The Town Files

The 25 Best Small Towns to Retire in Florida

Ranked on The Town Files lifestyle rankings among 291 towns of 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

    Palm Beach is a town of 9,245 people in Palm Beach County, Florida. It also ranks more upscale than 100% of Florida towns and more seaside character than 99% of Florida towns.

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

    Full Palm Beach, Florida profile: weather, storms, schools, jobs →

    Palm Beach lifestyle rankingsRetirement93th pctQuiet80th pctWalkability87th pctFamilies31th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  2. 24Highland Beach, Florida

    Better for retirees than 94% of Florida towns

    Highland Beach is a town of 4,295 people in Palm Beach County, Florida. It also ranks more upscale than 100% of Florida towns and better for a vacation home than 100% of Florida towns.

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

    Full Highland Beach, Florida profile: weather, storms, schools, jobs →

    Highland Beach lifestyle rankingsRetirement94th pctQuiet58th pctWalkability94th pctFamilies57th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  3. 23The Meadows, Florida

    Better for retirees than 94% of Florida towns

    The Meadows is a community of 5,037 people in Sarasota County, Florida. It also ranks better for first-time buyers than 99% of Florida towns and hipper than 97% of Florida towns.

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

    Full The Meadows, Florida profile: weather, storms, schools, jobs →

    The Meadows lifestyle rankingsRetirement94th pctQuiet75th pctWalkability55th pctFamilies12th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  4. 22Islamorada, Village of Islands, Florida

    Better for retirees than 94% of Florida towns

    Islamorada, Village of Islands is a village of 7,107 people in Monroe County, Florida. It also ranks better for a vacation home than 96% of Florida towns and more seaside character than 91% of Florida towns.

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

    Full Islamorada, Village of Islands, Florida profile: weather, storms, schools, jobs →

    Islamorada, Village of Islands lifestyle rankingsRetirement94th pctQuiet80th pctWalkability43th pctFamilies67th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  5. 21Melbourne Beach, Florida

    Better for retirees than 95% of Florida towns

    Melbourne Beach is a town of 3,231 people in Brevard County, Florida. It also ranks better for a vacation home than 98% of Florida towns and more seaside character than 98% of Florida towns.

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

    Full Melbourne Beach, Florida profile: weather, storms, schools, jobs →

    Melbourne Beach lifestyle rankingsRetirement95th pctQuiet63th pctWalkability81th pctFamilies80th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  6. 20Butler Beach, Florida

    Better for retirees than 95% of Florida towns

    Butler Beach is a community of 4,978 people in St. Johns County, Florida. It also ranks better for a vacation home than 98% of Florida towns and more seaside character than 89% of Florida towns.

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

    Full Butler Beach, Florida profile: weather, storms, schools, jobs →

    Butler Beach lifestyle rankingsRetirement95th pctQuiet79th pctWalkability41th pctFamilies74th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  7. 19Heathrow, Florida

    Better for retirees than 95% of Florida towns

    Heathrow is a community of 6,806 people in Seminole County, Florida. It also ranks more upscale than 99% of Florida towns and better for young professionals than 98% of Florida towns.

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

    Full Heathrow, Florida profile: weather, storms, schools, jobs →

    Heathrow lifestyle rankingsRetirement95th pctQuiet35th pctWalkability45th pctFamilies66th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  8. 18Longboat Key, Florida

    Better for retirees than 95% of Florida towns

    Longboat Key is a town of 7,505 people in Sarasota County, Florida. It also ranks more upscale than 98% of Florida towns and better for a vacation home than 96% of Florida towns.

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

    Full Longboat Key, Florida profile: weather, storms, schools, jobs →

    Longboat Key lifestyle rankingsRetirement95th pctQuiet95th pctWalkability41th pctFamilies38th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  9. 17Island Walk, Florida

    Better for retirees than 96% of Florida towns

    Island Walk is a community of 2,812 people in Collier County, Florida. It also ranks better for a vacation home than 98% of Florida towns and better for families than 90% of Florida towns.

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

    Full Island Walk, Florida profile: weather, storms, schools, jobs →

    Island Walk lifestyle rankingsRetirement96th pctQuiet75th pctWalkability48th pctFamilies90th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  10. 16Ponce Inlet, Florida

    Better for retirees than 96% of Florida towns

    Ponce Inlet is a town of 3,364 people in Volusia County, Florida. It also ranks better for a vacation home than 98% of Florida towns and more upscale than 94% of Florida towns.

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

    Full Ponce Inlet, Florida profile: weather, storms, schools, jobs →

    Ponce Inlet lifestyle rankingsRetirement96th pctQuiet91th pctWalkability50th pctFamilies53th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  11. 15Tierra Verde, Florida

    Better for retirees than 96% of Florida towns

    Tierra Verde is a community of 3,836 people in Pinellas County, Florida. It also ranks more upscale than 98% of Florida towns and better for a vacation home than 96% of Florida towns.

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

    Full Tierra Verde, Florida profile: weather, storms, schools, jobs →

    Tierra Verde lifestyle rankingsRetirement96th pctQuiet76th pctWalkability21th pctFamilies68th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  12. 14Siesta Key, Florida

    Better for retirees than 96% of Florida towns

    Siesta Key is a community of 5,454 people in Sarasota County, Florida. It also ranks more upscale than 98% of Florida towns and better for a vacation home than 98% of Florida towns.

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

    Full Siesta Key, Florida profile: weather, storms, schools, jobs →

    Siesta Key lifestyle rankingsRetirement96th pctQuiet86th pctWalkability67th pctFamilies56th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  13. 13Gulf Breeze, Florida

    Better for retirees than 96% of Florida towns

    Gulf Breeze is a city of 6,302 people in Santa Rosa County, Florida. It also ranks more upscale than 96% of Florida towns and better for families than 93% of Florida towns.

