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  1. Michelle Hill, ABR,AHWD,PA,PSA,REALTOR ®,SFR
  2. Tropic Shores Realty
  3. Mobile: 352.247.2177
  4. 229.834.4988
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  1. School = Anna Maria Elementary
4485 Gulf Of Mexico Drive Ph2
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Details for 4485 Gulf Of Mexico Drive Ph2, LONGBOAT KEY, FL 34228
Rental
  1. Price: $10,500.00
  2. Price sqft: $6.05 / sqft
  3. Previous Price: $12,800
  4. Last Price Change: 07/14/25
  5. Days On Market: 410
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1736
  10. Acreage: 1.60 acres
  11. Pool: No
  12. Community Pool: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Gulf/Ocean
  16. Year Built: 1973
MLS#: A4622055
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Arbomar Apts
  5. Building: Arbomar Apts
  6. Elementary School: Anna Maria Elementary
  7. Middle School: Martha B. King Middle
  8. High School: Bayshore High
  9. Provided by: COLDWELL BANKER REALTY
  10. mfrmls
  11. DMCA Notice
**BEST WATER VIEWS Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease JANUARY and FEBRUARY 2026 with the option to include APR
Listing Details and 38 Additional Pictures
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305 57th Street A
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Details for 305 57th Street A, HOLMES BEACH, FL 34217
Rental
  1. Price: $6,500.00
  2. Price sqft: $2.45 / sqft
  3. Previous Price: $7,000
  4. Last Price Change: 08/25/25
  5. Bedrooms: 3
  6. Baths: 2
  7. Garage / Parking Spaces: 2
  8. Bldg sqft: 2652
  9. Acreage: 0.23 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 1976
MLS#: A4534134
  1. County: MANATEE
  2. City: HOLMES BEACH
  3. Zipcode: 34217
  4. Subdivision: Holmes Beach 13th
  5. Elementary School: Anna Maria Elementary
  6. Middle School: Martha B. King Middle
  7. High School: Manatee High
  8. Provided by: O'STEEN GROUP INC
  9. mfrmls
  10. DMCA Notice
Available for immediate move in. Available for 2026 season. The rental rates are as follows: Off Season (May through December): $3,500 per week or $6,500 per month. In Season (January through April):
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957 Spanish Drive N
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Details for 957 Spanish Drive N, LONGBOAT KEY, FL 34228
Rental
  1. Price: $5,500.00
  2. Price sqft: $3.24 / sqft
  3. Days On Market: 50
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1698
  8. Acreage: 25.10 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bay/Harbor,Canal Front,Gulf/Ocean to Bay,Intracoastal Waterway
  13. Year Built: 1967
MLS#: A4661509
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Spanish Main Yacht Club Condo
  5. Elementary School: Anna Maria Elementary
  6. High School: Bayshore High
  7. Provided by: COLDWELL BANKER REALTY
  8. mfrmls
  9. DMCA Notice
Available starting december 1, 2025. With 3 month minumum rental. Full waterfront newly renovated (internal new photos coming soon) and turnkey furnished villa for seasonal or annual lease. Seasonal l
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4800 Gulf Of Mexico Drive 204
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Details for 4800 Gulf Of Mexico Drive 204, LONGBOAT KEY, FL 34228
Rental
  1. Price: $4,000.00
  2. Price sqft: $3.02 / sqft
  3. Days On Market: 23
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1325
  8. Acreage: 26.60 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bay/Harbor,Intracoastal Waterway
  13. Year Built: 1975
MLS#: A4665849
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Windward Bay Amd
  5. Building: Windward Bay Amd
  6. Elementary School: Anna Maria Elementary
  7. Middle School: Martha B. King Middle
  8. High School: Bayshore High
  9. Provided by: COLDWELL BANKER REALTY
  10. mfrmls
  11. DMCA Notice
JAW DROPPING WATER VIEWS! Revel & Relax as you experience amazing water views from every room of this inviting two bedroom and two bathroom condominium. Prepare to be enthralled by the mesmerizing bea
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4760 Gulf Of Mexico Dr. Villa 7
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Details for 4760 Gulf Of Mexico Dr. Villa 7, LONGBOAT KEY, FL 34228
Rental
  1. Price: $4,000.00
  2. Price sqft: $4.30 / sqft
  3. Days On Market: 39
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 931
  8. Acreage: 26.67 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1974
MLS#: A4664273
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Windward Bay Amd
  5. Elementary School: Anna Maria Elementary
  6. Middle School: Martha B. King Middle
  7. High School: Bayshore High
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed March 26, 2025 for this quality engineered, down to the studs, two bedroom and two bath beach getaway
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3607 Bay Drive 206
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Details for 3607 Bay Drive 206, HOLMES BEACH, FL 34217
Rental
  1. Price: $2,700.00
  2. Price sqft: $2.60 / sqft
  3. Previous Price: $2,950
  4. Last Price Change: 10/07/25
  5. Days On Market: 139
  6. Bedrooms: 2
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1040
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1996
MLS#: A4653839
  1. County: MANATEE
  2. City: HOLMES BEACH
  3. Zipcode: 34217
  4. Subdivision: Sandy Pointe Ii
  5. Building: Sandy Pointe Ii
  6. Elementary School: Anna Maria Elementary
  7. Middle School: Martha B. King Middle
  8. High School: Manatee High
  9. Provided by: RE/MAX ALLIANCE GROUP
  10. mfrmls
  11. DMCA Notice
Furnished Annual Rental Available immediately. 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.
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