Location: Longboat Key
Do Not Show Listings
741 BAYPORT WAY #741, LONGBOAT KEY, FL 34228
$6,000863 Days on yellowkey MLS ID: T3492089
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1426 Built: 1983Community: Bayport Bch & Ten Ph DCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to private beach on the Gulf of Mexico for morning beachcombing, surf casting or memorable sunsets. NOW AVAILABLE: July through December 2026 - OFF SEASON RATES NOW APPLY. Please contact Agent for availability.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Antonietta Car (813-684-9500)
817 BAYPORT WAY #817, LONGBOAT KEY, FL 34228
$6,000733 Days on yellowkey MLS ID: T3520822
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1981Community: Bayport Bch & Ten Ph ECondo
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a desk. Bayport Beach & Tennis Club is an amenity-rich community at sea's edge with 27 acres of lush mature tropical landscaping. This gulf to bay community offers an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court and amazing nature trails. The spacious clubhouse, with fitness and full kitchen, hosts a number of social activities. Simply walk across the street to the private beach on the Gulf of Mexico for a morning of beachcombing, surf casting or memorable sunsets. Just minutes to St. Armand's Circle which is well known for its world class shopping and dining. Cross over the Ringling Bridge to Downtown Sarasota where you will find additional dining, theater, opera, ballet, symphony, art galleries, the Van Wezel Performing Arts Hall, Selby Gardens and of course the Ringling Museum. Please call for availability. OFF SEASON RENTAL ONLY - AVAILABLE : MAY - DECEMBER 2026. Please call Agent for availability.
3330 GULF OF MEXICO DR #206D, LONGBOAT KEY, FL 34228
$2,50072 Days on yellowkey MLS ID: A4682383
0 Days Off yellowkey (back on 4/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1971Community: Longboat ArmsCondo
Remarks: BAYSIDE CONDO WITH FULL BAY VIEW AVAILABLE IMMEDIATELY FOR ANNUAL RENTAL. This lovely 2nd floor (elevator access) 2-bedroom, 2-bath Turnkey Furnished condo in a small community with heated pool, tennis court and club house is a boater's Bayside dream! The interior is nicely appointed and the kitchen opens to the dining room and living area. Full length, Spacious enclosed lanai overlooking the Bay perfect spot to enjoy your morning coffee and your favorite evening beverage. Main bedroom with a full view of the Bay has a queen bed. Guest bedroom has 2 twin beds and a desk. Washer / dryer located in adjacent laundry room. Carport space and guest parking. Longboat Arms is ideally located mid-key, just a short distance from Publix and directly across the street from a deeded beach access with a pathway to the beach. Bayside fishing docks and Boating community with private boat launch on-site! Open parking with plenty of guest parking available. Enjoy the best of Longboat Key in this quiet Bayside community of Longboat Arms! DON'T MISS OUT ON THIS RARE OPPORTUNITY AT SUCH A REASONABLE RATE. CALL NOW FOR YOUR SHOWING.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
1000 LONGBOAT CLUB RD #406, LONGBOAT KEY, FL 34228
$4,000Listed 04/24/2026 5:58PM MLS ID: A4691368
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1080 Built: 1972Community: Privateer SouthSpa: YesCondo
Remarks: Seasonal Rental – Beachfront Living at The Privateer on Longboat Key / Escape the cold and enjoy a relaxing winter retreat in this beautifully maintained 1-bedroom, 1-bathroom condo located on the 4th floor of the highly sought-after The Privateer on Longboat Key. This inviting residence offers a bright and open layout, a well-equipped kitchen, and a comfortable, spacious bedroom designed for easy seasonal living, along with a private balcony overlooking the Gulf—perfect for enjoying morning coffee or taking in breathtaking sunset views. Whether you're starting your day or winding down after time on the beach, you'll appreciate the peaceful atmosphere and coastal charm throughout. The Privateer provides true resort-style living with private beach access, a heated beachfront pool and spa, tennis courts, a fitness center, clubhouse, grilling areas, covered parking, 24-hour gated security, and the added convenience of on-site guest suites available for visiting friends and family, creating the perfect setting for a stress-free and enjoyable stay. Ideally located just minutes from St. Armands Circle, you’ll have convenient access to some of the area’s best restaurants, boutique shopping, and entertainment, along with nearby local cafes and waterfront dining options that make Longboat Key such a desirable seasonal destination. This property is available beginning in December, with a high season rate of $4,000 per month and an off-season rate of $2,200 per month. The community is governed by a homeowners association, and all tenants must comply with HOA rules and regulations, including any application and approval requirements prior to occupancy.