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

    Full Gulf Breeze, Florida profile: weather, storms, schools, jobs →

    Gulf Breeze lifestyle rankingsRetirement96th pctQuiet61th pctWalkability24th pctFamilies93th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  14. 12Vamo, Florida

    Better for retirees than 97% of Florida towns

    Vamo is a community of 2,822 people in Sarasota County, Florida. It also ranks hipper than 99% of Florida towns and more seaside character than 97% of Florida towns.

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

    Full Vamo, Florida profile: weather, storms, schools, jobs →

    Vamo lifestyle rankingsRetirement97th pctQuiet73th pctWalkability75th pctFamilies36th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  15. 11Feather Sound, Florida

    Better for retirees than 97% of Florida towns

    Feather Sound is a community of 3,607 people in Pinellas County, Florida. It also ranks better for young professionals than 98% of Florida towns and more upscale than 95% of Florida towns.

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

    Full Feather Sound, Florida profile: weather, storms, schools, jobs →

    Feather Sound lifestyle rankingsRetirement97th pctQuiet87th pctWalkability14th pctFamilies23th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  16. 10Vineyards, Florida

    Better for retirees than 97% of Florida towns

    Vineyards is a community of 3,883 people in Collier County, Florida. It also ranks better for a vacation home than 99% of Florida towns and more upscale than 92% of Florida towns.

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

    Full Vineyards, Florida profile: weather, storms, schools, jobs →

    Vineyards lifestyle rankingsRetirement97th pctQuiet69th pctWalkability19th pctFamilies81th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  17. 9Osprey, Florida

    Better for retirees than 97% of Florida towns

    Osprey is a community of 6,690 people in Sarasota County, Florida. It also ranks better for cycling than 95% of Florida towns and more upscale than 91% of Florida towns.

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

    Full Osprey, Florida profile: weather, storms, schools, jobs →

    Osprey lifestyle rankingsRetirement97th pctQuiet84th pctWalkability24th pctFamilies87th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  18. 8Juno Beach, Florida

    Better for retirees than 98% of Florida towns

    Juno Beach is a town of 3,858 people in Palm Beach County, Florida. It also ranks hipper than 96% of Florida towns and better for a vacation home than 95% of Florida towns.

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

    Full Juno Beach, Florida profile: weather, storms, schools, jobs →

    Juno Beach lifestyle rankingsRetirement98th pctQuiet76th pctWalkability51th pctFamilies22th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  19. 7Indian River Shores, Florida

    Better for retirees than 98% of Florida towns

    Indian River Shores is a town of 4,241 people in Indian River County, Florida. It also ranks more upscale than 99% of Florida towns and better for a vacation home 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

    Full Indian River Shores, Florida profile: weather, storms, schools, jobs →

    Indian River Shores lifestyle rankingsRetirement98th pctQuiet92th pctWalkability32th pctFamilies65th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  20. 6Sanibel, Florida

    Better for retirees than 98% of Florida towns

    Sanibel is a city of 6,382 people in Lee County, Florida. It also ranks quieter than 95% of Florida towns and more upscale than 95% of Florida towns.

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

    Full Sanibel, Florida profile: weather, storms, schools, jobs →

    Sanibel lifestyle rankingsRetirement98th pctQuiet95th pctWalkability27th pctFamilies56th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  21. 5Vilano Beach, Florida

    Better for retirees than 99% of Florida towns

    Vilano Beach is a community of 2,514 people in St. Johns County, Florida. It also ranks better for a vacation home than 99% of Florida towns and more upscale than 98% of Florida towns.

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

    Full Vilano Beach, Florida profile: weather, storms, schools, jobs →

    Vilano Beach lifestyle rankingsRetirement99th pctQuiet89th pctWalkability47th pctFamilies91th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  22. 4Verona Walk, Florida

    Better for retirees than 99% of Florida towns

    Verona Walk is a community of 2,713 people in Collier County, Florida. It also ranks better for first-time buyers than 100% of Florida towns and quieter than 97% of Florida towns.

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

    Full Verona Walk, Florida profile: weather, storms, schools, jobs →

    Verona Walk lifestyle rankingsRetirement99th pctQuiet97th pctWalkability6th pctFamilies75th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  23. 3South Beach, Florida

    Better for retirees than 99% of Florida towns

    South Beach is a community of 3,703 people in Indian River County, Florida. It also ranks more upscale than 99% of Florida towns and better for a vacation home 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

    Full South Beach, Florida profile: weather, storms, schools, jobs →

    South Beach lifestyle rankingsRetirement99th pctQuiet95th pctWalkability27th pctFamilies67th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  24. 2Pelican Bay, Florida

    Better for retirees than 99% of Florida towns

    Pelican Bay is a community of 6,660 people in Collier County, Florida. It also ranks more upscale than 100% of Florida towns and better for a vacation home than 100% of Florida towns.

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

    Full Pelican Bay, Florida profile: weather, storms, schools, jobs →

    Pelican Bay lifestyle rankingsRetirement99th pctQuiet93th pctWalkability52th pctFamilies64th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.
  25. 1Lely Resort, Florida

    Better for retirees than 99% of Florida towns

    Lely Resort is a community of 7,619 people in Collier County, Florida. It also ranks better for a vacation home than 95% of Florida towns and easier by car than 80% of Florida towns.

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

    Full Lely Resort, Florida profile: weather, storms, schools, jobs →

    Lely Resort lifestyle rankingsRetirement99th pctQuiet54th pctWalkability28th pctFamilies25th pct
    The Town Files lifestyle rankings, percentile vs Florida towns.

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 500–10,000 people in Florida (2020 Census population). 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: