Location: Longboat Key
Do Not Show Listings
5757 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228
$5,500Listed 04/16/2026 4:05PM MLS ID: A4690373
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1561 Built: 1973Community: The ShoreCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Please call or text listing agent at 704-430-1670 for questions or showings 60-Day Minimum Rental (January through April are not available) 2nd Floor Unit - Elevator and/or stairs available Association Application Required No Pets
Listing is courtesy of: DARAK GROUP INCORPORATED (704-430-1670)
Listing Agent: Matt Darak (704-430-1670)
3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228
$4,300Listed 04/16/2026 3:48PM MLS ID: R4911069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1046 Built: 1970Community: Beach Harbor ClubSpa: NoCondo
Remarks: Lease/Option - Owner looking to lease 6 Months $4300 a Month of Longboat's Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seeds oats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized swimming pool, community area for kayaks, clubhouse, and shuffle board. Longboat Beach Harbor is a friendly community with group events and many fun times to build relationships and enjoy sense of community living. Close to Bayfront Park with Tennis, Publix/CVS shopping. This renovated condo is situated on the 3rd floor not requiring flood insurance. Air conditioned indoor hall-way with security entrance. Newly appointed appliances, bathrooms, HVAC, luxury flooring and trim. Up-scale appointed fixtures and details throughout
Listing is courtesy of: LEN SCAVRON (908-304-5454)
Listing Agent: Len Scavron (908-304-5454)
6980 POINSETTA, LONGBOAT KEY, FL 34228
$4,650Listed 04/16/2026 11:33AM MLS ID: A4687628
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1940Single Family
Remarks: Tucked away in a quiet fisherman’s village on Longboat Key, this elegant one-bedroom cottage blends classic island charm with modern luxury. The bright, open living space features soaring vaulted ceilings and a sleek, contemporary kitchen. Premium comforts include high-speed internet, in-unit laundry, a reverse osmosis water filtration system, and UV air purification. Perfect for couples seeking a tranquil seaside getaway, the property offers boat parking and convenient access to a nearby boat launch. Whitney Beach is just a short stroll away, making this an ideal private retreat with easy access to the Gulf of Mexico.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Vescovo (314-743-7111)
3806 GULF OF MEXICO DR #C212, LONGBOAT KEY, FL 34228
$2,500204 Days on yellowkey MLS ID: A4666147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1970Community: Beach Harbor ClubCondo
Remarks: LONGBOAT KEY...Lovely 2 bedroom 2 bath condo directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile. Split floor plan, master suite with a king size bed and the guest room has bunk beds with one single bed and one full size bed. Spacious, open, light and bright. Very well maintained GULF TO BAY complex with lush landscaping, large heated pool, clubhouse, marina, fishing pier, kayak and bike storage, fitness center, all for your enjoyment and covered parking. OWNER PREFERS AN ANNUAL RENTAL AT $2500 A MONTH. A SEASONAL WILL ALSO BE CONSIDERED AT $5000 A MONTH + TAX & FEES. PLEASE NOTE, UTILITIES ARE NOT INCLUDED IN AN ANNUAL RENTAL. SARASOTA, VACATION RENTALS, LUXURY, GULF OF MEXICO, LONGBOAT KEY VACATION, LONGBOAT KEY ANNUAL RENTAL.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Teresa Ribaudo (941-376-4500)
1591 GULF OF MEXICO DR #410, LONGBOAT KEY, FL 34228
$40,000107 Days on yellowkey MLS ID: A4676510
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3130 Built: 2024Community: St. RegisSpa: YesCondo
