Siesta Key Homes with Beach Access Water Frontage

Siesta Key Homes with Beach Access Water Frontage

Welcome to Siesta Key, Florida, a jewel nestled in Sarasota County that boasts some of the most stunning beaches in the world. Known for its powdery white sands and crystal-clear waters, Siesta Key is not just a vacation destination; it's a vibrant community where coastal living meets a relaxed, laid-back lifestyle.

Siesta Key is famous for its beautiful beaches, particularly Siesta Beach, which has been consistently ranked among the best in the United States. Here, residents and visitors alike can bask in the sun, enjoy water sports, or take leisurely strolls along the shore. The island is also home to a charming village filled with boutique shops, delightful restaurants, and lively nightlife, making it an ideal place for both relaxation and entertainment.

For those seeking a home that captures the essence of coastal living, Siesta Key offers a range of properties with beach access and waterfrontage. Imagine waking up to the sound of gentle waves lapping against the shore, stepping out onto your private deck, and enjoying breathtaking sunsets over the Gulf of Mexico. Homes in this area often feature luxurious amenities, spacious layouts, and stunning views, providing the perfect backdrop for your beachside lifestyle.

Whether you're looking for a cozy cottage or a sprawling beachfront estate, Siesta Key's real estate market has something for everyone. Embrace the unique charm of this coastal paradise, where every day feels like a vacation, and make your dream of waterfront living a reality in this idyllic Florida haven.

Newest Siesta Key Homes with Beach Access Water Frontage

$3,995,000
4 Beds 3 Baths Ten35 Seaside SubDv. 34242 Zip Code
Welcome to Ten35 Seaside Drive, a newer mid-rise community at the south end of world-renowned Siesta Key Beach, where turquoise Gulf waters meet pristine quartz sand. Ten35 Seaside elevates island living with luxurious residences designed to highlight the area’s natural beauty. Gulf-view residence 502 offers four bedrooms, three baths, and 2,385 square feet of thoughtfully designed living space. Floor-to-ceiling glass, an open-concept interior, and expansive terraces frame sweeping views of the sea, sand, and sky. Refined finishes include porcelain tile floors, premium cabinetry, top-of-the-line appliances, and a spacious primary suite with a spa-inspired bath. The main terrace is ideal for enjoying spectacular sunsets, while a second terrace off the en-suite guest bedroom captures beautiful sunrises. The kitchen features solid-wood cabinetry, Wolf and Sub-Zero appliances, a gas cooktop, and a wine refrigerator. Additional highlights include solid-core entry and interior doors; floor-to-ceiling, hurricane-resistant balcony doors with laminated solar-tinted glass; sound-reducing laminated windows with solar-tinted glass; a recirculating hot-water system; high-efficiency heating and air conditioning; stained tongue-and-groove cypress terrace ceilings; tiled terrace floors; and two covered parking spaces.Ten35 Seaside offers amenities that complement its beachfront setting, including a swimming pool and spa, fire pit, beach lounge chairs and umbrellas, kayaks, paddleboards, concierge-arranged water activities, fitness center, and Gulf-front barbecue area. Daily beach chairs and umbrellas are also available. Residence 502 presents a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach, one of Florida’s most desirable vacation-rental destinations. The residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue while eliminating the setup time and day-to-day demands of vacation-rental ownership. Marketing, guest services, housekeeping, and operations are managed on-site, allowing owners to earn income while reserving time for personal use. Rental terms permit one-week minimum stays during the off-season and two-week minimum stays during peak season, balancing revenue potential with property preservation. Just moments from the dining and shopping of Siesta Key’s South Village, the property consistently attracts repeat visitors, supporting strong occupancy. Whether you are expanding an investment portfolio, completing a 1031 exchange, or seeking a vacation home that can offset ownership costs, Residence 502 offers a rare combination: a Gulf-front location, professional management, and rental income from day one. A must-see opportunity.

