Apartment in Longboat Key, FL
4 guests · 2 bedrooms · 2 baths
Reasons to book
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Enhanced cleaningExtra health and hygiene measures to ensure your safety
Rooms
Bedroom 1
1 King
Bedroom 2
1 Queen
About this apartment rental
Windward Bay Penthouse Escape
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.
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.
Amenities at Bayview Haven with Enclosed Sunroom
Air conditioning
Pool
Non-smoking
Gym
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
WiFi/Internet
Parking Available
Beach access
Microwave
Dishwasher
Kitchenware
Oven
Laundry services
Waterfront
Private entrance
Shower
Bathtub
Outdoor Cooking
Family friendly
Ironing facilities
Dining area
Shampoo
Free toiletries
Towels
Linens
Fan
Dining table
Desk
Accessible by elevator
Hairdryer
Contactless check-in/out
Fire alarm
Fire extinguisher
Carbon monoxide detector
Cleaning products
Map of Longboat Key, FL
Things to know
Check-in: 4:00 PM
Check-out: 10:00 AM
Early check-ins and late check-out requests will be accommodated upon request and based upon availability. Unauthorized early check-ins and late checkouts will incur a penalty fee.House rules
- Kids allowed, fees apply
- No parties or events allowed without prior approval, fees apply
- Must be 25 or older to rent
Additional fees to expect
Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All RedAwning properties are professionally cleaned after each stay. In addition, RedAwning includes $3,000 USD of damage waiver coverage in the cleaning fee price in place of traditional damage deposits so you can have a carefree stay.
Booking feeNo booking fees, easy credit card payments.
Service feeThis helps RedAwning provide a safer and more secure booking experience.
TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.
Customer support
Customer support is handled by our partner RedAwning
- RedAwning is a trusted partner with over 1 million guests served.
- Contact RedAwning customer service 24/7 via live chat.
- No booking fees, with easy credit card payments.
About our partner
This property is managed by RedAwning - a trusted partner that has served over 1 million guests
7,000+
5-star reviews on TrustPilot
14+
Years of service
15,000+
Vacation rentals across 1,000 destinations
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