Location: Longboat Key
Do Not Show Listings
820 SPANISH DR S #., LONGBOAT KEY, FL 34228
$3,0009 Days on yellowkey MLS ID: A4695386
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1390 Built: 1971Community: Spanish Main Yacht Club CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Coastal Living at Its Finest in the Spanish Main Yacht Club! Discover your perfect Florida retreat in this beautifully maintained, free-standing 2-bedroom, 2-bathroom villa located on the highly coveted southern end of Longboat Key at 820 Spanish Dr S. Offering 1,390 square feet of bright, open living space, this single-story residence perfectly blends maintenance-free comfort with an active, coastal-resort lifestyle in a premier 55+ community.Step inside to find a spacious layout featuring a generous living area centered around a cozy fireplace, a classic split-bedroom design for optimal privacy, and a wonderful enclosed porch perfect for morning coffee or unwinding after a day in the sun. The property also features a durable concrete tile roof, central A/C, a dedicated utility space, and an open porch area to soak in the Gulf breezes. Please note this is a strictly no-smoking and no-pets property.Available in-season for $6,000 per month turnkey, and off-season for $3,000 per month turnkey. Situated in Manatee County’s renowned Spanish Main Yacht Club, an established and highly desirable waterfront community zoned LBK_R-3MX, residents enjoy unparalleled amenities including a private marina (with boat slips available for a nominal fee), a heated community pool overlooking the active harbor, a lively clubhouse, shuffleboard, and deeded private beach access just steps across the street to the pristine sands of Longboat Key. Located within easy reach of local island dining, area attractions, and the highly-rated Anna Maria Elementary school district, this waterfront gem offers the ultimate island lifestyle.
Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)
Listing Agent: Geoff Scalera (941-321-4158)
640 BROADWAY ST, LONGBOAT KEY, FL 34228
$7,500195 Days on yellowkey MLS ID: A4673491
INCREASED by $2,000 (36.4%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1940Community: Longbeach Rev Of R P Jordans SubSpa: NoSingle Family
Remarks: Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024 storms, this turnkey coastal residence offers unmatched peace of mind and contemporary luxury. The light-filled, open-concept interior features vaulted ceilings, a gourmet kitchen with new stainless-steel appliances and quartz countertops, and two beautifully appointed spa bathrooms with premium fixtures and rainfall showers. The primary suite indulges with a king bed, wet bar, mini-fridge, and a windowed en-suite bath, while the second bedroom provides a comfortable queen bed. A dedicated home office is your third bedroom, with its full-size Murphy bed/desk. Available August 31, 2026. If needs are sooner, call for other cottages listed for same owner! The private tropical backyard serves as a tranquil oasis, complete with a serene lily-pad pond, fire pit, and mature landscaping. Delivered fully furnished with beautiful coastal décor and equipped with high-speed fiber internet, the home is ideal for immediate personal enjoyment, remote work, or proven vacation-rental income. Grandfathered Village zoning permits short-term rentals. Enjoy an unparalleled lifestyle just a short walk from Whitney Beach, historic fishing docks, bay kayak launches, and waterfront dining. Longboat Key Club, St. Armands Circle, and downtown Sarasota’s world-class amenities are only minutes away. Rarely available: authentic historic significance, a total top-to-bottom 2025 rebuild, and the quintessential Village address. Move-in ready
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Vescovo (314-743-7111)
450 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228
$2,40011 Days on yellowkey MLS ID: A4695053
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1301 Built: 1970Community: Bay Harbour ApptsCondo
Remarks: Annual furnished rental: Discover the ultimate island lifestyle in this comfortably furnished 2-bedroom, 2 bath, unit located in the highly sought-after community of Bay Harbour on the southern end of Longboat Key. Just minutes from St. Armands Circle, downtown Sarasota, restaurants, shopping, county tennis and pickleball courts, walking trails, parks and of course – Longboat Key public beach accesses along Gulf of Mexico Drive. Doesn’t get much better than this! Entering the condo you immediately feel the spaciousness and inviting interior. Just bring your personal possessions for an easy move-in! The updated kitchen offers granite counter tops, stainless appliances and both an eat-in space to share a meal along with full-size laundry closet. The kitchen also overlooks the dining and living areas, which are great for entertaining friends and family. From most rooms you’ll have a lovely view of the pool and partial view of the Bay. This split-plan layout provides privacy for both you and your guests. Master suite features a large bedroom, plenty of closet space and generous size private bath. Guest bedroom offers a full and day bed for your guests and family with nice size closet. Second bath is conveniently located next to the guest bedroom. Perfect for unwinding after a day of sunbathing or beachcombing you can relax with your favorite beverage overlooking the pool and water views. If you’re actively inclined, step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch or a work out in the fitness area – or just lounge by the pool.Bay Harbour is a true gem which offers a wealth of amenities, including a heated waterfront pool, kayak storage, a floating kayak launch, a fitness center, assigned covered parking, and inside locked bike storage. Take advantage of excellent fishing on property, or simply relax and take in the views. Bay Harbour offers the perfect combination of location and lifestyle. Don’t miss your chance to call this home! Background Check required, along with First, last and Security deposit. Sorry, but no smoking nor pets are allowed.
