was the air conditioner. I had to get up in the middle of the night and turn it up we were so cold. The pool is right outside the private patio. A dip in the afternoon was a real cool treat after the heat of the day. very private we only saw one other couple during our week stay. The house is completely furnished with everything you might need. Just add your own snacks and drinks. We enjoyed a relaxing time here and will be back again. Jon and Mary Anne
The house was in the perfect location for all what we wanted to do.
—Nena C.
September 2020
Rating:
5
The house was in the perfect location for all what we wanted to do. Walking distance to Mallory square and the great restaurants on that side of the island. Our house was private, shared pool but with only 1 other couple. We had a great visit and plan on renting this house again for our 3rd time.
LOCATION, LOCATION!!
—Rick E.
January 2020
Rating:
5
The house was in a great location. LOCATION, LOCATION!! It had everything that we needed for our short stay. Loved the outside covered area, and the pool area. Liked that it had a small off street parking area for our vehicle. Was easy to rent online, and to get the keys to check into the house was also not a problem. We would definitely stay here again.
Cottage was so spacious & homey!
—Dina N.
January 2020
Rating:
5
Cottage was so spacious & homey! In a great location behind Sloppy Joes w/o any noise ! Never had to use car. Private pool in a tropical setting was enjoyed thoroughly! Only thing that I would recommend is supplying shower soap.
We were there Christmas week, the location was perfect.
—Dottie B.
December 2019
Rating:
5
We were there Christmas week, the location was perfect. One block from Duval Street yet secluded, very quiet and so close to everything. The cottage was adorable, everything we needed complete with a beautiful garden and pool right outside our back gate.We have been coming to Key West for many years and Ann Street was our favorite. Another plus a parking space is included not that we needed it. Many thanks to (rental agent) for finding us the perfect Key West location.
Great service and location.
—Kristine G.
November 2019
Rating:
4
Great service and location. Unit was well stocked and clean.
Perfect Location
—Virginia
October 2019
Rating:
5
This is the perfect little spot for two people if you want to be right near all the action. Weve been to Key West numerous times and stayed all over the island. This was definitely the most convenient of all the places we have stayed. Even though its right behind Sloppy Joes its surprisingly quiet. We did hear the dump trucks one morning but it after 15 minutes or so they were gone. Weve always rented bikes when we came to Key West, and I can definitely say it was a waste of money this time. We only used them once to go to El Siboney. The pool area is well kept and the water was clean and comfortable (in early oct). I cleaned the leaves out a few times but with all the vegetation, its to be expected. We enjoyed lounging in the pool and watching the family of iguanas that live in the trees there! We only saw one other person while we were there. The pool area is big enough to not feel cramped if other people are there. The cottage itself is a little smaller than other places we rented but totally comfortable and very clean. The kitchen has anything you need to make a meal (which we never did haha). I wasnt crazy about the bed (it was a little stiff), but thats just a personal preference. Lots of pillows and blankets provided so that made it comfortable enough for us. The outdoor patio area is very nice and private too. The ceiling fan out there is key. Overall we had a great time and if we want to come back and be near all the action, we will stay here again.
We have been staying at this house for years and absolutely love it!
—Sherrie S.
May 2019
Rating:
5
We have been staying at this house for years and absolutely love it! The location is a block from Duval..right behind Sloppy Joes. The house is very clean and the area is quiet. We will definitely continue to stay there.
We loved the cottage.
—Terry K.
May 2019
Rating:
5
We loved the cottage. Great location. Everything was great in the home
Bungalow was terrific, pool, patio and garden were beautiful.
—Jack M.
May 2019
Rating:
5
Bungalow was terrific, pool, patio and garden were beautiful. Location can't be beat. Late check in was smooth and easy. Only issues were being asked to strip beds and bring to laundry! 1st we're guests, paying a rather good rate, not employees! Broom clean and general tidiness to be expected but not more. Checkout was disappointing at 11AM on a Sat. you'd expect staff in the office since Sat. should be a busy day for both check in and check out -yet no staff. We enjoyed everything about our stay, but feel some polish is needed on the items mentioned.
