Back on the Market – Truly a remarkable property, designed in the style of a charming New England Coastal Inn, this intimate 12-unit, three-story beachfront retreat blends timeless character with modern convenience. An elegant staircase and elevator provide access to Unit #6, ideally positioned on the second floor.
This spacious 2-bedroom, 2.5-bath residence features beautiful original wood flooring and crown molding throughout. There are not one—but two—private balconies offering pool views, sweeping Gulf vistas, and unforgettable Sunset skies. One balcony extends from the living room, while the second is accessed from the primary suite, creating the perfect setting for morning coffee or evening relaxation. Enjoy a good book or a glass of wine while listening to the Gulf waves breaking across the sand.
Inside, you’ll find built-in closets, an in-unit washer and dryer, and a layout designed for comfort and functionality.
The Mainsail Inn operates as a condo-hotel, allowing owners up to 120 days of personal use a year while the professional on-site management team actively rents the unit the remainder of the time. With its prime location directly on the sugar-sand beaches of Anna Maria Island, occupancy levels are typically strong—making this not just a beachfront getaway, but a smart income-producing asset.
Even better, ownership means enjoying four months each year in your own beachfront retreat without paying nightly rental rates—while rental revenue often offsets the operating expenses.
Offered turnkey, this unit includes everything—furnishings, décor, beach equipment, kayaks, paddleboards, and more. Simply bring your swimsuit and start enjoying beachfront living at its finest.
This is the kind of property that checks every box: lifestyle, location, and long-term value.
This spacious 2-bedroom, 2.5-bath residence features beautiful original wood flooring and crown molding throughout. There are not one—but two—private balconies offering pool views, sweeping Gulf vistas, and unforgettable Sunset skies. One balcony extends from the living room, while the second is accessed from the primary suite, creating the perfect setting for morning coffee or evening relaxation. Enjoy a good book or a glass of wine while listening to the Gulf waves breaking across the sand.
Inside, you’ll find built-in closets, an in-unit washer and dryer, and a layout designed for comfort and functionality.
The Mainsail Inn operates as a condo-hotel, allowing owners up to 120 days of personal use a year while the professional on-site management team actively rents the unit the remainder of the time. With its prime location directly on the sugar-sand beaches of Anna Maria Island, occupancy levels are typically strong—making this not just a beachfront getaway, but a smart income-producing asset.
Even better, ownership means enjoying four months each year in your own beachfront retreat without paying nightly rental rates—while rental revenue often offsets the operating expenses.
Offered turnkey, this unit includes everything—furnishings, décor, beach equipment, kayaks, paddleboards, and more. Simply bring your swimsuit and start enjoying beachfront living at its finest.
This is the kind of property that checks every box: lifestyle, location, and long-term value.
Property Details
Price:
$775,000
MLS #:
A4682831
Status:
Active
Beds:
2
Baths:
2.5
Type:
Single Family
Subtype:
Condo – Hotel
Subdivision:
MAINSAIL BEACH INN
Neighborhood:
34217holmesbeachbradentonbeach
Listed Date:
Feb 17, 2026
Finished Sq Ft:
939
Total Sq Ft:
939
Lot Size:
23,876 sqft / 0.55 acres (approx)
Year Built:
2009
See this Listing
Schools
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Manatee High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Hardwood
Heating
Central, Heat Pump
Interior Features
Ceiling Fan(s), Crown Molding, Eating Space 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 Features
