Siesta Key Homes with Golf Carts OK Community Features

Siesta Key Homes with Golf Carts OK Community Features

Welcome to Siesta Key, Florida—a tropical paradise nestled in Sarasota County, renowned for its stunning beaches and vibrant community. This idyllic barrier island is famous for its powdery white sands, crystal-clear waters, and lush landscapes, making it a haven for sun-seekers and nature lovers alike. With a warm, inviting climate year-round, Siesta Key offers an unparalleled lifestyle that blends relaxation with adventure.

One of the unique aspects of living in Siesta Key is the community's embrace of golf carts as a mode of transportation. Imagine cruising along palm-lined streets, the gentle sea breeze in your hair, as you make your way to the beach or local shops. Homes in this golf cart-friendly area are designed to enhance your coastal lifestyle, providing easy access to all that Siesta Key has to offer. From charming beach cottages to luxurious waterfront estates, the real estate options cater to a variety of tastes and budgets, ensuring you find the perfect sanctuary to call home.

The community is not just about beautiful homes; it is also a vibrant social hub. With a plethora of dining options, boutique shopping, and recreational activities, residents enjoy a rich tapestry of experiences right at their doorstep. Whether you’re indulging in fresh seafood at a local eatery, exploring the scenic trails, or participating in community events, Siesta Key fosters a sense of belonging that is hard to match.

Discover the charm of Siesta Key, where every day feels like a vacation and the community welcomes you with open arms. Embrace the golf cart lifestyle and experience the best of coastal living!

Newest Siesta Key Homes with Golf Carts OK Community Features

1300 N Portofino Drive Unit 102, Sarasota
$449,995
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
THE SIESTA KEY LIFESTYLE, ALL IN ONE EXCEPTIONAL WATERFRONT COMMUNITY! Imagine starting your day with coffee overlooking a picturesque harbor, spending the afternoon with your toes in Siesta Key’s powdery white sand, and gathering with friends for sunset cocktails as another spectacular Florida day draws to a close. Welcome to Siesta Harbor Condominiums Association, a vibrant 55+ community where boating, beach days, and an inviting social scene come together in one extraordinary island setting. DIRECT WATERFRONT LIVING! Perfectly positioned on the ground floor, this beautifully updated, fully furnished 2-bedroom, 2-bath residence feels more like a private coastal home than a condo. Forget elevators and stairs - simply walk through your front door with groceries or beach bags and you’re home! Inside, a bright, breezy interior features attractive tile floors throughout and an open layout designed for easy entertaining. The remodeled kitchen is a showpiece, with gorgeous granite countertops, crisp white cabinetry, stainless steel appliances, a stylish glass backsplash, a generous breakfast bar opening to the living room, and the everyday luxury of a KITCHEN PANTRY—all with gorgeous views of the harbor! The living room flows into a spectacular glass-enclosed lanai, where walls of impact-resistant glass sliders frame intimate views of the harbor, lush tropical grounds, and boats gently resting along the waterway just beyond your windows. Imagine lingering here with a good book, watching the boats drift by, or savoring an evening cocktail in your own waterfront retreat. Two welcoming bedrooms include a flexible guest room with a Murphy bed, ideal for visitors or a home office. Updated bathrooms include a bidet toilet in the primary suite. Impact glass, tasteful furnishings, a private LOCKED STORAGE CAGE just down the hall, and on-site laundry and covered parking are welcome perks. Beyond your front door, the Florida lifestyle unfolds! Boaters will love the harbor's DIRECT INTRACOASTAL WATERWAY ACCESS WITH NO BRIDGES, situated just north of the South Bridge no-wake zone for convenient cruises south toward Venice. Imagine stepping aboard your boat just outside your home and setting off for a day on the water (slips subject to availability). Beach lovers will treasure DEEDED BEACH ACCESS directly across the street at Crescent Arms, opening the door to Siesta Key’s world-famous white quartz sand and sparkling Gulf waters. Spend sun-drenched afternoons by the community pool, relax in the hot tub, or enjoy the clubhouse, fitness center, library, billiards, and lively social activities. One of Siesta Harbor’s most cherished traditions is sunset happy hour on the waterfront sunset deck, where neighbors gather to toast another beautiful evening in paradise. Tucked into a peaceful waterfront setting, Siesta Harbor is just moments from South Siesta Key Village, with its grocery store, restaurants, bars, and charming boutiques. The nearby South Bridge makes mainland Sarasota wonderfully accessible, while the Breeze transit stops right in front of the clubhouse for a convenient way to explore the island. Whether your perfect day means cruising the Intracoastal, strolling the beach, sharing sunset cocktails, or simply relaxing beside the water, this is more than a condominium—it’s your invitation to live the SIESTA KEY LIFESTYLE you’ve always imagined! WHERE ELSE can you enjoy waterfront living and resort-style amenities under $500K on Siesta Key?

