Title: Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=8409&destination=Longboat+Key%2C+Florida%2C+United+States+of+America&selected=117552152&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire condo # Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key ## Photo gallery for Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key ![Pool - Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key (Longboat Key)](https://images.trvl-media.com/lodging/118000000/117560000/117552200/117552152/2ffca8bf.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key (Longboat Key)](https://images.trvl-media.com/lodging/118000000/117560000/117552200/117552152/b58b4380.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool - Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key (Longboat Key)](https://images.trvl-media.com/lodging/118000000/117560000/117552200/117552152/1d8eed85.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key (Longboat Key)](https://images.trvl-media.com/lodging/118000000/117560000/117552200/117552152/79dd68ba.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key (Longboat Key)](https://images.trvl-media.com/lodging/118000000/117560000/117552200/117552152/f2e2879a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key provides amenities, such as golfing on-site and laundry facilities. Guests can connect to free in-room WiFi. ### Entire condo 2 bedrooms2 bathrooms1290 sq ft ## Popular amenities - Pool - Kitchen - Free Wi-Fi - Air-conditioning - Laundry room - Outdoor space ## Add dates for prices Check-in Check-out Travellers ## 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. ## 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 ## Similar properties ![Interior](https://images.trvl-media.com/lodging/126000000/125130000/125123000/125122993/63a84e17.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Salty Pelican Bradenton - Pool - Kitchen - Dryer - Free Wi-Fi [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=125122993&PinnedHotelID=125122993&HadPinnedHotel=true®ionId=-1&adults=2) ![House, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/121000000/120030000/120029300/120029292/a5541249.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sweet & Salty Beach House 3 Bedroom Home Cortez - Washing machine - Dryer - Free Wi-Fi - Barbecue grill [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=120029292&PinnedHotelID=120029292&HadPinnedHotel=true®ionId=-1&adults=2) ![Condo, 2 Bedrooms | Beach | Beach nearby](https://images.trvl-media.com/lodging/120000000/119100000/119093000/119092955/w3840h2159x0y1-763d4c84.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### My Happy Place 2 Bedroom Condo Siesta Key - Free Wi-Fi - Outdoor space [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-01&endDate=2026-04-02&selected=119092955&PinnedHotelID=119092955&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/117000000/116090000/116089700/116089668/bc24ba26.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### High Tide – Pool, Grill, Pet Friendly, Located in the Heart of SK! 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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 On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that 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 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. ### Property is also known as 966322 ## About the area Located in Longboat Key, this condo is near theme parks and on the beach. 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 Lido Beach and Siesta Key Beach. Mote Marine Laboratory & Aquarium and Marie Selby Botanical Gardens are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. [Visit our Longboat Key travel guide](https://www.expedia.co.uk/Longboat-Key.dx8409) [View more Condo rentals in Longboat Key](https://www.expedia.co.uk/Longboat-Key-Condos.d8409-aaCondos.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.34376%2C-82.60423&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=X6mSvvWQX_yWKX_ZDyv7oXc7qEk=) Longboat Key, FL ### What's nearby - ![Sunset over the beach on Longboat Key.](https://images.trvl-media.com/place/319626657113572837/d560a01f-a37e-4c11-a1b8-aae7454765ed.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Longboat Key Beaches 1 min walk \- 0.0 miles - ![Wildlife reserve](https://images.trvl-media.com/place/553248621561884473/4eec36cc-a691-486e-826b-ca8976b9cb6a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Quick Point Nature Reserve 3 min drive \- 1.9 miles - ![Lido Beach showing general coastal views and a sandy beach](https://images.trvl-media.com/place/6145141/1d4594a7-b7e1-465d-bffb-87633a8cb34c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Lido Beach 5 min drive \- 3.0 miles - Harborside Golf Course at Longboat Key Club 3 min drive \- 1.9 miles - Islandside Golf Course at Longboat Key Club 3 min drive \- 1.9 miles ### Getting around - Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) 30 min drive ### Restaurants - Columbia Restaurant 6 min drive - Dry Dock Waterfront Grill 2 min drive - The Old Salty Dog 4 min drive - New Pass Grill & Bait Shop 4 min drive - Drift Kitchen & Bar - Lido Beach Resort 7 min drive ## Frequently asked questions ### Does Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key have a pool? ### Is Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key pet-friendly? ### How much is parking at Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key? ### What time is check-in at Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key? ### What time is check-out at Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key? ### Where is Enjoy endless gulf views from this welcoming oceanfront condo on Longboat Key - Pearl On The Key located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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