Anna Maria Island Beachfront Cottage Rental - Holmes Beach Gulf Front Vacation Home

Bedrooms: 3    Bathrooms: 2    Sleeps: 6    Save to Favorites

  • Property 7796
  • Gold (4 Star)
  • Anna Maria Island & Holmes Beach
  • Privately Owned Professionally Managed®
  • Minimum Stay: One Week
  • Average Rate: $1,593/Night
  • Low Season Rate: $933/Night
  • Peak Season Rate: $2,253/Night
  • Rates do not reflect taxes and fees and are subject to change without notice.
  • Location: 5 Stars
  • Interior Decor: 4 Stars
  • Distance to Beach: 5 Stars
  • View: 5 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 beachfront cottage rental and Holmes Beach gulf front vacation home are the perfect way to describe this rare Old Florida treasure, beautifully restored and sitting directly on the sands of the Gulf of Mexico. Offering three bedrooms and two-and-a-half bathrooms, this cottage combines timeless island charm with modern updates. Guests enjoy an unbeatable beachfront setting, where dolphins can be seen playing in the surf and vibrant sunsets paint the horizon each evening. A newly renovated kitchen, private Gulf-front deck, vaulted ceilings, and open living spaces make this property an inviting retreat for families and couples alike. With a King master suite overlooking the Gulf, a Twin guest room, and an open loft with a Queen bed and water views, this Holmes Beach gulf front vacation home offers both comfort and character for a truly memorable island stay. Step into the heart of island living where Old Florida charm blends seamlessly with thoughtful modern upgrades. The cottage has been lovingly restored following recent storms, preserving its character while adding fresh updates that ensure comfort and convenience. The result is a welcoming coastal home that retains the warmth of its original design while meeting today’s standards of luxury. The living area features vaulted ceilings, original cottage details, and cozy furnishings that create an inviting atmosphere. Large windows frame panoramic Gulf views, allowing natural light to fill the space. A flat-screen Smart TV provides entertainment, though most guests find themselves captivated by the ever-changing colors of the sky and water just outside. The fully updated kitchen offers all the amenities needed to prepare meals with ease. From fresh seafood dinners to casual beachside breakfasts, the granite countertops, modern appliances, and cooking island make dining in a pleasure. Just steps away, the dining area allows for family-style meals or intimate gatherings with a view. Sleeping arrangements are perfectly suited for families or groups of up to six guests. The master suite includes a plush King bed, an en suite bathroom, and sweeping Gulf views. A second bedroom with two Twin beds is ideal for children or additional guests. The loft bedroom offers a Queen bed, open layout, and water views, providing a cozy yet unique sleeping space. Outdoor living is a highlight of this Anna Maria Island beachfront cottage rental. A private Gulf-front deck serves as the ideal spot for morning coffee, evening cocktails, or simply basking in the Florida sunshine. Chaise lounges and an outdoor dining set make it easy to spend entire days enjoying the beach without ever leaving home. Convenience is built into the design of this coastal retreat. Guests will find an outdoor shower perfect for rinsing off after the beach, garage parking for up to three cars, and thoughtful amenities like beach chairs, umbrellas, and towels provided for carefree days in the sand. The property’s prime location puts everything within easy reach. Walk to nearby grocery stores, pharmacies, and island boutiques for essentials or leisurely shopping. Dining options abound, with local seafood restaurants, casual eateries, and cocktail spots all within a short stroll. Exploring Anna Maria Island is effortless thanks to the free island trolley, just steps away. Guests can ride the trolley to discover charming shops, art galleries, and attractions throughout Holmes Beach, Bradenton Beach, and Anna Maria Village. Biking and boating rentals are also nearby for those eager to get out on the water. This Holmes Beach gulf front vacation home embodies the true spirit of Anna Maria Island—laid-back, charming, and filled with natural beauty. Whether you’re here to reconnect with family, enjoy watersports, or simply unwind by the shore, this cottage offers an authentic island experience that high-rise condos simply can’t match. 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 phone line, where you can discuss this property or explore alternate beachfront rentals available during your preferred dates. Every guest is treated as a VIP and receives complimentary concierge services before and during their stay, ensuring a seamless and unforgettable Gulf Coast vacation.

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.