Experience Island Luxury with AMI Locals. Whether you’re planning a romantic escape, a refined family retreat, or a sophisticated group getaway, our luxury Anna Maria Island vacation homes place you just steps from powder-soft beaches, exceptional dining, and the island’s most coveted experiences—all while offering the refined amenities and personalized touches of a world-class coastal stay.
Beach Hideaways to Grand Estates
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Our 1–2 bedroom Anna Maria Island vacation rentals are an ideal choice for couples, friends, and small families ready to book a relaxed yet refined island getaway. These beautifully appointed homes offer comfortable, stylish living spaces and are perfectly located near Anna Maria Island beaches, Holmes Beach, and Bradenton Beach. With top-rated dining, local shops, and favorite island attractions just moments away, everything you need for an effortless coastal stay is right at your fingertips.
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Our 3–4 bedroom Anna Maria Island vacation rentals offer an elevated island experience for families and small groups seeking space, comfort, and effortless style. These thoughtfully designed homes feature multiple bedrooms and generous living areas, ideally located near Anna Maria Island beaches, boutique shopping, and celebrated local dining. It’s the perfect setting to unwind, reconnect, and enjoy island living at its finest.
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Experience the perfect blend of luxury, space, and comfort in our 7+ bedroom Anna Maria Island vacation rentals — ideal for large groups and multi-generational families. Each high-end home offers expansive living areas, private pools, and resort-style amenities designed for unforgettable group vacations, family reunions, and beach getaways. Conveniently located near Anna Maria Island’s best beaches, upscale dining, and top attractions, these luxurious rentals provide everything you need for an exceptional island experience.
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Experience the perfect blend of luxury, space, and comfort in our 7+ bedroom Anna Maria Island vacation rentals — ideal for large groups and multi-generational families. Each high-end home offers expansive living areas, private pools, and resort-style amenities designed for unforgettable group vacations, family reunions, and beach getaways. Conveniently located near Anna Maria Island’s best beaches, upscale dining, and top attractions, these luxurious rentals provide everything you need for an exceptional island experience.
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Specials
Last Minute Savings
Summer vacation just got easier to plan. A fresh selection of Florida Gulf Coast Vacation Rentals are now available with newly opened dates for summer travel. Book within 28 days of arrival and save 12% with promo code LASTMINUTE12.
Limited availability. Prime locations. Reserve your Anna Maria Island or Siesta Key summer stay today!
*Terms and Conditions 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 Whether you serve in the military, protect our communities as a first responder, or shape young minds in the classroom, we want to thank you with 10% off your next beach escape. This special discount is valid year-round on select vacation homes across Anna Maria Island, Siesta Key, and Lido Key.
- Active Duty & Retired U.S. Military
- First Responders (Police, Firefighters, EMTs, Paramedics)
- Certified Teachers & Education Professionals (K–12 or Higher Ed)
*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. Call us at 941-779-0733 to book directly with our Reservations team!
*Terms and Conditions apply