check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit

Duck Key Villa on Tom's Harbor - Unbeatable Sunsets!

Bedrooms 2
Property type villa
Minimum Stay 2 - 5 nights


Minimum Stay
2 - 5 nights

About the property

2 Bedroom, 2 Bathroom

This Villa is located on Duck Key with Tom’s Harbor at your back door where you can relax and overlook the water from the first or second floor patio, or enjoy the water directly from your Villa by walking just a few steps where boats, jets skis, paddleboards, and kayaks may be anchored. Boat dockage may be rented from Hawk’s Cay Marina on Duck Key or Grassy Key Marina which is two miles south from Duck Key.

Duck Key is located in the middle of the Florida Keys at Mile Marker 61, between Islamorada and Marathon, approximately two hours from the Miami or Fort Lauderdale Airports. Key West is about one hour south from the Villa.

This Villa is a Conch style townhome with a full kitchen supplied with utensils and cookware to be used during your stay; dining area; living room on the first floor with a TV, satellite cable access, DVD player, and wireless internet access; and direct ocean access to Tom’s Harbor from the first floor patio.

There are two bedrooms and two bathrooms located on the second floor with queen sized beds. Each bedroom has full size bathroom is attached to each bedroom. There is NOT a bathroom on the first floor. This unit is perfect for four people, two in each bedroom. There is however, a sleeper sofa that will accommodate two people. No more than six people maximum are permitted to occupy this rental.

The master bedroom has a patio with a beautiful view overlooking Tom’s Harbor. There are queen size beds in each bedroom, with a TV and satellite cable access. There is a clothes washer and dryer on the first floor. Linens, bath, and beach towels are provided for use during your stay.

The beautiful Hawks Cay Marina are located on Duck Key and is in walking distance from this beautiful Villa. The Marina offers every activity that you could want, to include rentals for kayaks, paddleboards, and jet skis. Scuba diving, snorkeling, and fishing are also available. No need to drive anywhere, just walk across Duck Key Drive and you are at the beautiful Hawks Cay Marina.

We do not participate in the Hawks Cay Resort Rental Management Program, which allows us to offer our villa at reduced rental prices. Consequently, the resort may impose restrictions to their facilities, including the pools. Bar and poolside food and drink service is restricted for non-resort guests. If your vacation plans are to primarily spend time at the resort pool/lagoon, receive poolside and bar service, or use the tennis courts, we recommend reserving your stay with the resort.

The Dolphin Connection, and all of the exciting Marina services are available to our guests and must be paid for at the time of service. No charges may be made to the Villa.

More Details

Jan Dempsey Simkins
Member since: 2013
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
January 17, 2017

About Jan Dempsey Simkins

Natives of the west and mid-west regions, but love Florida and the Florida Keys enough to retire here. Both love scuba diving, kayaking, fishing, and bicycling.

Jan Dempsey Simkins purchased this villa in 2013

Why Jan Dempsey Simkins chose Central Florida Keys

This property was our home away from home until we retired and now currently live in the Florida Keys. We traveled frequently to this location to vacation and enjoy all that the Florida Keys had to offer. We have worked hard to make this Villa our home, and strive to make this Villa a home for each of our guests while enjoying their vacations.

What makes this villa unique

This Villa is steps from the beautiful Tom's Harbor. Everything you could wish to do is right out your back door. Swimming, fishing, paddle boarding, kayaking, boating, and jet skiing, just to name a few. The sunsets are amazing every night and can be enjoyed from our back patio.

The town of Marathon is ten minutes away with charter facilities of every sort as well. The options are endless for this this middle keys villa.

Guestbook comments from the owner

My family and I very much enjoyed our two night stay in your rental at the end of March.

My only suggestion would be to make the living room couch into a sleeper sofa. My tween/teen did NOT want to share the queen bed in one of the bedrooms, so my son slept on the couch. A sleeper sofa would have made it more comfy for him.
Mar 2013
  • 1 of 1


Wonderful! 4.8/5 -
(89 traveler reviews)

Duck Key Villa on Tom's Harbor - Unbeatable Sunsets!
average rating of 4.764045 based on 90 reviews

Outstanding! Perfect getaway for two couples!

  • 5 of 5

We had a wonderful time at Duck Key Villa! Everything was easy and worked as expected from the initial instructions (very detailed, thank you) to all the items in the condo and checkout. We wish we could have stayed longer but our two nights were great, loved the water view from the two balconies (upper and lower). We went scuba diving with Dive Duck Key on January 1st. They were very good and despite the rough water and poor visibility they gave us outstanding service and offered a free dive trip if we come again. The condo was furnished with everything we needed. Having coffee filters already there is a great touch, as well as towels and the basic cleaning supplies and soap. We will definitely try to come again in the next couple years as we have another scuba trip to make!

  • Submitted: Jan 2, 2017
  • Stayed: Dec 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

We loved it

  • 5 of 5

The villa was great, clean and very comfortable - even for a family of six like ours. We enjoyed the sunset from the back porch and loved the hidden pool just a few yards away. Having dinner at Anglers & Ale with a lovely view over the marina was nice, too. We can definitely recommend this place!

  • Submitted: Nov 29, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
2 0
sarasota fl

very nice place , great location

  • 5 of 5

great place to stay,very clean and close to everything.

rented a boat from the marina and explored the area,great way the see the keys.

we will be back.

