Monthly stays · 28-night minimum
Seasonal Rentals
Winter the way Southwest Florida regulars do: a fully furnished home or condo booked by the month. Our seasonal collection spans Naples, Bonita Springs, Fort Myers and the islands — book a month, or the whole season.
Book by the month
Seasonal homes have a 28-night minimum — most guests take one to four months over the winter.
Live pricing, real answers
Monthly rates vary by home and month. The concierge checks the live calendar and quotes the actual total for your months.
The best homes go early
Peak-season months (January–March) book far ahead. If your favorite is taken, set a watcher and get emailed when it opens.
Featured seasonal homes
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Landscape View
Autumn Woods
AW CR 20-202 - 7122 Blue Juniper Court #202
3 BR · 2 BA · Sleeps 6Seasonal
Naples
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Preserve View
Bonita Bay
BB BP A-203 - 4701 Montego Pointe Way A-203-Bonita Bay
2 BR · 2 BA · Sleeps 4Seasonal
Bonita Springs
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Preserve View
Bonita Bay
BB BP H-102 - 26974 Montego Pointe Court #102
2 BR · 2 BA · Sleeps 6Seasonal
Bonita Springs
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Lake View
Bonita Bay
BB BP P-201 - 26926 Montego Pointe Court #201
3 BR · 2 BA · Sleeps 6Seasonal
Bonita Springs
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Gulf View
Bonita Beach
BBC D-450 - 25740 Hickory Boulevard #450
2 BR · 2 BA · Sleeps 4Seasonal
Bonita Springs
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Gulf View
Bonita Beach
BBC E556 - 25750 Hickory Boulevard #556
2 BR · 2 BA · Sleeps 4Seasonal
Bonita Springs
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Bay View
Bonita Bay
BB ESP S1204 - 4951 Bonita Bay Boulevard #1204
3 BR · 3 BA · Sleeps 6Seasonal
Bonita Springs
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Lake View
Bonita Bay
BB HL 9-201 - 4431 Riverwatch Drive, 201
3 BR · 3 BA · Sleeps 6Seasonal
Bonita Springs
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