Location: Longboat Key , 34228
Do Not Show Listings
3802 GULF OF MEXICO DR #A204, LONGBOAT KEY, FL 34228
$2,5009 Days on yellowkey MLS ID: A4691384
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 761 Built: 1970Community: Beach Harbor ClubCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: AVAILABLE FOR SEASONAL OR ANNUAL RENTAL. 3 MONTH MINIMUM. Beach Harbor Club – Turnkey Furnished Gulf-View Condo. Welcome to your seasonal coastal retreat at the highly desirable Beach Harbor Club on Longboat Key. This beautifully appointed 1-bedroom, 1.5-bath furnished condo offers the perfect blend of comfort, convenience, and island living just steps from the Gulf of Mexico. Inside, you’ll find a bright and inviting floor plan featuring a well-equipped kitchen, spacious living area, and a private bedroom suite designed for relaxation. The unit includes the added convenience of an in-unit washer and dryer, making extended stays effortless. Enjoy your morning coffee or evening unwind with a Gulf view, while being just moments from the community’s private beach access—only a short walk across Gulf of Mexico Drive. Beach Harbor Club offers resort-style amenities including: Large heated community pool Fitness center Clubhouse for social gatherings Marina and bayfront dock access Community grills and outdoor seating areas Covered parking and bike storage Located in the heart of Longboat Key, you are minutes from Publix, CVS, St. Armands Circle, downtown Sarasota, and Anna Maria Island, giving you easy access to dining, shopping, and entertainment while still enjoying a peaceful beachside setting. Seasonal rental (3-month minimum per HOA) Non-smoking unit No pets allowed Experience true Florida island living in this fully furnished, move-in ready Gulf-side getaway—perfect for seasonal residents or extended stays.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Brigette Marcus (941-315-9500)
1591 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228
$17,00010 Days on yellowkey MLS ID: A4691168
Bed: 1 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1556 Built: 2025Community: St. Regis Longboat KeyCondo
Remarks: Long Term Unfurnished Rental. Experience elevated coastal living in this exceptional unfurnished annual residence at The St. Regis Longboat Key Resort. Accessed via a private elevator, this sophisticated home opens into a dramatic living space defined by soaring ceilings and walls of glass that frame breathtaking views of Sarasota Bay. The expansive living area flows seamlessly to a generous outdoor terrace—ideal for entertaining or simply enjoying the serene waterfront setting. Inside, the chef-inspired kitchen showcases sleek Poggenpohl cabinetry and a full suite of premium Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, microwave, full-size refrigerator, and beverage center. Designed with timeless elegance, the interiors feature curated earth-tone finishes by Marc-Michaels Interior Design. The luxurious owner’s suite offers direct terrace access—perfect for morning coffee with a view—along with a spa-inspired bath complete with dual vanities, soaking tub, oversized glass-enclosed shower, and a Toto bidet water closet. The thoughtfully modified floor plan includes two full bathrooms and comfortably accommodates guests. Set within the exclusive Residences at The St. Regis, this property offers access to over 17 acres of meticulously maintained grounds and 800 feet of pristine Gulf-front shoreline. Residents enjoy an unmatched lifestyle with access to world-class amenities, including personalized butler and concierge services, a renowned spa, in-residence dining, and private resident-only offerings such as a clubhouse, fitness center, pool, spa, and dedicated beach area. Don't miss this rare opportunity to live where others vacation.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
1511 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228
$25,50053 Days on yellowkey MLS ID: A4685769
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2940 Built: 1978Community: Tencon BeachCondo
