Property Description

Booking Now for Summer 2027! Booked for January-June 30, 2027. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2027! 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.

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Included Appliances

Bar FridgeBuilt-In OvenDishwasherDisposalDryerElectric Water HeaterMicrowaveRefrigeratorWasher

Property Details

Highlights

View

Yes

Interior

Additional Rooms

Storage Rooms

Appliances

Bar FridgeBuilt-In OvenDishwasherDisposalDryerElectric Water HeaterMicrowaveRefrigeratorWasher

Bathrooms Total Decimal

2

Building Area Total

1325

Cooling

Central Air

Floor Number

Yes

Flooring

Ceramic Tile

Furnished

Heating

Electric

Interior Features

Ceiling Fan(s)Eating Space In KitchenLiving Room/Dining Room ComboOpen FloorplanSolid Wood CabinetsStone CountersThermostatWalk-In Closet(s)

Laundry Features

InsideLaundry Closet

Living Area

1325

Rooms Total

4

Security Deposit

4000

Security Features

Security LightsSmoke Detector(s)

Window Features

BlindsStorm Window(s)

Construction

Building Area Source

Builder

Building Area Units

Square Feet

Direction Faces

South

Levels

One

Living Area Source

Builder

Living Area Units

Square Feet

Stories Total

Yes

Year Built

1974

Site & Exterior

Carport Spaces

Yes

Covered Spaces

Yes

Exterior Features

Irrigation SystemLightingOutdoor GrillPrivate MailboxRain GuttersSliding DoorsStorageTennis Court(s)

Green Water Conservation

Drip IrrigationIrrigation-Reclaimed Water

I D X Participation

Yes

Lot Features

Cul-De-SacLandscapedLevelNear Golf CourseNear MarinaNear Public TransitPrivateStreet Dead-End

Lot Size Acres

26.67

Lot Size Area

26.6702

Lot Size Square Feet

1161752

Lot Size Units

Acres

Open Parking

Yes

Other Structures

Storage

Parking Features

CoveredDrivewayGround LevelGuest

Patio And Porch Features

Patio

Pool Features

HeatedIn GroundOutside Bath Access

Road Frontage Type

Street Dead-EndStreet PavedPrivate Road

Road Responsibility

Private Maintained Road

Road Surface Type

PavedAsphalt

Sewer

Public Sewer

Utilities

Cable ConnectedElectricity ConnectedFire HydrantPhone AvailableSewer ConnectedUnderground UtilitiesWater Connected

View

Water

Water Access

Yes

Water Body Name

SARASOTA BAYICW

Water Extras

Yes

Water Source

Public

Water View

Yes

Waterfront Features

Bay/Harbor FrontWaterfront

Financials

Additional Applicant Fee

100

Application Fee

50

Availability Date

2027-07-01

Calculated List Price By Calculated Sq Ft

5.28

Contract Status Change Date

2025-10-17

Current Price

7000

Existing Lease Type

1st Last and Sec Dep Required

Feed Types

BBO

Lease Amount Frequency

Monthly

Lease Term

Short Term Lease

Minimum Lease

3 Months

Off Season Rent

4000

Owner Name

LUCKY YOU!

Owner Pays

Cable TVElectricityGrounds CareInternetLaundryManagementPest ControlPool MaintenanceRecreationalSewerTrash CollectionWater

Parcel Number

8007916656

Rent Spree

Yes

Rent Spree U R L

View Link

Seasonal Rent

7000

Neighborhood & Lifestyle

Community & Association

Association Amenities

Pickleball Court(s)Trail(s)

Association Approval Fee

100

Association Approval Required

Yes

Association Name

Meryem Billaouadil

Association Phone

941-383-3571

Community Features

Bay/Harbor FrontBoat SlipDockFishingMarinaWater AccessWaterfrontClubhouseFitness CenterPoolTennis Court(s)

M L S Area Major

34228 - Longboat Key

S W Subdiv Community Name

Windward Bay

Subdivision Name

WINDWARD BAY AMD

Schools

Ratings

Elementary

Anna Maria Elementary

Middle

Martha B. King Middle

High

Bayshore High

WalkScore™

Walk Score

Car-Dependent

15

Bike Score

Bikeable

59

More details on WalkScore.com

Listing provided courtesy of STELLAR via IDX. Updated: May 18, 2026, 1:38am.

4780 GULF OF MEXICO DR. VILLA 5

4780 GULF OF MEXICO DR. VILLA 5

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

WalkScore™

Debby McCaig

$20

$200

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4780 GULF OF MEXICO DR. VILLA 5

4780 GULF OF MEXICO DR. VILLA 5

Property Description

Property Details

Highlights

Interior

Construction

Site & Exterior

Financials

Neighborhood & Lifestyle

Community & Association

Schools

WalkScore™

Debby McCaig