2+ Vacation Rentals Near Anne's Beach |
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Montgomery Cottages - Vacation Rentals in Anne's Beach

Work from home in this slice of Islamorada paradise! From US $292
         

9.8 (14 Reviews)
Cottage
Work from home in this slice of Islamorada paradise!
  • Air Conditioner
  • Parking
  • TV

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Key Lime Cottage in the heart of Islamorada From US $308
         

|
9.5 (4 Reviews)
House
Key Lime Cottage in the heart of Islamorada
  • Air Conditioner
  • Parking
  • Pool

View Availability
★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages 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 Anne's Beach.

Weather in Anne's Beach

View the weather forecast for Anne's Beach before booking your Anne's 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

Top Attractions Around Anne's Beach, FL

Montgomerycottages offers a large selection of top attractions around Anne's Beach. Research things to do on your vacation before you visit Anne's Beach.


Sombrero Beach John Pennekamp Coral Reef State Park Jimmy Johnson's Big Chill Dolphin Research Center Theater of the Sea Seven Mile Bridge Key Largo Undersea Park Flamingo Visitor Center Dolphins Plus Bayside Dolphin Cove Bud n' Mary's Dive Center Founders Park The Turtle Hospital Vaca Key Caribbean Club Bar Dolphins Plus Harry Harris Park Florida Keys Country Club Bluefin Rock Harbor Marina Florida Keys Dive Center

Anne's Beach Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Anne's Beach?

Currently, the total number of properties listed in 2026 is over 2 in the Anne's Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Anne's Beach.