256+ Vacation Rentals Near Anne's Beach |
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  3. Anne's Beach

Campus Legends - Vacation Rentals in Anne's Beach

NEW POOL * Waterfront Paradise with Amazing Sunsets on Beach* 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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Key Lime Cottage in the heart of Islamorada 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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3200sqft Masterpiece Home, Fishing Paradise ,Waterfront, Beach, Pool, Islamorada From US $528
         

9.8 (20 Reviews)
House
3200sqft Masterpiece Home, Fishing Paradise ,Waterfront, Beach, Pool, Islamorada
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ocean View Two Duplex Penthouses Retreat amenities: tennis court heated Pool Vista Key From US $1,388
         

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

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ISLAMORADA BEACH HOUSE From US $592
         

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

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Private Beach Private overwater dock Heated Pool Mahi Key From US $1,283
         

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

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Next availability May 2nd 2026 - Booking 2027 Oceanfront - Heated Pool - Dock From US $1,474
         

10.0 (90 Reviews)
House
Next availability May 2nd 2026 - Booking 2027 Oceanfront - Heated Pool - Dock
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs From US $1,407
         

10.0 (78 Reviews)
House
Sunset Reef - Bayside Gated Estate, Pool, Spa, Deep Water Dock, Kayaks & SUPs
  • Air Conditioner
  • Parking
  • Pet Friendly

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ISLAMORADA WATERFRONT HOME, SPECTACULAR VIEW-GREAT DOCKAGE-WiFi-CONTACT OWNER From US $477
         

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

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Beach Dream House, relax and enjoy the clear waters of Islamorada FL From US $863
         

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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Islamorada Boaters Paradise with 70' Dock and private beach access. From US $946
         

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

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Waterfront beautifully renovated 6 Bedrooms 4 Bath , Gated Private Home From US $610
         

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

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Water Front 3/3 Family and Boat Friendly Home, Great Views From US $303
         

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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Sandy Beach Cove🏝️🏖️ Gated Private Beach Home Plus Cottage Oasis , With Dock From US $758
         

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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Incredible Bayside Home in the Florida Keys! From US $388
         

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

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Island pool home awaits in Islamorada's Port Antigua From US $687
         

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

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Off the beaten path in one of Islamorada’s hidden gem of a community!. 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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Cozy canal in the Keys - leads directly into crystal blue ocean! 🌊 From US $595
         

10.0 (5 Reviews)
House
Cozy canal in the Keys - leads directly into crystal blue ocean! 🌊
  • Air Conditioner
  • Parking
  • TV

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Beautiful vacation home in the heart of Islamorada , Florida Keys From US $366
         

10.0 (4 Reviews)
House
Beautiful vacation home in the heart of Islamorada , Florida Keys
  • Air Conditioner
  • Parking
  • Pool

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Gorgeous Keys Vacation Home in Prestigious Neighborhood of Port Antigua From US $681
         

10.0 (2 Reviews)
House
Gorgeous Keys Vacation Home in Prestigious Neighborhood of Port Antigua
  • Air Conditioner
  • Parking
  • Pool

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Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures From US $279
         

10.0 (2 Reviews)
House
Dockside Daydream: Where ocean breezes meet unforgettable Keys adventures
  • Air Conditioner
  • Parking
  • TV

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Radiant waterfront retreat with remarkable views, patio, tennis court, & grill From US $196
         

10.0 (2 Reviews)
House
Radiant waterfront retreat with remarkable views, patio, tennis court, & grill
  • Air Conditioner
  • Parking
  • TV

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Private Beach/Private overwater dock/Heated Pool/Mahi Key From US $4,684
         

10.0 (1 Review)
House
Private Beach/Private overwater dock/Heated Pool/Mahi Key
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two From US $927
         

10.0 (1 Review)
Apartment
Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two
  • Air Conditioner
  • Parking
  • Pet Friendly

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

Campuslegends 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

What are the top vacation rentals in Anne's Beach?

There are a lot of options in Anne's Beach. If you plan on staying in the Anne's Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Anne's Beach:

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

Currently, the total number of properties listed in 2026 is over 256 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.