MANAGER RESPONSE:
Thank you for your feedback. For future Guests: We ask that beds are stripped, but you leave the sheets right on the floor, no need to wash them. Our office does not open until noon on Saturdays. We are closed Sundays. (All of this information and much more is provided with your contract paperwork.)
We will recommend Historic Hideaways to all of our friends!
—-Miller
April 2019
Rating:
4
This property is perfect for a couple who want to be very close to the action of Duval Street but also want a very private property with a tropical atmosphere. The grounds were beautiful & well maintained. The cottage was very clean. Tim was professional, helpful & provided lots of information about Key West. We will recommend Historic Hideaways to all of our friends!
Great Romantic Getaway Spot
—Dave J.
December 2018
Rating:
5
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 2. Great pool patio. Great covered patio as well. If youre going to Key West, want to be in the middle of everything without anyone knowing it. This is the place. Loved it. Will be back.
We would stay here again.
—-Diggins
November 2018
Rating:
4
This one bedroom one bath cottage is located in a very good location. A half block off Duval, less than five minute walk to Faustos Food Palace for a few groceries, very close to Harbour Walk. Yes, the kitchen is small however it is workable and is equipped very very well. The private patio was a real bonus. We were not bothered by early or late night noise when inside the house. The pillows were fine and the bed comfortable. We would stay here again.
Perfect
—-Indianapolis
August 2018
Rating:
5
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 was exactly what we needed. The outdoor space is a dream. We met a nice couple at the pool one afternoon, but it was the only time we saw anyone. We spent hours in or by the pool. Again perfect. The crown jewel of this perfect cottage is it's location w/a parking space! No off street parking!! I lived in KW for a while so I know the lay of the land. To find a location just behind Sloppy Joes, almost at the corner of Greene and Ann WITH a parking spot. It doesn't get better than that...PERFECT.
A hidden gem - clean, comfortable and convenient.
—Lisa D.
July 2018
Rating:
5
A hidden gem - clean, comfortable and convenient. Check-in and check-out on Duval super easy. Bedroom has armoire with plenty of storage for hanging clothes (hangers incl) and both shelf and drawer space. Bed was comfortable. Bathroom small but not a problem. Mirror had storage behind it. Kitchen equipped w/ everything needed but we did no cooking. Used the coffee pot and microwave only. Kitchen windows now have mini blinds. Pool access was just a few steps we swam every day. The location was perfect!
Absolutely gorgeous property.
—-Sambor
July 2018
Rating:
5
Absolutely gorgeous property. We really enjoyed the close proximity to all the excitement Key West has to offer. I have already recommended this property and we will certainly be back!
Perfect location w/ all the amenities you will need !
—Lisa D.
July 2018
Rating:
5
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 on Duval was super easy! The kitchen, although small, is equipped with all the necessities - dish soap, dish towels, micro, coffee pot, toaster, blender, lots of pots/pans, utensils galore, plates/glasses, etc. Oh and it has a stove/oven but we did NO cooking! Just to clarify a few things I read on earlier reviews: kitchen windows now have mini blinds, bedroom has a beautiful white comforter, bedroom has a very nice size armoire for hanging clothes (equipped w/ plenty hangers), shelves and drawers for clothing, 2 nightstands on each side of bed (we stored our luggage on the side of each nightstand), bathroom is small but was never a problem - it has a "medicine cabinet" behind the mirror to store your things and tub seemed to be refinished. I loved the small personal touches of pump hand soap provided @ sink and in bathroom, as well as a roll of paper towels and several rolls of toilet paper to start our stay. Lots of bath towels provided so we never had to wash although there is a coin operated washer/dryer outside around the corner in the enclosed backyard. We drank our coffee every morning on the outside patio under a ceiling fan. We spent every afternoon cooling off in the beautiful pool. Even though it is shared, we only encountered one other very nice couple on maybe 2 days. Most of the time we had the pool to ourselves and it was literally "in our backyard". My only "con" is the landscaping definitely needs some TLC. It's a bit overgrown for my taste and we had several iguanas visit us (from a distance) everyday. Although I was scared @ 1st I quickly realized they were definitely more scared of me! Noise was never a problem. Yes we heard chickens every morning and yes we heard the squeaky automatic gate across the street. But neither of those would prevent us from staying here again. Loved it !!!
