106 81ST STREET

Property Details

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.

Facts & Costs

Property type

Single Family Residence

Year built

2017

Lot size

8,320 sq ft

Garage

2 spaces

Price per sq ft

$1,762

Days on market

15

Private pool

Yes

Waterfront

No

Community

Holmes Beach

Subdivision

HOLMES BEACH DEV 1ST UNIT

County

Manatee

Flood zone

AE

Monthly & yearly costs

Property taxes

$6,847 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating

Central

Cooling

Central Air

Flooring

Tile

Roof

Metal

Construction

Block, Stucco, Frame

Parking

Garage Door Opener, Golf Cart Parking

View

Pool, Water, Gulf/Ocean - Full, Gulf/Ocean - Partial

Payment Estimate

$27,117 / month

Principal & interest

$26,547

Property taxes

$571

HOA

$0

Home insurance

enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

• Bar Fridge
• Dishwasher
• Disposal
• Dryer
• Range
• Refrigerator
• Washer
• Wine Refrigerator
• Cathedral Ceiling(s)
• Ceiling Fans(s)
• Central Vaccum
• Elevator
• Solid Surface Counters
• Solid Wood Cabinets
• Vaulted Ceiling(s)
• Walk-In Closet(s)
• Balcony
• Lighting
• Outdoor Kitchen
• Outdoor Shower
• Storage
• Gunite
• Heated
• In Ground