Longboat Key Apartments for Rent - 108 rentals

Remarks: Experience the best of Longboat Key living in this beautifully updated, turnkey furnished 2-bedroom, 2-bath residence located behind the gates of the sought after Longboat Key Club. This light-filled condominium features brand-new countertops, new appliances, and an open, inviting floor plan designed for effortless coastal living. Enjoy partial Gulf views and beautiful bay vistas from two private balconies—the perfect setting for morning coffee or evening sunsets. Both bedrooms are generously sized, including a spacious primary suite with an en-suite bath, making this an ideal seasonal getaway or extended stay. Residents enjoy an exceptional resort-style lifestyle with outstanding amenities, including a heated pool, hot tub, fitness center, tennis and pickleball courts, private beach access complete with beach chairs and umbrellas, and beautifully maintained grounds. Ideally located behind the gates of the prestigious Longboat Key Club, this residence offers the perfect blend of luxury, convenience, and island living, just moments from world-class dining, shopping, golf, and pristine Gulf beaches. **Available seasonally for $11,500 per month or for a 6-month lease at $8,500 per month.**

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

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

Remarks: Enchanting, Iconic…Gulf Key Discover Relaxation and Island Charm Just Steps from the Beach Unwind at Gulf Key Welcome to Gulf Key, a truly iconic villa community where the spirit of “old Florida” meets modern comfort. This immaculate, newly renovated 2-bedroom, 2-bath villa is perfectly situated just a 5-minute walk from the beach, making it an ideal destination for anyone seeking a tranquil coastal getaway. Classic Elegance and Timeless Appeal Gulf Key’s classic tile roof and stucco exterior evoke understated elegance and the relaxed lifestyle synonymous with Florida's historic coast. The community consists of just 10 units, ensuring exceptional peace, privacy, and charm for every guest. Premier Location Everything you need is at your fingertips - from a grocery store and pharmacy to the local library and unique boutique shops, Gulf Key’s premier location means you can walk or drive to all the essentials. Whether you are planning a beach adventure or a leisurely stroll, convenience is always a part of your stay. Amenities for Ultimate Comfort · Private patio: Enjoy your morning coffee or wind down with evening cocktails in your private outdoor space. · Beautifully maintained grounds: Experience the tropical natural beauty and serene atmosphere of the property. · Designated parking: Hassle-free parking for your peace of mind. · Complementary Wi-Fi: Stay connected throughout your stay. · Nearby spa, golf, tennis, shopping, and restaurants: Indulge in pampering, play, and local dining… all within minutes. · 5-minute walk to the beach: The highlight of Gulf key, offering quick and easy access to sun, sand, and surf. Experience the Best of Island Living Gulf Key blends the tranquility of a small, private community with easy access to the vibrant experiences and amenities of island life. Whether you are seeking relaxation, adventure or a mix of both, Gulf Key is a perfect setting to slow down, breathe in the salt air, and truly unwind. … your relaxing coastal getaway awaits

Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)

Listing Agent: Pamala Casey (941-922-3391)

Remarks: Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after, active 55+ community of Spanish Main Yacht Club! Ideally situated just steps from the marina, this 2-bedroom, 2-bathroom villa features a bright Florida room and a fully stocked kitchen, providing a refined yet comfortable living experience from the moment you arrive. It is the perfect spot for peaceful mornings, frequent dolphin and manatee sightings, and stunning bayfront sunrises, with Gulf-side beach access just a short stroll away. Residents enjoy unparalleled community amenities, including a private marina with boat docks a kayak launch, deeded beach access, a heated community pool, shuffleboard courts, and a vibrant social calendar. Perfectly located just minutes from the upscale dining and boutiques of St. Armands Circle and a short drive to Anna Maria Island, this property offers the perfect blend of coastal tranquility and accessibility. This turnkey property is offered at $6,500 per month for the in-season months of December through May (with a $2,500 security deposit) and $4,000 per month for the off-season months of August through November (with a $2,000 security deposit). For your ultimate convenience, the rental price is all-inclusive, covering all utilities and fees including internet, water, sewer, electric, and TV, so you can move right in without any extra hassle. Move-in requires the first month's rent and the corresponding security deposit,. There is convenient online tenant screening via RentSpree. In accordance with association requirements, at least one tenant must be age 55 or older. Whether you're boating, fishing, or simply relaxing, this is a rare opportunity to experience the ultimate Longboat Key lifestyle—schedule your viewing today!

Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)

Listing Agent: Geoff Scalera (941-321-4158)

Remarks: This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances and a gas range. The private, fully fenced backyard offers a lagoon style heated swimming pool, separate hot tub, lush tropical landscaping, and the soothing sound of swaying palms. Completely reimagined 1920 historic bungalow, originally serving as a temporary US Post Office after a hurricane. Serene Village location with no public parking ensures exceptional peace and privacy. Ample boat/RV parking on site and deeded bay access steps away. Walk to Mar Vista Dockside Restaurant & Pub; minutes by car or bicycle to St. Armands Circle and Lido Beach. Offered fully furnished for a minimum 28-day rental period. Two king suites with dual closets each plus queen sleeper sofa in the main house. Ideal snowbird retreat or extended-stay executive residence. There is also a sweet one bedroom apartment above the garage with a queen bed, queen sofa & beautiful balcony overlooking the pool Available now—just two blocks from Whitney Beach and one block from Sarasota Bay and public boat ramp access.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Christina Vescovo (314-743-7111)

Remarks: Now available FOR LEASE at The Islander Club on Longboat Key, this updated 2-bedroom, 2-bath residence offers exceptional value in a true beachfront community. Turnkey and move-in ready, the unit features an open layout with quality finishes, an updated kitchen with stainless steel appliances, wood flooring, refreshed bathrooms, and a spacious 38-foot terrace for outdoor living. The primary suite includes an ensuite bath and walk-in closet, while the guest bedroom offers comfort and privacy for visitors. Residents at THE ISLANDER on LONGBOAT KEY enjoy direct BEACHFRONT access along with resort-style amenities including a private beach, heated pool, fitness center, sauna, tennis, pickleball, and on-site management. Offered at $6,000/month May through December and $10,000/month January through April. AVAILABLE NOW for immediate occupancy. Contact listing agent for showing requests. OPEN FOR 2027 SEASON RESERVATIONS - 3 MONTH MINIMUM

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Richard Ivan (941-800-8891)

Remarks: Experience furnished island living in this turnkey, two-level Fairway Bay townhome offering 2 bedrooms, 2 full bathrooms, 1 half bathroom and 1,626 square feet of thoughtfully arranged living space. The open living and dining area is enhanced by cathedral and vaulted ceilings and offers views of the tropical landscaping and community pool. A split-bedroom layout provides separation between the sleeping areas, while the kitchen includes a built-in oven, cooktop, microwave, refrigerator, dishwasher and disposal. Additional features include ceiling fans, window treatments, an interior laundry area with washer and dryer, central heating and air conditioning, a covered deck and patio, and an attached one-car garage with tandem parking. Located within gated Bay Isles along Sarasota Bay, Fairway Bay offers beautifully landscaped grounds, on-site maintenance, pool and spa facilities, two cushioned mixed-use courts for tennis and pickleball, a clubhouse with a full kitchen, exercise facilities, a shell walking path bordering the bay and multiple kayak launches. Community activities include yoga, bridge, mahjong, book clubs and social gatherings. Bay Isles residents also enjoy access to the private Gulf-front Bay Isles Beach Club, featuring a beautiful stretch of beach, covered picnic and entertaining areas, tiki huts, barbecue facilities, restrooms, changing areas and showers. Nearby shopping, dining, golf, marina options, St. Armands Circle and downtown Sarasota provide convenient access to the many attractions of Longboat Key and Sarasota. Golf club and marina privileges are separate and are not included unless specifically stated in the lease. This furnished residence brings together comfort, recreation, coastal surroundings and the convenience of a gated island community.