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: An exceptional opportunity to lease the largest two-bedroom residence at the prestigious St. Regis Longboat Key. This premier corner home offers sweeping panoramic views of the Gulf of Mexico, Sarasota Bay, lush resort grounds, and the tropical saltwater lagoon, all enjoyed from an expansive wraparound terrace. Bathed in natural light, the spacious living area is ideal for entertaining and relaxation, featuring a custom bar and beverage refrigerator. The chef’s kitchen is beautifully appointed with Poggenpohl cabinetry and top-of-the-line Wolf and Sub-Zero appliances, including double ovens, a gas cooktop, refrigerator, microwave, and dishwasher. An outdoor Wolf gas grill on the terrace allows for seamless indoor-outdoor dining. The owner’s suite serves as a private coastal retreat, highlighted by floor-to-ceiling glass with breathtaking Gulf views. A morning bar adds convenience, while a custom Closet Envy wardrobe provides generous storage. The spa-inspired bath features dual vanities, two private water closets, a walk-in shower, and a luxurious soaking tub with stone surround. The ensuite guest bedroom, complete with custom built-ins, opens directly to the terrace, offering effortless indoor-outdoor living for guests. Designer finishes throughout, curated by Marc Michaels Interior Design, deliver timeless elegance. Residents enjoy exclusive access to St. Regis Longboat Key’s world-class amenities, including a private clubhouse with fitness center, pool and spa, and the signature St. Regis Butler and Concierge services. Additional resort offerings include an oceanfront spa, beachfront cabanas, multiple dining venues, a lazy river, and a saltwater lagoon featuring tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from the renowned shopping and dining of St. Armands Circle, this residence offers a rare opportunity to experience the iconic St. Regis lifestyle—where luxury, comfort, and legendary service define every stay. Rental rates vary according to month, please call agent for details.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
3020 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228
$6,5001 Day on yellowkey MLS ID: A4689772
Bed: 3 Bath: 4.0 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)
842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228
$4,8002 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)
616 LYONS LN, LONGBOAT KEY, FL 34228
$4,80019 Days on yellowkey MLS ID: TB8491342
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1755 Built: 1972Community: Sleepy Lagoon Park 2Spa: NoSingle Family
Remarks: Come and enjoy a little piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for.
Listing is courtesy of: ROOST REALTY INC. (813-326-2569)
Listing Agent: Steve Barthelemy (813-943-2841)
603 LONGBOAT CLUB RD #204N, LONGBOAT KEY, FL 34228
$12,00027 Days on yellowkey MLS ID: A4686763
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)
6979 LONGBOAT DR S, LONGBOAT KEY, FL 34228
$10,000262 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. Leased July 2025, August 2025, March 2026, April 2026
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1945 GULF OF MEXICO DR #M2-414, LONGBOAT KEY, FL 34228
$3,750629 Days on yellowkey MLS ID: A4618406
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 928 Built: 1978Community: Seaplace VCondo
Remarks: AVAILABLE IMMEDIATELY PENDING HOA APPROVAL! 2 MONTH MINIMUM! BOOKED FOR JAN-MARCH 2027 SEASON! LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the condo has to give with the natural light that floods through the large sliding glass doors. From the beautifully updated kitchen, you can see the dining room, living room, screened patio and the Gulf of Mexico! The kitchen also offers stone countertops, stainless steel appliances and plenty of cabinet and counter space. The condo sleeps four (1 king bed & 2 twin beds) and has walk-in showers in both updated bathrooms. All top-of-the-line upgrades throughout the condo including impact doors and windows, Washer/Dryer and all utilities provided with two TVs in the unit. The back patio is fully screened in and features beautiful views of the ocean! The private beach access is just off the clubhouse which is steps away. Seaplace is one of the largest, most highly sought after complexes on Longboat Key. This resort style community offers 2 heated pools, hot tub, kiddie pool, beachfront patio, 4 grills, 3 har-tru tennis courts, game room, work out room, library, sauna, 24-hour security, and monthly events for anyone to enjoy. Longboat Key Club golf course is approx. 2 miles away. Also enjoy strolling around St. Armand's Circle which offers top-rated dining and shopping. ** Rent includes electricity, water, cable, internet, sewage, pest control, extra storage and all the amazing community amenities! *No pets allowed *Application Fee: $100 per applicant *HOA Application Fee: $100 per applicant *250 cleaning fee *$50 booking fee *Security Deposit: $750 for short term *13% seasonal rent tax applies to 6 month and under rentals.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Brigette Marcus (941-315-9500)
