Longboat Key Apartments for Rent - 55 rentals

Remarks: Welcome to The Sanctuary on Longboat Key, where beachfront living meets effortless comfort. Available as either a 4-month short-term rental for $25,000/month or a 1-year lease at $10,000/month, this southwest corner penthouse offers a rare opportunity to wake up to sweeping Gulf views and end every day with unforgettable sunset skies. From the moment you step through the double-door foyer, floor-to-ceiling sliding glass doors frame endless turquoise water and natural light that fills the living spaces, creating a bright and inviting coastal retreat. Located on the 5th floor, this beautifully updated Essex corner residence offers over 1,800 square feet of living space with 3 bedrooms and 3 bathrooms. Cherry hardwood floors and crown molding elevate the main living areas while large windows and sliding doors keep the Gulf as the star of the show from nearly every room. The kitchen is both functional and stylish, featuring granite countertops, quality cabinetry, top-of-the-line appliances, and a charming breakfast area overlooking Longboat Key’s famous white sand beaches. The owner’s suite is designed as a private retreat with floor-to-ceiling water views, plush carpeting, and an expansive layout. The ensuite bathroom is thoughtfully designed with a dedicated LED-lit vanity and grooming area, separate from the main dual-sink bathroom space which offers plenty of storage. A large jetted soaking tub and seamless glass walk-in shower with a rainhead fixture complete the spa-like feel, while a spacious walk-in closet with a custom closet system provides excellent organization. The thoughtful floor plan also offers a rare feature for a three-bedroom layout: the third bedroom includes its own ensuite bathroom, providing added privacy for guests or family. Additional features include electric storm shutters, newer windows and doors, and a generous utility room. Step outside to the wraparound terrace where the Gulf serves as your everyday backdrop, making it the perfect place to enjoy morning coffee, coastal breezes, or those unforgettable sunset views. Residents of The Sanctuary enjoy 18 acres of beautifully maintained beachfront grounds along with exceptional resort-style amenities including walking trails, covered grilling areas, a clubhouse with social events, a fitness center, spa, Olympic-size Gulf-front pool with cabanas, a children’s pool, and two lighted Har-Tru tennis courts. The community also features a 24-hour staffed guard gate and on-site management. Ideally located on the south end of Longboat Key, you are just minutes from St. Armands Circle, world-class dining, shopping, downtown Sarasota, and a variety of cultural attractions. A small pet is welcome. If you’re looking for a waterfront rental that combines space, privacy, and the best of the Gulf Coast lifestyle, this penthouse at The Sanctuary delivers it all. Schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Ryan Heers (941-726-1703)

Remarks: Available for 2027 Season. Welcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. This 10th-floor residence offers a rare opportunity to experience refined coastal living with panoramic, unobstructed views of the Gulf of Mexico. From the moment you step inside, you are greeted by a light-filled interior that opens seamlessly to two private balconies, each offering a front-row seat to breathtaking sunsets, gentle sea breezes, and the soothing sound of waves meeting the shore. Offered fully furnished, this home is designed for both style and comfort, making it the perfect seasonal escape or extended retreat. The residence features a spacious and thoughtfully designed floor plan that emphasizes relaxation and entertaining. The living and dining spaces flow effortlessly toward the water, creating a serene atmosphere for hosting guests or enjoying quiet evenings by the Gulf. The well-equipped kitchen, comfortable bedrooms, and elegant furnishings reflect a refined coastal aesthetic, allowing you to settle in with ease from the very first day. Life at The Privateer is defined by its unparalleled amenities and direct beachfront setting. Residents enjoy a heated beachfront pool and jacuzzi overlooking the Gulf, a fully equipped fitness center, tennis courts, and beautifully maintained grounds. Outdoor grilling areas, shaded dining spaces, and gathering lounges provide endless opportunities for entertaining or enjoying the company of neighbors. For days spent on the sand, beach chairs and umbrellas are thoughtfully provided, ensuring every day feels like a private resort experience. Located on the southern end of Longboat Key, The Privateer combines the peace and privacy of a gated beachfront community with convenient access to world-class dining, shopping, and cultural attractions in nearby St. Armands Circle and downtown Sarasota. Available seasonally beginning October 15, 2025, with owners open to discussing longer lease terms, this residence is the perfect opportunity to experience the best of Longboat Key living—where luxury, comfort, and the beauty of the Gulf of Mexico meet. 3D walkthrough available!!

