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4540 Gulf Of Mexico Drive , Ph2

Longboat Key, FL 34228
  • $9,000/mo.
  • STATUS: Active
  • ON SITE: 29 Days
  • MLS #: A4706064
Rental
$9,000/mo.
Rental
  • 2
    BEDS
  • 26.67
    ACRES
  • 2
    BATHS
  • 0
    1/2 BATHS
  • 1,325
    SQFT
Neighborhood:
Type:
Rentals
Built:
1975
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

RARE LATE-FALL OPPORTUNITY: NOVEMBER & DECEMBER 2026 AVAILABLE FOR A TWO-MONTH MINIMUM STAY AT $10,000, OFFERING A $8,000 SAVINGS. START EVERY DAY ON VACATION WITH A SUNRISE AND END IT WITH A SUNSET. From the first light of sunrise dancing across Sarasota Bay to the breathtaking sunsets over the Gulf of Mexico, this penthouse offers the best of both worlds, and the very essence of Longboat Key living. Bay views grace the eastern side of the residence, while the large kitchen window and entry door offer views west toward the Gulf. Gather each evening along the Gulf-view catwalk to watch spectacular sunsets paint the sky over the water. It's a daily tradition cherished by owners, neighbors, and guests alike, often enjoyed from a beach chair with a favorite beverage in hand. Designed for comfort and relaxation, this two bedrooms and two bath coastal retreat features a newly remodeled open kitchen with island seating, two newly renovated bathrooms, and an inviting open living and dining area. The bright Florida Room is filled with natural light, creating the perfect spot for morning coffee, reading, or simply taking in the peaceful surroundings. Arrive with ease and park directly in your private under-building garage parking space, complete with a dedicated storage closet for all your beach gear. Perched on the top floor, this penthouse residence offers an added sense of tranquility with no unit above. The beautifully updated kitchen is fully equipped for everything from casual breakfasts to gourmet dinners. Pick up fresh ingredients from local farmer's markets or explore the many outstanding dining destinations located just minutes away. Nestled within the 26-acre waterfront community of Windward Bay, guests enjoy access to an impressive collection of resort-style amenities. Highlights include two heated swimming pools, tennis and pickleball courts, two marinas, kayak storage, shuffleboard, a clubhouse with kitchen, library, fitness center, saunas, multiple fire pits, and barbecue areas throughout the grounds. Nature lovers will appreciate the abundance of wildlife, scenic walking paths, and more than a half mile of waterfront trails. Whether your days are spent boating, fishing, kayaking, beachcombing, or simply relaxing in the Florida sunshine, the location places you close to everything. Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and renowned arts and cultural attractions are all nearby. Guests return year after year for the exceptional combination of comfort, location, and coastal charm. In fact, one couple has made this their January through March home away from home for many seasons. More than just a place to stay, this is the kind of vacation retreat where cherished memories are made and lasting traditions begin. Your perfect Longboat Key vacation begins here.




© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-10-14T23:45:02.693.
www.endlesssummerlivingfl.com/homes/181210531
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4540 Gulf Of Mexico Drive , Ph2 Longboat Key, FL 34228

  • Price: $9,000/mo.
  • Status: Active
  • On Site: 29 Days
  • MLS #: A4706064
2
Beds
2
Baths
0
½ Baths
26.67
Acres
1,325
SQFT
1975
Built
Neighborhood:
Windward Bay Amd
County:
Manatee
Area:
Longboat Key
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Bayshore High
Property Description
RARE LATE-FALL OPPORTUNITY: NOVEMBER & DECEMBER 2026 AVAILABLE FOR A TWO-MONTH MINIMUM STAY AT $10,000, OFFERING A $8,000 SAVINGS. START EVERY DAY ON VACATION WITH A SUNRISE AND END IT WITH A SUNSET. From the first light of sunrise dancing across Sarasota Bay to the breathtaking sunsets over the Gulf of Mexico, this penthouse offers the best of both worlds, and the very essence of Longboat Key living. Bay views grace the eastern side of the residence, while the large kitchen window and entry door offer views west toward the Gulf. Gather each evening along the Gulf-view catwalk to watch spectacular sunsets paint the sky over the water. It's a daily tradition cherished by owners, neighbors, and guests alike, often enjoyed from a beach chair with a favorite beverage in hand. Designed for comfort and relaxation, this two bedrooms and two bath coastal retreat features a newly remodeled open kitchen with island seating, two newly renovated bathrooms, and an inviting open living and dining area. The bright Florida Room is filled with natural light, creating the perfect spot for morning coffee, reading, or simply taking in the peaceful surroundings. Arrive with ease and park directly in your private under-building garage parking space, complete with a dedicated storage closet for all your beach gear. Perched on the top floor, this penthouse residence offers an added sense of tranquility with no unit above. The beautifully updated kitchen is fully equipped for everything from casual breakfasts to gourmet dinners. Pick up fresh ingredients from local farmer's markets or explore the many outstanding dining destinations located just minutes away. Nestled within the 26-acre waterfront community of Windward Bay, guests enjoy access to an impressive collection of resort-style amenities. Highlights include two heated swimming pools, tennis and pickleball courts, two marinas, kayak storage, shuffleboard, a clubhouse with kitchen, library, fitness center, saunas, multiple fire pits, and barbecue areas throughout the grounds. Nature lovers will appreciate the abundance of wildlife, scenic walking paths, and more than a half mile of waterfront trails. Whether your days are spent boating, fishing, kayaking, beachcombing, or simply relaxing in the Florida sunshine, the location places you close to everything. Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and renowned arts and cultural attractions are all nearby. Guests return year after year for the exceptional combination of comfort, location, and coastal charm. In fact, one couple has made this their January through March home away from home for many seasons. More than just a place to stay, this is the kind of vacation retreat where cherished memories are made and lasting traditions begin. Your perfect Longboat Key vacation begins here.
Exterior Features

