NEW Penthouse on the Bay - 2BR Condo Steps to Heated Pools, Tennis & Beach

Longboat Key, Florida
$348 avg/night
Minimum Stay 30 Nights
Bed 2

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 30 nights

Min Stay

Experience the tranquility of Sarasota Bay from this beautifully updated 4th-floor penthouse condo in Longboat Key. With elevator access and panoramic water views, this coastal home offers the perfect balance of comfort and convenience for an extended winter escape or seasonal stay. New listing which is why there is only 1 review.

THE SPACE
• 2 bedrooms / 2 baths – King in primary, Queen in guest room
• Modern bathrooms with walk-in shower and soaking tub
• Fully equipped kitchen with bar seating and separate dining area
• Open living space with panoramic bay views
• 3 HD Smart TVs, Wi-Fi, and cable included
• Washer/dryer inside the unit

COMMUNITY AMENITIES
• 2 heated pools, fitness room, tennis & pickleball
• Shuffleboard and community grills
• Marina access for kayaks and paddleboards
• Covered parking and well-maintained common areas

LOCATION
• Short walk to the beach
• Close to restaurants and shopping at St. Armands Circle
• Short drive to Longboat Key dog park
• Easy drive to downtown Sarasota attractions

GOOD TO KNOW
• A signed renter agreement is required upon booking confirmation and guest will be required to do a background check for HOA approval.
• Pet-friendly (small dogs less than 35lbs, limit 2. $200 one time fee )
• 2-month min stays in peak season (Dec–Apr)
• $250 Cleaning Fee

Wake up to water views, relax by the pool, and explore everything the island offers — the perfect spot to spend your season on the Gulf Coast.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Deadbolt Lock Fire Extinguisher First Aid Kit No Carbon Monoxide Detector (host Has Indicated There Is No Carbon Monoxide Detector Or Gas Appliances On The Property) Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Double-glazed Windows Recycling Unit Size: 1096 Sq Ft (102 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking Wheelchair-accessible Parking Available
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Outdoor Furniture
  • POOL/SPA

    Heated Pool Outdoor Pool Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    2 Outdoor Pickleball Courts Birdwatching Nearby Ecotours Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Kayak On Site Marina Nearby Paddleboard On Site Sailing Nearby Surfing/body Boarding Nearby Swimming Nearby Tennis On Site Water Skiing Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books DVD Player Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    Near A Hospital Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    1 On-site Accessible Parking Spaces Elevator If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair-accessible Parking Wheelchair-accessible Path To Elevator

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Availability

Review Review

  • Roy R.

    Submitted Mar 31, 2026

    Stayed Feb 2, 2026

    We love it turn key ready

  • Jon P.

    Submitted Apr 14, 2025

    Stayed Dec 28, 2024

    Very much enjoyed my stay at this Windward Bay property. Well prepared, fully stocked, and very welcomed. Would stay here again.JP

Your dates are Available!

Total

Includes taxes and fees
$378+
View details