Holmes Beach, FL Homes

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  $997,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  237 85th St, Holmes Beach, FL 34217

  THIS ISLAND RETREAT ALSO IS A BOATERS DREAM, SEPARATE DEEDED BOAT SLIP . Do not miss out on this lovely coastal single family island home also has a separate deeded boat slip and water access right across the street from you. No bridges to go under either, just perfect for the avid boater. There is also plenty of room for a pool on this sizable lush tropical lot . Nicely located towards the north

  

  Michelle Laade

  DUNCAN REAL ESTATE, INC.

  (941) 207-4391

  237 85th St, Holmes Beach, FL 34217
• Explore Holmes Beach

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  /100

  $10,692 per month

  • 4 Beds
  • 3 Baths
  • 2,475 Sq Ft
  • Condo for Rent

  6406 Gulf Dr Unit ID1369242P, Holmes Beach, FL 34217

  Feel at home in this beautiful 4-bedroom beachfront condo on Holmes Beach, FL. This condo comfortably sleeps 8 guests and has elevator access. Enjoy a very large 30-foot balcony with partial water views.This spacious condo features an open-concept living room with two seating areas, sofas, a Smart TV, and a fireplace. The full kitchen is equipped with a fridge, cooktop, built-in microwave,

  6406 Gulf Dr Unit ID1369242P, Holmes Beach, FL 34217
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  $990,000 Sold Nov 19, 2025

  502 69th St, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,380 Sq Ft
  • Built 1968

  Last Sold Summary

  • 36% Below List Price
  • $717/SF
  • 177 Days On Market

  Last Listing Agent Krissy Bilbrey FINE PROPERTIES

  502 69th St, Holmes Beach, FL 34217
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  /2

  Est $717,239 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,828 Sq Ft

  224 85th St, Holmes Beach, FL 34217

  224 85th St, Holmes Beach, FL 34217
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  $1,149,900

  • 2 Beds
  • 2 Baths
  • 1,048 Sq Ft

  2913 Gulf Dr, Holmes Beach, FL 34217

  PRICE IMPROVEMENT!!!!! Step onto the spacious screened front porch, now featuring Timber Tech by Azek Porch Collection decking, framed by original Pecky Cypress siding, and enjoy the timeless charm of this lovingly restored 1940s 2 bed / 2 bath craftsman beach cottage just steps from the Gulf. This home blends Old Florida character with today’s comfort. Inside, new shiplap walls pair with

  

  Dee Munn

  MICHAEL SAUNDERS & COMPANY

  (941) 294-3326

  2913 Gulf Dr, Holmes Beach, FL 34217
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  /39

  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 735 Sq Ft
  • Townhouse for Rent

  304 29th St Unit A, Holmes Beach, FL 34217

  Beautifully renovated 2BR/2BA half duplex available for rent in Holmes Beach. This fully furnished property has been completely updated — everything is brand new and thoughtfully selected. The home is fully equipped and move-in ready — just bring your flip-flops and bathing suits.Enjoy a welcoming front patio, beautiful tropical landscaping, and a fully fenced yard offering privacy and

  Michaela Damm MICHAELA DAMM & PARTNERS

  304 29th St Unit A, Holmes Beach, FL 34217
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  $795,000 Sold Mar 21, 2025

  6923 Holmes Blvd, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 966 Sq Ft
  • Built 1982

  Last Sold Summary

  • 2% Below List Price
  • $823/SF
  • 4 Days On Market

  Current Estimated Value $795,609

  Last Listing Agent John Damato, II SATO REAL ESTATE INC.

  6923 Holmes Blvd, Holmes Beach, FL 34217
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  /2

  Est $4,454,133 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,282 Sq Ft

  731 Key Royale Dr, Holmes Beach, FL 34217

  731 Key Royale Dr, Holmes Beach, FL 34217
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  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,195 Sq Ft

  5608 Holmes Blvd, Holmes Beach, FL 34217

  GREAT VACATION rental history with many repeat guests!!!! This charming home at the beach could be all yours. Nestled in the heart of Holmes Beach, where you can take a short stroll down Holmes Boulevard to city center where you will find adorable shops and restaurants where you can sit, sip, and dine and enjoy a real small town coastal experience. This lovely bungalow style home features a

  

  Michelle Laade

  DUNCAN REAL ESTATE, INC.

