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!
25 properties available
Bikini So Tiny by AMI Locals 309 Pine Ave, Anna Maria, Florida 34216 Welcome to Bikini So Tiny, a charming one bedroom, one bath pet-friendly vacation rental that captures the character of historic Anna Maria Island with modern comforts. Located right on lively Pine Avenue, you’ll be just a five-minute walk to the beach and steps from boutique shop
Walking on Sunshine by AMI Locals 2906 Gulf Dr, Holmes Beach, Florida VRC19-000232 Welcome to Walking on Sunshine by AMI Locals, a stylish three-bedroom, three-bath coastal getaway located just one block from the pristine sands of Holmes Beach. Perfect for families and pet owners, this Anna Maria Island vacation rental features a private pool, a fe
Just Beachy by AMI Locals 211 65th St, Holmes Beach, Florida 34217 VRC19-000141 Welcome to Just Beachy by AMI Locals, a beautifully designed 6-bedroom, 4.5-bath luxury beach home just a 2-minute walk from the Gulf shores of Anna Maria Island. Nestled in the heart of Holmes Beach, this coastal chic retreat blends elegant design with family-friendly
Barefoot by the Bay at Bayside Bungalow by AMI Locals 201 S Bay Blvd, Unit #3, Anna Maria, FL 34216VR18-000088Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, re
Salt Life by AMI Locals 112 11th St S, Bradenton Beach, Florida TPL 18-000551 Welcome to Salt Life by AMI Locals, a breathtaking five bedroom, five a half bath bayfront retreat located on the serene south end of Bradenton Beach. Perfect for families, boaters, and beach lovers, this luxury home offers the ultimate Anna Maria Island vacation rental e
Honu Hale by Anna Maria Island Accommodations 306 55th St, Holmes Beach, FL 34217 Welcome to Honu Hale by Anna Maria Island Accommodations, a newly renovated three-bedroom, two-bath coastal retreat where tropical charm meets modern comfort. Named after the Hawaiian word for “turtle,” Honu Hale captures the calm, carefree rhythm of island life. Perf
Boundless Waves by Exclusive Vacations 408 Magnolia Ave, Anna Maria, FL VR24-000005 Welcome to Boundless Waves, part of our Exclusive Collection. Offering a curated luxury experience with elevated amenities, personalized services, and refined island living. This six-bedroom, six-and-a-half-bath coastal retreat features a rooftop deck with panorami
Coconut Cove by AMI Locals 205 17th St N, Bradenton Beach, Florida TPL22-000085 Welcome to Coconut Cove by AMI Locals, a vibrant six bedroom, four and a half bath luxury beach home just a three-minute walk from the soft sands of Bradenton Beach. Perfectly designed for families and groups, this retreat combines island style, modern comfort, and endl
Beach Breeze by AMI Locals 205 Elm Ave, Anna Maria, FL 34216 VR16-000510 Welcome to Beach Breeze by AMI Locals, a vibrant four bedroom, three bath coastal retreat perfectly situated in the heart of Anna Maria Island. Just a two-minute walk to the beach and two minutes from Pine Avenue’s charming shops and restaurants, this home combines island styl
Gulf Horizons by AMI Locals 201 17th St N, Bradenton Beach, FL VPL22-000084Experience the ultimate Florida escape at Gulf Horizons, a spectacular three-level estate with seven bedrooms and six and a half bathrooms! Located just across the street from Bradenton Beach's pristine Gulf beaches, this home offers panoramic water views from the rooftop de
Retreat Royale by Anna Maria Accommodations 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-term stays, this charming retreat features a lush garden oasis, a sp
Atlantis Beach House by Anna Maria Island Accommodations 2119 Avenue B, Bradenton Beach, Florida RBT17-003063 / TPL18-000446 Welcome to Atlantis Beach House by Anna Maria Island Accommodations, an extraordinary nine bedroom, six and a half bath coastal retreat just a two-minute walk from the Gulf. Designed for unforgettable family gatherings and gr
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