1300 N Portofino Drive Unit 102, Sarasota

3941 Hamilton Club Circle Unit 9, Sarasota
$2,195,000
3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code
Discover an exceptional waterfront lifestyle in Hamilton Club, an intimate community on Siesta Key where coastal elegance meets the convenience of private boating. This beautifully updated 3-bedroom, 3.5-bath residence offers spacious living, thoughtful upgrades, and an outstanding location just minutes from the island’s famous beaches, dining, and entertainment. Designed with both comfort and functionality in mind, the residence features a private elevator, impact-rated windows and doors, and a private 10,000-pound boat lift, providing convenient access to Sarasota’s scenic waterways and the Gulf of Mexico. Enjoy peaceful water views from the expansive screened lanai, an inviting outdoor retreat perfect for relaxing, entertaining, or simply enjoying the coastal breeze. Inside, a spacious and well-appointed floor plan provides plenty of room for everyday living and hosting guests. Each of the three bedrooms features its own en-suite bathroom, creating comfortable private accommodations for family and visitors alike. Recent improvements bring a fresh, modern feel throughout the home, including beautifully renovated bathrooms (2022–2023), kitchen updates (2023), new wood flooring, and updated lighting. A new water softener and water pressure pump, both installed in 2025, add to the home's extensive list of improvements. Offered furnished or unfurnished, this residence provides the flexibility to move right in or create your own personalized coastal retreat. Additional community enhancements include planned landscaping improvements and exterior building painting scheduled for 2027, with both projects covered by HOA dues. Ideally situated in the heart of Siesta Key, Hamilton Club offers a rare opportunity to enjoy waterfront living with your boat just steps away, while remaining close to the powdery white sands of Siesta Beach and the vibrant restaurants, boutiques, and entertainment of Siesta Key Village. Whether you're seeking a full-time residence or a seasonal island escape, this exceptional property brings together the best of waterfront living, modern comfort, and the Siesta Key lifestyle.

3941 Hamilton Club Circle Unit 9, Sarasota

5830 Midnight Pass Road Unit 61, Sarasota
$560,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
An unrivaled BEACHFRONT lifestyle meets incredible value on Siesta Key. Positioned at a new, highly competitive price point, this fully remodeled ground-floor villa represents one of the most accessible opportunities to own directly on the Gulf of Mexico. Tucked away within the coveted Jamaica Royale community, your days here begin with gentle waves on a private sugar-white sand beach and end with spectacular, lingering island sunsets. Every inch of this 728-square-foot layout has been completely transformed to live significantly larger than a typical one-bedroom beach home. The interior boasts a beautifully redesigned kitchen featuring brand-new lower cabinetry and premium granite countertops, a fully upgraded primary bathroom, new base trim, and fresh interior doors. Absolute peace of mind is built right in with brand-new, impact-engineered doors and windows, alongside a comprehensive suite of new appliances and mechanicals—including the refrigerator, dishwasher, washer, dryer, A/C unit, and water heater. Ownership here is uniquely effortless. Quarterly dues handle the upkeep and include cable, water, and sewer for predictable, stress-free carrying costs. Unlike most beachfront communities, Jamaica Royale is proudly pet-friendly, allowing you to share the island life with your dog. Spend your afternoons lounging in a private beachside cabana, swimming in one of the three heated pools, or utilizing the beachside BBQ grills. When you're ready to explore, public transit connects you seamlessly to Siesta Village, downtown Sarasota, and Gulf Gate. Whether you are seeking a pristine personal retreat, a high-performing investment, or both, this villa is fully turnkey and ready to enjoy. Schedule your private tour today to experience this rare Gulf-front value firsthand. Incentive Note: A 1% rate reduction is available to qualified buyers who work with the seller's preferred lender.

