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

Property Image From US $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 US $308
         

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

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Property Image From US $446
         

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8.8 (62 Reviews)
Condo
Topsider Resort
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $517
         

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 US $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 US $168
         

8.8 (81 Reviews)
Resort
Matecumbe Resort
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $592
         

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

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Property Image From US $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 US $445
         

10.0 (156 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 US $1,487
         

10.0 (85 Reviews)
House
Only 3 weeks left in 2025 for a pre-Christmas getaway! Oceanfront/Pool/dock
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $1,382
         

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 US $519
         

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 US $862
         

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 US $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 US $1,050
         

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

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Property Image From US $668
         

10.0 (21 Reviews)
House
Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $320
         

10.0 (21 Reviews)
House
Water Front 3/3 Family and Boat Friendly Home, Great Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From US $347
         

10.0 (15 Reviews)
Condo
Ocean View with protected dock on lagoon with private boat ramp
  • Air Conditioner
  • TV
  • Security/Safety

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Property Image From US $401
         

10.0 (11 Reviews)
Condo
Gulf View Retreat @ Bay Harbor
  • Air Conditioner
  • Pool
  • TV

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Property Image From US $1,339
         

10.0 (10 Reviews)
House
Sandy Beach Cove🏝️🏖️ Gated Private Beach Home Plus Cottage Oasis , With Dock
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $388
         

10.0 (9 Reviews)
House
Incredible Bayside Home in the Florida Keys!
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $656
         

10.0 (6 Reviews)
House
Island pool home awaits in Islamorada's Port Antigua
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $387
         

10.0 (6 Reviews)
Condo
Florida Keys Spacious 1 BR with 2 Balconies Pool view
  • Air Conditioner
  • Parking
  • Pool

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Property Image From US $205
         

10.0 (6 Reviews)
House
Off the beaten path in one of Islamorada’s hidden gem of a community!.
  • Air Conditioner
  • Parking
  • TV

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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