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Book Online or call HomeAway Booking Assistance 888-640-7927
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:: COOL BREEZE @ THE ANNEX :: Impeccably Furnished Villa / Near Duval + Pool....

Bedrooms 2
Half Baths1
Space 1,200 sq. ft.
Property type villa
Minimum Stay 7 nights


About the property

Truman Annex, 2 bedrooms 2.5 baths.

This charming villa is located on the President’s Walk in the Truman Annex, Key West’s most exclusive gated community, in the heart of Old Town. You’ll be just a short walk from the best restaurants and attractions, including Sunset Pier, Duval Street and the sunny, sandy beach at Fort Zachary Taylor State Park. You won’t need a car, because it’s all right outside your door. Just for fun, you can rent a bike or scooter from the shop just one block away, right next to a deli/convenience store.


As you enter, you’ll be struck by the distinctive Spanish tile floors and tropical colors. “Cool Breeze” has large French doors that open up to your own covered patio and a comfortable sofa bed for extra guests. The large flat screen TV is great for those times you need a break from Key West’s night life, or you can stretch out under the shade of the manicured vegetation and palm trees on one of your three covered porches. Great “people watching” can be had on the covered front porch overlooking Southard Street. The kitchen is fully equipped to prepare any meal, and you can dine either indoors or outdoors. A powder room is just off the living area.


Just outside your back door is the Community Pool with chaises and umbrellaed tables with chairs. Key West’s famed Fort Zachary Taylor State Park, with the prettiest beach in Key West is down the block. “Cool Breeze” has provided all of the necessary beach gear for you, including towels, beach mats and a cooler.


Both bedrooms are on the second level of this two-story villa. The master bedroom with its en-suite bathroom has a king bed, flat screen TV, large closet and double French doors to the covered balcony. The second bedroom has a queen bed, flat screen TV and also has an en-suite bathroom.


Central Heat and A/C, Ceiling Fans in All Rooms, Cable TV in Living Room and Both Bedrooms, DVD Players, Wireless high-speed Internet Access, Free US/Canadian Long Distance Phone Service, Fully equipped kitchen with Microwave, Blender, Toaster, Ice Maker and Electric BBQ, Linens, Towels, Hairdryers, Assigned Carport Parking, Daily or weekly housekeeping provided upon request. This property will accommodate 4 to 6 adults.


As a Vacation Rental Broker, we will do everything possible to assure you of a memorable and thoroughly enjoyable stay while you are in one of the homes we manage. Our job is to make sure each home has been maintained to an exceptional standard and has no defects or problems that will spoil your stay. If there is a problem, we pride ourselves in our ability to address and solve that problem before it has intruded on your vacation experience. And in these uncertain times, you'll have added peace of mind knowing that the rental funds you have paid in advance will remain in a secure escrow fund until the day you enter your vacation home.


If you decide you want to buy your own piece of paradise, as your Exclusive Buyer's Broker we will do our utmost to discover assets and/or defects of a given home or parcel. We will negotiate on the buyer’s behalf for the best price and term, using every legal and ethical device to obtain the most favorable outcome for the buyer through every step in the property buying process. And that is our commitment, for each and every client we serve, on every transaction we oversee.

More Details

Property Manager
Last Key Realty
Speaks: english, french, spanish
Manager indicates their response time is:
Within 12 hours
Calendar last updated:
April 25, 2017


Truman Annex Villa Accommodation and Amenities

Property Type:
  • villa
  • Housekeeper Optional
Floor Area:
  • 1200 sq. ft.
House Rules:
  • Max. occupancy: 6
  • non smoking only
  • children welcome
Location Type:
  • Downtown
  • Near The Ocean
  • Resort
  • Town
  • Village
  • Waterfront
  • Tourist Attractions
  • Activities Guide
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access
  • Ceiling Fans
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Parking Off Street
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Ice Maker
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower
    Bathroom 3 - toilet
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 queen
    Bedroom 3 - 1 sleep sofa /futon , Queen sleep sofa
  • DVD Player
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Beach Towels
  • Gated Community
  • Lawn / Garden
  • Terrace
  • Unscreened Porch / Veranda
  • Wood Deck
  • suitable for elderly or infirm
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • Outdoor Pool
Onsite Services:
  • Concierge
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • reefs
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • paddle boating
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • paragliding
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing

Learn more about this vacation rental at the manager's website:


Exceptional! 5/5 -
(39 traveler reviews)

:: COOL BREEZE @ THE ANNEX :: Impeccably Furnished Villa / Near Duval + Pool....
average rating of 4.974359 based on 39 reviews

Great holiday vacation spot

  • 5 of 5

Very nice stay during the holiday at this home. Convenient location for walking all around the downtown and the Duval Street area. Morning coffee on the front porch, watching the famous Key West chickens was fun! We took home some great video of their shenanigans! Blue Heaven became out favorite hangout spot for breakfast and dinner. The house was extremely comfortable for the 3 of us and we would stay here again. We had a little problem with the internet, but our manager, Lori came by right away and took care of it.

  • Submitted: Jan 13, 2016
  • Stayed: Dec 2015
  • Source: HomeAway
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0 1
Towson, MD

Great place and location!

  • 5 of 5

My husband and I stayed at Cool Breeze with another couple and we all really loved our stay! The location is so convenient to all of the action yet the community is tucked away a little so the area felt safe and was quiet late night. We found the property to be very clean and comfortable and would absolutely recommend it to anyone! Since our group was made up of two couples it was nice that each of the bedrooms upstairs had an attached bathroom and having the third bathroom on the first floor was super convenient. Five well-deserved stars!!!

  • Submitted: Jan 4, 2016
  • Stayed: Dec 2015
  • Source: VRBO, from HomeAway
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0 0

Pretty townhouse in old town

  • 5 of 5

We wanted a romantic get away and this was it! Very cheerful colors inside the house and it was so clean and very comfortable! We did enjoy some paddle boarding, Ft Zachary Taylor Beach and many sunsets (and margaritas too!) Best dinner we had was at Michael's. The scallop appetizer there is so amazing! I would certainly recommend this house and Last Key Realty. A big thank you to Lori, for her amazing service during our visit.

  • Submitted: Dec 4, 2015
  • Stayed: Nov 2015
  • Source: HomeAway
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0 0

Our 2nd year at Cool Breeze

  • 5 of 5

This home is exceptional! My wife loves this house and we all enjoy the back patio for our morning coffee. The location for race week is perfect! This is our second year staying at this home. We are already signing up for Nov 2016. Lori is fantastic and we can't imagine staying anywhere else!!! See you next November!

  • Submitted: Nov 22, 2015
  • Stayed: Nov 2015
  • Source: HomeAway
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0 0

Wonderful home with great location and service

  • 5 of 5

This was such a perfect home!. We all fell in love with this colorful place! We walked to all of the festival celebrations and events downtown. Even our grocery shopping was taken care of for us by Lori, who was also the manager. Lori did a wonderful job seeing to all of our requests. It was a real pleasure dealing with such a professional company and staff. This home had everything we could possibly need or want. We are already looking forward to fantasy fest next year and certainly will use Last Key again.

  • Submitted: Nov 8, 2015
  • Stayed: Oct 2015
  • Source: HomeAway
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0 0

Cool Breeze

  • 5 of 5

Great place, nicely decorated, clean and perfect location!! Can walk everywhere.

  • Submitted: Aug 10, 2015
  • Stayed: Jul 2015
  • Source: VRBO, from HomeAway
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1 0


Nearest Airport
2 Miles
Key West international Airport
Nearest Barpub
0.1 Miles
The Green Parrot
Nearest Ferry
0.5 Miles
Fort Myers Ferry
Nearest Golf
5 Miles
Key West Golf Club
Nearest Motorway
0.1 Miles
Route 1
Nearest Restaurant
0.2 Miles
Blue Heaven
Nearest Beach
0.4 Miles
Fort Zachary Taylor State Park
Car: not necessary


Rates & Availability

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