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

Listing Agent: Alex Larchenko (224-628-8478)

Remarks: Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious residence provides access to the best of Florida’s coastal lifestyle, including a nearby marina, private golf course, pool, and spa. Enjoy the serenity of this gated community, which offers privacy and proximity to the scenic Sarasota Bay. Just a short drive from the cultural hubs of St. Armands Circle and downtown Sarasota, this property is ideal for those seeking a refined retreat with convenience to fine dining, shopping, and the arts. Don’t miss the opportunity to experience Longboat Key living at its finest.

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

Listing Agent: Alex Larchenko (224-628-8478)

Remarks: **Open January through April 2027** Looking for a 3 month tenant January through March. Escape to paradise in this stunning, newly renovated waterfront retreat, thoughtfully designed with a relaxed coastal elegance and every modern comfort in mind. The spacious split-floor-plan layout offers generously sized bedrooms with walk-in closets, providing privacy and comfort for family and guests alike. The heart of the home is the spectacular open-concept living area, where the beautifully appointed kitchen flows seamlessly into the dining and living spaces. Home chefs will appreciate the premium appliances, expansive countertops, and fully stocked kitchen, while the oversized picture window frames breathtaking views of the pool and canal. Start your mornings at the charming coffee nook, complete with both an espresso machine and Keurig, and enjoy your favorite beverage while taking in the tropical surroundings. The primary suite serves as a private sanctuary with tranquil water views, a spacious layout, and a luxurious spa-inspired bath featuring dual vanities, a soaking tub, and a large walk-in shower. Step outside to your own private resort-style oasis. The brand-new heated pool and spa are the centerpiece of the outdoor living space, featuring a shallow soaking and sun shelf area perfect for lounging, as well as a deep end for swimming. The expansive stone pool deck offers ample room to relax on lounge chairs and soak up the Florida sunshine. A covered lanai with comfortable seating and outdoor dining provides the perfect setting for entertaining or unwinding after a day on the water. With picturesque canal views from the living room, kitchen, primary suite, and outdoor living areas, this exceptional seasonal rental delivers the ultimate Florida lifestyle. Welcome to peaceful Buttonwood Harbour, composed of 50 homes in one of Longboat Key's oldest and sought-after communities. Situated in the middle of Longboat Key, it is walking distance for most, to Publix, the Shoppes of Bay Isles, Tennis, post office, and CVS. Full of friendly neighbors and a favorite place for nature lovers. Enjoy the day at Bayfront Park, 1.4 miles from the house. Amenities found at Bayfront Park include a 1,350 square foot indoor Recreation Center, a playground, a basketball court, shuffleboard courts, a multi-purpose open field, 3 dedicated pickleball courts, a tennis court, picnic tables, restrooms, and parking for a Town public beach access located across the street. The Bayfront Park Recreation Center is a public recreation facility run by the Town of Longboat Key. You will also find a dog park for your fur babies. Please Note: While the property is located on the water, the private dock is reserved exclusively for the owner's boat. Guest boats, trailers, and other watercraft cannot be docked or tied up at the property. The $14,900 is for base rent only. There are taxes, refundable damage deposit, cleaning fees, credit card fee, pool heating and pet fee if bringing a dog.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: Perched on the top floor with nothing between you & the water, this fully furnished beachfront retreat at Seaplace offers unobstructed Gulf of America views from every room. Living, dining & kitchen face the Gulf; the king primary suite opens to a private beachfront balcony, the second bedroom (two twins) has its own, and a flexible 3rd room with a Murphy bed works as a bedroom, media room, or office. Crown molding, flat-screens, ADA-friendly primary bath & storm-ready shutters. Every utility & condo fee included, plus covered carport & elevator. Seaplace spans 42 gated acres beside the new St. Regis: half-mile private beach (chairs & umbrellas), two heated pools, two spas, three Har-Tru tennis courts, one-mile trail & renovated clubhouse w/ fitness center, sauna & Gulf-view grilling patio. Minutes to Publix, St. Armands Circle & downtown Sarasota. 2-mo min w/ approval; $6,900/mo May–Nov, $9,500/mo Dec–Apr; annual considered. Refundable deposit $5,000. Available for showings.

Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)

Listing Agent: Robert Hildreth (941-326-0278)

Remarks: Experience luxury coastal living in this completely renovated annual rental on the desirable north end of Longboat Key. Situated on an oversized double lot just minutes from the pristine Gulf beaches, this exceptional pool home offers the perfect blend of style, comfort, and convenience. Thoughtfully redesigned from top to bottom, the home features a bright, open-concept floor plan with wide-plank oak flooring, hurricane-impact windows and doors, recessed lighting, and premium finishes throughout. The chef's kitchen is the centerpiece of the home, showcasing custom Campbell cabinetry, elegant quartz countertops, an oversized island, and commercial-grade KitchenAid appliances—ideal for everyday living and entertaining. The spacious sunroom opens to a spectacular backyard retreat with panoramic views of the private outdoor living space. Enjoy a heated 8-foot-deep saltwater pool, an expansive paver patio, hookups for two outdoor kitchens, premium artificial turf, and lush tropical landscaping, creating the ultimate setting for year-round Florida living. The owner's suite is a private sanctuary featuring two custom walk-in closets and a spa-inspired en-suite bathroom with a marble vanity, custom cabinetry, and a luxurious soaking tub with a frameless glass enclosure. A centrally located den/office provides the perfect space for working remotely or enjoying a quiet reading room. This home has been extensively updated with new plumbing, electrical, natural gas lines, HVAC and central air conditioning, and a new roof, offering modern comfort and peace of mind. Ideally located just minutes from Longboat Key's beautiful beaches, public boat ramps, waterfront dining, boutique shopping, salons, marinas, fishing charters, paddleboarding, kayaking, jet skiing, parasailing, and everything the island lifestyle has to offer. Don't miss this rare opportunity to enjoy luxury living on Longboat Key in an exceptional annual rental. Small Dogs welcome. First, Last and Security will be collected.

