356+ Vacation Rentals Near Anne's Beach |
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Gulfbluevacations - Vacation Rentals in Anne's Beach

Property Image From $513
         

10.0 (31 Reviews)
House
NEW POOL * Waterfront Paradise with Amazing Sunsets on Beach*
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $308
         

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9.3 (3 Reviews)
House
Key Lime Cottage in the heart of Islamorada
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $368
         

10.0 (16 Reviews)
House
201 m² House ∙ 3 bedrooms ∙ 10 guests
  • 2163 ft² House
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $446
         

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8.8 (61 Reviews)
Condo
Topsider Resort
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $449
         

9.8 (19 Reviews)
House
3200 square ft. Masterpiece Home, Fishing Paradise Waterfront, Beach Islamorada
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,388
         

New
Apartment
Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,609
         

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10.0 (10 Reviews)
House
372 m² House ∙ 4 bedrooms ∙ 12 guests
  • 3999 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $168
         

8.8 (60 Reviews)
Resort
Matecumbe Resort
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $280
         

New
House
Beautiful 2/2 Florida keys home rental
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $1,283
         

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New
House
Beach Residence Private overwater dock Heated Pool Mahi Key
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $643
         

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10.0 (10 Reviews)
House
164 m² House ∙ 3 bedrooms ∙ 6 guests
  • 1765 ft² House
  • Air Conditioner
  • Parking
  • TV

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Property Image From $592
         

10.0 (1 Review)
House
ISLAMORADA BEACH HOUSE
  • Air Conditioner
  • Parking
  • TV

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Property Image From $1,007
         

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New
House
Waterfront Wonder
  • Air Conditioner
  • Pet Friendly
  • Pool

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Property Image From $254
         

10.0 (155 Reviews)
Condo
AQUAMARINE OCEANVIEW+”SPECIAL RATES”+nDOCK+POOL+GYM+SPA+”153”5 STAR REVIEWS!
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $880
         

New
Apartment
Ocean View Duplex Penthouse Retreat amenities: tennis court heated Pool Vista Key One
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,493
         

10.0 (85 Reviews)
House
Oceanfront 165ft Beach-Dock-Pool-4K sq.ft 4 bed-5 bath - Islamorada
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $640
         

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New
House
Sandglass 4
  • Air Conditioner
  • Parking
  • View

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Property Image From $1,337
         

10.0 (75 Reviews)
House
Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $582
         

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New
Apartment
Ocean View Penthouse Retreat amenities: tennis court heated Pool Vista Key Two
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $412
         

10.0 (53 Reviews)
House
ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $369
         

New
House
Antigua Place
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $830
         

10.0 (48 Reviews)
House
Beach Dream House, relax and enjoy the clear waters of Islamorada FL
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,500
         

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10.0 (29 Reviews)
House
Turtle Beach is an Oasis on the Atlantic Ocean
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $999
         

10.0 (24 Reviews)
House
Islamorada Boaters Paradise with 70' Dock and private beach access.
  • Air Conditioner
  • Parking
  • Pet Friendly

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

Gulfbluevacations 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