1035 Seaside Drive Unit 502, Sarasota

$670,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Live the Siesta Key lifestyle! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect combination of island living, rental potential, and resort-style amenities. Ideally situated in the desirable Gulf-side community of Peppertree, this second-floor residence is just a short stroll from the tennis and pickleball courts, heated pools, and Siesta Key’s private-access beach. From the moment you arrive, you’ll appreciate the peaceful setting and tranquil views overlooking one of Peppertree’s picturesque ponds. The condo has been thoughtfully updated with all new impact windows, renovated kitchen and bathrooms, and updated flooring, creating a comfortable and inviting beach retreat. The spacious primary bedroom easily accommodates a king-size bed and features a walk-in closet. The home is offered turnkey furnished, making it ready to enjoy immediately or continue as a seasonal rental. It has consistently generated rental income during peak season, while also providing the flexibility to enjoy it personally during the off-season. Additional features include a full-size washer and dryer, newer A/C installed in 2019, a private storage unit conveniently located just outside the back patio, and a dedicated parking space. Peppertree is truly a destination within Siesta Key, offering direct Gulf-to-Bay access, a private fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ grills throughout the community, beach chairs, car wash areas, and on-site management with a rental program. High and dry with no storm damage, this exceptional condo offers the opportunity to own your own piece of paradise on world-famous Siesta Key. Whether you’re looking for a personal beach getaway, an investment property, or the best of both, this inviting Peppertree residence is ready to welcome you home.

1130 W Peppertree Lane Unit 118, Sarasota

$625,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
SUNSETS, SUNSETS, SUNSETS! Experience the Siesta Key lifestyle in this turnkey furnished 5th-floor residence located in the highly desirable Peppertree Bay community. Situated on the Bayside, this 2-bedroom, 2-bath condo offers panoramic views of Siesta Key and spectacular Florida sunsets, along with private deeded beach access just across the property. Tile flooring flows throughout the residence, while the custom kitchen features granite countertops, a tile backsplash, abundant cabinetry, and brand-new stainless steel appliances. The open-concept dining and living areas extend into the enclosed lanai, creating additional space to relax, entertain, and enjoy the beautiful views. Additional features include a newer (2024) HVAC system, a new 80 gallon hot water heater, an in-unit washer and dryer, generous storage, and convenient under-building parking. Offered turnkey furnished, this residence is ready to enjoy from day one. Peppertree Bay is a sought-after Gulf-to-Bay community offering an exceptional array of amenities, including private deeded beach access, two heated swimming pools, two clubhouses with full kitchens, tennis and pickleball courts, a fitness center, fishing pier, BBQ grills, picnic areas, and an active social calendar in season. Ideally located on Siesta Key with easy access to Siesta Key Village, enjoy nearby dining, shopping, live entertainment, and everything Sarasota offers. Whether you're searching for a full-time residence, seasonal retreat, or investment property, this condo delivers the location, amenities, and lifestyle that make Siesta Key so desirable.

1200 E Peppertree Lane Unit 505, Sarasota

$1,400,000
3 Beds 2 Baths Casarina SubDv. 34242 Zip Code
A TRUE 3-bedroom condo residence in desirable Casarina, a premier building positioned directly on the quartz white sands of #1 Siesta Key beach and the Gulf of Mexico. Step into this beautiful spacious residence and experience the flow of this open floor plan conducive to daily living, entertaining and accommodating family and friends. Sold turnkey furnished, this residence boasts impact windows & sliders providing security and protection, large ceramic floor tile throughout perfect for beach living and rich new carpet in the primary bedroom. The updated kitchen is stunning boasting neutral cabinetry, quartz countertops, stainless Jenn-Air appliances, Fisher & Paykel double dishwasher, quartzite island & breakfast bar, instant hot water faucet & 3 spacious pantries. The primary bathroom was updated in 2026 with quartzite countertops and upgraded dual vanities. Custom wood closet organizers are featured in all the bedrooms and an electric fireplace in the living room. The A/C was replaced in 2025, tankless water heater in 2023 and new screened lanai. Casarina is a secure building which has just undergone a complete building renovation & infrastructure. It offers an onsite manager and is fully funded with a 10-year capital plan and no special assessments. Besides the powder-white sand beach, experience tropical living on 7 acres of refreshed lush Florida landscaping, large refurbished heated pool and spa, cabana with outdoor kitchen & dining area, new poolside pergola with seating, 2 grilling areas, sunset decks, gas firepit with Adirondack chairs, resurfaced & lighted tennis court, 2 pickle ball courts, basketball hoop, fitness center, and social room/library. This condo offers secure under-building garage parking with an adjacent storage closet #5. The building renovation & infrastructure within the past two years includes a new reengineered resilient roof, new electrical and fire alarm systems elevated to the 2nd floor, new raised backup generator, new secured A/C units, multiple custom flood-prevention panels/dams, new ground water pump infrastructure, relined plumbing pipes, and refurbished elevators. Minutes to Siesta Village, shopping, restaurants and the culture of downtown Sarasota! So come on down and enjoy Florida living!