Listing is courtesy of: RENT SARASOTA (941-328-8999)
Listing Agent: Cody Smith (404-991-0209)
3802 GULF OF MEXICO DR #A204, LONGBOAT KEY, FL 34228
$2,500Listed 04/24/2026 5:40PM MLS ID: A4691384
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 761 Built: 1970Community: Beach Harbor ClubCondo
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)
554 SUTTON PL #554, LONGBOAT KEY, FL 34228
$2,500108 Days on yellowkey MLS ID: A4677228
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1248 Built: 1972Community: Sutton PlaceCondo
Remarks: nnual Unfurnished Rental. Now available on beautiful Longboat Key! This spacious second-floor, two-bedroom residence combines comfort with classic coastal living, featuring a screened lanai and a large attached garage with ample storage. Wake up to stunning Bayfront sunrises and end your day with spectacular Gulf sunsets—all from your home in Sutton Place, a sought-after Gulf-to-Bay community celebrated for its exceptional amenities and relaxed island atmosphere. Residents enjoy private beach access complete with a Gulfside pavilion, picnic area, showers, restrooms, gated parking, beach chair lockers, and convenient car wash stations. On the Bayside, the community offers a private marina, two sparkling pools (including one directly on the water), a clubhouse with a full kitchen, billiards, and a cozy library nook. Additional amenities include three barbecue areas, boat slips, and a kayak launch with storage. This residence features one of Sutton Place’s larger floor plans, offering 1,240 square feet of interior living space, in-unit laundry, generous bedroom closets, and two enclosed lanais that can be enjoyed year-round. The open living and dining area is perfect for entertaining, with easy access to the beautifully updated kitchen. Two bedrooms and two full baths provide comfort and privacy, while the home’s location away from the main road offers a peaceful, private feel. Ideally situated mid-key, you’ll be just minutes from Bayfront Park’s recreation center, pickleball courts, and dog parks, as well as Longboat Key’s many dining, shopping, and cultural attractions. St. Armands Circle and Downtown Sarasota are also just a short drive away. Don’t miss this opportunity to live where others vacation—your slice of paradise awaits. In addition to the monthly rent, a $35 Resident Benefit Fee will be applied.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
1591 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228
$17,0002 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.
1511 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228
$25,50045 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)
1211 GULF OF MEXICO DR #1005, LONGBOAT KEY, FL 34228
$15,000291 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
$14,000767 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)
4325 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228
$12,000729 Days on yellowkey MLS ID: A4608766
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1411 Built: 1975Community: Tiffany PlazaCondo
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) (Booked January and February of 2027)
1930 HARBOURSIDE DR #134, LONGBOAT KEY, FL 34228
$7,000427 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)
601 LONGBOAT CLUB RD #902S, LONGBOAT KEY, FL 34228
$9,000136 Days on yellowkey MLS ID: A4674604
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1458 Built: 1970Community: Longboat Key TowersSpa: YesCondo
Remarks: Your winter on the Gulf begins here. This is a rare opportunity to enjoy direct Gulf front living in a fully furnished seasonal residence, available January through March 2027. Tucked behind the private gates of Longboat Key, this premium condo blends the ease of coastal condo living with the comfort of generous, well-designed interiors. Mornings begin with soft sunrise views over the golf course from the bedrooms, while evenings wind down with glowing sunsets over the Gulf from the main living spaces. The primary suite offers walk-in closets and a peaceful retreat, and the open layout creates an effortless flow for entertaining or quiet nights at home. Residents enjoy resort-style amenities including a heated beachfront pool and spa, fitness center, sauna, steam room, and around the clock gated security. Water, cable, Wi Fi, and parking are included, making your stay truly effortless. Located within the Longboat Key Club community, Longboat Key Towers offers a serene beachfront escape while keeping you just minutes from the dining, culture, and lifestyle that make Sarasota so special.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Irma Scherer (305-490-8981)
5621 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228
$5,500858 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)
842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228
$4,80011 Days on yellowkey MLS ID: A4689796
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1983Community: Bayport Bch & Ten Ph FCondo
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
$6,00030 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)
747 SAINT JUDES DR S #2, LONGBOAT KEY, FL 34228
$3,20067 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.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Gregory Koss (941-383-5577)
618 BAYPORT WAY BAYPORT WAY #618, LONGBOAT KEY, FL 34228
$6,250201 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)
1925 GULF OF MEXICO DR #309, LONGBOAT KEY, FL 34228
$10,0001121 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 Agent: Jane Hunter (941-896-0622)
1925 GULF OF MEXICO DR #G8-208, LONGBOAT KEY, FL 34228
$8,0004161 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.
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