Remarks: South Longboat Key 3 bed, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental now available for this coming 2027 winter and spring season! Rare opportunity for a 3 bedroom 3 ½ bath + den Longboat Key direct beachfront rental for the height of season 2027! This 2940 +/- sq ft unit is situated on the south side of this building which offers stunning 180 degree beach views along with unobstructed long southerly beach and island views from your front lanai. Tencon on Longboat Key is a true beachfront treasure located directly adjacent to the new St Regis Resort where one can walk right next door to enjoy a wonderful dining experience or sip cocktails on the beach! Situated on 3 beautifully manicured acres with a private gated entrance, gorgeous and recently built resort style pool and spa w covered gazebo area, firepit and tennis court. With only 10 units in this building and just 2 units per floor, each floorplan flows from front to back with a unique indoor-outdoor lifestyle that offers multiple outdoor lanais off of each major room. From your semi private elevator you enter the residence to an open and bright living room and kitchen dining area with a large wall of windows and sliders while stepping out onto your large front lanai with stunning 180 degree views up and down the beach and coastline. Two nicely sized gracious guest bedrooms are privately situated away from the large owners retreat that includes a luxurious spa like bath w separate soaking tub and shower and dual vanities along with a large walk in closet. The den/office is located right next to the owners suite which all provides a wonderful sanctuary away from the main living area. You are located on the desirable south end of Longboat Key where one is a short drive to world famous St Armands Circle w all of its fabulous shops and restaurants or you can pop right over the bridge from St Armands and be right in the heart of downtown Sarasota and all it has to offer. Publix grocery, CVS pharmacy and other shops and restaurants are located on Longboat Key and close by along with city parks and a wonderful biking and walking trail all the way up and down the island. This small intimate complex is private and gated with a secured lobby entrance. With only 10 units in this building this tranquil condominium feels and lives almost like a house on the beach! A hidden treasure for someone who wants to be directly on the beach on Longboat Key this winter or spring. A great value at $25,500 per month in season which includes all utilities. Tenant is responsible for security deposit and all applicable taxes along with a $250 application fee, tenant approval is required by the association.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Carol Aviles (941-356-6777)
531 BIRDIE LN, LONGBOAT KEY, FL 34228
$14,000418 Days on yellowkey MLS ID: A4643954
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3268 Built: 2017Community: Country Club ShoresSpa: YesSingle Family
Remarks: Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home features four bedrooms, a spacious bonus room, and a dedicated office, providing plenty of space for both relaxation and productivity. The private heated pool and spa create a resort-style retreat in your own backyard, surrounded by lush, meticulously maintained landscaping. Inside, the gourmet kitchen boasts modern appliances, ample counter space, and an open layout ideal for entertaining. Sunlit living areas with high-end finishes enhance the home’s beauty and warmth. A boater’s paradise, this home includes an 11,000 lb boat lift for effortless access to Sarasota Bay and the Gulf of Mexico. Located just minutes from pristine beaches, championship golf courses, and the upscale shopping and dining of St. Armands Circle, this home offers the perfect blend of luxury and convenience. NO storm damage! Available for an annual rental. Contact us today to schedule a private showing! NO storm damage!
Listing is courtesy of: WAGNER REALTY (941-727-2800)
Listing Agent: Karie Gorgone (941-313-5469)
1211 GULF OF MEXICO DR #1005, LONGBOAT KEY, FL 34228
$15,000299 Days on yellowkey MLS ID: A4658115
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2135 Built: 1985Community: PromenadeCondo
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)
1211 GULF OF MEXICO DR #405, LONGBOAT KEY, FL 34228
$14,000775 Days on yellowkey MLS ID: A4604126
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1598 Built: 1985Community: PromenadeCondo
Remarks: Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the stylish seating, dining! The master suite offers wonderful Gulf views and access to the open patio, a king bed, flat screen TV, and walk-in closet. The master bath has dual sinks, soaking tub and an oversize shower. The guest bedroom offers two twin beds, flat screen TV, and views of the lushly landscaped grounds and views of the bay. In unit washer and dryer. This is one of the most sought-after buildings on Longboat Key, this well managed community was recently renovated with elegantly redecorated lobby and corridors, along with two social rooms, the Sunrise and Sunset rooms. There are Men's and Women's workout rooms, four Har-Tru tennis courts, two outdoor gazebos with gas grills and seating, a gorgeous gulf side heated resort style pool and spa, all surrounded by meticulously maintained grounds. Take the walkway to the sparkling sands of the private beach where there are plenty of chairs and chaises to relax and restore! The community offers 24/7 security and concierge services, and on-site management. Wake up, and fall asleep to, the sound of the waves gently lapping the shore. Welcome to Paradise!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)
