The Town Files

The 25 Best Small Towns to Retire in Florida

Ranked on The Town Files lifestyle rankings among 291 towns of 2,500–10,000 people in Florida. #1 is Lely Resort, FL.

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Numbers match the ranking.
The 25 Best Small Towns to Retire in Florida1. Lely Resort99th pct2. Pelican Bay99th pct3. South Beach99th pct4. Verona Walk99th pct5. Vilano Beach99th pct6. Sanibel98th pct7. Indian River Shores98th pct8. Juno Beach98th pct9. Osprey97th pct10. Vineyards97th pct11. Feather Sound97th pct12. Vamo97th pct13. Gulf Breeze96th pct14. Siesta Key96th pct15. Tierra Verde96th pct16. Ponce Inlet96th pct17. Island Walk96th pct18. Longboat Key95th pct19. Heathrow95th pct20. Butler Beach95th pct21. Melbourne Beach95th pct22. Islamorada, Village of Is…94th pct23. The Meadows94th pct24. Highland Beach94th pct25. Palm Beach93rd pct
  1. 25Palm Beach, Florida

    Better for retirees than 93% of Florida towns

    9,245 people · Palm Beach County · median home $2,000,001 · income $168,403 · Jan low 58°F · 0 in snow

  2. 24Highland Beach, Florida

    Better for retirees than 94% of Florida towns

    4,295 people · Palm Beach County · median home $909,200 · income $145,485 · Jan low 56°F · 0 in snow

  3. 23The Meadows, Florida

    Better for retirees than 94% of Florida towns

    5,037 people · Sarasota County · median home $382,400 · income $69,774 · Jan low 52°F · 0 in snow

  4. 22Islamorada, Village of Islands, Florida

    Better for retirees than 94% of Florida towns

    7,107 people · Monroe County · median home $919,600 · income $87,222 · Jan low 64°F · 0 in snow

  5. 21Melbourne Beach, Florida

    Better for retirees than 95% of Florida towns

    3,231 people · Brevard County · median home $708,400 · income $102,857 · Jan low 52°F · 0 in snow

  6. 20Butler Beach, Florida

    Better for retirees than 95% of Florida towns

    4,978 people · St. Johns County · median home $493,100 · income $76,689 · Jan low 48°F · 0 in snow

  7. 19Heathrow, Florida

    Better for retirees than 95% of Florida towns

    6,806 people · Seminole County · median home $598,600 · income $126,250 · Jan low 49°F · 0 in snow

  8. 18Longboat Key, Florida

    Better for retirees than 95% of Florida towns

    7,505 people · Sarasota County · median home $1,022,100 · income $158,030 · Jan low 52°F · 0 in snow

  9. 17Island Walk, Florida

    Better for retirees than 96% of Florida towns

    2,812 people · Collier County · median home $667,900 · income $81,103 · Jan low 52°F · 0 in snow

  10. 16Ponce Inlet, Florida

    Better for retirees than 96% of Florida towns

    3,364 people · Volusia County · median home $544,300 · income $102,200 · Jan low 52°F · 0 in snow

  11. 15Tierra Verde, Florida

    Better for retirees than 96% of Florida towns

    3,836 people · Pinellas County · median home $865,400 · income $150,747 · Jan low 54°F · 0 in snow

  12. 14Siesta Key, Florida

    Better for retirees than 96% of Florida towns

    5,454 people · Sarasota County · median home $985,800 · income $115,854 · Jan low 52°F · 0 in snow

  13. 13Gulf Breeze, Florida

    Better for retirees than 96% of Florida towns

    6,302 people · Santa Rosa County · median home $505,600 · income $104,050 · Jan low 44°F · 0 in snow

  14. 12Vamo, Florida

    Better for retirees than 97% of Florida towns

    2,822 people · Sarasota County · median home $364,400 · income $88,025 · Jan low 52°F · 0 in snow

  15. 11Feather Sound, Florida

    Better for retirees than 97% of Florida towns

    3,607 people · Pinellas County · median home $415,800 · income $87,986 · Jan low 53°F · 0 in snow

  16. 10Vineyards, Florida

    Better for retirees than 97% of Florida towns

    3,883 people · Collier County · median home $651,800 · income $131,118 · Jan low 52°F · 0 in snow

  17. 9Osprey, Florida

    Better for retirees than 97% of Florida towns

    6,690 people · Sarasota County · median home $750,000 · income $103,516 · Jan low 52°F · 0 in snow

  18. 8Juno Beach, Florida

    Better for retirees than 98% of Florida towns

    3,858 people · Palm Beach County · median home $803,400 · income $83,821 · Jan low 58°F · 0 in snow

  19. 7Indian River Shores, Florida

    Better for retirees than 98% of Florida towns

    4,241 people · Indian River County · median home $1,132,000 · income $156,037 · Jan low 54°F · 0 in snow

  20. 6Sanibel, Florida

    Better for retirees than 98% of Florida towns

    6,382 people · Lee County · median home $957,300 · income $108,644 · Jan low 54°F

  21. 5Vilano Beach, Florida

    Better for retirees than 99% of Florida towns

    2,514 people · St. Johns County · median home $648,900 · income $120,750 · Jan low 48°F · 0 in snow

  22. 4Verona Walk, Florida

    Better for retirees than 99% of Florida towns

    2,713 people · Collier County · median home $598,000 · income $66,411 · Jan low 52°F · 0 in snow

  23. 3South Beach, Florida

    Better for retirees than 99% of Florida towns

    3,703 people · Indian River County · median home $900,700 · income $193,594 · Jan low 51°F · 0 in snow

  24. 2Pelican Bay, Florida

    Better for retirees than 99% of Florida towns

    6,660 people · Collier County · median home $1,287,900 · income $163,520 · Jan low 56°F · 0 in snow

  25. 1Lely Resort, Florida

    Better for retirees than 99% of Florida towns

    7,619 people · Collier County · median home $666,900 · income $93,750 · Jan low 52°F · 0 in snow

Price vs ranking

Median home value vs ranking, Florida towns0255075100$31K$262K$494K$726K$957KMedian home valuePercentile
Orange squares are the 25 towns on this list; green dots are other towns on The Town Files in Florida.

More Florida rankings

Same ranking, other places

Methodology. We ranked 291 towns of 2,500–10,000 people in Florida (2020 Census population; towns with 2,500+ people have pages so far). Lifestyle measures are The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025), shown as percentiles. Only towns better than 60% of their peers on this measure qualify, so lists can be shorter than 25. Sources: