Sunset at PirateHead CoveManatee at our private dockDecks  and HouseLiving Room and KitchenQueen Bedrooms (2 identical)Living Room Sofa BedSwim Ladder to snorkel and swimPirateHead Path and GardensPathway at NightDeck and Solar ShowerSunset from the Patiosnorkeling off the private dockJump from the Private Dock!Swimming off the private dockStone Crab caught at PirateHead CoveHatteras FloatelHatteras FloatelBow of FloatelDeck of Floatel (night)Hatteras Floatel SalonFloatel V-Berth Kingsize BedCaptain's Cabin QueenCaptain's Cabin Twin2 piece Deck BathroomDeck Bathroom (sink and toilet)Floatel Galley with Full Size FridgePirateHead ReefGuest swimming with manateeSunrise viewed from the deck of Floatel
“ Excellent ”
8 Reviews
12A 12th Ave, Key West, FL 33040


Bedrooms: 2
Bathrooms: 2
Sleeps: 4
Type: Home
Per night: $249 - $349
Per week: $1,743
Pets allowed: No
Internet: Yes
Description of the Key West vacation home rental
Ahoy! PirateHead Cove, your affordable vacation dream-come-true is now taking bookings for 2015!

Please check the calendar on this site for availability. We do not take rentals of less than 7 nights unless it is between 2 already booked weeks, and ONLY if it shows as available on the calendar.
We are located within Key West city limits in one Key West's only waterfront neighborhoods. We are about 4 miles from Duval Street and downtown, about 2 miles from Smather's Beach and the airport, and half a mile from the golf course, some cool local restaurants, bars, convenience and liquor stores.

Your rental includes Jamis Taxi Cruiser bicycles for your use, 4 kayaks, snorkels and masks, water toys, a cooler for the beach, and some limited fishing gear. If you play the guitar, let us know, we will lend you one!

Immaculate and elegant waterfront guest house with 2 queen bedrooms and a sofa bed in the living room. House is best suited for 2 adult couples (maximum) or family with 1 couple, and up to 3 kids 6-16. When booking you must state ages of all people staying and please specify genders so we know if the cot is needed for kids. Fully stocked kitchen with oak breakfast bar, dining table, modern designer-bath with slate-tiled shower, gleaming hardwood floors, covered patio with outdoor dining furniture, central air, cable TV & wireless internet. Professionally landscaped tropical garden setting by prominent Key West landscape artist.
Just a few steps across the yard to dive off the dock into the crystal clear ocean, or sun yourself on the patio. Fully stocked with towels and linens, deck towels, dishes and cookware. Gas BBQ, hot tub and parking for one car.

After a busy day downtown, come home and relax in the hot tub and watch the sunset. Desire something different? Just ask..we will do our best to make it happen.

Our rate is $349/night* for guest house. Non-negotiable. Rates are based upon availability and may vary during holidays/events. See seasonal specials as posted.
*$15 per person per night over 4 adults.
No college students or spring breakers, sorry. PirateHead Cove is not a party house.
Area Information
Located within Key West city limits, we are in one of Key West's only waterfront neighborhoods. Our living reef, just steps from your door, is home to a myriad of tropical fish, and is frequently visited by manatee, dolphins, sea turtles and other tropical sea friends. Owner is on site in separate apartment. We are about 4 miles from World Famous Duval Street, half a mile from the 18 hole golf course, liquor store and some great local restaurants and bars. We are 4 miles from Smather's Beach, 2 miles from the airport, & shopping. Pirate Head Cove is the best of both worlds! Close enough for downtown action when you want it, and quiet enough to relax when you don't!


Fair Winds and See Ye There!

Availability Calendar


Begins Ends Week
Weekly Monthly Min
Jan 01 2015 Oct 17 2015 $249 $249 $1,743 $6,500 1 Week
Oct 17 2015 Dec 31 2016 $349 $349 - - 1 Week
Check In: 3 p.m. Check Out: 10 a.m.
Lodging tax: Included
Deposits: Guest House only $249/night until Oct 16, 2015 Oct 17, 2015 to Dec 31, 2016 349/night. 7 night minimum. Deposit is fully refundable with 90 day written notice prior to arrival date. $89 damage fee and 200$ cleaning fee . Any other cancellations forfeit 50% of rental cost unless owner approved. Rates may vary during special events and holidays.
Payment Options: Cashier's Check, Discover, Mastercard, Money Order, Visa
Other Fees: Any damage caused by guests or friends of guest not covered by insurance policy will be charged to said guest. No persons other than PirateHead Cove's registered guests may stay or use it's amenities without prior permission of owner. No exceptions.


  • Beds

  • 2 Queen Beds
  • 1 Sofa Bed
  • Features

  • Air Conditioning
  • Dock/Boat Slip
  • Hot Tub
  • Parking Included
  • Beach Chairs
  • Full Kitchen
  • Kayak
  • Patio
  • Beach Towels
  • Hardwood Floors
  • Linens Provided
  • Porch
  • Bikes
  • Heating
  • Oceanfront
  • View (Ocean)
  • Deck
  • High Speed Internet
  • Outdoor Shower
  • Waterfront
  • Appliances

  • Blender
  • Dishwasher
  • Microwave
  • Stove
  • CD Player
  • Gas Grill
  • Oven
  • TV (Cable/Satellite)
  • Ceiling Fan
  • Ice Maker
  • Radio
  • Toaster
  • Coffee Maker
  • Iron
  • Refrigerator (Full)
  • Washer/Dryer
  • DVD Player
  • Activities