Great location
—--Bentonville
June 2018
Rating:
4
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 be replaced. Patio with grill was super, pool area pleasant and private. Would definitely stay here again.
Missing Ann St Gardens
—Ben L.
June 2018
Rating:
4
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!!
We loved the rental and the shared pool was really nice.
—Tommy D.
May 2018
Rating:
5
First off, Tim was wonderful to work with every step of the way and we really appreciated his help. We loved the rental and the shared pool was really nice. The rental had everything we needed, all we had to buy was groceries. This is a great location, close to lots of restaurants and shops. We would definitely stay here again.
Everything was great with our rental.
—Dennis K.
May 2018
Rating:
5
Everything was great with our rental. The cottage was small but definitely large enough for our needs, it was clean and tidy, the outdoor patio was perfect. The location was great. The only negative I would say is that the pool was not cleaned in a timely manner.
We just loved our stay at this location.
—Sherrie S.
April 2018
Rating:
5
We just loved our stay at this location. The house is very clean and located perfectly for us.
We liked the layout and size.
—-K
February 2018
Rating:
4
We liked the layout and size. Kitchen was well-equipped. Garden around the pool was beautiful. Pool was dirty--not well maintained. Liked the location, but it can get noisy at night. This property is a repeater for us.
great !
—Tim M.
February 2018
Rating:
4
great !
I have stayed here a few times and each time the property upgrades make it something special.
—Newman
December 2017
Rating:
5
Historic Hideaways has consistently provided wonderful accommodations and excellent customer service. The location of this particular property makes it so convenient to enjoy everything Key West has to offer. Great outdoor seating area and it's proximity to the pool make the location ideal. I have stayed here a few times and each time the property upgrades make it something special.
It has all you need for a pleasant stay.
—Teresa M.
November 2017
Rating:
5
The process from renting to checking in and out could not be better or smoother. Tim and his assistants are very friendly, pleasant and helpful. The home is perfect for two. It has all you need for a pleasant stay. I, personally, would have preferred a bigger bed (and were not big) which, I think, could fit in the bedroom, and more towels. The furniture and tv are fine, and the inside patio is a gem, as is the pool and pool area. The location, location is incredible! Could not be better: in the middle of everything in every direction, one block from Duval and Sloppy Joes, yet quiet as can be! Will return at every chance.
Rental Home was very nice.
—Frank C.
November 2017
Rating:
4
Rental Home was very nice. Great location, close to everything. Everything was great with the house. Pool was very cold, lol. Even though it was close to a lot of things, it was still quiet inside. Backyard was very nice.
Peaceful Retreat
—--Columbus
August 2017
Rating:
5
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 close enough to the best Duval Street has to offer. Would definitely recommend this location and Historic Hideaways. As always, they never disappoint. The easiest booking process on the Island. Tim and crew will take great care of you during your stay.
Amazing!
—Noodlecaboodle
July 2017
Rating:
5
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!
Awesome
—Diane D.
July 2017
Rating:
5
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
Great Rental
—Holly F.
June 2017
Rating:
5
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 surprisingly large and deep with gorgeous landscaping. Even though we were right behind Sloppy Joes the home was private and the pool area was quite and very relaxing. We will definitely be booking again!!!
We returned for our second stay at Ann St. Gardens
—Valentins K.
May 2017
Rating:
5
We returned for our second stay at Ann St. Gardens. The place met all of our expectations and we would love to stay there again. If we return with a total of four or five people, can you recommend a rental as nice as Ann St. Gardens?
We loved our stay.
—Biello
May 2017
Rating:
5
The home on Ann Street offers a relaxing stay near the marina and Duval Street with easy bike access to the southern points of the island. The kitchen is well stocked and the covered patio offers a grill and plenty of outdoor privacy. Through the patio doors is a spacious pool with very little traffic and a shady canopy. Tim from Historic Hideaways was helpful and friendly, accommodating us with propane, keys, directions and so on. Early morning garbage trucks are loud enough to wake you from your sleep here; otherwise, the location is tranquil yet only steps away from all the action. We loved our stay.
Close to amenities and great pool.
—Barclay C.
