$535,000
4307 Gulf DriveHolmes Beach, FL 34217
Listing updated: November 3, 2026 at 12:24 PM ET
Listing courtesy of Duncan Real Estate, Inc. · Robyn Hawk · MLS #A4710849 · Active · 941-779-0304Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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!
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 history4 days on market
- Status: ActiveOct 30, 2026
- Listed$535,000Oct 30, 2026
Facts & features
- Property type
- Residential
- Sub type
- Condominium
- Status
- Active
- Days on market
- 4
- Subdivision
- Cayman Cay Villas
- County
- Manatee
- Year built
- 1974
- Living area
- 1,027 sq ft
- Price/sq ft
- $521
- Building area
- 1,123 sq ft (Public Records)
- Lot size
- 50,116 sq ft
- Flood zone
- AE (12081C0277F)
- Annual taxes
- $6,802 (2025)
- Parcel #
- 7381100804
- Zoning
- R3
- MLS #
- A4710849
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Interior Details
- Bedrooms
- 2
- Full bathrooms
- 2
- Flooring
- Vinyl
- Appliances
- Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Interior features
- Ceiling Fans(s), Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Window Treatments
- Laundry
- Electric Dryer Hookup, In Kitchen, Inside, Washer Hookup
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 0
- Parking features
- Assigned, Covered, Golf Cart Parking, Ground Level, Guest
- Carport
- Yes
HOA & Financial
- HOA fee
- $3,725 / Quarterly
- Monthly HOA
- $1,242/mo
- Total monthly fees
- $1,242/mo
- Total annual fees
- $14,900
- HOA name
- Keith Wilking
- CDD
- No
- Min lease term
- 1 Week
- Listing terms
- Cash, Other
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Weekly rentals was just passed with the HOA on 3/17/26. See Holmes Beach rental ordinances for weekly rentals.
Exterior & Construction
- Exterior features
- Lighting, Outdoor Grill, Outdoor Shower, Sidewalk, Storage
- Construction materials
- Block, Stucco
- Roof
- Built-Up, Membrane
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Community
- Pets allowed
- Number Limit, Yes
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 |
|---|---|---|
| Living Room | First | 15x12 |
| Dining Room | First | 11x12 |
| Kitchen | First | 12x9 |
| Primary Bedroom | First | 13x10 |
| Bedroom 2 | First | 12x10 |
| Balcony/Porch/Lanai | First | 12x8 |
Listing Details
- Listing date
- 2026-10-30
- On market date
- 2026-10-30
- Original list price
- $535,000
- Occupant type
- Vacant
- MLS area
- 34217 - Holmes Beach/Bradenton Beach
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-10-30
- Tax legal description
- APT 206 CAYMAN CAY VILLAS CONDOMINIUM PI#73811.0080/4
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 to Gulf Drive and head North. Cayman Cay entrance is on the right, just after Manatee Public Beach. Unit 206 is in the North building, 2nd Floor, on the left side, end unit. There are guest parking spots by the pool or in the back corner to the far right of the carports for the North Building. Owner currently has a golf cart parked in the carport space.
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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 November 3, 2026 at 12:24 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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