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Jenna Genovese (860-575-0088)

Remarks: 2027 Season Rental Rate will be $24,000. The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet kitchen showcases Wolf and Sub-Zero appliances, a six-burner gas cooktop, double ovens, and a panel-ready side-by-side refrigerator/freezer. The owner's suite includes a spacious walk-in closet with custom cabinetry, a frameless walk-in shower, and a private water closet. A semi-private elevator with keyless entry provides direct access from the private garage. Residents enjoy access to The St. Regis Resort's legendary Butler and Concierge services, a private clubhouse, resident-only pool and spa, a state-of-the-art fitness center, and beachside cabanas. Just steps away, the resort offers a private Gulf-front beach, multiple pools with cabanas, a family-friendly waterway, an exclusive saltwater lagoon with Aldabra tortoises, and a world-class oceanfront spa. Experience the pinnacle of coastal elegance at The Residences at The St. Regis Longboat Key.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Melissa Gissinger (941-404-2722)

Remarks: Stunning Portobello Vacation 2/2 Condo on Longboat Key. Season rate is $8000 (Jan-Apr) and off season rate is $5500 (May-Dec). This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and sliding glass doors, new laminate flooring and carpet, new kitchen appliances, three flat screen TVs with HD boxes and HD Extreme channel lineup, king size Master bed and guest bedroom provides two double beds, in unit washer and dryer for convenience. One assigned parking space and guest parking available for second car. Wi-Fi and cable package are provided. Heated swimming pool, tennis court and boat dock located conveniently across the street on the bayside of the complex. Only 1/2 mile to Publix shopping and dining center and approximately 5 miles from fabulous St. Armand's Circle. Sorry no pets permitted (no exceptions). No smoking permitted. 13% sales and tourism taxes apply for any rental less than 6 months. Property is available Apr 2025-Dec 2026 and Apr 2027 and after.

Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)

Listing Agent: Terri Lindsay (941-404-8878)

Remarks: Beachfront Longboat Key Luxury Living. Wake up every day to sweeping **Gulf views** from this beautifully renovated **5th-floor beachfront residence**. Designed for comfort, tranquility, and effortless coastal living, this 12-month annual rental places you steps from the sand and moments from the world-class dining and boutique shopping of **St. Armands Circle**. Property Highlights *Direct Gulf-front setting** with dramatic water and sunset views *Renovated interior** designed for relaxation and peace of mind *Primary suite** with a king-size adjustable bed *Guest bedroom** featuring a twin that converts to a king Resort-Style Amenities - Beachfront **pool & spa** with private beach access - Tennis courts**, fitness center, and sauna - Gated entry and secured building access - Library, grill area, and firepit for gathering and unwinding - Assigned **carport parking** plus guest spaces Experience the best of the **Florida coastal lifestyle**—sun, sand, and serenity wrapped in luxury.

