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Anna Maria Island House Rentals

HomeVacation RentalsAnna Maria Island House Rentals

Enjoy the space, privacy, and laid-back island lifestyle of our Anna Maria Island vacation house rentals. Perfect for families, friend groups, and couples who want room to spread out, our collection of Anna Maria Island beach houses offers features you won’t find in a condo—like fenced yards, private pools, outdoor living areas, and multiple bedrooms designed for relaxed coastal living.

These vacation houses are also an ideal choice for snowbirds staying a month or more during the winter, offering the comforts of home with the charm of island life. Set across Anna Maria Island—from quiet residential streets to homes just steps from the beach—our rentals put you close to sugar-white sand, local dining, bike paths, and breathtaking Gulf sunsets. Whether you’re planning a weeklong getaway or an extended stay, our Anna Maria Island vacation homes provide the space and flexibility to truly settle in and enjoy island living at your own pace.

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Private Heated Pool
Private Hot Tub / Spa
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Community Pool
Community Hot Tub / Spa
Bay or Canal Front
Beach Front
Water View
Boat Dock
Private Elevator
Community Elevator
Gas Grill
Community Grill
Pets Allowed
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Long Term Rental
Wi-Fi
Smart TV
Game Console
Games Table
Tennis & Pickleball Court
Putting Green
Outdoor Shower
Washer / Dryer
EV Charging
Golf Cart Included
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Accommodations for vacationers who desire to experience more outdoor thrills over indoor frills with great access to all the local hotspots at a budget-friendly price.
To meet affordable budgets, these homes meet quality standards. All in good condition but not with the latest finishes yet still allowing vacationers to have an amazing time.
Typically more affordable with many amenities such as a pool, charming bedrooms, modern bathrooms, coastal chic touches. Definitely not lacking amenities while you are on vacation.
Designer furnishings, first-rate kitchens and deluxe bathrooms, our Platinum rentals offer some of the luxuries of Elite properties without the extra amenities.
The finest furnishings and top-of-the-line appliances, these homes have extra amenities such as a private elevator, rooftop terrace, putt-putt golf, or picturesque coastal views. Elite homes deliver memorable experiences for guests looking for the ultimate Anna Maria Island destination.
The finest furnishings and top-of-the-line appliances, these homes have extra amenities such as a private elevator, rooftop terrace, putt-putt golf, or picturesque coastal views. Elite homes deliver memorable experiences for guests looking for the ultimate Anna Maria Island destination.
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