  (941) 297-2816

  5608 Holmes Blvd, Holmes Beach, FL 34217
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  /15

  $12,825 per month

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Condo for Rent

  112 77th St Unit ID1363945P, Holmes Beach, FL 34217

  Feel at home in The Tangerine House, a quaint ground-level beach cottage nestled in a quiet island neighborhood, just four houses from the beach. This split-design home offers 2-bedrooms and 2-bathrooms.This home provides all the comforts of home, with tile flooring throughout and beachy decor. The eat-in kitchen and king-size bedroom have French doors that open to the private heated pool.

  112 77th St Unit ID1363945P, Holmes Beach, FL 34217
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  $320,000 Sold Dec 01, 2025

  3805 E Bay Dr Unit 204, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,121 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $285/SF
  • 30 Days On Market

  Last Listing Agent Misty Jones FLORIDA DREAMS REALTY OF AMI

  3805 E Bay Dr Unit 204, Holmes Beach, FL 34217
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  Est $2,390,956 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,956 Sq Ft

  613 Ivanhoe Ln, Holmes Beach, FL 34217

  613 Ivanhoe Ln, Holmes Beach, FL 34217
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  /96

  $3,400,000

  • 4 Beds
  • 6 Baths
  • 3,319 Sq Ft

  506 58th St, Holmes Beach, FL 34217

  Nestled along a serene canal and embraced by a curtain of mature tropical palms, this custom-remodeled residence unfolds as a private coastal estate—an intimate sanctuary where luxury, tranquility, and effortless island living exist in perfect harmony. Masterfully re-imagined by Eason Builder Group, the home was completely gutted and rebuilt just four years ago, and last year the entire first

  

  Mike Polachek

  KW SUNCOAST

  (941) 326-4534

  506 58th St, Holmes Beach, FL 34217
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  /29

  $4,500 per month

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • House for Rent

  442 62nd St, Holmes Beach, FL 34217

  Fully turnkey furnished rental! Completely renovated and everything is brand new! Impact windows and sliders. Large air conditioned utility room with washer and dryer and plenty of room for storage. Beautiful screened in lanai and additional outdoor covered lounge space. It's a quick 10 minute stroll to the beach and an easy walk to plenty of shopping and dining. Public tennis courts just down

  Mona Refay KW COASTAL LIVING III

  442 62nd St, Holmes Beach, FL 34217
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  $682,500 Sold Jan 16, 2026

  5300 Gulf Dr Unit 501, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,057 Sq Ft
  • Built 1971

  Last Sold Summary

  • 21% Below List Price
  • $646/SF
  • 199 Days On Market

  Last Listing Agent CHRISTINE MARION FINE PROPERTIES

  5300 Gulf Dr Unit 501, Holmes Beach, FL 34217
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  /46

  Est $568,280 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,191 Sq Ft

  3701 E Bay Dr Unit 8B, Holmes Beach, FL 34217

  3701 E Bay Dr Unit 8B, Holmes Beach, FL 34217
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  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,288 Sq Ft

  307 64th St, Holmes Beach, FL 34217

  Paradise Found while being just a 3-minute stroll to the soft sands and turquoise waters of the Gulf beaches!!! This 3-bedroom, 2.5-bathroom coastal retreat is the ultimate island getaway. Step inside to an open, light-filled living space perfect for relaxing after a day at the beach. Relax on the front balcony with morning coffee and a gulf breeze. The spacious primary suite features a luxurious

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 946-6257

  307 64th St, Holmes Beach, FL 34217
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  /20

  $10,538 per month

  • 3 Beds
  • 2 Baths
  • 1,076 Sq Ft
  • Condo for Rent

  3006 Gulf Dr Unit ID1363942P, Holmes Beach, FL 34217

  Feel at home in this charming 3-bedroom, 2-bathroom beach cottage in a perfect location, just one block from the beach.This impeccable home offers comfort with a fully stocked kitchen, outdoor space, beach gear, and corn hole. The kitchen features elegant appliances, pots, pans, dishware, a dishwasher, and a drip coffee maker. There is a spacious living room with a large Smart TV, a dining

  3006 Gulf Dr Unit ID1363942P, Holmes Beach, FL 34217
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  $2,790,000 Sold Apr 04, 2025

