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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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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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
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The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns. -
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 →
The Town Files lifestyle rankings, percentile vs Florida towns.
Price vs ranking
More Florida rankings
- The 25 Quietest Small Towns in Florida
- The 25 Most Affordable Small Towns in Florida
- The 25 Best Small Towns for Families in Florida
- The 25 Best Quiet, Affordable Small Towns to Retire in Florida
- 25 Small Towns in Florida With the Cheapest Homes
- 25 Small Towns in Florida With the Mildest Winters
- The 25 Most Walkable Small Towns in Florida
- 25 Small Towns in Florida With the Fewest Tornadoes Since 1950
- The 25 Best Small Towns for First-Time Home Buyers in Florida
- The 12 Best Affordable Small Towns to Retire in Florida With Mild Winters
Same ranking, other places
- The 50 Best Small Towns to Retire in America
- The 25 Best Small Towns to Retire in Pennsylvania
- The 25 Best Small Towns to Retire in New York
- The 25 Best Small Towns to Retire in Michigan
- The 25 Best Small Towns to Retire in Texas
- The 25 Best Small Towns to Retire in California
- The 25 Best Small Towns to Retire in New Jersey
- The 25 Best Small Towns to Retire in Wisconsin
- The 25 Best Small Towns to Retire in Ohio
- The 25 Best Small Towns to Retire in Illinois
- U.S. Census Bureau, American Community Survey 5-year estimates (2020–2024)
- U.S. Census Bureau, 2020 Census and 2025 Gazetteer (2020 / 2025)
- NOAA NCEI U.S. Climate Normals (1991–2020)
- NOAA NCEI Storm Events Database (1950–2026)
- FEMA OpenFEMA Disaster Declarations (this product uses the FEMA OpenFEMA API but is not endorsed by FEMA) (1953–2026)
- NCES Common Core of Data (2023–24)
- BLS Quarterly Census of Employment and Wages; USDA ERS county unemployment (BLS LAUS) (2000–2024)
- The Town Files lifestyle rankings, built from federal demographic, school, crime and housing data (2025)