618 BAYPORT WAY BAYPORT WAY #618, LONGBOAT KEY, FL 34228
$6,050192 Days on yellowkey MLS ID: A4667152
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1980Community: BayportSpa: NoCondo
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. Available: NOVEMBER 2026, DECEMBER 2026, JANUARY 2027, FEBRUARY 2027, MARCH 2027, APRIL 2027
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Alzira Meierling (941-299-9229)
615 DREAM ISLAND PL #201, LONGBOAT KEY, FL 34228
$10,500184 Days on yellowkey MLS ID: A4668491
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1514 Built: 1985Community: Harbour Villa Club At The BuccaneerSpa: YesCondo
Remarks: BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts, covered parking and 400' of boat slips and bayfront. This unit features 2 assigned covered parking spaces, over 1500 sq ft of living space in this end unit, high ceilings, water views in all rooms, open floor plan, large, enclosed balcony off living/dining room plus separate balconies off each bedroom, washer/dryer and extra-large bathrooms. High Speed Wi-Fi, SMART TV's with cable and utilities included. Seasonal rental for select times of the year ONLY. 10-day notice required along with application for owner approval. Weekly rentals available with owner approval January 7-April 15
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
LONGBOAT KEY, FL 34228
$12,00012 Days on yellowkey MLS ID: A4688776
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2396 Built: 1986Community: Harbour Oaks 2Villa
Remarks: Enjoy resort-style living on prestigious Longboat Key in this completely updated and renovated 3-bedroom, 2.5-bathroom villa. Located in Harbour Circle, an enclave of 42 villas in the guard-gated, maintenance-free, community of Bay Isles, this 2,396 SF open floorplan has soaring ceilings and an abundance of natural light through the new high-impact doors and windows that uplifts and illuminates. The spacious kitchen cannot help but impress with stainless steel appliances and an ample amount of quartz countertops perfect for aspiring chefs or for entertaining. An island with a sink, doubles as a breakfast bar and striking, wood cabinets offer plenty of storage space. Beautiful light-colored ceramic tile and wood floors flow throughout. As you enter the oversized screened terrace you are greeted with sweeping views of the golf course. The built-in barbeque is perfect for hosting dinner parties or relaxing with friends while enjoying breathtaking sunsets. Harbour Circle residents enjoy a community pool and spa, lush landscaping and membership to the Bay Isles Beach Club. Publix, CVS, post office, banks and beaches are all in close proximity, and Longboat Key’s Town Center and the Longboat Key Club Marina are less than a mile away. Act fast to enjoy the best of Florida living in this spacious and sleek turn-key furnished villa. VACATION RENTALS SARASOTA, LONGBOAT KEY VACATION RENTALS, GULF OF MEXICO
573 SPANISH DR N, LONGBOAT KEY, FL 34228
$3,500155 Days on yellowkey MLS ID: A4661479
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1969Community: Spanish Main Yacht Club CondoVilla
Remarks: NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL Jan - April ($5,500/MONTH). 6 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club. Recently renovated and offered turnkey furnished, this charming 2-bedroom, 2-bath home is open, airy, and designed for effortless coastal living. Enjoy deeded beach access just across the street perfect for morning walks or sunset strolls on the sands of Longboat Key. Boaters will love the private 40-slip marina with direct access to the Intracoastal Waterway, accommodating vessels up to 40 feet (first-come, first-serve) and equipped with water and electricity. Whether you're relaxing indoors or enjoying the community's resort-style amenities, this is your gateway to the best of Gulf Coast living. Kayak, fish, or lounge beachside your Florida escape starts here. Ideally located near St. Armand's Circle, you'll have easy access to world-class dining, boutique shopping, and everything Longboat Key has to offer. Bring your furry best friend! - A dog up to 25 pounds is permitted. At least one tenant must be 55 or older. Call for availability and lease details.
