Entire condo

Heated Pool, Bayfront, Fitness Center, Tennis

Photo gallery for Heated Pool, Bayfront, Fitness Center, Tennis

A kitchen with wooden cabinets, granite countertops, a stainless steel sink, and a view of the ocean through the windows. - Heated Pool, Bayfront, Fitness Center, Tennis (Longboat Key)
A residential area with a tennis court, a swimming pool, and a road. - Heated Pool, Bayfront, Fitness Center, Tennis (Longboat Key)
The kitchen opens toward the dining and living areas, giving the home a comfortable, connected layout. Granite counters and warm wood cabinetry complement the relaxed coastal interiors. - Heated Pool, Bayfront, Fitness Center, Tennis (Longboat Key)
A king-size bed anchors the primary suite, with white furnishings and deep blue accents lending a calm coastal feel. The adjoining bathroom and walk-in closet complete the space. - Heated Pool, Bayfront, Fitness Center, Tennis (Longboat Key)
A spacious living area with a large television, inviting seating, and an adjoining dining space. Cream upholstery and soft neutral finishes keep the room bright, comfortable, and easy to enjoy. - Heated Pool, Bayfront, Fitness Center, Tennis (Longboat Key)
Take advantage of golfing on-site, a gym and a sauna at Heated Pool, Bayfront, Fitness Center, Tennis. Guests can connect to free in-room WiFi.

Entire condo

1312 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Heated Pool, Bayfront, Fitness Center, Tennis

  • Overlooking Sarasota Bay, Windward Bay Penthouse Escape offers a welcoming home for an extended island stay, complete with beach access, heated pools, and tennis and pickleball courts.

    This fourth-floor penthouse on Longboat Key has two bedrooms, two bathrooms, and comfortable accommodations for four. Sarasota Bay and the mangrove shoreline provide the backdrop, while deeded beach access across Gulf of Mexico Drive leads to the island’s Gulf shore. Inside, soft blues, cream, and warm neutrals give the home a relaxed coastal feel.

    Bayfront living
    Large windows line the enclosed sunroom, bringing in natural light and views of the water. Two comfortable recliners face the bay, making this an especially inviting part of the home. It’s a separate sitting area with the scenery in full view and the comfort of being indoors.

    The adjoining living room has a cream sofa, two armchairs, and a television. The dining area and kitchen connect directly to it, creating a welcoming space for meals and time together. With both the living room and sunroom, there’s room for conversation as well as a quiet afternoon overlooking the bay.

    Comforts for an extended stay
    The primary bedroom features a king bed, a television, and a walk-in closet. The guest bedroom has a queen bed, and the condo has two bathrooms.

    Granite countertops, wood cabinetry, and stainless steel appliances give the kitchen a warm, classic look. It’s well equipped for meals at home, with cookware, bakeware, and a dishwasher. The coffee station offers both a drip coffee maker and a Nespresso machine with a separate milk frother. The dining table seats four.

    Private laundry and designated covered parking add everyday convenience, making the condo well suited to several weeks on the island.

    Windward Bay amenities
    The community’s waterfront grounds and recreation facilities are a big part of the appeal. Shared amenities include:

    • Two heated swimming pools
    • Tennis and pickleball courts
    • A fitness center and saunas
    • Bayfront walking paths
    • Community barbecue grills
    • Deeded Gulf beach access across Gulf of Mexico Drive

    The bayfront paths offer a scenic setting close to home, while the pools, courts, and fitness facilities bring variety to a longer visit. Gulf beach access across the road complements the condo’s bayfront location, with two distinctly different shorelines nearby.

    At home on Longboat Key
    Windward Bay Penthouse Escape brings together a beautiful waterfront setting and the comfort of a furnished home. The enclosed sunroom gives it a memorable place to relax, while the kitchen, private laundry, and walk-in closet make settling in easy.

    For an extended Longboat Key stay, this penthouse offers an appealing combination: Sarasota Bay views at home, Gulf beach access nearby, and a community with plenty to enjoy throughout the season.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Sauna

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Lift
  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Golf
  • Gym
  • Heated pool
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,312 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

We should mention

A car is recommended for transport to and from this property

About the area

Located in Longboat Key, this condo is on the waterfront. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Bradenton Beach and Coquina Beach. Mote Science Education Aquarium and Marie Selby Botanical Gardens are also worth visiting. Discover the area's water adventures with jet skiing and snorkelling nearby, or enjoy the great outdoors with horse riding and ecotours. Visit our Longboat Key travel guide
View more Condo rentals in Longboat Key
Map
Longboat Key, Florida

What's nearby

  • A coastal cityscape with a bridge, marina, and lush greenery.
    Longboat Key Beaches
    3 min walk - 0.2 miles
  • A beach with lifeguard towers, clear turquoise water, and people sunbathing.
    Lido Beach
    17 min drive - 8.3 miles
  • An aerial view of a city intersection with a central green space surrounded by roads and buildings.
    St. Armands Circle
    17 min drive - 8.7 miles
  • A large bridge with multiple cables and illuminated pillars.
    IMG Academy
    27 min drive - 15.6 miles
  • A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.
    Siesta Key Beach
    39 min drive - 18.5 miles

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    37 min drive

Restaurants

  • 7-Eleven
    16 min drive
  • Pesto Bistro & Wine Bar
    16 min drive
  • Pork Belly's Eatery And Catering Co.
    15 min drive
  • Mar Vista Dockside Restaurant & Pub
    7 min drive
  • Shore Longboat Key
    7 min drive

Frequently asked questions

Does Heated Pool, Bayfront, Fitness Center, Tennis have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Heated Pool, Bayfront, Fitness Center, Tennis pet-friendly?

No, pets are not allowed at this property.

How much is parking at Heated Pool, Bayfront, Fitness Center, Tennis?

On-site parking is available at the property.

What time is check-in at Heated Pool, Bayfront, Fitness Center, Tennis?

Check-in begins at 4:00 PM.

What time is check-out at Heated Pool, Bayfront, Fitness Center, Tennis?

Checkout is at 10:00 AM.

Where is Heated Pool, Bayfront, Fitness Center, Tennis located?

Situated on the waterfront, this condo building is 0.3 mi (0.5 km) from Longboat Key Beaches and within 3 miles (5 km) of Cannons Marina and Longboat Key Public Tennis Center. Jewfish Key and Bradenton Beach are also within 6 miles (10 km).

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