  • Submitted: Nov 22, 2016
  • Stayed: Nov 2016
  • Source: HomeAway
Did you find this review helpful?
1 0


  • 5 of 5

This villa was everything we could have wished for. Very comfortable beds and all we needed. The sunsets were amazing. We would definitely book again. Very convenient for travelling to Key West

  • Submitted: Nov 13, 2016
  • Stayed: Nov 2016
  • Source: HomeAway
Did you find this review helpful?
0 0

Nice place clean needs new bedding would stay again

  • 4 of 5

Nice place clean needs new bedding

  • Submitted: Oct 31, 2016
  • Stayed: Oct 2016
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your response. With the assistance of your information we were able to identify the bedding you are referring and have made the replacement. Thank you again for bringing that to our attention.
Did you find this review helpful?
1 0
Boca Raton

Chicken Soup For The Soul

  • 5 of 5

Wonderful location. The open back porch faces West and overlooks Tom/s Harbor. Beautiful Sunsets. Unit is clean-updated and offers all the amenities needed. Plenty of towels for beach and baths. Located right across the street from the marina which now has both in/outside tables with Fire pits and music in the evenings. The main resort has elegant dining and a full bar available, as well as a gigantic Fire Pit. Relaxing after a day of sun and fun. You can swim with dolphins and rent some Jet Skies too (extra cost). We have been coming to Duck Key for over 10 years and HIGHLY recommend it, and this unit. Equally good for families or, as a romantic weekend getaway. Had a small maintenance issue while there, owners came personally to address the problem. The owners are "hands on" great people. Rent this unit, you won't be disappointed.

  • Submitted: Oct 24, 2016
  • Stayed: Oct 2016
  • Source: HomeAway
Did you find this review helpful?
2 0


Lazy Days
"This is a great restaurant with very nice views of the water."
Seven Mile Bridge
"Awesome views that you can't miss while you are in the Keys. The Sunset Restaurant at the b..."
John Pennekamp Coral Reef State Park
"Love scuba diving in the John Pennekamp State Park. Beautiful reefs!"
Pilot House
"The Pilot House is a stop that I recommend to all my friends and family in Key Largo on thei..."
John Pennekamp Coral Reef State Park
"Love scuba diving in the John Pennekamp State Park. Beautiful reefs!"
Sunset Pier
"Excellent food and atmosphere, a must while in the Keys!"
Sunset Grille and Raw Bar
"An absolute must for a lunch or dinner! The atmosphere is awesome."
The Wreck & Galley Grill
"Great for lunch and a drink. Good bar atmosphere. Decent Prices. Close to Duck Key."
Sparky's Landing Fish and Cocktails
"This is a great restaurant with great water views. The food is outstanding."
Nearest Barpub
2 Miles
The Wreck Gally and Grill
Nearest Golf
7.5 Miles
Key Colony - 9 hole par 3 public course
Nearest Restaurant
4.5 Miles
The Island Fish Company
Nearest Beach
11 Miles
Sombrero Beach
Car: necessary


Rates & Availability

Enter dates for accurate pricing
Contact Me Send a Message

Additional information about rental rates

Cleaning $125
Refundable damage deposit $250
Tax Rate 12.5%

Cancelations may be made without penalty if made at least thirty days prior to the scheduled stay. Monthly rental cancelations must be made at least sixty days in advance without penalty. The cancelation policy is outlined in the rental agreement. Absolutely no more than six persons may reside in this rental under this agreement. Absolutely no smoking.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
Available arrival
Available stay (no arrival)


Duck Key Villa Accommodation and Amenities

Property Type:
  • villa
  • Guests provide their own meals
  • Housekeeper Included
Floor Area:
  • 900 sq. ft.
  • 2 stories
Location Type:
  • Ocean View
  • Oceanfront
  • Water View
  • Waterfront
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room ...
  • Parking ...
  • Telephone ...
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 2 Bathrooms
  • Bathroom 2 -
    Bathroom 1 -
  • Two full size bathrooms are attached to each bedroom located on the second floor. There is NOT a bathroom located on the first floor.
  • 2 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 queen
    Bedroom 2 - 1 queen
  • There are two bedrooms and two bathrooms located on the second floor; each full size bathroom is attached to each bedroom. The master bedroom has a patio with a beautiful view overlooking Tom’s Harbor. There are queen size beds in each bedroom, with a TV and satellite cable access. Both beds have new pillow top beds, and a sofa sleeper.
  • DVD Player ...
  • Satellite / Cable ...
  • Stereo
  • Television ...
  • Video Library ...
  • Balcony ...
  • Bicycles ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Water Sports Gear ...
  • Events Allowed
  • Long-term Renters Welcome
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool
Onsite Services:
  • Massage
  • health/beauty spa
  • marina
  • restaurants
Leisure Activities:
  • boating
  • eco tourism
  • paddle boating
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • deepsea fishing
  • fishing
  • fly fishing
  • jet skiing
  • kayaking
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surf fishing
  • swimming
  • water skiing
A safe is provided for guests to lock their personal belongings. This safe is large enough to place items of value to include a laptop computer. Many guests inquire regarding a outdoor grill. Unfortunately, there is no grilling allowed on the property in accordance with home owner association guidelines. However, there are charcoal grills available for our guests to use at the Hawks Cay Marina, which is directly across from the Villa.

Partner Offers