Listing Agent: Norma Mladineo (941-363-1588)
730 SPANISH DR S #99, LONGBOAT KEY, FL 34228
$2,80013 Days on yellowkey MLS ID: A4687895
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1255 Built: 1969Community: Spanish Main Yacht Club CondoCondo
Remarks: Experience the pinnacle of coastal living in this beautifully updated, ground-floor condominium in the highly desirable Spanish Main Yacht Club on Longboat Key. This 2-bed, 2-bath residence offers 1,255 sq. ft. of bright, air-conditioned space featuring elegant engineered hardwood floors, modern stone kitchen countertops, and a welcoming living/dining room combination ideal for entertaining. The thoughtful layout includes built-ins, ceiling fans, and a serene primary suite with a spacious walk-in closet. Life at Spanish Main Yacht Club feels like a year-round vacation. This active 55+ community provides premium amenities including deeded beach access just steps away, a sparkling community pool, shuffleboard courts, and a clubhouse with a library and social rooms. Boating enthusiasts will appreciate the bay and harbor access along with an on-site marina. Practical conveniences include inside laundry, an attached carport, **a personal charging station for your electric car**, and maintenance-free living with grounds care and management included. One small pet (up to 35 lbs) is welcome. Ideally situated just minutes from the upscale dining and shopping of St. Armands Circle and a short drive to Anna Maria Island, this home is perfect for those seeking a tranquil waterfront lifestyle. Whether you're boating, fishing, or relaxing in the Florida room, this property offers a rare opportunity in one of the area’s most desirable locations. Available for annual lease beginning April 1, 2026, at **$2,800 per month**, this unfurnished coastal retreat invites you to embrace the best of Longboat Key living.
Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)
Listing Agent: Geoff Scalera (941-321-4158)
501 CHANNEL LN, LONGBOAT KEY, FL 34228
$13,0002147 Days on yellowkey MLS ID: A4468386
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2349 Built: 2019 Tax: $10,296 (2021)Community: New Pass ShoresSingle Family
Taxes:$10,296
Tax Year: 2021
Remarks: Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floor plan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous countertops and wonderful warm beachy flooring, this home has it all. Sit outside on the upper deck with a view of the refreshing pool during breezy afternoons or the covered deck downstairs which offers shade while not sunning. Ping pong and bocce ball complete the picture for hours of fun. The dining table sits (6) with (4) breakfast bar seats nearby. Two bedrooms have (1) Queen and (1) twin each, one quest bedroom has a Queen and the master has a King bed, all with large screen televisions.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Le Blanc (941-400-0374)
914 SPANISH DR S #76, LONGBOAT KEY, FL 34228
$6,75013 Days on yellowkey MLS ID: A4687894
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1341 Built: 1968Community: Spanish Main Yacht Club CondoCondo
Remarks: Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the sought-after community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bath residence features all brand-new furnishings and is ideally situated just steps from the marina and a picturesque seawall—perfect for peaceful mornings, frequent dolphin and manatee sightings, and stunning bayfront sunrises, with Gulf-side sunsets just a short stroll away. Thoughtfully designed and tastefully furnished, the home offers high-end mattresses dressed in organic cotton linens and a fully stocked kitchen, providing a refined yet comfortable living experience from the moment you arrive. Residents enjoy access to a private marina with available boat docks and kayak storage, deeded beach access, a heated community pool, shuffleboard courts, and wonderful neighbors. Ideally located just minutes from the upscale dining and boutiques of St. Armands Circle and a short drive to Anna Maria Island, this property offers the perfect blend of tranquility and accessibility. Whether you're boating, fishing, or simply relaxing in the bright Florida room, this is a rare opportunity to experience the Longboat Key lifestyle at its finest. Seasonal rental rates are $6,750/ month in-season and $4,450/ month off-season. One tenant must be age 55 or older in accordance with community requirements. Apply now!
