$775,000
101 66th Street
Holmes Beach, FL 34217
Listing updated: May 4, 2026 at 5:09 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.
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 history71 days on market
- Status: ActiveApr 4, 2026
- Listed$799,900Feb 17, 2026
- Price reduced$775,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Condo - Hotel
- Status
- Active
- Days on market
- 71
- Subdivision
- Mainsail Beach Inn
- County
- Manatee
- Year built
- 2009
- Living area
- 939 sq ft
- Price/sq ft
- $825
- Lot size
- 23,876 sq ft
- Lot category
- 1/2 to less than 1
- Flood zone
- AE
- Annual taxes
- $8,795 (2024)
- Parcel #
- 7180400809
- Zoning
- A1
- MLS #
- A4682831
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Half bathrooms
- 1
- Flooring
- Wood
- Appliances
- Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Elevator, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Thermostat, Window Treatments
- Laundry
- Electric Dryer Hookup, In Kitchen, Inside, Washer Hookup
- Stories / Levels
- One
- Direction faces
- North
Heating & Cooling
- Heating
- Central, Heat Pump
- Cooling
- Central Air
HOA & Financial
- Total monthly fees
- $3,420/mo
- Total annual fees
- $41,040
- HOA name
- THERESA GREENE
- CDD
- No
- Min lease term
- 1-7 Days
- Ownership
- Condominium
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- OWNER CAN ONLY OCCUPY UNIT 120 DAYS A YEAR
Exterior & Construction
- Exterior features
- Balcony, Outdoor Grill, Outdoor Shower, Sliding Doors
- Construction materials
- Cement Siding, HardiPlank Type
- Roof
- Shingle
- Foundation
- Concrete Perimeter, Slab
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- No
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 12x13 |
| Bedroom 2 | First | 12x13 |
| Kitchen | First | 11x15 |
| Living Room | First | 12x14 |
| Balcony/Porch/Lanai | First | 10x12 |
Listing Details
- Listing date
- 2026-02-13
- On market date
- 2026-02-17
- Original list price
- $799,900
- Occupant type
- Tenant
- MLS area
- 34217 - Holmes Beach/Bradenton Beach
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-04-04
- Tax legal description
- UNIT 6 MAINSAIL BEACH INN A RESORT CONDO PHASE 1 PI#71804.0080/9
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 W TO ANNA MARIA ISLAND TO NORTH ON GULF DRIVE TO LEFT ON 66TH ST W. MAINSAIL INN IS LAST BUILDING ON THE LEFT. GO IN MAIN ENTRANCE AND TAKE THE STAIRS TO THE SECOND FLOOR. UNIT #6 IS LOCATED AT THE TOP OF THE STAIRS ON THE SECOND FLOOR.
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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 May 4, 2026 at 5:09 PM 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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