  • Boating
  • Snorkeling
  • Gym/Fitness Center
    (3 miles)
  • Shopping Area
    (3 miles)
  • Fishing
  • Bicycling
    (<1 mile)
  • Live Entertainment
    (3 miles)
  • Tennis
    (3 miles)
  • Kayaking
  • Restaurant
    (<1 mile)
  • Parasailing
    (3 miles)
  • Windsurfing
    (3 miles)
  • Ocean
  • Golf
    (1 mile)
  • Park
    (3 miles)
  • Aquarium
    (4 miles)
  • Sailing
  • Beach
    (2 miles)
  • Playground
    (3 miles)
  • Deep Sea Fishing
    (7 miles)
  • Scuba Diving
  • Grocery Store
    (2 miles)

Other Vacation Rental Amenities
Sun yourself in the private courtyard surrounded by lush tropical gardens and palms...
or step off the private dock into the warm, crystal clear ocean for a snorkel or swim or watch the dolphins frolic while enjoying your coffee or cocktails on the patio..all this is possible from this beautiful waterfront setting! Desire something different? Just ask..we will do our best to make it happen.

Reviews for this vacation home rental in Key West, Florida

Have you been a guest of this property? Write a review!
Patricia Dubberke

Patricia Dubberke


Water front Key West

December 18, 2014

Cozy home, well supplied, welcoming and engaging owners with lots of sunshine. Tucked in a quiet neighborhood on Stock Island. Great vacation.

Jeff and Michele Lynn

Owner's reply:

We are so happy you chose PirateHead Cove for your vacation! It was lovely having you here!
Hope to see you again,
Michele and Jeff

Morgan Garvin Daniels

Morgan Garvin Daniels

Manassas, VA

Best Honeymoon EVER

October 25, 2014

What a great place this was. My husband and I spent the first week of our honeymoon at Pirate Head Cove and we couldn't imagine it anywhere else! Michele was so great and so welcoming! She showed us where FREE parking was.....recommended excellent restaurants....and fun things to do downtown! We loved being away from the hustle and bustle downtown....but it was close enough that either a bike ride, car or cab ride was super quick. We loved spending each evening in the hot tub relaxing on the back deck! We loved waking up every morning and seeing the Iguanas on the beck and in the trees, feeding them apples and oranges! We loved having a kitchen to cook in.....a living room to relax in....nice beds to sleep in! We WILL be back again to Pirate Head Cove!!!

Jeff and Michele Lynn

Owner's reply:

Thank you so much for choosing PirateHead Cove! You are an adorable couple and we wish you the most awesome life together possible! We look forward to welcoming you back!
PS..It's a great location for anniversaries too!!
Michele and Jeff

pam gill

pam gill

Crooksville Ohio

Great Time! Great Place to stay!

August 2, 2014

We had 2 couples and a guest at the house, very nice and clean home! Owners were very nice and very helpful! Excellent place to stay!

Jeff and Michele Lynn

Owner's reply:

Thank you for choosing PirateHeadCove! It was a pleasure having you stay with us. Come back again soon!

Jeff and Michele

Susie Lowe

Susie Lowe

green ohio

perfect vacation in great location

February 28, 2014

My wife and I along with another couple were looking for a house to rent for a week but did not know if we wanted to stay in town or out a little. We made the right choice! Only minutes to Duvall St. but away from the hustle bustle when we just wanted to relax. The property is just as described and more! Great clean house with great deck and hot tub. Saw tropical fish and swam in the channel. Michele and Jeff are great hosts. This was a perfect vacation in paradise.

Jeff and Michele Lynn

Owner's reply:

Thanks so much for staying with us! We thoroughly enjoyed having you and seeing you using the kayaks and amenities of PirateHead Cove!
Come again soon,

Michele and Jeff

Angela Thompson

Angela Thompson

London, ON Cda

Pleasant surprise

February 21, 2013

We were very happy with our choice to stay at Pirates Head Cove. The owner was wonderful and accommodations clean and well equipped. We would definitely return.

Jeff and Michele Lynn

Owner's reply:

Thanks Angela and family! It is always fun to have Canadians in Paradise! We look forward to seeing you again!


leah Rodriguez

leah Rodriguez

Vero Beach, FL

Great Key West Vacation Rental

March 13, 2011

The rental was great, very spacious, nice pool and close to the beach and great restaurant. I would definitely stay here again.



Illinois, USA

Great Property

October 6, 2010

What a great property! We stayed for 4 nights and couldn't have been happier with this place. Michele the property owner was very accomodating and place was clean and tidy. What a great way to spend a few days in the Keys. I would recommend Pirate Head Cove anytime.



Palm Bay, Fl

Had a blast

April 22, 2010

My wife and I, and another couple just stayed here for 4 nights. The first night we stayed on the yacht because the house was occupied by another family which was ok, we enjoyed our stay and thought it was neat. The Yacht was a very nice and the beds were extremely comfortable. The other nighs (3) we stayed in the home which was extemely comfortable as well, very clean and kept well. It was like staying in paradise. I am extemely glad that we decided to stay here and not a hotel. Michelle and Jeff the owners and very nice and like to get to know the people the stay there. They let us know of places near by to go to,to have a good time and to get great food. Malory square is app. 10-15 mins by moped depending on traffic and 8-10 mins to duval st. We had a great time. This is a must see and I would definatly say a MUST STAY..... WE LOVED IT. This was our honeymoon and the other couples anniversary and we are planning to go back next year to stay again.

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Page Views This month: 370 This year: 1,571 Since listed: 26,708
Last updated: March 28, 2015

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Jeff and Michele Lynn

Jeff and Michele Lynn

305 890 6365