Attached Garage Yn Yes Carport Yn No Covered Spaces 1 Direction Faces West Exterior Features LightingOutdoor GrillPrivate MailboxStorageTennis Court(s) Lot Features Near Golf CourseNear MarinaNear Public TransitStreet Dead-End Parking Features AssignedCoveredGround LevelGuestUnder Building Pool Private Yn No Road Frontage Type Street Dead-EndStreet PavedPrivate Road Road Surface Type PavedAsphalt View Trees/WoodsWater Water Access Bay/HarborBeachBeach - Access DeededGulf/Ocean to BayIntracoastal WaterwayMarina Water Access Yn Yes Water Body Name SARASOTA BAYICW Water Extras Fishing PierLiftSeawall - Concrete Water Extras Yn Yes Water View Bay/Harbor - PartialGulf/Ocean - PartialIntracoastal Waterway Water View Yn Yes Waterfront Features WaterfrontBay/Harbor Waterfront Yn Yes

Interior Features

Appliances Built-In OvenCooktopDishwasherDisposalDryerElectric Water HeaterIce MakerMicrowaveRangeRefrigeratorWasher Building Area Total 1325 Building Elevator Yn Yes Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring CarpetCeramic Tile Furnished Turnkey Heating Electric Heating YN Yes Interior Features Ceiling Fan(s)Eating Space In KitchenOpen FloorplanSolid Wood CabinetsThermostatWalk-In Closet(s)Window Treatments Laundry Features Inside Levels One Rooms Florida Room (Ceiling Fan(s)) Great Room (Breakfast BarCeiling Fan(s)) Primary Bedroom (Ceiling Fan(s)Dual SinksEn Suite BathroomGranite CountersRain Shower HeadWalk-In Closet(s)) Bedroom 2 (Ceiling Fan(s)Built-in FeaturesBuilt-in Closet) Sewer Public Sewer Stories Total 4 Water Source Public Window Features Shades

Property Features

Additional Applicant Fee 100 Additional Pet Fees $500 Pet Fee which includes cleaning! Non-Refundable. Application Fee 50 Association Amenities Cable TVClubhouseElevator(s)Fitness CenterLaundryPickleball Court(s)PoolRecreation FacilitiesSaunaShuffleboard CourtTennis Court(s)Trail(s)Wheelchair Access Association Approval Fee 100 Association Approval Required Yn Yes Association Fee Requirement None Association Yn Yes Building Name Number F Community Features Boat SlipDockFishingMarinaWater AccessWaterfrontAssociation Recreation - OwnedClubhouseFitness CenterNo Truck/RV/Motorcycle ParkingPoolTennis Court(s) Flood Zone Code AE Floor Number 4 Garage Yn Yes Green Water Conservation Irrigation-Reclaimed Water Lease Term Short Term Lease Long Term Yn No Max Pet Weight 75 Minimum Lease 2 Months Months Available 2026November2026December2027April2027May2027June2027July2027August2027September2027October2027November2027December New Construction Yn No Number Of Pets 1 Occupant Type Vacant Off Season Rent 5500 Pets Allowed Cats OKDogs OKYes Property Sub Type Condominium Realtor Info Assoc approval required Seasonal Rent 9000 Security Deposit 2000 Senior Community Yn No Sw Subdiv Community Name Windward Bay Total Annual Fees 0 Total Monthly Fees 0 Utilities Cable ConnectedElectricity ConnectedFire HydrantSewer ConnectedUnderground UtilitiesWater Connected


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of COLDWELL BANKER REALTY: 941-366-8070.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-10-14T23:45:02.693.
 
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The Campbell Group | Compass
1575 Main St
Sarasota FL, 34236