Listing is courtesy of: WAGNER REALTY (941-756-7800)

Listing Agent: Donna Channey (941-527-6909)

Remarks: An exceptional opportunity to lease the largest two-bedroom residence at the prestigious St. Regis Longboat Key. This premier corner home offers sweeping panoramic views of the Gulf of Mexico, Sarasota Bay, lush resort grounds, and the tropical saltwater lagoon, all enjoyed from an expansive wraparound terrace. Bathed in natural light, the spacious living area is ideal for entertaining and relaxation, featuring a custom bar and beverage refrigerator. The chef’s kitchen is beautifully appointed with Poggenpohl cabinetry and top-of-the-line Wolf and Sub-Zero appliances, including double ovens, a gas cooktop, refrigerator, microwave, and dishwasher. An outdoor Wolf gas grill on the terrace allows for seamless indoor-outdoor dining. The owner’s suite serves as a private coastal retreat, highlighted by floor-to-ceiling glass with breathtaking Gulf views. A morning bar adds convenience, while a custom Closet Envy wardrobe provides generous storage. The spa-inspired bath features dual vanities, two private water closets, a walk-in shower, and a luxurious soaking tub with stone surround. The ensuite guest bedroom, complete with custom built-ins, opens directly to the terrace, offering effortless indoor-outdoor living for guests. Designer finishes throughout, curated by Marc Michaels Interior Design, deliver timeless elegance. Residents enjoy exclusive access to St. Regis Longboat Key’s world-class amenities, including a private clubhouse with fitness center, pool and spa, and the signature St. Regis Butler and Concierge services. Additional resort offerings include an oceanfront spa, beachfront cabanas, multiple dining venues, a lazy river, and a saltwater lagoon featuring tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from the renowned shopping and dining of St. Armands Circle, this residence offers a rare opportunity to experience the iconic St. Regis lifestyle—where luxury, comfort, and legendary service define every stay. Rental rates vary according to month, please call agent for details.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Jaime Barcelo (941-275-3233)

Remarks: The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key, Florida. Step inside to beautifully designed interiors featuring soaring ceilings and expansive floor-to-ceiling sliding glass doors that wrap around the living, dining, and kitchen spaces — framing breathtaking sunrise and sunset views. The gourmet kitchen is a chef’s dream, appointed with Wolf and Sub-Zero appliances, including a six-burner gas cooktop, double ovens, and a paneled side-by-side refrigerator and freezer. The elegant owner’s suite offers a private sanctuary with a spacious walk-in closet featuring custom wardrobe cabinetry, a frameless walk-in shower, and a secluded water closet. A private elevator with keyless entry provides direct access from your private two-car garage into your residence for ultimate convenience and privacy. Nestled within 17 acres of pristine beachfront, The Residences are part of Sarasota’s most exclusive resort enclave. Enjoy unparalleled amenities, including access to St. Regis Butler and Concierge services, a residents-only pool and spa, a private clubhouse, a state-of-the-art fitness center, and beachside cabanas. Just steps away, immerse yourself in the world-class offerings of The St. Regis Longboat Key Resort — from the pristine private beach and family-friendly pools to the unique saltwater lagoon wildlife experience, home to resident Aldabra tortoises. Indulge in rejuvenation at the oceanfront spa featuring vitality pools or delight in one of the resort’s vibrant, chef-driven dining destinations. Experience coastal luxury redefined — The Residences at The St. Regis Longboat Key invite you to live where timeless elegance meets the serenity of the sea. Inquire about 6 and 9 month pricing.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Jaime Barcelo (941-275-3233)

Remarks: There are moments in life that stop you mid-thought. Moments so immersive that words struggle to keep up with what you’re feeling. This penthouse is one of those moments. Offered to the public for the first time, this four-bedroom residence sits high above the Gulf of Mexico, where light, water, and horizon become part of everyday life. A private elevator opens directly into the home, setting the tone for an experience that feels both personal and rare. The layout is thoughtful and fluid. Each of the four bedrooms is ensuite, designed with intention, privacy, and comfort in mind. The residence has been fully personalized with a bespoke interior design, every detail chosen, never duplicated. Water views surround you from every angle, sunrise over the bay, sunsets over the Gulf, framed by floor-to-ceiling windows and expansive wraparound terraces. Outdoor dining flows effortlessly into the living spaces, where a private balcony pool becomes an extension of the view rather than a feature competing with it. Inside, the home offers a generous walk-in closet, a custom hidden wine cellar, automated electric blinds, and a fully integrated surround sound system. The residence is offered fully furnished, with all new furnishings curated to complement the space rather than overwhelm it. Beyond the walls of the home, the lifestyle is unmistakably St. Regis with signature amenities, service, and effortless elegance.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Inbal August (917-957-8111)