Listing is courtesy of: GULF COAST RENTAL HOMES&CONDOS (941-212-1972)
Listing Agent: Diann Thelen (941-920-0758)
3240 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228
$5,7001106 Days on yellowkey MLS ID: A4571215
INCREASED by $900 (18.8%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1975Community: PortobelloCondo
Remarks: VACATION RENTAL!!! AVAILABLE JAN - MARCH 2027! Spacious 6th floor condo awaits your arrival! This lovely 2 Bedroom, 2 Bath condo is inviting and warm and features an updated kitchen with granite counter tops and appliances. Stunning views await you from most rooms! This bright and airy unit provides views of Buttonwood Bayou and Sarasota Bay whether you're sitting inside or relaxing on your beautiful private balcony. The master bedroom features a king size bed and private bath and twin beds in the second bedroom. The deeded private beach access is right across the street! Community amenities feature heated community pool, club house, tennis court, boat dock and fishing pier...all yours to enjoy! The exclusive shops and restaurants at St Armands circle are a short drive away as well as the famous Lido Beach. Take a drive over the John Ringling bridge into downtown Sarasota and you'll find theater, art galleries as well as exquisite dining and shops. Don't wait...your home away from home is move-in ready! No pets or smoking.
840 BAYPORT WAY #840, LONGBOAT KEY, FL 34228
$4,20021 Days on yellowkey MLS ID: A4694333
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1640 Built: 1983Community: Bayport Bch & Ten Ph FCondo
Remarks: This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The beautiful upgrades to the kitchen and baths go hand in hand with the elegant decor of this property. Fully furnished and fully equipped and ready for your arrival, covered parking for one vehicle and guest parking is available as well. The clubhouse has a full kitchen facility and is large enough for meetings, private parties, and social functions, The exercise room is well equipped with machines and free weights. Classes in water Aerobics are held several times a week during the winter at a nominal cost, Available May to December at OFF Season rate of $4,200 per month plus 13% tourist tax. The property is a NO smoking/NO pet unit.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
531 BIRDIE LN, LONGBOAT KEY, FL 34228
$14,000456 Days on yellowkey MLS ID: A4643954
0 Days Off yellowkey (back on 5/28/2026)
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)
5757 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228
$5,50034 Days on yellowkey MLS ID: A4692913
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1561 Built: 1973Community: The ShoreCondo
Remarks: A little slice of Gulf-front heaven. Seasonal rental only, available July 15 through December 31, 2026! 60 Day Minimum Lease, not available Jan 1, 2027-March 31, 2027. Fully remodeled and impeccably furnished with Gulf views on Longboat Key, this top-floor 2-bedroom, 2-bath residence offers breathtaking views of the beach and Gulf of Mexico. The clear Caribbean-blue waters and white sand beaches are perfectly complemented by the beautifully redesigned interior and thoughtfully updated floor plan. The gathering room opens to the extended kitchen to create continuity in the main living area, perfect for entertaining. Custom imported cabinetry with frosted glass accents, pantry storage, complementary upper and lower cabinetry, solid surface countertops, and a waterfall-edge peninsula with seating for four elevate the space. Premium KitchenAid appliances include a French door refrigerator, dishwasher, double oven, and cooktop. A skylight fills the home with natural light alongside LED, recessed, and drop lighting throughout. Imported marble flooring, porcelain tile, and neutral Berber carpet complete the interior finishes. Both bathrooms have been beautifully modernized with Corinthian Fossil showers, frameless glass doors, floating vanities, and Quartz countertops. The primary en suite features a walk-in closet and sitting area. Multiple sets of sliding glass doors open to the covered balcony, creating the perfect place to enjoy our million dollar sunsets. Residents can unwind seaside along more than 500 feet of shoreline, stroll the lushly landscaped grounds and paver pathways, or enjoy the private community pool and spa. All lease terms shorter than 6 months are subject to 13% tourism tax.