3390 BAYOU SOUND, LONGBOAT KEY, FL 34228
$11,000204 Days on yellowkey MLS ID: A4665246
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2772 Built: 1980Community: Bay IslesSingle Family
Remarks: **This is a 2 month minimum vacation rental** **Availble for all of 2027** Welcome to 3390 Bayou Sound, located within the exclusive, gated community of Bay Isles on picturesque Longboat Key. This prime location offers access to world-renowned beaches, a marina, golf courses, biking trails, and tennis facilities. Nestled on an oversized, beautifully landscaped corner lot in the Bayou section of Bay Isles, this remodeled and meticulously maintained pool home boasts nearly 3,000 square feet of living space—including 2,021 square feet on the main level and an additional 942 square feet on the walk-out lower level. As you approach the property, you’ll notice the gentle slope of the lot from the street up to the main entrance, framed by lush palms, mature oaks, and banyan trees. The double-door entry opens to an inviting, open-concept great room that seamlessly connects to a spacious outdoor deck overlooking the backyard and pool area below. The updated, modern kitchen features custom cabinetry, stainless steel appliances, a built-in double oven, and a six-burner Viking gas cooktop—perfect for entertaining. Also on the main level are three bedrooms, including two guest rooms and a full guest bathroom. The expansive master suite offers a large walk-in closet and a well-appointed en-suite bathroom. The lower level, with its wall of sliding glass doors, opens directly to the screened pool deck and a 40-foot pool equipped with a new pump. This level also includes a full bathroom and laundry area. The two-car tuck-under garage offers ample storage space and a small workshop area. As a resident of Bay Isles, you’ll enjoy access to the Private Bay Isles Beach Club, located at 2111 Gulf of Mexico Drive, just across from the community. The club features a pristine stretch of beach, picnic tables, tiki huts, barbecue grills, an ice machine, and storage bins for beach gear. A key fob, included with the rental, is required for access. More information can be found on the Bay Isles website. The base rent for January through April is 11,000 and off months is 9,000
613 BUTTONWOOD DR, LONGBOAT KEY, FL 34228
$17,500280 Days on yellowkey MLS ID: A4655401
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1871 Built: 1967Community: Longboat Shores RevSingle Family
Remarks: Available for season 2026 This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept with formal dining. The kitchen as the heart of the home is expertly appointed with everything you will need for your home cooked meals. Head outside to the brand new beautiful pool and spa. One end features a soaking or sunbathing area, then step into the crystal clear deep end. Plenty of new stone pool deck on the offered lounge chairs to bask in the Florida sun. Welcome to peaceful Buttonwood Harbour, composed of 50 homes in one of Longboat Key's oldest and sought-after communities. Situated in the middle of Longboat Key, it is walking distance for most, to Publix, the Shoppes of Bay Isles, Tennis, post office, and CVS. Full of friendly neighbors and a favorite place for nature lovers. Boaters and fisherman will be happy with accessibility to the BHA boat ramp for launching and ability to dock your boat at the house during your stay, even utilize the kayak storage if you decide to rent them. No bridges from Buttonwood Harbour out to Sarasota Bay's open waters. Enjoy the day at Bayfront Park, 1.4 miles from the house. Amenities found at Bayfront Park include a 1,350 square foot indoor Recreation Center, a playground, a basketball court, shuffleboard courts, a multi-purpose open field, 3 dedicated pickleball courts, a tennis court, picnic tables, restrooms, and parking for a Town public beach access located across the street. The Bayfront Park Recreation Center is a public recreation facility run by the Town of Longboat Key. You will also find a dog park for your fur babies.
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