5830 Midnight Pass Road Unit 61, Sarasota

40 Sandy Cove Road Unit 4C, Sarasota
$899,999
3 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
PRIVATE DEEDED BEACH ACCESS . . . WALK TO SIESTA KEY VILLAGE . . . TRANQUIL POND VIEWS . . . Enjoy the island lifestyle and vibrant charm of Siesta Key in this exceptional location. Tucked away on a peaceful cul-de-sac, this updated three-bedroom, two bath townhome offers a rare combination of indoor-outdoor living. At the heart of the home is an open-air atrium bringing natural light into the surrounding interiors. Imagine enjoying your morning coffee or dinner beneath the stars. The galley kitchen, opened up in 2016, connects with the courtyard and features newer appliances. Beyond the living spaces, a covered lakeside terrace offers a beautiful place to unwind, with tropical landscaping and reflections across the water. The entire upper level is devoted to the primary suite, providing a spacious retreat with a redesigned bath featuring a freestanding soaking tub and shower. Sliding glass doors from both the bedroom and bathroom open to one of many outdoor decks. Multiple balconies and a sun deck offer additional spaces to relax and enjoy the surroundings. Recent improvements include a new roof in 2025; tile flooring, a four-ton HVAC system and air handler, a water heater, and a tankless hot-water unit serving the primary bathroom. Additional updates include recently replaced upstairs windows, hurricane-rated sliding glass doors installed approximately four years ago, new toilets, and a new downstairs bath vanity. In-unit laundry, ample storage, a one-car garage, and additional parking add everyday convenience, while beautiful landscaping, outdoor uplighting and irrigation complement the outdoor setting. Sandy Cove’s private deeded beach and fishing pier bring the waterfront experience close to home, while the restaurants, boutiques, and local flavor of Siesta Key Village are an easy walk away. From quiet mornings beside the pond to evenings in the Village, this residence offers a distinctive and personal way to experience life on Siesta Key. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