1930 HARBOURSIDE DR #134, LONGBOAT KEY, FL 34228
$7,000435 Days on yellowkey MLS ID: A4641782
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 1982Community: Fairway BaySpa: YesCondo
Remarks: GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new lighting, new shower and an updated large closet. The Guest bedroom has two twin beds that can be made into a King bed, and the guest bath has a new vanity, new mirror and lighting. Enjoy your morning coffee or a sunset cocktail on the Lanai overlooking the Bay and intercoastal waterway. This location has its own pool, and a larger community pool and spa with the clubhouse just a few steps away, you can take advantage of the newer fitness room and reserve a court for tennis or pickle ball. Pack up the car and spend the day at the BAY ISLES PRIVATE BEACH CLUB, located at 2111 Gulf of Mexico Drive. (Booked January through the end of April, 2027)
5621 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228
$5,500866 Days on yellowkey MLS ID: A4593076
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1731 Built: 1985Community: Salty AcresCondo
Remarks: Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly rental. $5,500 a month April - October. $5,750 November, $5,500December, $7,000 January, $8,000 February, $9,000 March $12,000
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228
$35,000122 Days on yellowkey MLS ID: TB8460118
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3503 Built: 1990Community: Jewfish KeySpa: YesSingle Family
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: W.D. Sugg Middle
Remarks: A rare offering on Florida’s coveted west coast, this private island sanctuary feels worlds away yet remains moments from the region’s most beloved coastal destinations. Set on the exclusive 38-acre island of Jewfish Key (accessible only by boat), this remarkable 1.35-acre estate commands its own secluded shoreline and uninterrupted views of crystal clear waters. Inspired by Polynesian architecture and designed to dissolve the boundaries between indoors and out, this estate home unfolds through airy pavilions connected by elevated walkways. Towering palms and lush tropical landscaping envelop the home, while its 18-foot elevation ensures both peace of mind and panoramic, horizon-level vistas. Inside, the freshly reimagined kitchen serves as the gathering heart of the home, with sleek quartz countertops, modern cabinetry, and a spacious oversized island that effortlessly bridges culinary function and relaxed entertaining. Expansive sliding glass doors draw natural light into the living space and frame sweeping views of the sandbar and bay, perfect for sunset watching. The main residence includes four bedrooms and four-and-a-half baths, plus a separate guest suite offering an additional bedroom, kitchen, and full bath, ideal for hosting with comfort and privacy. The primary suite is where the pace of the island truly settles in. Wake up to wide-open bay views, linger with coffee in the sitting area, or enjoy a glass of wine as the sun sinks toward the horizon. The ensuite feels fresh and spa-like, with a soaking tub, walk-in shower, and water views. A series of screened porches and wraparound decks encourage slow living, morning yoga on the deck, afternoon reading in the shade, sunset grilling and cocktails overlooking the Gulf. Outdoors, a newly installed pool and spa with a sun shelf and expansive sundeck overlook the storied Jewfish Key Sandbar. A private dock with jet ski lift offers instant access to calm waters perfect for fishing, snorkeling, paddle boarding, or exploring neighboring Longboat Key and Anna Maria Island, both just minutes away by boat and beloved for dining, boutique shopping, and laid-back coastal culture. Equal parts island hideaway and refined coastal home, this one-of-a-kind property offers the rare combination of true privacy, effortless access, and natural beauty, set against a backdrop of turquoise water, powder soft sand, and endless sky. Here, relaxation, adventure, and natural beauty converge in a setting that feels almost like an escape, yet unmistakably home.
