Vacation Rental Management
Vacation Rental Management in Naples, FL
From the Gulf-front condos of Vanderbilt Beach and Pelican Bay to the golf-course homes and canal streets inland, Fairly runs Naples vacation rentals through a winter season when demand peaks and a long, quiet summer when it doesn't, pricing every night for both, with a caretaker who lives nearby on every turnover.
4.9
Average review in Naples, FL
Fairly is an Airbnb Superhost, and our Naples homes average 4.92 stars across 26 guest reviews. 87% of those reviews are five stars. Better reviews attract better guests, at higher prices, maximizing your revenue.
What our guests say
Naples market overview
Naples sits on Collier County's Gulf coast, at the heart of what the county markets as Florida's Paradise Coast. Visitors come for the beaches, from Naples Beach and its pier to Vanderbilt Beach, Clam Pass and Delnor-Wiggins Pass State Park; for the restaurants and galleries along Fifth Avenue South and Third Street South; and for golf, boating and stone crab season. Bonita Springs is the next beach town north, just over the Lee County line.
Demand is set by winter. Among the area's best-run rentals, occupancy climbs from about 54% in January to 78% in February, and March brings the year's highest nightly rates. April falls back to about 41%. From May through November, through the summer rainy season and the heart of hurricane season, occupancy sits between roughly 16% and 31%, lowest in September and October. December's holidays lift it back to about 40% and start the next season.
What homes earn in Naples, FL
The chart shows what well-run Naples rentals earn each month: listings on Airbnb and Vrbo with a review score of 4.8 or higher, available or rented at least 300 days a year. It reflects homes run as full-time rentals, not occasional ones. The year is front-loaded: January through March bring in more than the other nine months combined. You can customize a projection for a specific home.
| Month | Total rent | Occupancy | Avg. daily rate |
|---|---|---|---|
| Jan | $4,965 | 52% | $308 |
| Feb | $7,201 | 77% | $334 |
| Mar | $8,013 | 72% | $359 |
| Apr | $3,864 | 40% | $322 |
| May | $1,964 | 24% | $264 |
| Jun | $1,920 | 25% | $256 |
| Jul | $2,446 | 30% | $263 |
| Aug | $1,569 | 21% | $241 |
| Sep | $1,026 | 15% | $228 |
| Oct | $1,284 | 19% | $218 |
| Nov | $2,150 | 28% | $256 |
| Dec | $3,546 | 38% | $301 |
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This is based on properties listed on Airbnb, Vrbo, and Booking.com with an average review score of 4.8 out of 5 or higher, limited to homes available or rented at least 300 days a year. Earnings vary based on the unique amenities and qualities of each home.
A guaranteed $5,000 increase in earnings
We guarantee that homeowners coming from self management or other managers will make an extra $5,000 in their first year with Fairly.
Vacation Rental Taxes and Regulations in Naples, FL
Can your home rent by the night?
It depends on which side of the city line it sits. Most homes with a Naples address are in unincorporated Collier County, including Pelican Bay, Vanderbilt Beach, Golden Gate and Lely, and there short-term rentals are allowed once the home is registered with the county.
The City of Naples is different. It covers the older coastal core: downtown around Fifth Avenue South, the Naples Pier, Port Royal and Park Shore. In every residential zoning district in the city, single-family homes and condominiums alike, rentals must run 30 days or longer. A home may be rented for shorter stays no more than three times in a calendar year, and may not be advertised for them. Nightly rental is possible only as a conditional use approved by City Council, in the downtown, commercial and certain multifamily and planned-development districts. The property's TRIM notice, on the Collier County Property Appraiser's site, shows which jurisdiction a home is in.
Registering your rental in unincorporated Collier County
The sequence runs in this order. First, a vacation rental licence from Florida's Department of Business and Professional Regulation, required for a whole home rented more than three times a calendar year for stays under 30 days, or advertised that way, and renewed each year. Second, a tourist development tax account with the Collier County Tax Collector. Third, the county's short-term vacation rental registration, completed before the first guest arrives. It names a designated responsible party, and its registration number must appear in every listing and advertisement. Changes of owner or responsible party go to the county within ten business days. Guests must be told the county's noise, parking and garbage rules before they arrive, and guest houses may not be rented at all.
Lodging taxes
Every stay of six months or less is taxable, monthly winter rentals included, in the city and the county alike. Florida's 6% sales tax is owed to the Florida Department of Revenue; Collier County's tourist development tax is owed to the Collier County Tax Collector.
How Fairly handles it
We register your home for Florida sales tax and the Collier County tourist development tax, and collect and remit both on every booking. We assist with the state vacation rental licence and its annual renewal, and with the county registration.
Operating a vacation rental in Naples, FL
Running a Naples rental means back-to-back turnovers from January through March, then a long, slow stretch from May to November that overlaps the summer rains and hurricane season, when maintenance and storm preparation get done. Heat, humidity and salt air are hard on air conditioning, pools and exterior hardware.
Beachfront homes have one more rule to keep: from May through October, Collier County's sea turtle protection rules require lights visible from the beach to be off after 9 p.m. or shielded. In unincorporated Collier County, every registered rental also names a designated responsible party who can be reached around the clock and on site the day after a problem is reported. With Fairly, your caretaker lives nearby, handles every turnover and walkthrough personally, and is the kind of reachable local presence that rule contemplates. You keep final say over your home, and you can change caretakers whenever you want.
Frequently asked questions
A flat 20% commission on the rental revenue your Naples home earns, with no long-term contract and no hidden fees, so we are paid only when it books. It covers your listings on Airbnb, Vrbo and Fairly.com, pricing through the winter peak and the summer slowdown, guest messaging, and collecting and remitting Florida sales tax and Collier County's tourist development tax.
Yes, if it is in unincorporated Collier County, as most Naples-addressed homes are, including Pelican Bay, Vanderbilt Beach, Golden Gate and Lely, once it is registered with the county. Inside the City of Naples, which covers downtown, the pier, Port Royal and Park Shore, homes and condos in residential districts must rent for 30 days or longer, with shorter stays allowed only three times a year.
In unincorporated Collier County: a Florida DBPR vacation rental licence, renewed yearly; a tourist development tax account with the Collier County Tax Collector; and county registration before the first stay. The registration names a designated responsible party, reachable around the clock and on site the next day, and its number must appear in every listing.
February and March. Among the area's best-run rentals, February occupancy reaches about 78%, and March brings the year's highest nightly rates. January is close behind. From May through November, through the rainy and hurricane seasons, occupancy sits between roughly 16% and 31%, lowest in September and October, before the December holidays start the climb back.

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Fairly Vacation Rental Management
Serving Naples, FL and neighboring areas
Available 24/7