Remarks: Longboat Key vacation rental, rarely available Tiffany Plaza direct Gulf Front condo with amazing views! As you enter your gaze will be drawn to the turquoise waters of the Gulf of Mexico and the serene beach frontage. This lovely home offers 2 beds & 2 baths, plus a bonus office space with a twin Murphy bed! The kitchen and the baths have been updated, the primary bedroom offers a King bed, walk in closet and dual sinks and a spacious shower. The second bedroom has a Queen bed, and there is a lovely guest bath. This wonderful end-unit condo has all you need for your perfect vacation! This boutique community offers a sparkling heated pool and private beach, grill area, club room and sauna. All rates are plus taxes and fees. Rates vary by month, call for availability. Booked February through end of April 2026, and July 2026. Also booked January through April 2027.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room. Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom, two-bath condominium boasts a stylishly designed interior that is sure to impress. Experience tranquility in the master bedroom, which offers exquisite bedding and a sitting area with a stunning view of the azure waters. The ensuite master bath provides the perfect sanctuary for relaxation. The gourmet kitchen with stainless steel appliances is perfect for entertaining and the light and bright living room features exquisite seating and state-of-the-art digital components, including a 75-inch TV and DVR. Stay connected with dedicated desk space, a washer and dryer, and Wi-Fi. Large-screen smart TVs are also available for your added enjoyment. Take advantage of resort-style amenities including a gulf-side heated pool, har-tru tennis court, updated social room, state-of-the-art fitness area, and storage for kayaks, paddleboards, and bikes. Conveniently located to shopping, dining, St. Armand’s Circle, downtown Sarasota, and the Arts, this vacation rental has everything you need for a truly unforgettable stay. Don't miss out on this opportunity to live the life you've always imagined! Minimum 4 months stay!

Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)

Listing Agent: Andrey Markov (941-363-1043)

Remarks: LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private balcony that perfectly frame the panoramic ocean views. The modern kitchen has been thoughtfully redesigned with a sleek style, offering a large island and seamless flow into the living and dining areas—ideal for entertaining. The dining room also enjoys beautiful water views, creating the perfect backdrop for every meal. The spacious primary suite is a private retreat, while the luxurious primary bathroom makes a bold statement with striking black marble finishes. The second bedroom is generously sized and comfortably accommodates double beds. Residents enjoy resort-style amenities including a heated beachfront pool and spa, a state-of-the-art fitness center, sauna, steam room, and 24-hour security. Available for 3- to 6-month stays.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Lily Behrends (941-526-9121)

Remarks: Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a gourmet kitchen featuring quartz countertops, a breakfast bar, custom glass front cabinets, a glass front refrigerator and custom light fixtures. The flooring is luxury vinyl throughout, the main living area has a wet bar, electric fireplace, flat screen TV and lots of comfortable seating. The primary bedroom has a king bed, wall-mounted flat screen TV, built-in vanity and two walk-in closets, and the primary bath has a spacious shower with built-in seating and dual sinks. The guest bedroom and bath can be closed off for privacy and have a queen bed, wall-mounted flat screen TV and gorgeous water views! The Promenade is an upscale community with recently updated amenities, they have two areas to grill, a wonderful pool and spa, fitness, tennis and private beach access. The property is just five minutes to Publix, CVS and St Armands Circle. Booked from November 1, 2026 to May 1, 2027.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the wonderful boutique-style community of Tiffany Plaza. Look no further for your perfect vacation retreat, located directly on the Gulf of Mexico, this lovely condo has all you need. The updated kitchen has a center Island with breakfast bar, farm-style sink, and stainless steel appliances. The dining area offers seating for four, there is a wet bar with beverage chiller for convenience. The living room offers comfortable seating, a flat screen TV and amazing water views! The primary bedroom has a king bed, amazing views, a flat screen TV, and a walk-in closet. The primary bath offers dual sinks and a walk-in shower. The guest bedroom has a King bed and Flat screen TV for streaming. You will love this wonderful location, with shopping and dining close by, and Historic St. Armands Circle is just a short drive away. Welcome to Paradise! (All rates are plus taxes and fees, available February through April 2026