  205 65th St, Holmes Beach, FL 34217

  • 4 Beds
  • 3.5 Baths
  • 2,348 Sq Ft
  • Built 2013

  Last Sold Summary

  • $1,188/SF
  • 0 Days On Market

  Current Estimated Value $2,956,506

  Last Listing Agent Greg Bayer ANNA MARIA ISLAND BEACHES RE

  205 65th St, Holmes Beach, FL 34217
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  Est $2,517,165 Not Listed For Sale

  • 4 Beds
  • 5.5 Baths
  • 2,381 Sq Ft

  239 S Harbor Dr, Holmes Beach, FL 34217

  239 S Harbor Dr, Holmes Beach, FL 34217
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  /57

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,281 Sq Ft

  6804 Gulf Dr Unit 6804, Holmes Beach, FL 34217

  Successful rental Property. Exclusive gulf-front living in Holmes Beach. On the pristine shores of Anna Maria Island, this exquisite corner-unit condominium offers an unparalleled blend of luxury, privacy, and breathtaking gulf views. In an exclusive 16-residence community, with only eight units in each building, this intimate complex is positioned between a sparkling heated pool and the powdery

  

  Shellie Young

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 274-4488

  6804 Gulf Dr Unit 6804, Holmes Beach, FL 34217
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  /13

  $2,900 per month

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

  107 29th St, Holmes Beach, FL 34217

  Experience the ultimate island lifestyle in this charming 2-bedroom, 1-bathroom home, available for an annual lease. Nestled in a quiet neighborhood just steps from the sugar-white sands of the Gulf of Mexico, this property perfectly blends classic "Old Florida" vibes with modern necessities.The open-concept living area features abundant natural light and serene island decor. The fully

  Rochelle Bower MIKE NORMAN REALTY INC.

  107 29th St, Holmes Beach, FL 34217
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  $1,145,000 Sold Jul 01, 2025

  508 65th St, Holmes Beach, FL 34217

  • 3 Beds
  • 3 Baths
  • 1,985 Sq Ft
  • Built 1968

  Last Sold Summary

  • 24% Below List Price
  • $577/SF
  • 310 Days On Market

  Current Estimated Value $1,314,681

  Last Listing Agent DJ Morieko CHANNELL REAL ESTATE & INVESTMENTS

  508 65th St, Holmes Beach, FL 34217
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  /83

  Est $2,945,012 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,664 Sq Ft

  6509 Gulf Dr, Holmes Beach, FL 34217

  6509 Gulf Dr, Holmes Beach, FL 34217
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  /64

  $1,895,000

  • 3 Beds
  • 3 Baths
  • 2,557 Sq Ft

  505 65th St, Holmes Beach, FL 34217

  Chic Art Deco Canalfront Retreat! Escape to paradise in this stunning 3 bedroom, 3 bathroom home perfectly blending vibrant Art Deco Palm Springs style with tropical serenity, this residence offers an unforgettable island experience. Step into a world of bold colors, terrazzo tiles, sleek lines, and retro glamour and a brand new remodel built by Moss. The open-concept living space flows

  

  Jason Sato

  SATO REAL ESTATE INC.

  (941) 207-5725

  505 65th St, Holmes Beach, FL 34217
• 

  

  /19

  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,151 Sq Ft
  • Condo for Rent

  6300 Flotilla Dr Unit 98, Holmes Beach, FL 34217

  This annual rental is a completely remodeled, furnished 2-bedroom, 2-bathroom second floor condo in a waterfront community at 6300 Flotilla Dr Unit #98 offers 1,151 square feet of living space. The living room features ample space for relaxation. Cable TV is included for two tv's as is free WIFI. Each bedroom provides plenty of closet space, while the modern bathrooms are designed for

  6300 Flotilla Dr Unit 98, Holmes Beach, FL 34217
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  $630,000 Sold Feb 06, 2025

  230 85th St, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,010 Sq Ft
  • Built 1972

  Last Sold Summary

  • 24% Below List Price
  • $624/SF
  • 70 Days On Market

  Current Estimated Value $777,280

  Last Listing Agent Adele Holland ISLAND REAL ESTATE-ANNA MARIA

  230 85th St, Holmes Beach, FL 34217
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  /2

  Est $790,411 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3604 Gulf Dr Unit A&B, Holmes Beach, FL 34217

  3604 Gulf Dr Unit A&B, Holmes Beach, FL 34217
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  /50

  $1,195,000

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  7000 Gulf Dr Unit 205, Holmes Beach, FL 34217

