What is the minimum stay for a vacation rental in Olde Naples?

Most owners and associations here let by the month rather than the week, and a thirty-day minimum is the common arrangement. Olde Naples sits inside the City of Naples, which regulates short-term rentals more tightly than the county does, and the terms vary by zoning district and by association — we confirm what applies to a specific address before you book.

When should I book a season in Olde Naples?

Early. Season runs January through April and peaks in February, and the better residences are often committed six to twelve months ahead, many of them re-let to the same guests year after year. If you want a particular building or a particular block, treat the spring before as the deadline rather than the fall.

What does a seasonal rental in Olde Naples cost?

It depends almost entirely on the month, the size and the distance to the water. January through April carries a large multiple of the off-season monthly rate, and a residence on the beach carries a further premium over one a few blocks east. Tell us your dates and we will send current rates for what is actually available.

Can I walk to the beach and Fifth Avenue South?

That is the reason most people rent here. Olde Naples is compact, and from most of it the beach, Fifth Avenue South, Third Street South, Crayton Cove and the Naples Pier are all within walking distance — many guests leave the car parked for days at a time.

Are pets allowed in Olde Naples vacation rentals?

Sometimes, and it is decided twice — once by the association and once by the owner. Pet-friendly seasonal residences are a small share of the inventory and they are taken early, so tell us at the outset rather than after you have chosen a shortlist.

Do you manage vacation rentals in Olde Naples?

Yes. Alpizar Property Management runs furnished seasonal rentals with an in-house team — marketing and guest screening, association applications, turnover cleaning, maintenance and monthly statements. Tell us about your residence and we will outline what it should earn.