Monthly Vacation Rentals

A month-long getaway is essential for many travelers looking to escape the cold or take their annual vacation in luxury and style. We've put together a list of the perfect Anna Maria Island monthly rentals that feel like your beach home away from home! Filter the features of your desired home and check out nearby activities that will keep you busy. Our monthly vacation rentals are also within walking distance of bars and restaurants for easy dinner solutions. See what Anna Maria Island has to offer during your month-long stay!


Properties Available 5 properties available
Retreat Royale by Anna Maria Accommodations Peaceful Monthly Escape with Private Pool and Tranquil Garden Patio 604 Ambassador Ln Holmes Beach, FL 34217 VRC19-000265 Welcome to Retreat Royale, a beautifully styled 2-bedroom, 2-bathroom island home nestled in a quiet neighborhood of Holmes Beach on Anna Maria Island. Designed for serenity and long-
Hot HOT 38
Retreat Royale
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Salt Life by AMI Locals112 11th St S Bradenton Beach, Florida TPL 18-000551Welcome to Salt Life, a spectacular Bayfront home with a private dock for fishing and a fantastic rooftop deck that is just a short walk to the sugar-white sands and calm turquoise waters of Cortez Beach. Luxurious throughout, this five-bedroom, five-bathroom getaway has gor
Hot HOT 32
Salt Life
Bradenton Beach Pet Friendly
Bedrooms 5 BR
Bathrooms 5 BA
Bathrooms 1 Half Bath
Guests 11 guests
Rating 5 (39)
Dolphin Daze by Anna Maria Island Accommodations Holmes Beach Canalfront Home with Pool VRC20-000147Welcome to Dolphin Daze, a stunning canal front vacation home with a dock and private heated pool, just a thirteen-minute walk from Holmes Beach! This spacious three-bedroom, four-bath getaway sleeps up to six guests. Perfect for families and friends
Hot HOT 24
Dolphin Daze
Holmes Beach
Bedrooms 3 BR
Bathrooms 4 BA
Guests 6 guests
Marmalade Sky by Anna Maria Island Accommodations 243 S Harbor Dr, Holmes Beach, FloridaWelcome to Marmalade Sky, an exquisite new construction home designed for luxury and comfort. This stunning property features four spacious bedrooms and four and a half pristine bathrooms, making it the perfect retreat for families or groups in search of a remar
Hot HOT 42
Marmalade Sky
Holmes Beach
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
Bay View Bliss by AMI Accommodations Bradenton Beach Vacation Condo 117 7th St N Unit 29, Bradenton Beach, FL 34217 Welcome to Bay View Bliss, a newly remodeled two-bedroom, one bath coastal condo tucked into the heart of Bradenton Beach. Just a block from the beach, steps from the bay, and less than a mile from the vibrant Bridge Street district,
Hot HOT 22
Bay View Bliss
Bradenton Beach
Bedrooms 2 BR
Bathrooms 1 BA
Guests 4 guests
Rating 5 (2)

Tell us what you're looking for and someone will contact you with available options.

I agree