April 2017
Rating:
3
Close to amenities and great pool. Enjoyed the outside space, which was great for drying towels etc even when it rained as it's undercover. The proximity to Duval was great for short walks to dinner and Mallory Square, but when the garbage trucks collected the bottles from the bars opposite the rental from 4am onwards, this significantly impacted our ability to sleep. We also expected a higher specification within the property for the price (no headboard, lack of kitchen space, chipped flooring, no hoover, basic appliances). Overall, we enjoyed our stay but the property is let down by some key factors.
A neat, tucked away cottage for your get-a-way!
—Merrill M.
February 2017
Rating:
5
Ann Street is a small back street a half block from Duval and just "behind" old city hall. Virtually all of old town/Mallory Sq. is within walking distance. A neat, tucked away cottage for your get-a-way! Covered outdoor eating/relaxing areas that open up on to the pool was just what we love about this place.
Cottage is so charming and located at very heart of old Key West.
—Robert S.
January 2017
Rating:
5
We're beautifully taken care of. Cottage is so charming and located at very heart of old Key West. At the same time, outdoor covered patio and grounds make you feel like you're in a jungle
I have rented with historic hideaways for many years
—Joanne F.
September 2016
Rating:
5
I have rented with historic hideaways for many years. The service is the best... easy check in easy check out. The location was the best, just where i like to be and the house was just perfect. I would stay there again. and within walking to everything....
We loved the Ann Street Garden cottage!
—Judy J.
September 2016
Rating:
5
We loved the Ann Street Garden cottage! It was the perfect size for a couple on vacation. The kitchen had everything we needed for equipment and even had some spices, and oil left for cooking. The living room was good size and had a wonderful view of the pool. The bathroom was decent size and the water pressure was good. Bedroom had plenty of storage in the armoire for our hanging clothes and folding clothes.The porch area was lovely and private for morning coffee, or you could sit out by the pool at the table and enjoy the landscaping around the pool.The cottage was in a quiet and peaceful location even though it was a block from Duval street. The location was perfect to get to the best parts of Duval street and the waterfront.We would definitely rent this cottage again!
Nice clean house with great location to downtown.
—Mark H.
August 2016
Rating:
4
Nice clean house with great location to downtown. Although it was right down town it was very quite and peaceful ! Pool was perfect for cooling off and relaxing in the afternoons. Highly recommend and will be staying there again in the future.
Key West's Best-Kept Secret
—Kim B.
July 2016
Rating:
5
I honestly hesitated to write this review because I want to keep it all to myself. My husband and I are unwilling transplants, having lived in Key West until about 6 years ago. We still spend a lot of time there, fortunately, and we have stayed many places, including other properties in the Ann Street compound. First of all, the compound is my favorite place on the Island to stay. It's steps from Duval but a world apart. The Ann Street Garden property is the most amazing place. It's magical and perfect, comfortable and casual, with every possible convenience. When I go to my "happy place" in my mind, it's this home. Historic Hideaways is a dream to work with too. No drama, simple and easy. I adore them almost as much as this property.
Private getaway yet in the middle of everything!!!
—Wanda W.
June 2016
Rating:
5
Key West was a bucket list trip for my husband & I. It was perfect!! Tim with Historic Hideaways was wonderful in making this an unforgettable trip. We've decided we will be back for a special anniversary..
Everything there that you need,...
—Gayla S.
May 2016
Rating:
4
Everything there that you need, pool awesome, only annoying thing was the 4am garbage pickup for the bars on Duvall street. Beautiful property, comfortable bed (new), bathtub was refinished.The noise level was tolerable was the front door was closed. Would consider staying there again when coming call to KW.
Friendly check in...
—Pat Y.
May 2016
Rating:
5
Friendly check in, fantastic location, beautiful pool area, very comfortable unit for 2 people.
Comfy little cottage in a great location.
