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Explore Similar Houses Within 2 Miles of Anna Maria, FL

  • /63

    $9,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,048 Sq Ft
    • House for Rent

    4808 Gulf Dr Unit B, Holmes Beach, FL 34217

    Beachside Luxury Rental – 3BR, 2.5BA with Pool Live just steps from the sand at 4808 Gulf Drive Unit B, an upscale and fully furnished 3-bedroom, 2.5-bath home located in the heart of Holmes Beach. Available for starting July 19th, this multi-level coastal retreat blends modern comfort with laid-back island living—perfect for a long vacation or seasonal stay. Step into a bright, open-concept

    Nataliya Fillers FUTURE HOME REALTY INC

    4808 Gulf Dr Unit B, Holmes Beach, FL 34217
  • /63

    $7,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,947 Sq Ft
    • House for Rent

    614 Gladstone Ln, Holmes Beach, FL 34217

    Why wait any longer to enjoy the best Anna Maria Island lifestyle in coveted Key Royale? This lovely canal home is a fabulous rental opportunity available for immediate occupancy. It is being offered for rental periods of three months or more. Annual rental rate is $7,000. Monthly rate for January through April is $10,000, May, October, and November is $8,500 and June through September $6,500.

    Becky Sirigotis COMPASS FLORIDA LLC

    614 Gladstone Ln, Holmes Beach, FL 34217
  • /25

    $3,800 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • House for Rent

    305 57th St Unit B, Holmes Beach, FL 34217

    Annual turnkey furnished rental available for a 4.1.26 move in. Nestled on a quiet street in Holmes Beach, this renovated 2 BR / 1 Bath Island Cottage may just be what you are looking for. Be on vacation 365 days of the year. Relax on the pristine Gulf Beaches of Anna Maria Island which are just a short walk away. Explore local shops and venues using the local Island Trolley located just up the

    Jonathan OSteen O'STEEN GROUP INC

    305 57th St Unit B, Holmes Beach, FL 34217
  • /46

    $12,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,625 Sq Ft
    • House for Rent

    605 Concord Ln, Holmes Beach, FL 34217

    Monthly Vacation Rental. Contact agent for exact pricing per month. Waterfront canal home with private dock (ideal for boating & fishing)Private heated pool + outdoor living space. Recently renovated + professionally decorated. Pet-friendly (small pets allowed) Whether you're a snowbird, remote worker, or relocating, this home is set up for comfort beyond a typical vacation rental. Enjoy

    Brian Leakeas COLDWELL BANKER REALTY

    605 Concord Ln, Holmes Beach, FL 34217
  • /81

    $4,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft
    • House for Rent

    403 63rd St, Holmes Beach, FL 34217

    Fully furnished coastal retreat available for weekly rentals. Minimum 7 Days Lease REQUIRED. No smoking and no pets. $200 Cleaning Fee required from Tenant. 6 Guest Occupancy MAX. 2 Parking Spaces available in the driveway. Long term rental also available based on availability. $1500 Weekly FLAT RATE + $200 Cleaning Fee OR $4400 Monthly FLAT RATE + $250 Cleaning Fee. Property is listed on Airbnb

    Kamilla Lovelle KW COASTAL LIVING III

    403 63rd St, Holmes Beach, FL 34217
  • /61

    $9,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,208 Sq Ft
    • House for Rent

    501 65th St, Holmes Beach, FL 34217

    Experience elevated island living in this fully renovated 4-bedroom, 3-bathroom waterfront home in the heart of Holmes Beach. Perfectly positioned on a deep-water canal with no bridges to open water, this property offers direct access to the Intracoastal Waterway and the Gulf, along with beach access just two blocks away. Designed for both comfort and lifestyle, the home features a brand-new

    Quinn Tibbetts KW SUNCOAST

    501 65th St, Holmes Beach, FL 34217

Rental Home Trends in Anna Maria, FL

Rental Home Trends

Number of Houses for Rent
6
Median Single Family Home Rent
$2,500
How to Rent a Home