Charters By Owner - Vacation Rentals in Sombrero Beach

Updated WATERFRONT, pool, tiki bar, boat ramp, etc From US $357
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Yacht Haven Marina From US $376
         

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9.6 (288 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly
BEAUTIFUL STAY ON THE WATER From US $270
         

1.0 (14 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • View
Aqua Lodge Rentals At Coconut Cay From US $412
         

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9.6 (213 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pet Friendly
Barreto's Paradise From US $316
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Tropical Cottages From US $280
         

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8.6 (933 Reviews)
Cottage
  • Parking
  • Balcony/Terrace
  • Security/Safety
Waterfront House w/Private Pool & Dock From US $523
         

9.6 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
RELAX AWAY- NEW 4BDRM W/40FT DOCK & PRIVATE POOL From US $513
         

9.6 (56 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool
Carpe' Diem Heart of the Fl. Keys Specials From US $213
         

8.8 (150 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Bayside Boaters Paradise w/Pool – Marlin Bay From US $1,117
         

9.8 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Keys Waterfront Half-Duplex, Ocean side 37' Dock, From US $227
         

10.0 (113 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Chartersbyowner makes it easy to compare the best listings on Chartersbyowner homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chartersbyowner homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Sombrero Beach.

Weather in Sombrero Beach

View the weather forecast for Sombrero Beach before booking your Sombrero Beach Vacation Rentals to confirm your best time to go.

December - February
High 79°F       Low 52°F
March - May
High 91°F       Low 55°F
June - August
High 92°F       Low 73°F
September - November
High 90°F       Low 58°F

Sombrero Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Sombrero Beach?
How many vacation rentals are available in Sombrero Beach?

Currently, the total number of properties listed in 2026 is over 1139 in the Sombrero Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Sombrero Beach.