Listing is courtesy of: TNG PROPERTY MANAGEMENT (941-773-9599)
Listing Agent: Scott Nold (941-773-9599)
1050 LONGBOAT CLUB RD #502, LONGBOAT KEY, FL 34228
$5,0001160 Days on yellowkey MLS ID: A4566128
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1290 Built: 1974Community: Privateer NorthCondo
Remarks: Available 05/01/2026 through 12/30/2026 FOR $5000. LEASED SEASON JAN, 2026 THROUGH MARCH, 2027. This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gulf complex. Located in the gated Longboat Key club and Resort. A spacious 2 bedroom, 2 bathroom unit turn-key furnished. Both bedrooms have private lanais, walk in closets. Double queen beds in one of the ensuites. open floor plan features large eat in area with granite counters neutral tile floors, and extra storage outside unit. Laundry is located right outside of your unit. Covered Carport and guest parking available. Building amenities WIFI, renovated social room and fitness center. Resort style living with heated Olympic size pool, tennis courts, biking trails, and outside showers. Enjoy the Publix Grocery just minutes away along with many restaurants for fine dining. This building is located the furthest South end of Longboat Key so you miss a lot of traffic. Just minutes to St. Armand's Circle for shopping, restaurants and entertaining. Enjoy Lido Beach also just minutes away.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
4420 EXETER DR #208, LONGBOAT KEY, FL 34228
$4,900274 Days on yellowkey MLS ID: O6342792
REDUCED by $100 (2.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1970Community: Longboat HarbourSpa: YesCondo
Remarks: Must read entirely. 2026 RENTAL- Not Available until Nov 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so you can bring your boat! The home was newly renovated with space and comfort in mind. The Master has a king size bed and a great view of the canal! The screened in porch overlooks the intercoastal with all its wildlife. Try out Sarasota and stay on the beach! St. Armand’s circle is nearby with world class shopping/dining and entertainment. Cleaning fee/resort taxes not included. HOA application with background and credit check required. NO PETS. NON SMOKING UNIT. Not available for less than 2 months. Available for 3 months or longer at a discount for $5,000/monthly. Vacation rental rates: December -April: $6,000; and May: $4,500. 2-month minimum stay during peak season (December through April).
Listing is courtesy of: AG REALTY SERVICES LLC (407-374-7295)
Listing Agent: Armando Gonzalez (407-346-6229)
LONGBOAT KEY, FL 34228
$6,0001105 Days on yellowkey MLS ID: A4572396
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1257 Built: 1977Community: Seaplace IiiCondo
Remarks: SEAPLACE on LONGBOAT KEY. Relax and spend your winter days at this tropical seaside paradise. This pretty two bedroom condominium is well appointed with a king size bed in the primary suite. Primary bathroom has a walk in shower. SEAPLACE has all the amenities. to enjoy your stay: Two swimming pools, tennis courts, fitness center, clubhouse, and the most amazing beach on LBK. Just minutes to ST ARMANDS CIRCLE of restaurants, shops and entertainment.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
730 FOX ST, LONGBOAT KEY, FL 34228
$5,500140 Days on yellowkey MLS ID: A4679347
REDUCED by $1,000 (15.4%) on 05/25/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1350 Built: 1965Community: Longbeach On Longboat KeySingle Family
Remarks: Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room with dining are and spacious kitchen will make you feel at home right away. The kitchen is fully equipped for your convenience. Outdoors of this home is even more welcoming and paradise-life. Lush and tropical garden around the beautiful swimming pool, cabana with comfortable seating or other seating areas are there just for our guests. There is plentiful parking spaces in front of the house or next to it. And - the beaches..yes that is what matters. Whitney Beach on Longboat Key, couple minutes of walk. Or you can visit the Beer Can Island, popular place for boats to hang out. Coquina Beach on Anna Maria Island is not far also. La Paloma just has it all! Sweet home with good vibe close to all you need on vacation!
Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)
Listing Agent: Linda Votrubova (941-840-3188)
2425 GULF OF MEXICO DR #7C, LONGBOAT KEY, FL 34228
$12,0002989 Days on yellowkey MLS ID: A4215382
INCREASED by $1,000 (9.1%) on 05/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1973 Tax: $7,896 (2021)Community: Sea Gate ClubSpa: YesCondo
Taxes:$7,896
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2021
Middle School: Booker Middle
Remarks: SEASONAL: 90 day minimum. No damages sustained in Hurricane. Beautiful unit from floor to ceiling – you’ll just love the magnificent views from every room plus the 85 inch TV in this direct Gulf front residence. Perched on the seventh floor of Sea Gate, this Southern Longboat community offers gorgeous sand beaches, great location and amazing sunsets! This two bedroom, two bath condominium is beautifully renovated with professionally designed interior. Sip your morning coffee on the balcony with new glass railings as you plan your daily adventures. The light and bright living room features exquisite leather recliners and fabric sofas, one of which is a sleeper for an extra guest. Thoughtfully planned, you'll enjoy state of the art digital components including 85-inch TV and DVR while relaxing.Entertaining is a delight in the gourmet kitchen with stainless appliances. Escape to the tranquil master bedroom retreat with exquisite bedding overlooking azure waters with 65 inch smart TV, sitting area and ensuite master bath. For added comfort during your stay there’s a dedicated desk, stacked washer and dryer, built-in closet systems, wifi and 65' large smart tv in guest suite. Parking is conveniently located at the building's front door. Live the life you’ve always imagined with resort-style amenities that include Gulf-side heated pool, har-tru tennis court, updated social room, state of the art fitness area and kayak, paddle board & bike storage. Conveniently located to shopping, dining, St. Armand’s Circle and downtown Sarasota and the Arts. No pets or smoking permitted. Owners update every year...new flooring, dish washer and A/C system! BOOKED JAN - MAR 2027.
603 LONGBOAT CLUB RD #204N, LONGBOAT KEY, FL 34228
$12,00082 Days on yellowkey MLS ID: A4686763
0 Days Off yellowkey (back on 5/23/2026)
REDUCED by $3,000 (20.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1970Community: Longboat Key TowersSpa: YesCondo
Remarks: LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private balcony that perfectly frame the panoramic ocean views. The modern kitchen has been thoughtfully redesigned with a sleek style, offering a large island and seamless flow into the living and dining areas—ideal for entertaining. The dining room also enjoys beautiful water views, creating the perfect backdrop for every meal. The spacious primary suite is a private retreat, while the luxurious primary bathroom makes a bold statement with striking marble finishes. The second bedroom is generously sized and comfortably accommodates double beds. Residents enjoy resort-style amenities including a heated beachfront pool and spa, a state-of-the-art fitness center, sauna, steam room, and 24-hour security. Available for 3- to 6-month stays.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Lily Behrends (941-526-9121)
4825 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228
$7,800405 Days on yellowkey MLS ID: A4651021
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 1970Community: Westchester Condo Apts Un 3Condo
Remarks: SEASONAL: Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, in unit washer/dryer, large walk-in closets and covered parking. The Master suite features King-sized bed, TV, & opens to a private balcony. The comfortable guest bedroom offers a Queen and 1 twin bed with ceiling fan, and guest bathroom with tub/shower. The Westchester community is located on 7-plus acres of beautifully landscaped grounds, meticulously maintained with tennis court, 2 heated pools, updated Clubhouse and 3 private Tiki-hut areas. Gulf beaches are what make Longboat Key unique and you can walk for miles on the beach from the condo. Longboat Key also has 10 miles of bicycle paths on either side of Gulf of Mexico Drive. Located just 6 miles from fashionable St. Armands Circle and only a short drive to downtown Sarasota with arts, theatre, restaurants and shopping. This is non-smoking unit. Sorry, this condo association does not allow pets. BOOKED JAN-MAR, 2027.
