From intimate island escapes to spacious coastal retreats, Anna Maria Island Accommodations offers vacation rentals to match every style of stay. Whether you are planning a romantic getaway, a family beach week, or a group vacation, our homes are ideally located near the island’s beaches, dining, and local attractions. Explore our range of Anna Maria Island vacation rentals below and find the perfect fit for your stay.
Cozy to Grand Vacation Rentals
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Our 1–2 bedroom Anna Maria Island vacation rentals are ideal for couples, friends, or small families seeking a relaxed and affordable island getaway. These homes offer comfortable living spaces and convenient access to Anna Maria Island beaches, Holmes Beach, Bradenton Beach, dining, and local attractions.
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Our 3–4 bedroom Anna Maria Island vacation rentals are perfect for families and small groups looking for extra space to relax and enjoy island time together. With multiple bedrooms and easy access to Anna Maria Island beaches, shopping, and dining, these homes offer comfort and convenience for your stay.
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Our 5–6 bedroom Anna Maria Island vacation rentals are designed for larger families and group getaways, offering plenty of room to spread out and reconnect. Located near Anna Maria Island beaches, Holmes Beach, Bradenton Beach, dining, and island attractions, these homes make group vacations easy and enjoyable.
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Our 7+ bedroom Anna Maria Island vacation rentals are ideal for unforgettable group vacations, family reunions, and multifamily beach trips. Featuring spacious living areas and resort-style amenities, these homes are located near the island’s top beaches, dining, and attractions.
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Specials
Find Your Sunshine Special
Early Springtime in Florida is a chance to reset, relax, and enjoy the warmer temperatures and golden sunny days without the Spring Break crowds. For a limited time, book a new 4+ nights reservation arriving now through May, 2026 with Prime Vacations at a select luxury vacation rental and save! Use promo code: SUNKISSED15 at checkout.
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*Terms and Conditions and Blackout Dates apply.
Extended Stay Discount
Extended Beach Bliss: 30+ Nights, 15% Off Your beach house, your home base—for a month or more. Looking for a long-term coastal escape? Book 30+ nights and get 15% off select homes with utilities included. From island cottages to spacious villas, enjoy the comfort of home and the beauty of the beach—on your schedule. Book online using promo code EXTEND15 at checkout or call us at 941-779-0733 to book directly with our Reservations team!
*Terms and Conditions apply
Military, First Responder and Teacher Discount
Sunshine & Service – 10% Off for Those Who Serve! Active Duty & Retired U.S. Military First Responders (Police, Firefighters, EMTs, Paramedics) Certified Teachers & Education Professionals (K–12 or Higher Ed) Valid year-round on select vacation homes across Anna Maria Island, call and mention the Hero’s Getaway or book online with promo code—just be ready to show your qualifying credentials. Book online using promo code HERO10 at checkout or call us at 941-779-0733 to book directly with our Reservations team!
*Terms and Conditions apply
Florida Resident Special
You’re only a short drive from paradise—enjoy exclusive savings just for Florida Residents. Enjoy 10% off select vacation rentals when you book your next stay on Anna Maria Island. Soak in the sunshine, Gulf breezes, and laid-back island vibes with our Florida Resident Rate. Book online using promo code FLRETREAT10 at checkout or call us at 941-779-0733 to book directly with our Reservations team!
*Terms and Conditions apply