Browse Luxury Island Vacation Rentals by Community

Hunters Point is a distinctive and newly established community boasting eco-friendly single-family homes. These homes are designed to coexist with nature while ensuring utmost comfort, each producing sufficient power for its own needs. As Hunters Point grows, residents can look forward to a communal pool and other enticing amenities. Situated in Cortez, a stone’s throw from Anna Maria Island, this resort community immerses you in a classic fishing ambiance. Choose Hunters Point for one of the most innovative and eco-conscious vacation rental experiences.

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Marbella Villas is an exclusive community in Bradenton Beach on Anna Maria Island, Florida, where contemporary island living meets refined Mediterranean influence. Thoughtfully designed, featuring clean architectural lines, terracotta accents, and curated tropical landscaping that create a sophisticated yet effortless coastal aesthetic. With a tranquil, resort-like ambiance and a premier location just steps from the Gulf of Mexico, Marbella Villas offers a polished retreat for those drawn to modern luxury, understated elegance, and seamless beachside vacationing.

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Just across the bridge from Anna Maria Island, One Particular Harbour Margaritaville is an exclusive, private gated resort condo community offering a luxury getaway in a serene waterfront setting. These impeccably maintained, high-end units are nestled in a quiet residential area yet remain only a short mile from the island by car, bike, or on foot, making them ideal for travelers seeking peace and privacy without sacrificing convenience. Guests enjoy stunning water views and premium resort-style amenities, including a community pool, splash pad, and scenic nature walk, creating the perfect upscale rental for a refined coastal vacation.

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Located on the northern tip of Anna Maria Island, this stunning bayside property sits just one block from Pine Avenue, the vibrant heart of the City of Anna Maria. Bayside Bungalows offers an unbeatable location—just steps from the bay, shopping, top local restaurants, the Anna Maria City Pier, and the free island trolley. It’s the perfect home base for experiencing everything Anna Maria Island has to offer.

These beautifully remodeled vacation rentals feature fully equipped kitchens, bay views, a shared heated pool and sundeck, and classic Florida coastal charm. Designed with flexibility in mind, the property offers short-term stays and multiple units, making it ideal for families, couples, or groups who want to vacation together while still enjoying their own private space.

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Welcome to the peaceful beauty of Anna Maria Island, where The Coconuts offers a modern beachfront escape. Located right on the shore, the resort features vacation rentals from cozy one-bedroom condos to spacious two-bedroom units, all designed for comfort and easy island living. Wake up to the sound of waves, step onto soft sand, and enjoy the relaxed island pace. With its convenient location and stylish accommodations, The Coconuts is a perfect choice for a memorable Anna Maria Island getaway.

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North Beach Village is an upscale residential community on Anna Maria Island, featuring a variety of elegant architectural styles that reflect the island’s historic charm. Surrounded by lush, manicured landscaping, the neighborhood offers a calm, refined atmosphere that appeals to vacationers seeking a peaceful and sophisticated retreat. With its quiet, tree-lined streets and easy access to the island’s pristine beaches, North Beach Village provides a beautiful, private setting for those who appreciate relaxed, island-style living in a more exclusive location.

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Island Paradise is a beachfront condo building in Holmes Beach offering updated units, stunning ocean views, and a refreshing pool—perfect for your next Gulf Coast getaway. Located just steps from the sand, this vacation rental property features modern, well-appointed accommodations and easy access to nearby dining, shopping, and attractions. Whether you’re relaxing on the balcony or taking a dip in the pool, Island Paradise delivers a memorable beach vacation experience in the heart of Anna Maria Island.

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