5880 Midnight Pass Road Unit 307, Sarasota

$22,000,000
6 Beds 8 Baths Siesta Properties Inc SubDv. 34242 Zip Code
Pre-Construction. To be built. Architectural Rendering Of What Could Be Built Are For Planning Purposes Only. An Extraordinary Gulf-Front Estate Opportunity! There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most celebrated beaches. With expansive frontage and generous dimensions, the property invites limitless architectural possibilities—from a contemporary coastal masterpiece to a timeless estate designed for generations to enjoy. Located within the prestigious Sanderling Club, this exceptional property enjoys the distinction of being part of Siesta Key's only private, gated Gulf-front community with 24-hour manned security. Originally envisioned by renowned Architect Paul Rudolph, Sarasota School of Architecture, Sanderling Club has long been recognized as one of Sarasota's most coveted residential enclaves, where privacy, natural beauty, and architectural excellence come together in a setting unlike any other on Florida's Gulf Coast. Residents enjoy an exclusive collection of amenities, including a private beachfront clubhouse overlooking the Gulf, tennis and pickleball courts, a marina with boating access to Sarasota Bay, scenic nature canopy roads , and beautifully maintained grounds that preserve the community's tranquil coastal character. The neighborhood's low density and commitment to preserving its natural environment have made Sanderling Club one of the region's most enduring luxury addresses. Beyond the gates, Siesta Key offers an internationally acclaimed lifestyle defined by its powder-soft quartz beaches, turquoise Gulf waters, and relaxed sophistication. From waterfront dining and boutique shopping in Siesta Key Village to boating, paddleboarding, fishing, and endless days on the water, the island offers an effortless blend of recreation and refinement. Just minutes away, downtown Sarasota provides a vibrant cultural scene that rivals much larger metropolitan destinations. Residents enjoy world-class performing arts, acclaimed restaurants, private clubs, championship golf, luxury shopping, art galleries, marinas, and exceptional healthcare. From evenings at the Sarasota Opera or the Van Wezel Performing Arts Hall to waterfront dining at Marina Jack and shopping at St. Armands Circle, Sarasota continues to rank among the nation's premier luxury lifestyle destinations. Large Gulf-front homesites of this caliber have become exceedingly rare. Combining nearly an acre of buildable beachfront, extraordinary privacy, direct Gulf frontage, and the prestige of Sanderling Club, 7740 Sanderling Road represents an opportunity to create an iconic waterfront estate in one of the most desirable addresses on Florida's Gulf Coast. This is more than a homesite—it is the foundation for a legacy.

