Monthly Rentals in the Florida Keys

Planning a longer stay in the Keys? Our Florida Keys monthly rentals include vacation homes with a 28-night minimum, giving you time to slow down, settle in, and enjoy the islands beyond a quick getaway. Whether you are escaping winter, working remotely, visiting from Canada or Europe, or planning an extended holiday, Seven Keys Vacations offers monthly stays across Key West, Key Largo, Islamorada, Marathon, Big Pine Key, and nearby Florida Keys communities.

Monthly rentals are ideal for travelers who want more space, more flexibility, and more time to enjoy the Florida Keys lifestyle. Instead of rushing through a few days, you can find your favorite coffee spot, get comfortable in the neighborhood, spend unhurried days on the water, and enjoy the rhythm of island life at your own pace.

Find Monthly Rentals Throughout the Florida Keys

Every part of the Keys offers a different kind of extended stay. Key Largo monthly rentals are a great fit for guests who want easy access from the mainland, boating, diving, snorkeling, and waterfront dining. Islamorada monthly rentals are popular for fishing trips, laid-back restaurants, and a quieter island pace. In the Middle Keys, Marathon monthly rentals offer a central location with access to beaches, boating, family-friendly activities, and day trips throughout the islands.

For a quieter stay, Big Pine Key and Lower Keys monthly rentals offer more room to unwind, explore nature, and enjoy a slower pace. Guests looking for culture, dining, historic streets, nightlife, and sunset celebrations can browse Key West monthly rentals for a longer stay close to the energy of the Southernmost City.

Why Choose a 28-Night Minimum Stay?

A monthly stay gives you the comfort of a true home base with more time to enjoy the Keys at your own pace. Many monthly vacation rentals include full kitchens, comfortable living areas, outdoor spaces, and features like private pools, boat docks, pet-friendly options, ocean views, or workspaces, making them a great fit for snowbirds, remote workers, seasonal guests, retirees, and travelers who simply want more time in the sun.

A Better Way to Experience the Keys

With a monthly Florida Keys rental, there is time to revisit the places you love and discover the ones you might miss on a shorter vacation. Spend a few weeks getting to know local restaurants, marinas, parks, beaches, fishing spots, and island communities from Key Largo to Key West.

If you are comparing locations, start with the area that best fits your stay style. Choose Key Largo or Islamorada for Upper Keys access, Marathon for a central home base, Big Pine Key and the Lower Keys for a quieter escape, or Key West for a lively extended stay with dining, history, and entertainment nearby.

Browse our available monthly rentals below and start planning your extended stay in the Florida Keys.