01 · the cities
Naples
Naples brings wealthy retirees to the Gulf coast for genuinely some of the prettiest beaches in Florida, and the sunsets at the pier are a community ritual (everyone gathers, no one talks). The downtown along Fifth Avenue is pastel and breezy. Mercato has the upscale restaurants. The Everglades' western edge starts just south of town. Affluent, sunny, and quieter than the east-coast Florida cities.
full dispatch→Pensacola
Pensacola is the Blue Angels' home base (you can watch their practices for free at the National Naval Aviation Museum), with sugar-white sand beaches on the Gulf and a charming historic district that goes back to the Spanish. It's the western-most Florida city, closer to New Orleans than to Miami in feel. Affordable, sunny, and serious about seafood.
full dispatch→02 · the money
Median rent
Median rent
$2,719/mo
$1,752/mo
$967/mo less than Naples (55%)
Median home price
Median home price
$679k
$303k
$376k less than Naples
State income tax
State income tax
0%
0%
Gross left after rent
Gross left after rent
$5,614/mo
$6,581/mo
Pensacola has $967/mo more gross after rent at $100k
Gross left after rent reflects state income tax but not federal, based on $100k salary. Enter your salary to find your ideal city.
03 · the weather
Pleasant days/yr
Pleasant days/yr
261 days
226 days
35 fewer than Naples
Extreme heat days
Extreme heat days
0 days
6 days
days above 95°F per year
Extreme cold days
Extreme cold days
0 days
0 days
days below 20°F per year
Pensacola has 6 more days above 95°F each year than Naples.
04 · the life
OutdoorScore
OutdoorScore
58 / 100
69 / 100
11.0 pts ahead of Naples
Nonstop flights
Nonstop flights
34 routes
11 routes
23 fewer direct routes than Naples
Metro size
Metro size
404k metro
530k metro
the verdict
3
Naples
categories won
4
Pensacola
categories won
Pensacola wins on money. Naples has the edge on weather.
run your numbers
How far does your Naples salary go?
Enter your salary to see a full ranked list of cities where you would live better.
see your top citiesWe use a proprietary blend of data from the US Census, Zillow, Ticketmaster, and more.
Walk Score® is a trademark of Walk Score, a Redfin company. How Walk Score works

