Alabama Beachfront - Vacation Rentals in Theater of the Sea

Ragged Edge Resort & Marina in Islamorada From US $166
         

9.6 (262 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hooked on Islamorada Oceanfront Townhome, Private Dock, Pool in Islamorada From US $764
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Treasure Harbor in Islamorada From US $297
         

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9.0 (166 Reviews)
Boat Rental
  • Air Conditioner
  • Parking
  • Pool
5 bedroom - Deep Dockage & Heated Pool in Islamorada. in Islamorada From US $1,341
         

Anglers Reef Vacation Rental in Islamorada From US $495
         

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9.5 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Serenity by the Sea! Anglers Reef with Boat Slip Available! in Islamorada From US $443
         

BOAT SLIP INCLUDED AUGUST-NOVEMBER 2026! in Islamorada From US $446
         

10.0 (61 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Oceanfront 2 Homes | Private Beach & Pool | 3 Acre in Islamorada From US $1,765
         

10.0 (55 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sunset Access + Boat Basin | Walkable Islamorada in Islamorada From US $395
         

10.0 (49 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Islamorada's Anglers Reef - Vaca in Style in Islamorada From US $425
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Venetian Shores Waterfront with Ocean Access, Pool in Islamorada From US $1,321
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pro Tip: Alabamabeachfront makes it easy to compare the best listings on Alabamabeachfront homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Alabamabeachfront 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 Theater of the Sea.

Weather in Theater of the Sea

View the weather forecast for Theater of the Sea before booking your Theater of the Sea Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 56°F
March - May
High 87°F       Low 59°F
June - August
High 91°F       Low 74°F
September - November
High 90°F       Low 64°F

Theater of the Sea Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Theater of the Sea?
How many vacation rentals are available in Theater of the Sea?

Currently, the total number of properties listed in 2026 is over 862 in the Theater of the Sea area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Theater of the Sea.