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room with dining are and spacious kitchen will make you feel at home right away. The kitchen is fully equipped for your convenience. Outdoors of this home is even more welcoming and paradise-life. Lush and tropical garden around the beautiful swimming pool, cabana with comfortable seating or other seating areas are there just for our guests. There is plentiful parking spaces in front of the house or next to it. And - the beaches..yes that is what matters. Whitney Beach on Longboat Key, couple minutes of walk. Or you can visit the Beer Can Island, popular place for boats to hang out. Coquina Beach on Anna Maria Island is not far also. La Paloma just has it all! Sweet home with good vibe close to all you need on vacation!

Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)

Listing Agent: Linda Votrubova (941-840-3188)

Remarks: Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the sparkling blue waters of the Gulf of Mexico from rear balcony with access from master bedroom and living room. Master bedroom includes king size bed, walk in shower, & dual sinks. Guest bedroom with two twin beds & a King Bed in the 3rd bedroom. Kitchen includes stainless steel appliances & granite countertops. Side balcony access is from dining room and kitchen with a golf course view! Enjoy the amenities of this luxury condo resort, which includes a fitness center, a tennis court, private beach access, heated pool/spa, a gazebo with complimentary grills, 24 concierge/security, and within a golf course community. Rent includes water, sewer, basic cable, and internet. Electric will be a shared expense. Call now for more details!

Listing is courtesy of: ROSSI & COMPANY INC (941-955-7368)

Listing Agent: Deserea Hardy (941-960-6480)

Remarks: 2 bed, 2 bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with neighbors in the expansive clubhouse, and get your daily work out in the fitness center! This turnkey, corner unit offers gulf views from the living room and primary bedroom. On-site community laundry and covered parking is available for your convenience. Ideally located in the middle of the key, with easy access to Publix, the chic St Armands Circle, Downtown Sarasota, and the charming Anna Maria Island. Your dream residence awaits! Off season price: $2,500 per month, Seasonal price: $5,000 per month.

Listing is courtesy of: FLORIDA GALLERY REAL ESTATE (941-315-6678)

Listing Agent: Dakota Cole (516-749-6958)

Remarks: Tucked along the quiet edge of the key, where the water gently meets the shoreline and wildlife drifts by with the tide, this easily accessible residence offers something increasingly hard to find: effortless coastal living with the comfort and privacy of a home. Here, your day begins without elevators or long corridors. You simply pull up, step inside, and settle into a space designed for ease. Groceries are carried in with ease, morning coffee is enjoyed on your lanai, and just beyond, a nearly private lawn stretches out like your own backyard retreat. Only sixty feet away, the tranquil waters of Cranes Bayou create a breathtaking backdrop along with the Sarasota Bay. From your windows and lanai, the view feels intimate and serene as dolphins surface in the distance, manatees glide through calm waters, and coastal birds fill the sky. Just outside, an eagle’s nest tucked within a Spanish pine offers a daily reminder that nature is not something you visit here; it’s something you live beside. The lifestyle extends beyond the view. A deeded private walkway leads you directly to the soft sands of the beach, inviting spontaneous sunset strolls, morning shell hunts, and afternoons spent with your toes in the sand. For boaters, a private slip just steps from your front door makes life on the water feel effortless, ready for quiet cruises or sunset rides along the coast. Recently refreshed with a 2025 community pool upgrade and lush landscaping, the setting feels nature-filled with peacefulness. Inside, the residence reflects a thoughtful balance of high-end furnishings, warm textures, and a blend of contemporary design and classic Old-Florida charm, creating a space that feels both elevated and inviting. Carefully curated lighting, including modern fixtures and Frank Lloyd Wright–inspired sconces, lets you shape the atmosphere, whether you're hosting friends, unwinding with a book, or enjoying a quiet evening at home. This is more than a seasonal escape; it’s a place where mornings feel slower, evenings feel softer, and everyday moments carry the calm of island living. For those looking for a coastal rental that blends privacy, tranquility, and a seamless connection to the water, this inviting retreat delivers an island lifestyle you’ll appreciate the moment you step inside. ANNUAL RATE $4,000 / month. SEASONAL RATE $6,500 / month.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Janette Schafer (954-298-7791)

