10/10 Excellent
Jon P.
14 Apr 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Windward Bay PH5 Winter 2025
Jon P.
Stayed 94 nights in Dec 2024
Condo
NEW Penthouse on the Bay - 2BR Condo Steps to Heated Pools, Tennis & Beach
Photo gallery for NEW Penthouse on the Bay - 2BR Condo Steps to Heated Pools, Tennis & Beach
Reviews
10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 41096 sq ft
Popular amenities
Explore the area
Longboat Key, FL
- Place, Longboat Key Beaches3 min walk
- Place, Lido Beach10 min drive
- Place, Siesta Key Beach32 min drive
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)27 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer
Spaces
Kitchen
Separate dining area
Outdoor play area
About this property
NEW Penthouse on the Bay - 2BR Condo Steps to Heated Pools, Tennis & Beach
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.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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Similar properties
Gulf front 2-bedroom condo with private beach central Longboat Key
Gulf front 2-bedroom condo with private beach central Longboat Key
- Pool
- Washing machine
- Dryer
- Air-conditioning
House Rules
Check in after 4:00 PM
Minimum age to rent: 35
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Longboat Key
Located in Longboat Key, this condo is by the sea. 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Longboat Key, FL
What's nearby
- Longboat Key Beaches - 3 min walk - 0.3 km
- Lido Beach - 10 min drive - 12.9 km
- St. Armands Circle - 12 min drive - 14.3 km
- IMG Academy - 21 min drive - 23.6 km
- Siesta Key Beach - 32 min drive - 29.1 km
Getting around
Restaurants
- 7-Eleven - 15 min drive
- South Philly Cheesesteak Co. - 24 min drive
- Mar Vista Dockside Restaurant & Pub - 6 min drive
- Pork Belly's Eatery And Catering Co. - 15 min drive
- Pesto Bistro & Wine Bar - 15 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
About the host
Hosted by Janet Allen
We love to travel and believe the best memories are made when you can truly relax. Hosting gives us the chance to help others experience that same feeling — a comfortable, thoughtfully equipped space that feels like home the moment you arrive.
Why they chose this property
At Windward Bay, enjoy panoramic views of Sarasota Bay by night and easy beach access to catch the island’s best sunsets.
What makes this property unique
We thoughtfully redesigned this condo to capture every view and create a space that feels open, comfortable, and easy to enjoy.
Languages:
English
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