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

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

Remarks: Booked May-June 8th, October, and Dec 2026 through April 15th 2027, May 2027. **2-Week Minimum Stay Required** Escape to this beautifully renovated waterfront retreat on Longboat Key. This spacious 2-bedroom, 2-bath home features an open-concept design, designer coastal décor, and a gourmet kitchen with a large island, wine cooler, and premium finishes throughout. Both bedrooms offer tranquil views of the heated pool and waterfront canal, creating a relaxing coastal atmosphere. Enjoy the expansive living area, private dock, heated pool, fire pit, and outdoor dining spaces designed for entertaining. Nestled in the sought-after Country Club Shores community, you're just moments from beach access, dining, and island attractions. Fully furnished and thoughtfully equipped, this luxury waterfront getaway offers the perfect blend of comfort, style, and indoor-outdoor living for an unforgettable Longboat Key escape. Just minutes to St Armand’s Circle or Lido Beach for shopping, fine dining or laying at the public beach with all your favorite people. Longboat is known for their waterfront golf, fine dining and luxury resorts. In fact, its 12 miles of white sand beaches have helped to make this a luxury Gulf Coast resort community. There are numerous Activities and Attractions in the Sarasota/Bradenton/Siesta area. -Just a few of the many treasures and cultural events are Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, fishing charters out of Marina Jack's, Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, and the Van Wezel. The $11,550 is for base rent only. There are taxes, an insurance fee, cleaning fees, credit card fee, and pool heating fee.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: Booked Dec 1st 2026-March 31st 2027. **Beachfront Bliss with Stunning Gulf Views** Experience coastal living at its finest in this beautifully updated beachfront condo. The bright, open living area flows seamlessly onto a spacious private balcony where you can enjoy panoramic Gulf views, sea breezes, and unforgettable sunsets. The renovated kitchen features sleek countertops, stainless steel appliances, and everything needed for effortless meal preparation. Wake each morning to sparkling water views and unwind in a comfortable, stylish setting designed for relaxation. Guests enjoy access to a resort-style pool, spa, and direct beach access, creating the perfect seaside escape. Just minutes to St Armand’s Circle or Lido Beach for shopping, fine dining or laying at the public beach with all your favorite people. Longboat is known for their waterfront golf, fine dining and luxury resorts. In fact, its 12 miles of white sand beaches have helped to make this a luxury Gulf Coast resort community. There are numerous Activities and Attractions in the Sarasota/Bradenton/Siesta area. -Just a few of the many treasures and cultural events are Benderson Park, Mote Marine Aquarium, Ringling Museum of Art, fishing charters out of Marina Jack's, Florida's Largest Wildlife Rescue / Rehabilitation Center with the Pelican Man, Selby Botanical Gardens, and the Van Wezel. The $10,000 is for base rent only. There are taxes, refundable damage deposit, cleaning fees, and credit card fee. Plus the $125 application fee.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: **Two-Month Minimum Rental** Escape to paradise at this beautifully updated Bay Isles retreat on Longboat Key. Nestled among lush tropical landscaping and majestic oak trees, this private island getaway offers the perfect blend of luxury, comfort, and relaxation. Located within the exclusive gated community of Bay Isles, guests enjoy easy access to Longboat Key's world-renowned beaches, marinas, golf courses, tennis facilities, and scenic biking trails. Inside, the bright and airy open-concept living space features vaulted ceilings, contemporary coastal décor, and expansive sliding glass doors that open to a spacious elevated deck overlooking the pool and tropical gardens below. The chef's kitchen is designed for entertaining, featuring custom cabinetry, premium stainless-steel appliances, double wall ovens, a six-burner Viking gas cooktop, and generous seating for family and friends. The main level offers three comfortable bedrooms, including a spacious primary suite with a walk-in closet and private en-suite bath. Downstairs, a wall of sliding glass doors opens directly to the resort-style outdoor living area, where a sparkling 40-foot pool is surrounded by lush landscaping and peaceful island privacy. Whether you're enjoying morning coffee on the balcony, lounging poolside beneath the palms, or spending your days exploring Longboat Key's beaches and attractions, this exceptional home provides the perfect setting for an extended coastal escape. Booked January-March 2027 The base rent for January through April is 11,000 and off months is 9,000 The base price is for rent only. There are taxes, refundable damage deposit, cleaning fees, credit card fee, and pool heating fee.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: Booked May-July, September, and November 2026. Looking for a 3 month rental for January-March 2027. Booked April-December 2027. Experience elevated island living in this stunning coastal retreat featuring 4 bedrooms, 3 bathrooms, a private pool, and exceptional indoor-outdoor entertaining spaces. Designed with comfort and style in mind, the bright open-concept living area features soaring ceilings, designer finishes, and large sliding glass doors that open to a spacious covered balcony overlooking the pool below. Whether you're enjoying morning coffee, afternoon cocktails, or evening conversations, the balcony provides the perfect setting to relax and unwind. The heart of the home is the beautifully appointed chef's kitchen, complete with premium stainless steel appliances, custom cabinetry, quartz countertops, a large center island with seating, and ample space for gathering with family and friends. The adjacent dining area comfortably accommodates group meals and celebrations. The luxurious primary suite offers a peaceful retreat with private balcony access, abundant natural light, and a spa-inspired en-suite bathroom featuring dual vanities, upscale finishes, and a large walk-in shower. Outside, you'll find your own private tropical oasis. Take a refreshing dip in the sparkling pool, lounge in the sun, or enjoy friendly competition with a game of ping pong in the covered entertainment area. The outdoor kitchen and grilling station make poolside dining effortless, while multiple seating areas provide plenty of space to gather, relax, and enjoy Florida's beautiful weather. Surrounded by lush tropical landscaping, this home offers privacy, comfort, and all the amenities needed for an unforgettable vacation. Whether you're seeking a relaxing escape or a place to entertain family and friends, this exceptional property delivers the perfect blend of luxury and coastal charm. The $13,000 is for base rent only. There are taxes, refundable damage deposit, cleaning fees, credit card fee, pool heating and pet fee if bringing a dog.

Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)

Listing Agent: Jennifer Le Blanc (941-400-0374)

Remarks: AVAILABLE. 2027 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located in Cedars East. Cedars East has all the amenities you desire including tennis, fitness center, beach access, swimming, community activities, tiki bar and restaurant on site. The unit has been fully upgraded and has a full gourmet kitchen with breakfast bar. Enjoy sweeping bay views from the master lanai. Unit has a washer/dryer and 2 full baths. Feel free to bring your small dog as well. Easy access to St. Armands Circle and Bradenton Beach.

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

Listing Agent: Brenda Cozy (941-350-4889)

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: Imagine taking in this view from your private balcony pool! An exceptionally rare opportunity to lease one of the most exclusive waterfront residences ever offered on Florida’s Gulf Coast. Positioned within the iconic St. Regis Residences on Longboat Key, this extraordinary four-bedroom, four-and-a-half-bath condominium redefines annual luxury living with an unrivaled level of privacy, sophistication, and world-class service. Arrive via private elevator entry that opens directly into your personal residence, where breathtaking panoramic Gulf and Sarasota Bay views unfold from nearly every room. Designed for the most discerning resident, this one-of-a-kind home seamlessly blends contemporary elegance with resort-inspired comfort across expansive indoor and outdoor living spaces. A spectacular wraparound terrace serves as a true extension of the residence, complete with a private pool overlooking turquoise Gulf waters, dramatic sunsets, and sparkling bay vistas — creating an unparalleled setting for entertaining or quiet relaxation. Inside, every detail has been thoughtfully curated to deliver an uncompromising luxury experience. A state-of-the-art integrated sound system flows throughout the residence, while a hidden speakeasy and private wine room offer an unforgettable level of exclusivity rarely found in condominium living. The grand primary suite is a private sanctuary featuring floor-to-ceiling windows with sweeping water views, a spa-inspired ensuite bath, and an extraordinary dressing room designed to function as a dedicated walk-in closet suite unto itself. Residents enjoy full-time concierge and butler service, delivering the legendary St. Regis standard directly to your door. In addition to exclusive resident amenities, tenants also enjoy access to the world-renowned hotel amenities, creating a seamless five-star lifestyle unlike anything else available on the market today. Close Proximity to IMG Academy. This is more than a residence — it is a statement of prestige, privacy, and elevated waterfront living. Opportunities of this caliber are exceedingly rare. There is simply no comparable product currently available on Longboat Key. Experience the absolute pinnacle of luxury coastal living at the St. Regis Residences Longboat Key.

