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Holmes Beach, FL Homes for Rent

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  • /16

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,057 Sq Ft
    • Condo for Rent

    4307 Gulf Dr Unit 103, Holmes Beach, FL 34217

    Property Id: 2004411Cayman Cay is a small boutique condominium located in the most perfect spot of Holmes Beach. Just a 3 min walk to the beautiful white sands, a block from the public beach and the Anna Maria Island Beach Cafe. Two blocks from Publix and shops for gear and restaurants. Half a mile to the Center of Holmes Beach where you will find famous restaurants and small beach gift

    4307 Gulf Dr Unit 103, Holmes Beach, FL 34217
  • /10

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Townhouse for Rent

    209 83rd St Unit A, Holmes Beach, FL 34217

    This spacious ground level duplex is approximately 2-3 blocks to gulf beach. Private pool for the enjoyment of B side only. New kitchen, appliances, ready for a new resident!This is an unfurnished annual rental. It includes water, trash, lawn care and pool maintenance.Don't miss this one!!

    Jo Anne Curtan A PARADISE INC REALTOR

    209 83rd St Unit A, Holmes Beach, FL 34217
  • /7

    $4,500 per month

    • 1 Bed
    • 1 Bath
    • 364 Sq Ft
    • House for Rent

    2601 Gulf Dr N, Bradenton Beach, FL 34217

    Property Id: 1760224Taking applicants now for 2025-26 season. Rent reflects months of Jan-Apr.55+ community with some flexibility on age. This property won't last long due to its high-demand location. Just 50 steps to the beach and free trolley, enjoy all the beauty Anna Maria Island has to offer. ESA pets permitted.

    2601 Gulf Dr N, Bradenton Beach, FL 34217
  • /20

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 2,752 Sq Ft
    • Townhouse for Rent

    306 63rd St Unit B, Holmes Beach, FL 34217

    ANNUAL RENTAL. Nice spacious 3bdrm 2bath raised Duplex just blocks to the beach. Extra bonus rooms off the dining area and in the lower level. Primary bedroom with its own bath and private covered deck. Open kitchen in to dinning/ family room area. Large garage space with extra storage for all your beach toys. Application approval required.

    Paige Rogers DUNCAN REAL ESTATE, INC.

    306 63rd St Unit B, Holmes Beach, FL 34217
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    $2,800 per month

    • 2 Beds
    • 1 Bath
    • 760 Sq Ft
    • Townhouse for Rent

    2909 Gulf Dr Unit A, Holmes Beach, FL 34217

    Newly remodeled Home On Anna Maria Island. Blocks from the beach access.

    Robert Louloudes STARZ REAL ESTATE, LLC

    2909 Gulf Dr Unit A, Holmes Beach, FL 34217
  • /33

    $2,950 per month

    • 2 Beds
    • 2 Baths
    • 980 Sq Ft
    • Condo for Rent

    3607 E Bay Dr Unit 206, Holmes Beach, FL 34217

    Furnished Annual Rental Available July 1, 2025. Close distance to Holmes Beach! Spacious and bright 2 bedroom, 2 bath condo with Water Views. This amazing unit features a carport and two storage areas. Updated Kitchen & Baths, Laminate floors, and lovely furnishings. Relax and enjoy the Gulf, Preserve & Intercoastal views from the screened balcony. High Ceilings, Granite counters, Stacking washer

    Kathy Liga RE/MAX ALLIANCE GROUP

    3607 E Bay Dr Unit 206, Holmes Beach, FL 34217
  • /28

    $6,000 per month

    • 3 Beds
    • 3 Baths
    • 2,154 Sq Ft
    • House for Rent

    606 N Point Dr, Holmes Beach, FL 34217

    Annual rental. Great for boaters. Beautiful single-family home on North Point of Key Royal. This 3 bdrm 3 full bath home sits on a quiet canal in Holmes Beach. Features include a large updated eat-in kitchen, vaulted ceilings, arches, columns, 2-sided fireplace, wet bar and a large screened in lanai. Great master suite with jacuzzi and fireplace. A heated community pool and tennis courts. Pet

    Paige Rogers DUNCAN REAL ESTATE, INC.

    606 N Point Dr, Holmes Beach, FL 34217
  • /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 PoolLive 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
  • /30

    $23,000 per month

    • 6 Beds
    • 4 Baths
    • 3,735 Sq Ft
    • House for Rent

    405 28th St, Holmes Beach, FL 34217

    This newly renovated waterfront home has 80 feet of canal frontage including a dock and boat lift for up to 10,000 lbs. Perfect for easy access directly into the bay and located just a short stroll from the beach. Inside you will find a kitchen with high-end appliances overlooking the pool. The open concept living and dining area are perfect for both relaxation and living the island life,

    Amanda Cornett PINEYWOODS REALTY LLC

    405 28th St, Holmes Beach, FL 34217
  • /49

    $2,700 per month

    • 2 Beds
    • 1 Bath
    • 1,246 Sq Ft
    • House for Rent

    213 64th St, Holmes Beach, FL 34217

    Come see this adorable two bedroom, one bathroom private home within distance to the Gulf Beaches in Holmes Beach. The house is freshly remodeled and ready to move in. Once you arrive at the location you are greeted by a well maintained property with a beautiful landscape. The home boasts an open floor plan with a spacious family room/kitchen combo when you first enter. Off to your left are two

    Ed Delosh BEACHSALESMOBI LLC

    213 64th St, Holmes Beach, FL 34217
  • /46

    $3,750 per month

    • 2 Beds
    • 2 Baths
    • 1,169 Sq Ft
    • Condo for Rent

    5200 Gulf Dr Unit 504, Holmes Beach, FL 34217

    Gulf front condo at the Martinique, with two bedrooms, two bathrooms, amazing views of the Gulf through the recently installed floor to ceiling windows in the living area. A unique opportunity to look out over the island from the fifth floor as this is the only high-rise complex around. A heated pool and tennis courts are available as well as elevators for your convenience. Walking distance to

    William Alexander, IV A PARADISE INC REALTOR

    5200 Gulf Dr Unit 504, Holmes Beach, FL 34217
  • /36

    $2,700 per month

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Townhouse for Rent

    4605 Gulf Dr Unit A, Holmes Beach, FL 34217

    Annual rental available for immediate move in. This renovated 2-Bedroom 1 Bath Island Cottage with pool may just be what you are looking for. It is offered furnished or unfurnished. 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 street.

    Jonathan OSteen O'STEEN GROUP INC

    4605 Gulf Dr Unit A, Holmes Beach, FL 34217
  • /68

    $7,500 per month

    • 3 Beds
    • 2 Baths
    • 1,673 Sq Ft
    • Townhouse for Rent

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

    Available starting 8.1.25. Available for 2026 season. The rental rates are as follows: Off Season (May through December): $3,500 per week or $7,500 per month. In Season (January through April): $3,500 per week or $10,000 per month. The vacation home is beautifully renovated and elevated, with three bedrooms and two bathrooms. It features a large pool and spa in a tropical backyard oasis. The

    Jonathan OSteen O'STEEN GROUP INC

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