$7,000
4780 GULF OF MEXICO DR. VILLA 5
LONGBOAT KEY, FL, 34228
Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January and February 2026! An opportunity that won’t last long. Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets directly across the street, with three beach access points — including private deeded beach access. Appreciate the convenience of pulling directly into your private carport with no steps or elevators and relish the peace and privacy of having no neighbors above or below during your stay. This beautifully appointed coastal villa features two bedrooms, two bathrooms, a spacious open concept living area, and an opulent interior design that is soaked in sunlight. The brand new remodeled and fully equipped kitchen is ideal for preparing meals with fresh local ingredients from nearby farmers’ markets or head out to dine at one of the delectable nearby restaurants. Windward Bay is a low-density, wildlife-rich community nestled mid-Longboat Key on 26 acres, offering resort-style amenities including two heated pools, two tennis/pickleball courts, two marinas, kayak racks, shuffleboard, a clubhouse with kitchen, library, fitness room, two saunas, and multiple fire pits and barbecue areas throughout the property. Enjoy half a mile of scenic waterfront trails and direct access to the Gulf or Bay for boating, fishing, or simply soaking up the sun. Located just minutes from Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and vibrant cultural attractions. This is a rare opportunity to create lasting memories in a home that guests return to year after year. This villa is more than a vacation rental — it’s a tradition. One couple has returned every March and April for over a decade, drawn by the comfort, beauty, and unbeatable location.
Property Details
Price:
$7,000
MLS #:
A4668115
Status:
Active
Beds:
2
Baths:
2
Address:
4780 GULF OF MEXICO DR. VILLA 5
Type:
Rental
Subtype:
Villa
Subdivision:
WINDWARD BAY AMD
Neighborhood:
34228longboatkey
City:
LONGBOAT KEY
Listed Date:
Oct 17, 2025
State:
FL
Finished Sq Ft:
1,256
Total Sq Ft:
1,256
ZIP:
34228
Lot Size:
1,161,752 sqft / 26.67 acres (approx)
Year Built:
1974
Schools
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Bayshore High
Interior
Appliances
Bar Fridge, Built- In Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Ceramic Tile
Heating
Electric
Laundry Features
Inside, Laundry Closet
Exterior
Association Amenities
Pickleball Court(s), Trail(s)
Community Features
Bay/ Harbor Front, Boat Slip, Dock, Fishing, Marina, Water Access, Waterfront, Clubhouse, Fitness Center, Pool, Tennis Court(s)
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sliding Doors, Storage, Tennis Court(s)
Other Structures
Storage
Parking Features
Covered, Driveway, Ground Level, Guest
Security Features
Security Lights, Smoke Detector(s)
Financial
HOA Name
Meryem Billaouadil
Mortgage Calculator
Map
Similar Listings Nearby
- 2708 BAY DRIVE
BRADENTON, FL$9,000
3.79 miles away
- 2426 69TH AVENUE W UNIT 2426
BRADENTON, FL$9,000
3.99 miles away
- 1000 LONGBOAT CLUB ROAD
LONGBOAT KEY, FL$9,000
4.90 miles away
- 830 BAYPORT WAY UNIT 830
LONGBOAT KEY, FL$9,000
1.45 miles away
- 5621 GULF OF MEXICO DRIVE UNIT 103
LONGBOAT KEY, FL$9,000
1.14 miles away
- 833 BAYPORT WAY UNIT 833
LONGBOAT KEY, FL$9,000
1.45 miles away
- 5757 GULF OF MEXICO DRIVE UNIT 204
LONGBOAT KEY, FL$9,000
1.37 miles away
- 331 MAGELLAN DRIVE
SARASOTA, FL$8,800
4.96 miles away
- 4003 BAYSIDE COURT
BRADENTON, FL$8,800
3.32 miles away
- DRIVE
LONGBOAT KEY, FL$8,700
2.56 miles away

4780 GULF OF MEXICO DR. VILLA 5
LONGBOAT KEY, FL
LIGHTBOX-IMAGES