Monthly Rentals in Anna Maria Island

Average saving of 19% on select homes for stays of 28+ nights or more.

Discover the ideal place for your extended stay in Anna Maria Island. Whether you are vacationing with your kids and pets, working remotely, or simply in need of a change of scenery, with Vrbo you’ll find the amenities you desire, including parking and Wi-Fi. Explore fully furnished rentals ideal for short or long-stays, where you can settle in and live comfortably for a month or more in Anna Maria Island. View all home rentals in Anna Maria Island offering monthly discounts . Can't stay that long? Check our vacation rentals in Anna Maria Island that offer weekly discounts.

Great home rentals for your monthly stay in Anna Maria Island

View all home rentals in Anna Maria Island offering monthly discounts

Your beautiful Anna Maria Island Vacation awaits!

Your beautiful Anna Maria Island Vacation awaits!

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All rentals in Anna Maria Island

Find the perfect stay with great monthly and weekly rates

Home rentals in Anna Maria Island with monthly discounts

Find great homes and convenient apartments in Anna Maria Island where the host offers a discount for staying 28 nights or longer.

Only whole homes. Always private

Book a weekly stay in a Vrbo vacation home in Anna Maria Island; where the host offers a discount for staying 7 nights or longer.

Extended stay in Anna Maria Island for digital nomads and remote workers

Book accommodations with reliable Wi-Fi and dedicated work areas, ensuring you can stay productive while on the move.

Pet-friendly accommodations in Anna Maria Island

Discover homes away from home in Anna Maria Island, from which you and your pet can have a prolonged stay and explore a fascinating destination.

Vacation rentals in Anna Maria Island with great kitchens

Discover fully furnished rentals equipped with kitchens and all the essential amenities for a comfortable stay in Anna Maria Island lasting a month or more.

Vacation rentals in Anna Maria Island with parking

Find great homes with parking space in Anna Maria Island so that you can conveniently have a month-long stay and enjoy hassle-free commuting.

Wheelchair accessible vacation rentals in Anna Maria Island

Explore accessible vacation rentals in Anna Maria Island and discover vacation homes designed to accommodate everyone for a comfortable and inclusive extended stay.

Vacation rentals in Anna Maria Island with pool

Enjoy a refreshing escape in a vacation rental with pools in Anna Maria Island during your month-long getaway.