Electric Dryer Hookup, In Kitchen, Inside, Washer Hookup
Levels
One
Exterior
Association Amenities
Cable TV, Elevator(s), Lobby Key Required, Pool, Spa/Hot Tub, Vehicle Restrictions
Community Features
Gulf/Ocean Front, Water Access, Waterfront, Special Community Restrictions
Construction Materials
Cement Siding, HardiPlank Type
Direction Faces
North
Exterior Features
Balcony, Outdoor Grill, Outdoor Shower, Sliding Doors
Patio And Porch Features
Rear Porch, Side Porch
Roof
Shingle
Spa Features
In Ground
View
Pool, Water
Waterfront Features
Gulf/Ocean Front, Waterfront
Financial
HOA Includes
Cable TV, Community Pool, Escrow Reserves Fund, Fidelity Bond, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pool Maintenance, Recreational Facilities, Sewer, Trash, Water
HOA Name
THERESA GREENE
HOA Phone
813.614.3145
Tax Year
2024
Taxes
$8,795
Map
Community
- Address101 66TH STREET UNIT 6 HOLMES BEACH FL
- SubdivisionMAINSAIL BEACH INN
- CityHOLMES BEACH
- CountyManatee
- Zip Code34217
Subdivisions in HOLMES BEACH
- 5400 GULF DRIVE APTS 2
- 7173900; WEST WIND SHORES; LOT 16; BLOCK 21; PB 7/
- 80TH & MARINA
- AUFRA REP
- BAREFOOT BUNGALOWS
- BAY PALMS ADD
- BAY PALMS ADD 8TH UNIT
- BAY PALMS ADD FOURTH UNIT
- BEACH DOG
- BEACHWALKERS
- BLUE WAVE VILLA
- BOAT SLIPS
- CASA DEL MARE III
- CASANAS
- CLARK DRIVE CONDO
- CLARK SPRING LAKE ESTATES
- COASTAL COTTAGES II
- COCONUTS
- DOLPHIN
- GULF PATH
- GULF VIEW TOWNHOUSES
- GULFSANDS
- HOLMES BEACH
- HOLMES BEACH 12TH UNIT
- HOLMES BEACH 13TH UNIT
- HOLMES BEACH 15TH UNIT
- HOLMES BEACH 16TH UNIT
- HOLMES BEACH 17TH UNIT
- HOLMES BEACH 30TH UNIT
- HOLMES BEACH 31ST UNIT AMD
- HOLMES BEACH 33RD UNIT
- HOLMES BEACH 33RD UNIT BOAT SLIP
- HOLMES BEACH 34TH UNIT
- HOLMES BEACH DEV 2ND UNIT
- HOLMES BEACH DEV 3RD UNIT
- HOLMES BEACH THIRTY-THIRD UNIT
- ILEXHURST
- ISLAND ESCAPE
- ISLAND VILLAGE
- JONES
- KEY ROYALE
- KEY ROYALE 11TH ADD
- KEY ROYALE 13TH ADD
- KEY ROYALE 15TH ADD
- KEY ROYALE 1ST ADD
- KEY ROYALE 2ND ADD REP
- KEY ROYALE 5TH ADD
- KEY ROYALE 5TH ADD REP
- KEY ROYALE 7TH ADD
- KEY ROYALE 9TH ADD
- KEY ROYALE ADD 5-A BOAT SLIP
- LA CASA COSTIERA PH 1
- MARTINIQUE APTS NORTH
- MARTINIQUE APTS SOUTH
- NAUTILUS OF HOLMES BEACH
- NEPTUNES GARDENS
- NORTH BEACH VILLAGE II
- NORTH POINT HARBOUR UNIT ONE
- NORTH POINT HARBOUR UNIT THREE
- NOT APP
- PALM HARBOR
- PALM PLACE
- PELICAN PERCH
- PLAYA ENCANTADA
- S C COBBS SUB
- SANDY POINTE II
- SC COBBS SUB
- SEA BREEZE
- SEA SIDE GARDENS
- SEASIDE GARDENS
- SEASIDE GARDENS REP
- SHELL POINT UNIT II
- SHELL POINT UNIT IV
- SPORTSMANS HARBOR REV
- SUNBOW BAY PH III
- SUNRISE PARK
- SUNRISE PARK REP
- SUNSET HIDEAWAY
- THE BLUE LAGOON
- THE VILLA
- THE VILLAS ON 50TH STREET
- TIFFANY PLACE
- TRADE WINDS COURT
- VILLAS ON FOURTH AVE
- WATERLINE VILLAS & MARINA
- WEST WIND SHORES
- WEST WINDS OF HOLMES BEACH II
- WESTBAY COVE I
- WESTBAY COVE SOUTH
- WESTBAY POINT & MOORINGS
- WESTBAY POINT & MOORINGS II
Market Summary
Current real estate data for Single Family in HOLMES BEACH as of May 04, 2026
126
Single Family Listed
135
Avg DOM
1,015
Avg $ / SqFt
$2,396,998
Avg List Price
Property Summary
- Located in the MAINSAIL BEACH INN subdivision, 101 66TH STREET UNIT 6 HOLMES BEACH FL is a Single Family for sale in HOLMES BEACH, FL, 34217. It is listed for $775,000 and features 2 beds, 3 baths, and has approximately 939 square feet of living space, and was originally constructed in 2009. The current price per square foot is $825. The average price per square foot for Single Family listings in HOLMES BEACH is $1,015. The average listing price for Single Family in HOLMES BEACH is $2,396,998. To schedule a showing of MLS#a4682831 at 101 66TH STREET UNIT 6 in HOLMES BEACH, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
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Courtesy of WAGNER REALTY. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 101 66TH STREET UNIT 6
HOLMES BEACH, FL