Remarks: 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. There is a communal washer and dryer facility that is on the same floor as the unit.  It is agreed that once the application for your vacation has been approved by the board, a check in the amount of $500.00 will be sent to Privateer North Condo Assn. The check will be held if any damage to common properties. Is done during the check in/check out once your stay is complete (in and out) the deposit will be refunded.  House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.t

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Available 07/01/2025 THROUGH 12/30/2025 RENTED SEASON JAN, 2026 THROUGH APRIL, 2026(POSSIBLE ANNUAL)Privateer North PH located Behind the Gates of Longboat Key. GULF VIEWS FROM EVERY ROOM. A top of the line remodel with 2 spacious bedrooms with walk-in closets. The master bedroom ensuite has a king size bed and guest bedroom is a queen size. 2 updated bathrooms with walk-in closets and views of the gulf. Gorgeous custom kitchen. Granite counters, beautiful muted gray plank flooring. Turnkey furnished with newer linens and a brand new hurricane door off kitchen and dining to master bedroom balcony. Just bring your toothbrush and clothes. Desired location and direct front penthouse sitting right on the Gulf of Mexico w Private beach and chairs and umbrellas for quit time on your beach. The two balconies bring the water to you so you can enjoy a breathtaking sunsets and the unobstructed views everyday. The enormous heated pool and spa, and tennis courts, clubhouse and fitness center. Onsite management from 9 to 4 Monday through Friday. Go over Longboat Key Bridge and take a turn at first stoplight into LONGBOAT KEY RESORT GOLF AND TENNIS CLUB, TELL GATE GAURD AND SAY SHOWING PRIVATEER NORTH AND GO DIRECT TO BUILDING. This complex PRIVATEER NORTH is located furthest South to St. Armand's S0 YOU ARE NOT IN A LOT OF TRAFFIC and minutes to St. Armand's and the mainland.

Listing is courtesy of: CHROME REALTY LLC (941-363-6300)

Listing Agent: Marni Hayden (941-809-5044)

Remarks: Available 07/15/2025 through 12/30/2025. LEASED SEASON JAN, 2026 THROUGH MARCH, 2026. This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gulf complex. Located in the gated Longboat Key club and Resort. A spacious 2 bedroom, 2 bathroom unit turn-key furnished. Both bedrooms have private lanais, walk in closets. Double queen beds in one of the ensuites. open floor plan features large eat in area with granite counters neutral tile floors, and extra storage outside unit. Laundry is located right outside of your unit. Covered Carport and guest parking available. Building amenities WIFI, renovated social room and fitness center. Resort style living with heated Olympic size pool, tennis courts, biking trails, and outside showers. Enjoy the Publix Grocery just minutes away along with many restaurants for fine dining. This building is located the furthest South end of Longboat Key so you miss a lot of traffic. Just minutes to St. Armand's Circle for shopping, restaurants and entertaining. Enjoy Lido Beach also just minutes away.

Listing is courtesy of: CHROME REALTY LLC (941-363-6300)

Listing Agent: Marni Hayden (941-809-5044)