  One-of-a-kind beachfront condominium at Tiffany Place. Rarely available in this boutique building of only 33 units is this fully renovated coastal retreat offering direct Gulf views from the primary suite and balcony, something few units can claim. Every inch of this elevated second-floor condominium has been thoughtfully updated with high-end finishes, from the gorgeous porcelain tiled floors

  

  Shellie Young

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 254-2699

  7000 Gulf Dr Unit 205, Holmes Beach, FL 34217
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  /63

  $10,000 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. Rate for January through April is $10,000, May, October, and November is $8,500 and June through September $6,500. Bring your boat and enjoy direct access

  Becky Sirigotis COMPASS FLORIDA LLC

  614 Gladstone Ln, Holmes Beach, FL 34217
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  $555,000 Sold Apr 01, 2025

  3704 6th Ave Unit 5, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,157 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $480/SF
  • 26 Days On Market

  Current Estimated Value $546,942

  Last Listing Agent Lynn Lowell ISLAND REAL ESTATE-ANNA MARIA

  3704 6th Ave Unit 5, Holmes Beach, FL 34217
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  Est $1,915,749 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 2,177 Sq Ft

  116 45th St, Holmes Beach, FL 34217

  116 45th St, Holmes Beach, FL 34217
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  $1,500,000

  • 2 Beds
  • 2 Baths
  • 1,968 Sq Ft

  5390 Gulf Dr, Holmes Beach, FL 34217

  Just steps from the sugar white sands of the Gulf, this elevated coastal retreat captures the essence of relaxed beachside living with the comfort of thoughtful design. Bright, airy interiors welcome you with an open concept layout where the living area flows seamlessly into a charming kitchen featuring stainless steel appliances, beadboard cabinetry, and soft coastal hues that mirror the

  

  Darcie Duncan

  DUNCAN REAL ESTATE, INC.

  (941) 855-6031

  5390 Gulf Dr, Holmes Beach, FL 34217
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  /18

  $5,500 per month

  • 1 Bed
  • 1 Bath
  • 572 Sq Ft
  • Townhouse for Rent

  211 77th St Unit East Unit, Holmes Beach, FL 34217

  Available for Winter Season 2026. $5,500 per month plus taxes/fees for a 3 month stay January through March. Individual months available as well but price will change for a stay less than 3 months. New to the rental market and wide open for Season. Welcome to the charming Starfish at 211 77th St East Unit, a cozy and inviting unit is nestled in the heart of Holmes Beach and a short 2 blocks to

  Stephanie Bell FRAN MAXON REAL ESTATE

  211 77th St Unit East Unit, Holmes Beach, FL 34217
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  $650,000 Sold Dec 30, 2025

  7100 Gulf Dr Unit 106, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,081 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Below List Price
  • $601/SF
  • 13 Days On Market

  Last Listing Agent Darcie Duncan DUNCAN REAL ESTATE, INC.

  7100 Gulf Dr Unit 106, Holmes Beach, FL 34217
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  Est $751,101 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  322 64th St Unit B, Holmes Beach, FL 34217

  322 64th St Unit B, Holmes Beach, FL 34217
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  /37

  $598,900

  • 2 Beds
  • 2 Baths
  • 1,083 Sq Ft

  5325 Marina Dr Unit 431, Holmes Beach, FL 34217

  Another price reduction of $10,000. Owner says sell!!! Are you envisioning a hassle-free, income-generating property or a part-time getaway with rental income to help cover expenses? Discover Waterline Villas & Marina, where modern sophistication blends with the relaxed charm of Old Florida on Anna Maria Island. Built in 2017, each unit offers a stylish and comfortable retreat with 2 bedrooms, 2

  

  Noel Fannell

  COLDWELL BANKER REALTY

  (941) 367-3541

  5325 Marina Dr Unit 431, Holmes Beach, FL 34217
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  /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
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  $650,000 Sold Dec 12, 2025

  5200 Gulf Dr Unit 208, Holmes Beach, FL 34217

  • 2 Beds
  • 2 Baths
  • 1,169 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $556/SF
  • 61 Days On Market

  Last Listing Agent Christine Kourik RE/MAX ALLIANCE GROUP

  5200 Gulf Dr Unit 208, Holmes Beach, FL 34217
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  Est $2,122,494 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,350 Sq Ft

  304 65th St Unit B, Holmes Beach, FL 34217

  304 65th St Unit B, Holmes Beach, FL 34217

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