—-Wyoming
May 2016
Rating:
4
This is our 22nd year of staying in the Keys, 13th year of strictly staying in Key West. We stay for a little over a week so vacation rentals are ideal - not to keen on hearing housekeeping knocking on doors every morning. Check in is a breeze with Historic Hideaways. The guys in the office took good care of us. The fan in the outdoor room was broken and Bill had a maintenance man here first thing the next morning to fix it. This little cottage has everything you will need. Nicely equipped little kitchen but I too covered up the windows with two tea towels. At night it's a clear view from the pool area into the kitchen. Could use some window coverings. Not much storage, had to put everything on top of or inside the fridge. Wifi is in the kitchen - had to unplug it once to reboot but no other problems with it. Nice sized bedroom and smallish bath. The cute baskets in the bathroom helped to have a place for each other's toiletries. I wasn't quite sure about the comforter (seemed to have some questionable stains...) so I switched it out for an extra one that was provided and threw the red one in the washer the next day. Nice wardrobe closet in the bedroom that had plenty of space for both of us but absolutely no other space for luggage or storage. We found a few places to tuck our bags and get them out of the way. One word of advise, if you can fit your our pillow in your luggage...do it. Lots of pillows were provided but they were ALL the hard flat kind...no fluffiness and no maneuvering for a side sleeper. That was a bummer. Hubby brought his own pillow and I swiped it every morning when he left to go fishing. You do hear the trash guys gathering up the bottles from the night before at 4am'ish but it doesn't last long and they move on down the road... All and all this is a comfy place. You do have the home field advantage when it comes to the pool, it is right out side the back door and you can pick your time to hang out. If you want company or quiet, you can always see who's there and pick out the sunny spots. I liked that for sure! While we were here the pool water was nice and comfy and the area was kept clean and beautiful. It looks like there might have been a flood or something that broke up some of the beautiful concrete floor after the pictures were taken, but no biggie. Hopefully we will be staying here again next year...
MANAGER RESPONSE:
Kitchen Window now has blinds - 2017
The home was perfect for a couple!
—Roger B.
January 2016
Rating:
5
Tim was great, a pleasure to work with. Thanks again Tim. The home was perfect for a couple! The location on Ann street is the side of town I enjoy the most. Truck traffic in the morning could be bothersome to some, but didn't bother us. I really enjoyed the inside outside patio with grill, and the backyard pool. The central air and plumbing works great at the house. I've stayed at places in Key West before where that is an issue. Overall a wonderful place!
Probably the best rental location
—Brian N.
December 2015
Rating:
5
Historic Hideaways provides excellent service for a carefree rental. Ann St. Garden is located near enough to everything (Duval, Mallory Sq.Z. Taylor State Park etc) that you never need a car. Although close to everything Key West, the property is extremely quiet. The Garden area and pool make it ideal for those who wish quiet restful time. The home itself has everything you need from well furnished kitchen, comfortable living areas with good TV's and enough outside furniture to match any persons needs
Hidden Gem in Old Town Key West
—-Wisconsin
November 2015
Rating:
5
The Ann St cottage was perfect for our Key West vacation. We parked our car when we arrived and walked everywhere on the island until we left, using the hop-on, hop-off trolley to get around. What we loved best about this property is the outdoor room. It is large and private, making it very comfortable. We ate all of our meals outside! The kitchen is well-equipped and we established a pattern of walking to the nearby seafood market daily - we steamed local lobster at home, grilled tuna and grouper and enjoyed stone crab claws each evening. It was an awesome and affordable way to experience Florida's seafood. One disappointment was that the pool water was too cold to swim and, in November, the daily sunshine did not reach our pool area.
Could not have been better!
—Steve B.
July 2015
Rating:
5
Check-in with Bill was a breeze. He provided the excellent advice that we should see which items (paper plates, soaps, trash bags, etc.) were already in the rental before we went shopping. The rental itself was very clean and contained everything we needed for the visit. The location could not be beat. We were quickly to our destinations whenever we went out. The grounds were quiet and the pool area contained lush tropical landscaping, which created a wonderful environment when we sat out there. The pool itself was large, clean and seemed to never be too warm or cold - so I assume it was temperature regulated. Highlights of the rental were the covered outdoor patio with ceiling fan and large comfortable living room. We have been coming to Key West for several years and this is easily our favorite rental in terms of size, amenities and location. I really have no negative comments about our experience.
A Hidden Gem!!!
—Christine S.
April 2015
Rating:
5
We loved Ann Street Gardens! A block from Duval 2 blocks from the historic seaport. In the middle of it all but as quiet as can be! The gardens, the pool, the home, all beautiful!! We have been coming to KW for 15 years. This home us a true hidden gem!!!


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