40 Sandy Cove Road Unit 4C, Sarasota

5858 Midnight Pass Road Unit 11, Sarasota
$749,900
3 Beds ⋅ 3 Baths ⋅ Beachaven SubDv. ⋅ 34242 Zip Code
Turnkey, fully renovated, and steps from the sand—welcome to your beach home at Beach Haven, where exceptional finishes meet private beach access and the best of Siesta Key living! This beautifully appointed 2-story condo townhome offers 3 bed, 3 bath, approx. 1,100 sq. ft. of heated living space, plus approx. 200 sq. ft. of climate-controlled storage. Completely renovated down to the studs, Unit 11 showcases thoughtful design, notable finishes, and true pride of ownership, with attention to detail extending well beyond what meets the eye. The bright, open-concept main floor connects inviting living and dining spaces with an oversized kitchen featuring granite countertops, a striking full-height backsplash, abundant shaker cabinetry, stainless steel built-in appliances, gold hardware, and a coordinating gold-tone faucet. A generous breakfast bar with seating for 4, coastal-inspired pendant lighting, and recessed lighting create a welcoming setting for everyday living and entertaining. Large windows and sliding glass doors bring in natural light and connect the interior to the patio and landscaped courtyard. Vinyl flooring flows throughout the main and 2nd floors, complemented by a beautifully renovated main-floor powder room. Upstairs, you’ll find all 3 bedrooms, including a primary retreat with a full ensuite bath, plus an additional renovated bathroom serving the other 2 bedrooms. The comprehensive renovation includes upgraded insulation and drywall, new windows and doors, HVAC and ductwork, electrical panel and wiring, a larger water heater, and extensive plumbing replacement, including underground cast-iron waste piping to the city sewer connection. Roof-joist hurricane tie-downs and reinforcing steel wall strapping were also added. Outdoors, the expansive Caribbean shell stone patio overlooks the landscaped central courtyard and offers separate areas for dining and lounging, accent lighting, and 2 remote-controlled retractable awnings with high-wind sensors. Even the storage/utility garage reflects the same level of care, featuring climate control, epoxy flooring, thoughtful organization, and access from both the driveway and courtyard. An exterior laundry area frees up interior space, while parking for 1 vehicle adds convenience. Follow the community walkways to the private residents’ beachfront pool and private community access to Siesta Key’s sweeping sand beach and turquoise waters. From morning beach walks to spectacular sunsets, the setting captures the appeal of coastal living, with island restaurants, cafés, shops, and live music to explore around Siesta Key Village and along Midnight Pass Road. Beautifully renovated and meticulously presented, this home offers a personal beach retreat to enjoy with friends and family, or potential rental use, subject to association rules and applicable restrictions. Your slice of Siesta Key paradise awaits!

5858 Midnight Pass Road Unit 11, Sarasota

6157 Midnight Pass Road Unit E53, Sarasota
$449,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Sarasota

1313 Dockside Place Unit 120, Sarasota
$1,090,000
2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code
RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Sarasota

5174 Sandy Cove Avenue, Sarasota
$3,850,000
5 Beds ⋅ 4 Baths ⋅ Sara Sands SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Under Construction. Welcome to 5174 Sandy Cove Ave, a pinnacle of contemporary elegance nestled in the heart of Sarasota, Florida. Designed by architect Mark Sultana. This 3900 sq foot new construction home epitomizes the fusion of exquisite design and impeccable craftsmanship, promising an unparalleled sanctuary for its new owner. Positioned just minutes from Sarasota's pristine white sand beaches, dynamic city life, and a wealth of amenities, this residence seamlessly harmonizes tranquility with convenience. Its proximity to major thoroughfares, shopping districts, culinary delights, and recreational hubs ensures a lifestyle of unparalleled ease and accessibility. The expansive backyard, complete with an open pool area and 275 feet of corner canal lot, featuring a dock and 10,000 lb boat lift, offers endless opportunities for relaxation, recreation, and waterfront adventures, providing direct access to Sarasota's endless waterways. Thoughtfully designed with energy efficiency and cutting-edge smart home technology, this residence promises a lifestyle that transcends the ordinary, ensuring comfort and sophistication for generations to come. 5174 Sandy Cove Ave isn't just a home—it's a lifestyle, an embodiment of coastal living in one of Sarasota's most coveted neighborhoods. Seize the opportunity to make this exceptional property your own and embark on the ultimate Florida dream. Estimated time to complete is approximately 8 months

5174 Sandy Cove Avenue, Sarasota

420 Beach Road Unit 507, Sarasota
$1,695,000
2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code
Siesta Key Beach paradise! Wake up to Gulf breezes and end each day with a sunset on the beach from this direct beachfront condo at Siesta Gulf View. This fifth floor center unit 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened balcony, accessible from the living room, kitchen, and primary suite. This beautifully updated unit with open floor plan, newly installed 2026 air conditioner with coastal coil, reverse osmosis both refrigerator water/ice, full granite counter tops, all stainless steel appliances, shaker cabinets throughout and beach decor with Restoration hardware custom leather sectional. Primary bedroom has his/her walk in closets and built-in linen closet. This income producing TURNKEY FURNISHED with Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping., with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate Beach resort living this is a MUST SEE! Land, Site, and Tax Information

420 Beach Road Unit 507, Sarasota

1229 Moonmist Circle Unit P6, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota

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