

$5,250,000
106 81st Street
Holmes Beach, FL 34217
Listing updated: September 17, 2026 at 8:41 AM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history2 days on market
- Status: ActiveSep 15, 2026
- Listed$5,250,000Sep 15, 2026
- Price increased$5,250,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 2
- Subdivision
- Holmes Beach Dev 1st Unit
- County
- Manatee
- Year built
- 2017
- Living area
- 2,980 sq ft
- Price/sq ft
- $1,762
- Building area
- 5,164 sq ft (Public Records)
- Lot size
- 8,320 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE (12081C0138E)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $6,847 (2025)
- Parcel #
- 7120200006
- Zoning
- R2
- MLS #
- A4706045
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Interior Details
- Bedrooms
- 4
- Full bathrooms
- 5
- Flooring
- Tile
- Appliances
- Bar Fridge, Dishwasher, Disposal, Dryer, Range, Refrigerator, Washer, Wine Refrigerator
- Interior features
- Cathedral Ceiling(s), Ceiling Fans(s), Central Vaccum, Elevator, Solid Surface Counters, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
- Laundry
- Inside
- Stories / Levels
- Three Or More
- Direction faces
- South
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Garage Door Opener, Golf Cart Parking
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 1 Week
- Listing terms
- Cash, Conventional
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Balcony, Lighting, Outdoor Kitchen, Outdoor Shower, Storage
- Construction materials
- Block, Stucco, Frame
- Roof
- Metal
- Foundation
- Slab
- Pool
- Private pool
- Water access
- Yes
- Water view
- Yes
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Public
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Great Room | Second | 25x28 |
| Kitchen | Second | 12x14 |
| Primary Bedroom | Third | 14x18 |
Listing Details
- Listing date
- 2026-09-15
- On market date
- 2026-09-15
- Original list price
- $5,250,000
- Occupant type
- Vacant
- MLS area
- 34217 - Holmes Beach/Bradenton Beach
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-09-15
- Tax legal description
- WLY 40 FT OF LOT 7, LOT 8 BLK A HOLMES BEACH DEV FIRST UNIT ALSO IN SEC 19-34-16; SUBJ TO 3 FT EASMT OVER NLY LN THEREOF PI#71202.0000/6
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Manatee Ave West to Gulf Drive-Gulf Drive North to 81st Street-West on 81st Street and 106 will be on the right near the end.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of September 17, 2026 at 8:41 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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