6979 LONGBOAT DR S, LONGBOAT KEY, FL 34228
$10,000317 Days on yellowkey MLS ID: A4660175
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1974Community: Longbeach On Longboat KeySingle Family
Remarks: Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room includes bunk beds for family fun. Accommodating up to 9 guests, the property is just a short stroll to pristine Whitney Beach and nearby fishing docks, with top local restaurants and cafes — like Mar Vista, Shore, Whitney’s, and more — only minutes away. A local owner ensures attentive service to make your stay unforgettable. $10,000 off season/$14,000 season.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1050 LONGBOAT CLUB RD #803, LONGBOAT KEY, FL 34228
$6,00022 Days on yellowkey MLS ID: L4961980
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1409 Built: 1974Community: Privateer NorthSpa: YesCondo
Remarks: AVAILABLE 9/1/2026 to 12/31/2026. Oceanfront 2 bed/2 bath luxury condo on the 8th floor with beach and golf course views, two private balconies, and resort-style amenities just steps from the sand.The open-concept living and dining area features a custom bar and stylish decor, creating an inviting space to relax or entertain. A dedicated office makes working remotely effortless, while the sleek bar with wine refrigerator is perfect for evening cocktails at home. The fully equipped kitchen with built-in pantry offers everything you need, and the two serene bedrooms with King beds each enjoy convenient access to a full bath.This private, gated resort community offers a true coastal club experience. Host gatherings in the large community room, then move outdoors to the oceanfront pool, jacuzzi, fire pit, and grilling patio. Stay active with a swimming pool, workout room, pickleball, and shuffleboard courts on-site, then stroll directly onto the beach for a swim or sunset walk along the shoreline. 3 MONTH MINIMUM. Rental includes all furniture, appliances, dishes, cookware, and linens. Covered Parking spot #10 included with additional guest parking, seperate storage area for beach/pool items.
Listing is courtesy of: XCELLENCE (866-595-6025)
Listing Agent: Melissa Kontny (863-529-7465)
909 SPANISH DR N, LONGBOAT KEY, FL 34228
$2,95020 Days on yellowkey MLS ID: A4694346
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1969Community: Spanish Main Yacht ClubSpa: NoVilla
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. This beautifully updated/unfurnished two-bedroom, two-bath Spanish Main standalone villa with beach access is available for annual lease! The fully remodeled home features neutral tile plank flooring throughout, a spacious chef’s kitchen with 42-inch wood cabinets, quartz island that seats seven, slow-close drawers, and new appliances—all opening to a bright living area. The primary suite offers an en-suite bath with frameless glass shower and double sinks, plus a large walk-in closet. Step through new double doors to a generous screened lanai overlooking lush wetlands and Bay views, perfect for relaxing, dining, or using as a flexible third space, complete with retractable awning, brick paver patio, hurricane-rated windows and doors, motion lights, and electric blinds. In the vibrant 55+ Spanish Main Yacht Club community enjoy a pool, shuffleboard, private deeded beach access on Longboat Key, and easy boating, fishing, and cycling, all just minutes from St. Armands Circle, downtown Sarasota, dining, shopping, and the airport. Basic cable and water included. Move-in ready and waiting—call for details on this piece of paradise.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
601 LONGBOAT CLUB RD #902S, LONGBOAT KEY, FL 34228
$9,000182 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 (941-279-3630)
2319 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228
$12,5003706 Days on yellowkey MLS ID: A4151865
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2532 Built: 1986 Tax: $8,895 (2021)Community: Harbour OaksSingle Family
Taxes:$8,895
Remarks: SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the perfect Winter getaway. One visit to this 3BD+Den/2.5BA golf course detached home will have you wanting more! It has been updated in all the newest tones, is fresh, and combined with natural lighting, is so inviting. Pavered drive and lush landscaping and walkway lead you into the foyer entry. The combined living/ dining area is warm and inviting with vaulted ceilings, tile flooring and new comfortable furnishings. The kitchen is designed for entertaining or just relaxing with a marvelous view of the 2nd green. The den is a cozy retreat for TV or for catching up on work or emails in the dinette area. The private and spacious master suite offers ensuite bath and has a seating area to relax and enjoy the views! The second bedroom features queen accommodations and the third bedroom offers twins. All have their own private entrance for a relaxing stay. Additional charges for pool heater use. This marvelous turnkey residence comes complete with gated security, Wifi, inside laundry, 2 car garage, private and community pool and easy access to shopping, dining and cultural arts from St. Armands Circle to downtown Sarasota. Booked Jan - April 2027.
360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228
$6,00076 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: WILL CONSIDER A 6 TO 12 MONTH LEASE AND WILL FURNISH FOR $7750 PER MONTH. Welcome to 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)
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