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TRITON COVE - A4689772 - 3020 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228 1 Day on yellowkey
$6,500 | Single Family Home | 3 beds | 4.0 baths | 2 gar
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
BAYPORT BCH & TEN PH F - A4689796 - 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228 2 Days on yellowkey
$4,800 | Condo | 2 beds | 2.0 baths | 1 car
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
HARBOUR OAKS 2 - LONGBOAT KEY, FL 34228 12 Days on yellowkey
$12,000 | Villa | 3 beds | 2.5 baths | 1 gar
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
Listing is courtesy of: JENNETTE PROPERTIES INC
SPANISH MAIN YACHT CLUB CONDO - A4687894 - 914 SPANISH DR S #76, LONGBOAT KEY, FL 34228 13 Days on yellowkey
$6,750 | Condo | 2 beds | 2.0 baths | 1 car
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!
Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC
SPANISH MAIN YACHT CLUB CONDO - A4687895 - 730 SPANISH DR S #99, LONGBOAT KEY, FL 34228 13 Days on yellowkey
$2,800 | Condo | 2 beds | 2.0 baths | 1 car
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.