7740 Sanderling Road, Sarasota

$625,000
2 Beds 2 Baths Tortuga SubDv. 34242 Zip Code
Embrace the Siesta Key lifestyle at Tortuga Beach Club! This spacious 2-bedroom, 2-bath residence offers 1,650 square feet of living space in an intimate 77-unit Gulf-front community on the desirable south end of Siesta Key. From relaxing days along the private beachfront to unforgettable sunsets over the Gulf of Mexico, Tortuga offers the coastal lifestyle you've been dreaming of. Step inside and discover a light and inviting split-bedroom floor plan with an enclosed lanai that extends the living space and provides the perfect spot to relax and unwind. The spacious kitchen features wood cabinetry, granite countertops, abundant storage and a convenient pass-through breakfast bar overlooking the living area. A separate dining room just off the kitchen provides additional space for entertaining family and friends. The primary suite offers generous closet space, with the washer and dryer conveniently located within the primary closet. A new A/C system adds comfort and peace of mind. Tortuga Beach Club offers an impressive array of amenities designed for enjoying the best of island living. Spend your days on the private Gulf-front beach, take a swim in the heated indoor/outdoor community pool, relax in the sauna, or gather with friends on the sun deck featuring grills and seating areas. The community clubhouse offers a kitchen, library and entertainment space, while tennis and pickleball courts are conveniently located across Midnight Pass Road. Boating enthusiasts will appreciate access to boat slips across the street on the bay, with slips currently available for annual rental by application. A community laundry facility provides additional convenience when needed. The residence also includes covered parking conveniently located near the building entrance and elevator, making loading and unloading a breeze. The location completes the package! Enjoy close proximity to Turtle Beach, where you can spend the day along the shoreline, launch a kayak or simply soak up the laid-back atmosphere of south Siesta Key. You're also near some of the island's favorite dining destinations, including Ophelia's on the Bay, Turtles Restaurant and other nearby waterfront and casual dining options. Siesta Key Village, shopping, entertainment and the world-famous quartz sands of Siesta Beach are just a drive up the island. Whether you're searching for a full-time island residence or your own Siesta Key getaway, this spacious Tortuga Beach Club condominium brings together private Gulf-front beach access, boating, resort-style amenities and an exceptional south Siesta Key location. Spend your days enjoying the water and your evenings watching spectacular Gulf sunsets this is Siesta Key living at its best!

8710 Midnight Pass Road Unit 203B, Sarasota

$674,900
2 Beds 2 Baths Sea Village SubDv. 34242 Zip Code
Views, views, and more views. Stunning FULL GULF views, dolphin views, manatee views, pelican views, eagle views, pool views and spectacular sunset views that will take your breath away! If a picture is worth a thousand words, this turnkey furnished Sea Village Ocean Blvd beauty will write a book with it's truly one of a kind ocean views! Experience the top finishes, including plantation shutters, this built for entertaining oasis has to showcase. This ground floor, end unit has in-unit washer/dryer, designated covered parking right in front of the unit, and is conveniently located right beside the mail room which also houses the units very own storage locker. Once inside you'll notice low maintenance, durable travertine tile throughout and beautiful crown molding. The kitchen is a dream for the chef in the family with KitchenAide appliances, and an abundance of space on high-end "titanium" granite countertops & backsplash, and a nice sized pantry. While standing at the kitchen sink, soak up the sea views, while grabbing instant hot water for a cup of tea or filling your water bottle with filtered water at the touch of a finger. The under cabinet lighting gives the ambiance of inviting warmth that says "home"! The family room has two matching sofas, one is a sleeper sofa. You can sit in the family room or at the dining room table and be in awe of the sunsets! Both the primary bedroom and second bedroom have two closets. The second bedroom is equipped with a "guest chest" which is a storage cabinet that doubles as a bed. Enjoy the 2 nicely equipped bathrooms, featuring dual sinks in the primary bath and a tub/shower to soak your cares away or a walk in shower in the hall bath, each with Kohler fixtures. Step out through the newly installed hurricane impact sliding doors onto your travertine tiled lanai. A few more steps to enjoy one of two newly updated pools, and a few more steps and you are standing on the newly installed fishing pier, where you can watch wild life for hours... dolphins, manatee, eagles, osprey, pelicans, and much more! Cap off your day with the storybook sunset! Sea Village on Ocean Blvd is on the north side of Siesta Key, only 1 mile from The Village shopping, restaurants, and nightlife, and is unlike any other place! New water heater '24, all new kitchen appliances '25, instant hot water & filtered water '25, HVAC & Hurricane Impact Sliding doors '26