Listing is courtesy of: SIGHT REAL ESTATE, LLC (877-361-0878)
Listing Agent: Chase Moore (727-325-7272)
842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228
$4,80019 Days on yellowkey MLS ID: A4689796
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1983Community: Bayport Bch & Ten Ph FCondo
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Available June through December or as an 18-month rental. Nicely furnished and fully equipped for a comfortable stay, this first floor corner residence offers extra privacy and added natural light. A spacious dining and living area opens out to a screened lanai and large outdoor brick patio overlooking landscaped grounds. The primary bedroom has a king bed, large walk-in closet, and an alcove with a desk overlooking the garden. The guest bedroom can be configured as a king or two twins. A large kitchen is fully equipped for easy meal prep. There is under building parking for one car, outside locked storage and plenty of guest parking. Bayport Beach and Tennis Club is a true Gulf to Bay community, with a fishing pier and kayak launch out to Sarasota Bay, and access to 1200 feet of private beach with beach chairs and umbrellas, just 2-3 minutes from your front door. Enjoy a swim in the heated Jr olympic pool, tennis on 4 har-tru courts, a club house, fitness room, and shelled walking paths along tropical landscaped grounds. Groceries, parks and conveniences are within 2 miles, with shopping and terrific dining dotted along the Key. Sarasota's entertainment and cultural attractions are a short drive away. Condo may be rented long term.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rosemarie Mckee (941-504-9396)
360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228
$6,00038 Days on yellowkey MLS ID: A4687695
REDUCED by $500 (7.7%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2298 Built: 1992Community: Tangerine Bay ClubSpa: NoCondo
Remarks: Tangerine Bay Club An Island Resort-style condo located at the premier location on Longboat Key. This professionally painted 2 bedroom, 2.5 bath with office/den features views of Sarasota Bay. It is in close proximity to New Pass and the pristine beaches of the Gulf of Mexico. Upgraded Ergon Fall White stone ceramic tile flooring is as beautiful as it is durable. The kitchen will satisfy your culinary desires an features; European cabinetry, lavish corian counters, Ge Profile Stainless steel appliances, Gas cooktop including an 18-bottle wine cooler and double oven. The chef's kitchen desk space will help you plan your extravagant meals. It is conveniently located near the breakfast nook and view of your courtyard. The open floor is illuminated by natural direct and indirect sunlight. Catch breathtaking sunrises over Sarasota Bay or relax by the gas fireplace during the winter. Hang out on the patio enjoying your favorite beverage and enjoy the lush exotic view. Mahogany doors through the residence give the condo a splendid feel. Stay cool all summer long with the brand- new Comfort Maker A/C unit that was just installed. Cleanses and refresh in your spa-like remodeled master bathroom with a new vanity, separate sinks, new toilet, new jacuzzi tub, tile quartz counters, and spacious neutral tile shower. Come enjoy the outrageous serenity of a LBK sunset. Maybe you will be lucky enough to witness a Flash of Green or Bioluminescence lights. Tangerine Bay offers resort-style amenities centered around one of the luxurious private pools on all of Longboat Key. The amenities include a cabana, fitness center, library, hot tub, and pool surrounded by tropical landscape. The resort also features tennis courts, pickleball courts, and a clubhouse. Organized social including group happy hours in the Cabana, scheduled group pickleball games, and planned excursions to local cultural happenings. Come hang out at Your Private Beach Access at Bay Isles Beach Club for only $250 per year. The privacy and island feel of Tangerine Bay is highlighted by its Bay front living enjoy the recently renovated boat dock which is a secret fishing spot or slip into your kayak and launch out for some peace and serene calm. Longboat key is one of the top destinations for enthusiasts of golf, tennis, fine dining, world-class fishing, and boating. In addition, Tangerine Bay Club is positioned at the southernmost point of the island , walking distance to Quick Point Nature Preserve located on the New Pass and Sarasota Bay. Come check out all the tropical birds and enjoy a stroll through the nature path. Bring your fishing pole or picnic lunch. Tangerine Bay is located across from the famous Longboat Key Club Golf Course . Come enjoy fine dining in downtown Sarasota, St Armands Cir, or many highly rated island restaurants. Just over the bridge is City Island, Mote Aquarium, Ken Thompson Park, and Sarasota Sailing Squadron marina. The St. Armand's Circle shopping district and Lido Key Beach are just a few minutes drive.
