Welcome to Cayman Cay, where your island getaway awaits just steps from the sugar sands and turquoise waters of the Gulf! Ideally located directly across from Manatee Public Beach, this charming coastal community offers the perfect combination of beachside living, convenience, and investment potential. With a newly updated rental policy allowing weekly rentals as of March 2026, this is an exciting opportunity to own an affordable investment property on Anna Maria Island! An attached rental projection estimates over $53,000 in annual gross rental income, making this an attractive option for buyers looking to enjoy their own slice of paradise while generating rental income when they are away. This turnkey furnished 2-bedroom, 2-bath condo is ready for you and your guests to start enjoying island life immediately! The beautifully updated kitchen opens to a comfortable living and dining area, with sliding doors leading to a screened lanai where you can unwind and take in the colorful evening skies. The spacious primary suite features an ensuite bath and an additional storage closet that can be locked to securely store personal belongings between rental stays. The guest bedroom is thoughtfully furnished with two twin-over-full bunk beds, offering plenty of sleeping space for family and friends, while the guest bathroom features a convenient tub/shower combination. An in-unit washer and dryer adds to the comfort and convenience of this coastal retreat. Cayman Cay offers a relaxed, resort-style atmosphere with a heated community pool, inviting gathering spaces, BBQ grilling area, and shuffleboard courts. Step across the street to spend your days on the beautiful Gulf beaches, enjoy breathtaking sunsets, or explore the nearby restaurants and shopping. The free island trolley stops curbside, making it easy to discover all of Anna Maria Island without ever getting in your car! Whether you are searching for a personal beach retreat, an income-producing vacation rental, or the best of both worlds, this beautifully furnished condo offers an exceptional opportunity to embrace the island lifestyle. Pack your bags, bring your flip-flops, and start living your Anna Maria Island dream!
Property Details
Price:
$535,000
MLS #:
A4710849
Status:
Active
Beds:
2
Baths:
2
Type:
Condo
Subtype:
Condominium
Subdivision:
CAYMAN CAY VILLAS
Neighborhood:
34217holmesbeachbradentonbeach
Listed Date:
Oct 30, 2026
Finished Sq Ft:
1,027
Total Sq Ft:
1,123
Lot Size:
50,116 sqft / 1.15 acres (approx)
Year Built:
1974
See this Listing
Schools
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Manatee High
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Luxury Vinyl, Vinyl
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Window Treatments
Laundry Features
Electric Dryer Hookup, In Kitchen, Inside, Washer Hookup
Levels
One
Exterior
Common Walls
Corner Unit
Community Features
Buyer Approval Required, Community Mailbox, Golf Carts OK, Pool
Construction Materials
Block, Stucco
Covered Spaces
206
Direction Faces
East
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Sidewalk, Sliding Doors, Storage
Lot Features
FloodZone, Landscaped, Near Public Transit
Other Structures
Storage
Parking Features
Assigned, Covered, Golf Cart Parking, Ground Level, Guest
Patio And Porch Features
Covered, Enclosed, Rear Porch, Screened
Roof
Built-Up, Membrane
View
Pool
Window Features
Blinds
Financial
HOA Fee
$3,725
HOA Fee Frequency
Quarterly
HOA Includes
Cable TV, Common Area Taxes, Community Pool, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Maintenance Repairs, Manager, Pest Control, Pool Maintenance, Sewer, Trash, Water
HOA Name
Keith Wilking
HOA Phone
941-730-9610
Tax Year
2025
Taxes
$6,802
Map
Community
- Address4307 GULF DRIVE UNIT 206 HOLMES BEACH FL
- SubdivisionCAYMAN CAY VILLAS
- CityHOLMES BEACH
- CountyManatee
- Zip Code34217
Market Summary
Current real estate data for Condo in HOLMES BEACH as of Nov 08, 2026
24
Condo Listed
110
Avg DOM
670
Avg $ / SqFt
$914,788
Avg List Price
Property Summary
- Located in the CAYMAN CAY VILLAS subdivision, 4307 GULF DRIVE UNIT 206 HOLMES BEACH FL is a Condo for sale in HOLMES BEACH, FL, 34217. It is listed for $535,000 and features 2 beds, 2 baths, and has approximately 1,027 square feet of living space, and was originally constructed in 1974. The current price per square foot is $521. The average price per square foot for Condo listings in HOLMES BEACH is $670. The average listing price for Condo in HOLMES BEACH is $914,788. To schedule a showing of MLS#a4710849 at 4307 GULF DRIVE UNIT 206 in HOLMES BEACH, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of DUNCAN REAL ESTATE, INC.. 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. 4307 GULF DRIVE UNIT 206
HOLMES BEACH, FL