Villa Sombrero – Private Waterfront Living with Sunset Views in the Florida Keys
Villa Sombrero is a peaceful waterfront retreat overlooking Boot Key Harbor, offering breathtaking sunsets to the west and refreshing island breezes flowing in from the east through Sisters Creek. A natural waterway that leads directly to the Atlantic’s renowned fishing and diving grounds.
Located directly across from a protected natural preserve, the villa enjoys exceptional privacy with no neighboring homes across the water, creating a calm and exclusive atmosphere that guests truly appreciate.
The location is ideal both on land and on the water. On land, guests enjoy easy walking and biking along Sombrero Boulevard, a favorite scenic route in Marathon. The Sombrero Country Club golf course is within walking distance, making this an excellent choice for golf enthusiasts who want convenience without driving.
For boaters, Villa Sombrero offers an outstanding home base. From your dock, you’ll have quick access to open water, nearby marine fuel stations and popular waterfront restaurants. Perfect for breakfast runs, lunch by boat, or sunset cruises. Whether you’re an avid boater or simply enjoy being on the water, this location makes it easy and enjoyable.
Villa Sombrero is ideal for guests seeking privacy, comfort, walkable surroundings and effortless access to the best of the Florida Keys lifestyle, all while being just minutes from dining, shopping and local attractions in Marathon.
Unique Benefits
Large Heated Pool overlooking a large waterway (Sisters Creek)that leads to the Atlantic. Sisters Creek is a beautiful, wide waterway with active Sea Life all year round. Great fishing, Diving, Kayaking. Tennis court at pool side.
Over 200 feet of seawall overlooking a Boot Key Harbor and Natural preserve. Easy access to the Atlantic or Gulf of Mexico.
12th Fairway and Green only steps from front entrance.
Sisters Creek is a beautiful, wide waterway with active Sea Life all year round. Great fishing, Diving, Kayaking.
Hangers, Fire extinguisher, Carbon monoxide detector, Smoke detector, BBQ, Fish Table & Freezer, Tennis Court & Outside Shower.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Jan 01 - Apr 01 2026 | $675 | $4,725 | $18,900 | 7 nights | |
Apr 01 - Apr 30 2026 | $600 | $4,200 | $16,800 | 7 nights | |
May 01 - May 20 2026 | $625 | $4,375 | $17,500 | 7 nights | |
May 27 - Aug 12 2026 | $675 | $4,725 | $18,900 | 7 nights | |
Aug 12 - Aug 26 2026 | $625 | $4,375 | $17,500 | 7 nights |
Fees:
Notes:
We are thrilled to have you consider staying at our beautiful property. We want to make sure you have the best experience possible, so we invite you to reach out to us via email. We frequently run special offers and discounts throughout the year, and by contacting us directly, you can receive exclusive deals tailored to your needs.
Whether you have specific dates in mind or simply want to inquire about our current specials, please send us an email at flkeysvilla@
Our friendly team is here to assist you with any questions you may have and provide you with personalized options to make your stay even more memorable.
Don't miss out on the opportunity to take advantage of our limited-time offers. We can't wait to welcome you to our vacation rental and create wonderful memories together!
60-day free cancellation policy: Flexible and risk-free booking for your vacation rental.
An additional $35.00 per night charge per person will apply for bookings with more than 8 occupants
Warm regards,
Villa Sombrero
Marathon, FL
Last updated on March 13, 2026
Great place to stay!
We really enjoyed the house, very well appointed! 5 kayaks for you to use anytime , and believe me we used them and had a blast! Debra the owner is a dream even had a Bottlle of Champaign and a cake waiting for our Anniversary! If your going to the Florida Keys, this place is a must! Close to grocery stores, beach, restaurants, aqaurium, golfing and so much more. For Charter Fishing...Mullertime Sport Fishing. Whale Harbor, Islamorada.
Stayed: January 2024 Submitted: January 12, 2024
Annual lobster diving trip
My favorite house I’ve stayed in this far! We’ve been coming to the keys every year for as long as I can remember and this house was by far a fan favorite for our family. Will definitely be back next year!
Stayed: August 2022 Submitted: September 07, 2022
Host response
"Thank you so much for the kind words Brittany! We’re truly honored to hear that Villa Sombrero has been your favorite stay in the Keys so far, especially knowing how long your family has been visiting the area. It means a lot to us that the home became a family favorite and we’d absolutely love to welcome you back next year. Please don’t hesitate to reach out anytime when you start planning your next trip.Warm regards, Jesús"
Jessica M.Beautiful Property with Amazing Views
This property is all about amenities, location and great customer service. We had a wonderful time in Villa Sombrero this year. Can’t wait to be back next spring.
Stayed: May 2022 Submitted: June 01, 2022
Host response
"Thank you so much Jessica! We’re happy to hear you enjoyed the amenities, location and service. We’d love to welcome you back to Villa Sombrero anytime. Hope to see you again next spring!"

Member since 2018
Speaks: English, Spanish