4660 Ocean Boulevard Unit F1, Sarasota

$575,000
2 Beds 2 Baths Midnight Cove Ii SubDv. 34242 Zip Code
Welcome to this gorgeous WATER FRONT condo in desirable Midnight Cove II on beautiful Siesta Key! This coastal designed, TURNKEY furnished 2 bedroom beauty is move-in ready.. just bring your bathing suit and a toothbrush and you are off to the beach with its deeded beach access or hop on your boat , (docks subject to availability to rent for 100.00 a week) just steps away! Huge glass sliding doors open to the screened and tiled lanai with a stunning and expansive view of the inter-coastal waterway and south bridge. It's your private birds eye view to watch boats, dolphins, birds and all the abundant nature in your own little piece of paradise! Kitchen is updated and charming with granite counters, soft close cabinets and drawers, a coffee bar and eat-on counter, all open to the tropical views and updated tiled living areas. Bathrooms are stylish with a newly tiled walk-in shower and raised vanities. Condo has a convenient laundry closet with washer and dryer, and an outside storage closet with plenty of room for your sports equipment and beach toys. If you are looking for a rental investment, it may be leased on a weekly basis and offers an onsite management company. The amenities are top-notch and include a heated pool, clubhouse, deeded beach access, direct inter-coastal waterway access, fishing, boat docks, basketball court, tennis/pickle ball courts, grilling areas, and kayak storage. New roof 2025. Location of Midnight Cove II is sought after...walking distance to the local market, famed restaurants and bars, and shopping. Also it's close to pop over the bridge to the mainland to enjoy the arts scene, downtown and all Sarasota has to offer! Or... jump on the free trolley.. access just outside of the community and it takes you to the bustle of the Siesta Village or to the South end of the island to Turtle Beach! So much to explore and enjoy in your new Siesta Key home! ISLAND LIFE at it's FINEST!

1900 Cove Ii Place Unit 127, Sarasota

$1,795,000
2 Beds 2 Baths Crystal Sands SubDv. 34242 Zip Code
From its elevated eighth-floor setting at Crystal Sands, this turnkey-furnished residence captures an extraordinary panorama of the Gulf of Mexico and Siesta Key’s renowned white-sand shoreline. Completely renovated in 2022, this two-bedroom beachfront retreat pairs sophisticated coastal interiors with an expansive screened Gulf-front terrace, storm-rated windows and sliding glass doors, and an impressive rental history—all within one of Siesta Key’s most recognizable beachfront communities. Beyond its appeal as a personal beachfront escape, #809 offers an established rental history. The residence averages more than $80,000 in annual gross rental income (2024 – 2026), with bookings extending through year-end, offering a compelling opportunity for buyers seeking to combine personal enjoyment with income potential. Inside, the 1,271-square-foot residence has been thoughtfully reimagined with a fresh coastal aesthetic, luxury vinyl wood-plank flooring throughout, custom architectural ceiling treatments, and an open floor plan that keeps the Gulf firmly in view. The designer kitchen is both polished and functional, featuring granite countertops, custom Shaker-style cabinetry, stainless steel appliances, and a refrigerator cleverly concealed behind coordinating custom cabinet panels. The kitchen opens naturally to the dining area, where a built-in banquette creates an inviting gathering space beneath a dramatic coffered ceiling accented by designer lighting and naturally stained solid-wood beams. Beyond, the Gulf-front living room is framed by walls of glass, drawing your eye directly toward the water and opening to the screened terrace. The terrace is where the Siesta Key lifestyle truly takes center stage. Stretching across the Gulf-facing side of the residence, this generous outdoor living space provides a front-row seat to turquoise water, passing boats, and spectacular Gulf sunsets. A desirable split-bedroom floor plan provides privacy for owners and guests, with both bedrooms positioned to enjoy Gulf views and direct access to the screened terrace. Each bedroom also features a walk-in closet with built-in organization. The primary suite is complemented by a beautifully renovated en-suite bath with dual sinks, granite countertops, extensive built-in linen storage, and an oversized walk-in shower with bench seating. The second bath is also well appointed with newer cabinetry, stone counters and a tub/shower combination. Crystal Sands is an iconic Siesta Key beachfront community distinguished by its classic architectural presence and exceptional location directly on the Gulf of Mexico. Residents and guests enjoy a heated community pool, gated entry, elevators, recreation facilities, covered and guest parking, and direct access to the beach and Gulf. The residence also includes one covered carport space. And when you are ready to venture beyond the beach, some of Siesta Key’s favorite destinations are close at hand. Head north to Siesta Key Village for its lively collection of restaurants, boutiques, cafés, and nightlife, or south toward Crescent Beach, Point of Rocks, and the restaurants and conveniences surrounding Stickney Point Road. The Siesta Key trolley makes exploring the island especially easy, with service along the Key connecting beaches, dining, shopping, and Siesta Key Village.

6300 Midnight Pass Road Unit 809, Sarasota

Start Your Search