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
420 FIREHOUSE CT #10, LONGBOAT KEY, FL 34228
$3,60076 Days on yellowkey MLS ID: A4682770
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1972Community: Faine AptsVilla
Remarks: Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants, shopping, and area attractions—only 0.1 miles to public beach access on the breathtaking Gulf.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Gregory Koss (941-383-5577)
600 RUSSELL ST, LONGBOAT KEY, FL 34228
$4,50079 Days on yellowkey MLS ID: A4682331
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1280 Built: 1967Community: Longbeach On Longboat KeySingle Family
Remarks: Remodeled Single-Family Home in Historic Longbeach Village Available for annual lease on the north end of Longboat Key, this beautifully updated 4-bedroom, 2-bath single-family home is located in the charming and historic Longbeach Village. The home features brand-new appliances, cabinetry, fixtures, and flooring throughout. Lawn maintenance is included in the monthly rent, and the utility room offers convenient washer and dryer hookups. Enjoy close proximity to pristine beaches, dining, shopping, and the premier lifestyle amenities of the Gulf Coast.
747 SAINT JUDES DR S #2, LONGBOAT KEY, FL 34228
$3,20075 Days on yellowkey MLS ID: A4682877
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 667 Built: 1967Community: Saint Judes AptsCondo
Remarks: GORGEOUS BAY VIEWS. Located in a quiet association of only eight units. Annual Unfurnished unit; open kitchen/living and dining area with master bedroom and tub/shower combo in en-suite bath. Canal views with private dock and boat lift (a boater and fisherman's dream). Drop a line outside your back door! Screened lanai with washer/dryer. Exterior parking immediately outside the unit with gas BBQ grill. From your kitchen window and exterior lanai enjoy panoramic views of Sarasota Bay with the distant Sarasota skyline and the untouched mangrove preserves of nearby Durante Park. Private deeded beach access with white sand beaches and turquoise waters of the Gulf of Mexico! Enjoy the best Longboat Key has to offer from this quiet residential retreat with fishing, boating, bicycling, hiking, canoeing/kayaking or just relaxing. Make this your next vacation destination. NO PETS. 1st, last and security due at move-in. Note that rates are subject to change without notice and reservations are not guaranteed until initial reservation deposit is received.
618 BAYPORT WAY BAYPORT WAY #618, LONGBOAT KEY, FL 34228
$6,250209 Days on yellowkey MLS ID: A4667152
INCREASED by $200 (3.3%) on 04/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1980Community: BayportSpa: NoCondo
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Escape to paradise with a stay in this newly renovated 2-bedroom, 2-bath second floor condominium at Bayport Beach & Tennis Club on Longboat Key. Perfectly positioned for your dream beach getaway, this condo blends comfort, style and unbeatable amenities. Bright, modern, and welcoming, this condo has been thoughtfully updated with all the comforts of home, including a king-size bed in the primary bedroom. Enjoy access to Bayport's Junior Olympic-sized pool, clay court tennis, bocce ball court, and a private dock on Sarasota Bay with stunning sunrise views. Located mid-island, you have private access to our white sand beach with stunning Gulf Coast views. Chairs and umbrellas are provided--ideal for morning walks, sunbathing, or watching the sunset. The property offers a semi-private entrance, providing a more secluded and peaceful experience for your vacation. Whether you're looking to relax by the pool, play tennis, or simply enjoy the beach, Bayport Beach & Tennis Club is the perfect blend of relaxation and recreation--a true hidden gem. 30 Day minimum stay required. Call for availability. Rates vary by season: $4,750 to $9,250/month. CONTACT AGENT FOR A QUOTE BASED ON YOUR DATES.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Alzira Meierling (941-299-9229)
2823 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228
$10,000208 Days on yellowkey MLS ID: A4667245
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1744 Built: 1952Community: Coquina BeachSingle Family
Remarks: Summer 2026 is available for June, July, and August! Call today! Welcome to beachfront paradise on Longboat Key! This outstanding location offers a rare opportunity to enjoy coastal living with breathtaking views of the shoreline. Nestled along the pristine shores of Longboat Key, this three-bedroom, three-bathroom home invites you to experience the ultimate beachfront lifestyle. Relax under the sun, unwind to the sound of waves just steps from your door, sip your morning coffee with panoramic ocean views, and take in unforgettable sunsets — all from your own slice of paradise. Located directly on the beach, this property offers a true coastal tropical oasis. You're just minutes from Publix for all your grocery needs, and only 1.5 miles from the Longboat Key Bayfront Park, where you can enjoy pickleball, tennis, shuffleboard, basketball, a playground, swings, and scenic walking paths. Looking for shopping and dining? St. Armands Circle is just a 5-mile drive away, offering a celebrated selection of restaurants and boutiques. June, July, August, November, and December are available! Rates are: $10,000 for June, $10,000 for July, $10,000 for August, $10,000 for November, and $10,000 for December. Taxes apply. Call today and book your stay!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
3020 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228
$6,50018 Days on yellowkey MLS ID: A4689772
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3310 Built: 1997Community: Triton CoveSingle Family
Remarks: Discover your own slice of paradise in this exquisite three-story home located on the beautiful Longboat Key, Florida. This spacious, fully furnished rental is available for a year-long lease, offering the perfect blend of luxury, comfort, and convenience just a short 3-minute walk from the pristine Gulf beaches.The first floor of the home is thoughtfully designed with additional storage rooms, ensuring that you have plenty of space to keep your belongings organized. Whether it’s beach gear, seasonal items, or extra household supplies, this home has you covered. Embrace the Florida lifestyle with your own private pool. This inviting outdoor space is perfect for sunbathing, enjoying morning coffee, or hosting summer barbecues with family and friends. The pool area is surrounded by lush landscaping, creating a tranquil atmosphere for relaxation and leisure.One of the standout features of this property is its proximity to the beach. With just a short 3-minute walk, you can easily enjoy the sun, surf, and sand whenever you want. Spend your days swimming, sunbathing, or taking long walks along the shoreline.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
1925 GULF OF MEXICO DR #309, LONGBOAT KEY, FL 34228
$10,0001129 Days on yellowkey MLS ID: A4565848
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2698 Built: 1978Community: Seaplace ViSpa: YesCondo
Remarks: LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle and Downtown Sarasota. The SEAPLACE community features include half mile of beach front, two large swimming pools,two spas, three Har-Tru Tennis courts, clubhouse, fitness center, barbecue grills, and a one mile walking trail.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
1925 GULF OF MEXICO DR #G8-208, LONGBOAT KEY, FL 34228
$8,0004169 Days on yellowkey MLS ID: A4109016
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1978 Tax: $9,651 (2021)Community: Seaplace ViSpa: YesCondo
Taxes:$9,651
Tax Year: 2021
Remarks: Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive white sand beach on the Gulf of Mexico.
750 BAYPORT WAY #750, LONGBOAT KEY, FL 34228
$5,0001398 Days on yellowkey MLS ID: A4540609
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1983Community: Bayport Bch & Ten Ph DCondo
Remarks: AVAILABLE NOW DUE TO A CANCELLATION, OPEN FEBRUARY, MARCH, APRIL AND BEYOND!!!Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat Key Community, featuring one of the most beautiful beach fronts, and Bay front locations on Longboat Key. This well-appointed and tastefully furnished, updated home welcomes you with its understated elegance. Everything inside is new, from the flooring to the kitchen and baths, the decor is neutral with pops of color, giving the home a coastal urban vibe. The primary bedroom offers a king bed, walk-in closet with built-ins, smart TV and a desk. The primary bath has dual sinks and shower. The guest bedroom boasts queen sleeping accommodations and a smart TV. New luxury vinyl flooring throughout and gorgeous kitchen with stainless appliances, stone counters and lovely wood cabinetry. Outside your door you will find a bonus deck with chaises for sunbathing. This popular, Tim Siebert designed Gulf-to Bay community features 27 lushly landscaped acres, 4 Har-Tru Tennis Courts, a Jr. Olympic pool, kayak launch, bocce ball and fitness room in the clubhouse, and a gorgeous beach, located just across Gulf of Mexico Drive. St. Armands Circle is a short drive away, just over the Ringling Causeway you will find the vibrant downtown Sarasota arts and culture, as well as the many unique shopping and dining venues. Leases less than 7 months subject to additional taxes and fees. Booked for March and April 2026.
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