Anna Maria Island Waterfront Vacation Rental - Holmes Beach Monthly Rental

Bedrooms: 4    Bathrooms: 3    Sleeps: 8    Save to Favorites

  • Property 918713
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Month
  • Average Rate: $14,832/Month
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 4 Stars
  • Distance to Beach: 3 Stars
  • View: 3 Stars
  • On-Call Management: 5 Stars

Why Book with Emerald Kite?

Your vacation deserves more than a gamble! When renting with private owner listing platforms it's easy to miss critical details about a property. You may end up in a home that doesn't suit your needs.

Emerald Kite provides detailed, one-on-one consultations BEFORE booking to discuss the property, proximity to attractions, and special requirements.

Why settle for less?

Call Our Local Agent

USA: 941.900.4552

Intl: +1 941.900.4552

7 Days a Week 9am - 10pm EST



Anna Maria Island waterfront vacation rental and Holmes Beach monthly rental perfectly describe this stunning Florida retreat, designed for travelers seeking a luxurious escape in one of the most coveted island destinations on the Gulf Coast. This 4-bedroom, 3-bathroom canal-front home is located in Holmes Beach’s exclusive Key Royale neighborhood and offers the best of both worlds—scenic water views from the back porch and peaceful golf course views from the front. Guests are welcomed into a bright, airy property surrounded by swaying palm trees and lush Florida landscaping. The home’s private pool, tiki hut, and outdoor entertaining spaces create the ideal environment for relaxation, while the interior boasts modern comforts, including a fully equipped kitchen, spacious living areas, and flat-screen TVs in every bedroom. With a month-long minimum stay, this Holmes Beach monthly rental ensures the tranquility and privacy that only Anna Maria Island can offer. From the moment you arrive, the charm of Anna Maria Island is unmistakable. Nestled in a quiet, upscale neighborhood, the home provides a serene retreat while still being close to the island’s sandy shores and vibrant attractions. The property’s inviting front porch overlooks the manicured greens of a golf course, while the back porch and pool area open to tranquil canal waters, offering guests a true Florida waterfront lifestyle. Inside, the home is tiled throughout, creating a cool, coastal atmosphere that blends perfectly with the island surroundings. The spacious living room, anchored by a large-screen television, is ideal for gathering with friends and family after a day on the beach. Comfortable furnishings and classic Florida décor create a welcoming environment that feels both stylish and relaxing. Each of the four bedrooms has been thoughtfully appointed with flat-panel TVs and plush bedding, making it easy for every guest to unwind in privacy. The primary suite features a King bed, while additional bedrooms offer a combination of Queen and Twin options, perfectly accommodating families and groups of all sizes. Airy, sunlit windows and tropical accents enhance the sense of comfort throughout. The fully stocked kitchen is a highlight for guests who enjoy preparing meals at home. Equipped with modern appliances and ample counter space, it’s perfect for creating everything from quick snacks to gourmet dinners. Meals can be enjoyed indoors at the dining table or taken outside to the poolside patio for an al fresco experience under the warm Florida sun. Outdoor living is at the heart of this Anna Maria Island waterfront vacation rental. French doors open to a private backyard oasis featuring a sparkling pool, tiki hut, and gas grill. Whether you’re hosting a casual cookout, lounging with a book in the shade, or cooling off in the pool, the outdoor spaces are designed to maximize relaxation and fun. Evening sunsets over the canal create a picture-perfect backdrop for unforgettable moments. The canal access adds another layer of appeal, as boating enthusiasts can easily enjoy the waters right from the backyard. Guests may spot dolphins or manatees swimming by, a reminder of the incredible wildlife that thrives in Florida’s Gulf waters. The peaceful setting allows visitors to fully embrace the slower pace of island life. Beyond the property, Anna Maria Island beckons with endless opportunities for adventure. Spend the day strolling Holmes Beach, biking along island paths, or exploring boutique shops and local restaurants. The nearby piers are perfect for fishing or simply enjoying the coastal views, while the island’s free trolley makes it easy to discover every corner of this charming destination. This Holmes Beach monthly rental also provides convenient access to mainland attractions. A short drive connects guests to Sarasota’s cultural scene, Bradenton’s riverfront, and the natural beauty of Robinson Preserve. Whether you seek arts, dining, or outdoor exploration, the location offers something for everyone. Every aspect of this property has been designed to deliver the quintessential Florida vacation experience. From canal views and golf course vistas to private outdoor amenities and spacious interiors, this Anna Maria Island waterfront vacation rental is an ideal choice for extended stays filled with sun, relaxation, and island adventure. Emerald Kite has been welcoming visitors to Anna Maria Island and Holmes Beach for over 20 years. We provide one-on-one assistance through our direct phone line, where you can discuss this property or explore other luxury monthly rental options available during your preferred dates. All guests are considered VIPs and receive complimentary concierge services both before and during their stay, ensuring a seamless and memorable Florida Gulf Coast getaway.

Available! Call Local Agent - 941.900.4552

Note: Rentals are a minimum of 7 nights, from Saturday to Saturday.

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Photo Disclaimer: Images represent the overall interior and furnishings of a property at the time photographs are taken. Owners do and will continue to decorate and change furnishings, beds, etc. at their discretion and these updates/changes may not be reflected. Views of the property's closest beach, mountain or ski areas may also be represented, however, these images may not reflect the view from the actual accommodation. Views from the property may be limited by natural tree growth outside of our control.