9+ Vacation Rentals Near Theater of the Sea |
  1. USA
  2. Florida
  3. Islamorada
  4. Theater of the Sea

Big Pine Resort Cottages - Vacation Rentals in Theater of the Sea

Oceanfront Private Cottage! From US $269
         

10.0 (110 Reviews)
Cottage
Oceanfront Private Cottage!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Little Bay Cottage From US $550
         

New
House
Little Bay Cottage
  • Air Conditioner
  • Parking
  • View

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Private Cottage on Bayfront Estate with Pool, Beach, Dockage, Kayaks and More From US $557
         

10.0 (13 Reviews)
Cottage
Private Cottage on Bayfront Estate with Pool, Beach, Dockage, Kayaks and More
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lush tropical plantings in a gated compound located directly on the Florida Bay From US $649
         

New
Cottage
Lush tropical plantings in a gated compound located directly on the Florida Bay
  • Air Conditioner
  • Parking
  • TV

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WATERFRONT FISHING COTTAGE/DOCKAGE + Walking distance to world famous Lorelei From US $323
         

10.0 (129 Reviews)
Cottage
WATERFRONT FISHING COTTAGE/DOCKAGE + Walking distance to world famous Lorelei
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More From US $825
         

10.0 (18 Reviews)
Cottage
Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cosy Cottage in Islamorada with private garden & pool - 6 pers. From US $460
         

New
Cottage
Cosy Cottage in Islamorada with private garden & pool - 6 pers.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private Cottage on Bayfront Estate – Pool, Beach, and Boating Paradise From US $739
         

10.0 (18 Reviews)
Cottage
Private Cottage on Bayfront Estate – Pool, Beach, and Boating Paradise
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more From US $991
         

10.0 (13 Reviews)
Cottage
Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more
  • Air Conditioner
  • Parking
  • Pet Friendly

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

Top Attractions Around Theater of the Sea, FL

Bigpineresortcottages offers a large selection of top attractions around Theater of the Sea. Research things to do on your vacation before you visit Theater of the Sea.


Bud n' Mary's Dive Center Founders Park Anne's Beach Bluefin Rock Harbor Marina Florida Keys Dive Center Harry Harris Park Florida Keys Flats Fishing Islamorada County Park Hurricane Monument Windley Key Fossil Reef Geological State Park Kiki's Spa Laura Quinn Wild Bird Sanctuary History of Diving Museum Panhandle Key Matecumbe United Methodist Church PADDLE! the Florida Keys Pigeon Key AKA Dive Charter Florida Keys Brewing Co. Mariners Hospital