Entire condo
Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key
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Reviews
8.08.0 out of 10
Very good
Entire condo
Popular amenities
- Pool
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Laundry room
- Outdoor space
Explore the area

Longboat Key, FL
- Longboat Key BeachesPlace, Longboat Key Beaches1 min walk
- Harborside Golf Course at Longboat Key ClubPlace, Harborside Golf Course at Longboat Key Club3 min drive
- Islandside Golf Course at Longboat Key ClubPlace, Islandside Golf Course at Longboat Key Club3 min drive
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)21 min drive
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5.0 out of 5, Exceptional, 2 reviews
5
Exceptional
2 reviews
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key
Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer, an exclusive beachfront community nestled on the pristine shores of Longboat Key. This 2-bedroom, 2-bathroom 7th floor condo offers breathtaking Gulf views from every room, elegant interiors, and access to resort-style amenities—making it the perfect destination for your next Florida escape.
As you step inside, you're greeted by a light, bright, and cozy atmosphere, with large windows that frame the sparkling blue waters of the Gulf. The kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, and a breakfast bar with barstool seating—ideal for enjoying a quick bite or gathering with family and loved ones.
The main living space is designed for comfort and relaxation, with two plush sofas, a flat-screen TV, and an adjacent dining table that seats four comfortably—all with sweeping ocean views. Step through the sliding doors to one of the condo's two private balconies, where you can sip your morning coffee or unwind with a glass of wine as the ocean breeze rolls in.
The primary bedroom is a peaceful retreat, complete with a king-size bed, a sitting area with chairs, a TV, and its own balcony overlooking the pool and Gulf. The attached bathroom boasts an updated vanity and a gorgeous walk-in shower with modern finishes.
The second bedroom features a queen-size bed, TV, ample closet space for personal belongings, and its own private balcony with more stunning ocean views. The second bathroom includes an updated vanity and a shower/tub combo, perfect for relaxing after a day in the sun.
🌴 Community Amenities at Privateer:
Beachfront heated pool & spa
Direct private beach access
Tennis courts
Fitness center & sauna
Social room & library
Grilling area & firepit
Gated entry with secured building access
Assigned covered parking
Lush tropical landscaping throughout
Located just minutes from St. Armands Circle, golf courses, fine dining, and cultural attractions in Sarasota, this condo offers the perfect blend of relaxation and adventure.
Whether you're seeking tranquil beach days or exploring the vibrant coastal lifestyle of Longboat Key, this condo at Privateer is your perfect home away from home.
Important Things to Know
There is a communal washer and dryer facility that is on the same floor as the unit.
House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
Your reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.
Please note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.
As you step inside, you're greeted by a light, bright, and cozy atmosphere, with large windows that frame the sparkling blue waters of the Gulf. The kitchen is a chef's delight, featuring granite countertops, stainless steel appliances, and a breakfast bar with barstool seating—ideal for enjoying a quick bite or gathering with family and loved ones.
The main living space is designed for comfort and relaxation, with two plush sofas, a flat-screen TV, and an adjacent dining table that seats four comfortably—all with sweeping ocean views. Step through the sliding doors to one of the condo's two private balconies, where you can sip your morning coffee or unwind with a glass of wine as the ocean breeze rolls in.
The primary bedroom is a peaceful retreat, complete with a king-size bed, a sitting area with chairs, a TV, and its own balcony overlooking the pool and Gulf. The attached bathroom boasts an updated vanity and a gorgeous walk-in shower with modern finishes.
The second bedroom features a queen-size bed, TV, ample closet space for personal belongings, and its own private balcony with more stunning ocean views. The second bathroom includes an updated vanity and a shower/tub combo, perfect for relaxing after a day in the sun.
🌴 Community Amenities at Privateer:
Beachfront heated pool & spa
Direct private beach access
Tennis courts
Fitness center & sauna
Social room & library
Grilling area & firepit
Gated entry with secured building access
Assigned covered parking
Lush tropical landscaping throughout
Located just minutes from St. Armands Circle, golf courses, fine dining, and cultural attractions in Sarasota, this condo offers the perfect blend of relaxation and adventure.
Whether you're seeking tranquil beach days or exploring the vibrant coastal lifestyle of Longboat Key, this condo at Privateer is your perfect home away from home.
Important Things to Know
There is a communal washer and dryer facility that is on the same floor as the unit.
House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.
Your reservation may require you to fill out a Home Owners Association application that may request personal details. Any application fees required by the HOA are non-refundable.
Please note that the property mailbox is reserved for owner correspondence and is not available for guest use. If you need to receive mail during your stay, we suggest arranging a temporary PO Box at the local post office.
During your stay at this condo building, you'll be within walking distance of Islandside Golf Course at Longboat Key Club. Laundry facilities are available. The condo includes amenities such as free WiFi and a kitchen.
- Air-conditioned condo with kitchen, 2 bathrooms, and balcony
- Free WiFi
- Amenities include laundry facilities
- Onsite recreation includes tennis courts
- Just a 4-minute drive from Mote Marine Laboratory & Aquarium and 8 minutes from Lido Beach
This condo offers its guests barbecue grills and laundry facilities. The front desk is open around the clock.
This Longboat Key condo is smoke free.
Property amenities
Beach
- On the beach
Pool/Spa
- Communal pool
Internet
- Available in the condo: Free WiFi
Parking and transport
- Parking on site
Kitchen
- Cookware, dishware, and utensils
- Dishwasher
- Hob
- Microwave
- Oven
- Refrigerator
Dining
- Dining table
Bedrooms
- 2 bedrooms
- Bedsheets provided
Bathroom
- 2 bathrooms
- Bathtub or shower
- Shower
- Towels provided
Living spaces
- Dining table
- Living room
Entertainment
- TV
Outdoor areas
- Balcony
- Barbecue grill
Laundry
- Laundry facilities
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- Smoke-free property
Location highlights
- Near a health/beauty spa
- Near a hospital
- Near a zoo
- Near an outlet shopping centre
- Near the marina
- Near the ocean
- On the waterfront
Things to do
- Golf
- Optional golf privileges
- Tennis
- Basketball nearby
- Birdwatching nearby
- Casino nearby
- Cycling nearby
- Ecotours nearby
- Fishing nearby
- Golfing nearby
- Horseback riding nearby
- Jet skiing nearby
- Kayaking nearby
- Motor boating nearby
- Parasailing nearby
- Sailing nearby
- Scuba diving nearby
- Snorkelling nearby
- Swimming nearby
- Theme park nearby
- Water skiing nearby
- Water tubing nearby
- Whale watching nearby
- Wildlife walks nearby
- Winery tours nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- Fire extinguisher
General
- Unit size: 1,290 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21
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
- No pets allowed
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
Property is also known as
966322
Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key Reviews
Reviews
8.0
Very good
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
Rating 10 - Excellent. 0 out of 1 reviews
10 - Excellent
0
Rating 8 - Good. 1 out of 1 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 1 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 1 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 1 reviews
2 - Terrible
0