106 81ST STREET, Holmes Beach, FL 34217

• 4 beds |
• 5 baths |
• 2,980 sqft

Property Description

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

Listing Status:

Active

Date Added:

September 15, 2026

Data Last Updated:

September 28, 2026 at 7:22PM

Listing Office:

COLDWELL BANKER REALTY : 941-383-6411

Listing Agent:

Charles Buky : 941-228-6086

Contact:

941-383-6411

MLS ID:

A4706045

Interior

• General: Cathedral Ceiling(s)Ceiling Fans(s)Central VaccumElevatorSolid Surface CountersSolid Wood CabinetsVaulted Ceiling(s)Walk-In Closet(s)
• Appliances: Bar FridgeDishwasherDisposalDryerRangeRefrigeratorWasherWine Refrigerator
• Laundry: Inside
• Flooring: Tile
• A/C: Central Air
• Heating: Central

Exterior

• General: BalconyLightingOutdoor KitchenOutdoor ShowerStorageHeated
• Other Structures: Outdoor KitchenStoragePorchDeckPatioCovered
• Pool: GuniteHeatedIn Ground
• Parking: Garage Door OpenerGolf Cart Parking

Construction

• Roofing: Metal
• Windows: BlindsThermal Windows
• General: BlockStuccoFrameThree Or MoreSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Manatee

Lot

• Zoning: R2WLY 40 FT OF LOT 7LOT 8 BLK A HOLMES BEACH DEV FIRST UNIT ALSO IN SEC 19-34-16; SUBJ TO 3 FT EASMT OVER NLY LN THEREOF PI#71202.0000/67120200006
• View: PoolWaterGulf/Ocean - FullGulf/Ocean - Partial
• Fencing: Fenced

Utilities

• Utilities: Cable ConnectedPublic
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple