MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH INFRONT OF MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
BEACH VIEWS FROM MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
FRONT ENTRANCE OF MAINSAIL INN - 101 66TH ST #6, HOLMES BEACH
MAILSAIL INN STAIRWAY TO SECOND FLOOR - 101 66TH ST #6, HOLMES BEACH
ELEVATOR - 101 66TH ST #6, HOLMES BEACH
ENTRANCE DOOR FROM THE 2ND FLOOR - 101 66TH ST #6, HOLMES BEACH
ENTRANCE HALLWAY - 101 66TH ST #6, HOLMES BEACH
ENTRANCE HALLWAY - 101 66TH ST #6, HOLMES BEACH
KITCHEN - 101 66TH ST #6, HOLMES BEACH
KITCHEN - 101 66TH ST #6, HOLMES BEACH
KITCHEN - 101 66TH ST #6, HOLMES BEACH
KITCHEN - 101 66TH ST #6, HOLMES BEACH
KITCHEN DINING AREA - 101 66TH ST #6, HOLMES BEACH
KITCHEN BREAKFAST BAR AND EATING AREA - 101 66TH ST #6, HOLMES BEACH
LIVINGROOM WITH BUILT-IN FOR TV - 101 66TH ST #6, HOLMES BEACH
LIVINGROOM - 101 66TH ST #6, HOLMES BEACH
LIVINGROOM - 101 66TH ST #6, HOLMES BEACH
LIVINGROOM BALCONY - 101 66TH ST #6, HOLMES BEACH
LIVINGROOM BALCONY WITH GULF VIEWS - 101 66TH ST #6, HOLMES BEACH
HALF BATH BY KITCHEN - 101 66TH ST #6, HOLMES BEACH
PRIMARY SUITE WITH DECK - 101 66TH ST #6, HOLMES BEACH
PRIMARY SUITE WITH DECK - 101 66TH ST #6, HOLMES BEACH
PRIMARY BATHROOM WITH SHOWER - 101 66TH ST #6, HOLMES BEACH
PRIMARY BEDROOM BUILT-IN CLOSET AND SAFE - 101 66TH ST #6, HOLMES BEACH
PRIMARY BALCONY WITH POOL VIEW - 101 66TH ST #6, HOLMES BEACH
PRIMARY BALCONY WITH OCEAN VIEW - 101 66TH ST #6, HOLMES BEACH
BALCONY OCEAN & BEACH VIEWS - 101 66TH ST #6, HOLMES BEACH
GUEST BEDROOM WITH 2 BEDS - 101 66TH ST #6, HOLMES BEACH
GUEST BEDROOM WITH 2 BEDS - 101 66TH ST #6, HOLMES BEACH
GUEST BEDROOM BUILT-IN CLOSET - 101 66TH ST #6, HOLMES BEACH
GUEST BEDROOM ENSUITE BATHROOM - 101 66TH ST #6, HOLMES BEACH
WASHER & DRYER LOCATED IN KITCHEN CLOSET - 101 66TH ST #6, HOLMES BEACH
POOL & SPA AREA - 101 66TH ST #6, HOLMES BEACH
POOL - 101 66TH ST #6, HOLMES BEACH
SPA - 101 66TH ST #6, HOLMES BEACH
BICYCLES AVAILABLE FOR GUESTS - 101 66TH ST #6, HOLMES BEACH
GAME ROOM ON 2ND FLOOR OF INN - 101 66TH ST #6, HOLMES BEACH
KAYAKS FOR GUESTS - 101 66TH ST #6, HOLMES BEACH
48 photos

$769,000

101 66TH ST #6
HOLMES BEACH, FL 34217
Listed by Ed Taaffe · WAGNER REALTY
Bedrooms
2
Bathrooms
2.1
Living area
939 sqft
Year built
2009

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.

Property details

MLS #
MFRA4682831
Property type
Condo - Hotel
Subdivision
MAINSAIL BEACH INN
Status
Active
Days on market
167
On market date
February 17, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.55 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
ANNA MARIA ELEMENTARY SCHOOL
0.9 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
195
Student:teacher ratio
12.2:1
District
MANATEE
Middle
MARTHA B. KING MIDDLE SCHOOL
5.19 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
914
Student:teacher ratio
18.3:1
District
MANATEE
High
MANATEE HIGH SCHOOL
7.89 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,034
Student:teacher ratio
21.2:1
District
MANATEE

Mortgage calculator

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Est. monthly payment
$4,781/mo
$153,800 down
$615,200 loan
Principal & interest$3,990
Property tax (est.)$641
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 20 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.