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

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

Remarks: **Prime Location – Luxurious Waterfront Living at Promenade, Longboat Key** This absolutely gorgeous condo is located in the prestigious Promenade on Longboat Key, offering breathtaking water views from every room. The residence features 2 bedrooms plus a den and 2 bathrooms. The spacious master suite includes a king-size bed and an elegant en-suite bathroom with a separate bathtub, walk-in shower, and bidet for added convenience. The second bedroom is ideal for guests, offering two twin beds that can be converted into a king-size bed. The versatile den can be used as a home office or additional sleeping space, featuring a sofa that converts into a bed for unexpected guests. The well-appointed contemporary kitchen makes entertaining effortless, while electric motorized shades in the family room, master bedroom, and kitchen provide added comfort and convenience. Step outside to your private terrace and enjoy stunning sunrises and sunsets over the water—true Florida coastal living at its finest. Residents of The Promenade enjoy world-class amenities, including a private beach, 24-hour manned gated security, full concierge services, on-site management, two social rooms, fitness center, men’s and women’s health clubs, four Har-Tru tennis courts, a Gulf-side heated resort-style swimming pool and spa, and a beautifully landscaped gazebo area surrounded by lush tropical grounds. The unit includes one assigned parking space, with additional guest parking available. This is the perfect destination to experience luxury Florida vacation living at its finest. Available December 1, 2026. Tenant must pay a $75.00 Broker Fee.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Elsie Salazar (941-284-7645)

Remarks: 4TH OF JULY SPECIAL - 1ST MONTH ONLY $5,000. Experience the best of Longboat Key living in this beautifully updated Bay Isles pool home, offered turnkey furnished FOR LEASE and available for both short-term and long-term reservations. This furnished coastal retreat features an open floor plan with vaulted ceilings, 2 bedrooms plus an office, updated bathrooms, a spacious kitchen with premium appliances, and multiple indoor-outdoor living spaces designed for relaxed island living. Enjoy a private lap pool, screened upper-level deck, tropical landscaping, and a rare 3-car garage. Residents also have access to the exclusive BAY ISLE BEACH CLUB with private Gulf beach access. Publix, St. Armands Circle, and downtown Sarasota are all just minutes away. Available immediately for occupancy. FIRST MONTH $5,000 - Regular Rates are $6,900/month August through December and $13,000/month January through April. 3 MONTH MINIMUM - Contact listing agent for availability and showing requests.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Richard Ivan (941-800-8891)

Remarks: Experience luxury island living in this beautifully remodeled 2-bedroom, 2-bath residence located in the highly sought-after Fairway Bay community within Bay Isles on Longboat Key. Available for immediate occupancy, this turnkey furnished coastal retreat offers flexible lease terms from 6 to 12 months. Step inside to discover a bright and open floor plan featuring upscale contemporary finishes, , updated flooring, a stunning modern kitchen with premium appliances, and elegantly renovated bathrooms. The spacious primary suite provides a peaceful retreat, while the second bedroom offers comfortable accommodations for guests or an ideal home office. Expansive living spaces and a private balcony create the perfect setting to relax and enjoy the Florida lifestyle. Residents of Fairway Bay enjoy an exceptional array of resort-style amenities, including a heated community pool, a beautifully maintained clubhouse, and a fully equipped fitness center. Tennis and pickleball enthusiasts will appreciate access to two regulation tennis courts that can also be configured into four pickleball courts, offering year-round recreation just steps from home. As part of the exclusive Bay Isles community, residents also enjoy access to the private Bay Isles Beach Club, featuring deeded Gulf-front beach access with some of Longboat Key's most beautiful sand beaches. The Beach Club offers gated parking, picnic areas, grills, restrooms, and the perfect setting to enjoy spectacular Gulf sunsets. Outdoor enthusiasts will also appreciate access to the Bay Isles marina area and kayak launch with direct access to Sarasota Bay. Ideally situated on Longboat Key, this residence is just minutes from St. Armands Circle, Longboat Key Club, championship golf courses, waterfront dining, marinas, boutique shopping, and the cultural attractions of downtown Sarasota. Whether you're seeking a seasonal retreat or an extended island stay, this residence offers the perfect combination of luxury, convenience, and coastal living. Available immediately with lease terms ranging from 6 to 12 months.

Listing is courtesy of: VIVE REALTY (941-600-8162)

Listing Agent: Jeffrey Swanson (248-938-1775)