Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island's most exclusive beachfront communities, this spacious two-bedroom, two-bathroom condo has been thoughtfully designed and professionally furnished to deliver a seamless blend of coastal elegance and everyday comfort. Sunlight floods the open-concept living and dining areas, where floor-to-ceiling sliders invite you to step outside and enjoy panoramic water views and soft Gulf breezes. The kitchen is outfitted with sleek countertops, high-end cabinetry, and modern stainless steel appliances, fully equipped for both everyday use and entertaining. Each bedroom serves as a luxurious private suite, complete with king-size beds, plush linens, and dedicated bathrooms. The primary suite offers a spa-style bath with a walk-in glass shower and designer finishes, creating the feel of a high-end hotel in the comfort of your own home. Enjoy morning coffee or sunset cocktails from either of the two private balconies, both offering spectacular water views and the serene ambiance of beachfront living. As a resident, you'll have access to a suite of premier amenities, including private beach access with complimentary chairs and umbrellas, a heated pool and hot tub, lighted tennis courts, a state-of-the-art fitness center, BBQ grills with outdoor dining areas, and an air-conditioned clubhouse. The community is secured with a 24-hour guarded gate and offers concierge-like service for ultimate peace of mind. Ideally located walking distance to Longboat Key Club - just minutes from the upscale shopping, fine dining, and cultural experiences of St. Armands Circle and downtown Sarasota, and with easy access to Sarasota-Bradenton International Airport, this residence offers a rare opportunity to enjoy the very best of Longboat Key living whether for the season or year-round. Luxury, privacy, and breathtaking views await.
Privateer South
1000 Longboat Club Rd, Longboat Key, FL 34228
Apartment building
1-3 beds
What’s available
This building may have units for rent or for sale. Select a unit to contact.

$1,100,000
2 bd, 2 ba
1,409 sqft
For sale - Unit 604

MICHAEL SAUNDERS & COMPANY

$1,139,000
2 bd, 2 ba
1,290 sqft
For sale - Unit 1105

ROSEBAY INTERNATIONAL REALTY, INC
What's special
Neighborhood: 34228
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Nearby schools in Longboat Key
GreatSchools rating
- 10/10Southside Elementary SchoolGrades: PK-5Distance: 5 mi
- 3/10Booker Middle SchoolGrades: 6-8Distance: 5.2 mi
- 3/10Booker High SchoolGrades: 9-12Distance: 4.2 mi
Market Trends
Rental market summary
The average rent for all beds and all property types in Longboat Key, FL is $6,900.
Average rent
$6,900
Month-over-month
-$600
Year-over-year
-$50
Available rentals
116
Frequently asked questions
What is the walk score of Privateer South?
Privateer South has a walk score of 5, it's car-dependent.
What schools are assigned to Privateer South?
The schools assigned to Privateer South include Southside Elementary School, Booker Middle School, and Booker High School.
What neighborhood is Privateer South in?
Privateer South is in the 34228 neighborhood in Longboat Key, FL.