Book Direct & Save - No Booking Fees
3200 sq. ft. The Villa overlooks Boot Key Harbor with its beautiful sunsets to the West and refreshing breezes from the East that travel down Sisters Creek, a natural waterway that leads to great diving and fishing grounds of the Atlantic.
Across Sisters Creek there is a natural preserve and no neighbors. It is private, exclusive and a great destination.
You’ll love my place because of Villa Sombrero is an exclusive and private waterfront destination in the heart of the fabulous Florida Keys.
Other things to note:
Price: Prices range from $550 per night to $675 per night. Not including specific holidays/Mini Lobster Season.
Please send an inquiry for the specific dates to receive a proposal with fees & taxes included.
Sales Tax and Tourism Tax in the amount of 12.5% on the rental amount and cleaning fee will be added to your rental amount.
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, VCR, Outside Shower.
No Booking or Service Fees
Save up to 25% compared to other websites - no hidden costs.
Connect Directly with Hosts
Book with confidence and get the best rates.
Florida's #1 Vacation Rental Site
Trusted by millions - your go-to for the perfect Florida getaway.
| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Nov 25 - Dec 16 2025 | $625 | $4,375 | $17,500 | 7 nights | |
Dec 16 - Dec 31 2025 | $675 | $4,725 | $18,900 | 7 nights | |
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 |
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 December 04, 2025
Ian G.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
Brittany P.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
Member since 2018
Speaks: English, Spanish
Facebook
Twitter
Email