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🌴 Seasonal & Vacation Rentals in Southwest Florida

Monthly and seasonal rentals for the winter months. Serving Fort Myers, Cape Coral, Naples, Bonita Springs, Estero, Punta Gorda, Sanibel and Marco Island.

6 businesses Β· sorted A–Z Β· Always check the contractor's license and insurance before you hire.

Hiring seasonal & vacation rentals in Southwest Florida

Many snowbirds rent for a month or a whole season before buying, and many owners rent their homes out while they are away. Southwest Florida's peak rental season runs roughly from January through April, and good places can book up well ahead. Before you commit, check the community's rental rules: many HOAs and condo associations set minimum rental periods, limit rentals per year, or require tenant approval. Florida generally applies state sales tax and county tourist development tax to rentals of six months or less, so ask whether taxes are included in the quoted price. Confirm what's covered, such as utilities, Wi-Fi, pool and lawn care, and get the cancellation and hurricane policy in writing. Visit or video-tour the unit if you can, and pay through a traceable method. Use the listings below to compare local companies, and ask each one for a written estimate before you decide.

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