Siesta Key Homes with Beach Front Water Frontage

Siesta Key Homes with Beach Front Water Frontage

Welcome to Siesta Key, a stunning barrier island located in Sarasota County, Florida. Known for its pristine white sandy beaches and crystal-clear waters, Siesta Key is a paradise for beach lovers and outdoor enthusiasts alike.

One of the most sought-after features of real estate in Siesta Key is the homes with beachfront and waterfront access. Imagine waking up to breathtaking views of the Gulf of Mexico or having your own private stretch of beach right at your doorstep. Homes with beachfront and waterfront frontage in Siesta Key offer the ultimate luxurious coastal living experience.

Whether you're looking for a cozy beachfront cottage, a modern waterfront villa, or a spacious oceanfront estate, Siesta Key has a diverse range of properties to suit every taste and lifestyle. From charming bungalows to luxurious waterfront mansions, the real estate market in Siesta Key has something for everyone.

In addition to its beautiful beaches and waterfront properties, Siesta Key offers a laid-back island lifestyle with a vibrant arts and culture scene, delicious dining options, and plenty of outdoor activities to enjoy. With its perfect blend of natural beauty and modern amenities, Siesta Key is a truly special place to call home.

If you're dreaming of owning a piece of paradise in Siesta Key, let us help you find the perfect beachfront or waterfront property to make your coastal living dreams a reality.

Newest Siesta Key Homes with Beach Front Water Frontage

2 Beds ⋅ 2 Baths ⋅ Beachaven SubDv. ⋅ 34242 Zip Code

Welcome to your tropical retreat at Beachaven, a highly desirable beachfront community on Siesta Key! This turnkey charming 2-bedroom, 2-full-bathroom villa spans 813 sq. ft., offering the ultimate beach escape. Nestled just steps from the pristine powdery white sands and crystal-clear waters, this villa provides unparalleled access to sun-soaked beaches and breathtaking Gulf views. Enjoy your morning coffee or unwind in the evenings on your private lanai, where you can immerse yourself in the sounds of the ocean and the vibrant coastal atmosphere. Beachaven features a heated pool overlooking the ocean, perfect for relaxing while soaking in the sun or enjoying a refreshing dip. The community boasts a unique monthly rental program, allowing you to generate rental income with minimal fees while maintaining the flexibility of using your villa as a personal getaway. This property is ideal for investors or those looking to offset ownership costs. Experience a relaxed lifestyle in this serene community, with easy access to Siesta Key Village, where you can explore boutique shops, delightful restaurants, and lively farmers markets. This villa is more than just a home; it’s a gateway to a vibrant coastal lifestyle. Don’t miss your opportunity to own a piece of paradise in this sought-after location!

5858 Midnight Pass Road Unit 13, Sarasota

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

4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT** Imagine a perfect family retreat every year for Memorial Weekend on world famous Siesta Key Beach! Why not let the Hyatt Vacation Club manage all your entertainment and luxury high-end. GULF FRONT WITH GULF VIEW accommodations! For local residents and all owners, enjoy the alternative lifestyle for two weeks a year with an additional float week. This year’s dates are May 22-May 29 and May 29 to June 5 in 2027. Enjoy the option of the Hyatt Vacation Club’s exchange program, reservation procedures, point values, and availability to change your family get-togethers! This floorplan offers a primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa. These units overlook the pool and beach; not all units do. The best part of Siesta Key is that you will not need a vehicle. Trolley, buses, golf carts are all available for Siesta Key transportation. For casual dining, fine dining, live entertainment every day, this is the destination everyone is discovering. Easy flights, easy drive! More details upon request. This is a great opportunity to act on at these exceptionally low prices!

915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota

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 generated more than $150,000 in gross rental income in 2025 and more than $160,000 in gross rental income for 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

2 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code

Virtually Staged. Some room are virtually staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico on Turtle Beach from this beautifully remodeled 2-bedroom, 2-bath beachfront condominium on the peaceful south end of Siesta Key at Turtle Beach. This End Unit provides additional natural light and privacy! Whether you're searching for a private coastal retreat or an income-producing investment, this residence offers the best of both worlds. Sunsets are stunning! Every detail has been thoughtfully updated with upscale finishes, including a designer kitchen featuring quartz countertops, stainless steel appliances, porcelain tile flooring throughout, and hurricane-impact windows for peace of mind. Both spa-inspired bathrooms boast elegant walk-in showers with frameless glass doors, while the private in-unit laundry room adds everyday convenience. Just minutes from waterfront restaurants, marinas, and all the attractions of Siesta Key, you'll enjoy the serenity of Turtle Beach while remaining close to everything the island has to offer. With an onsite management team available to assist with rentals and a highly desirable one-week minimum rental policy, owners can enjoy the condo whenever they choose while generating outstanding rental income the rest of the year. Luxury finishes, panoramic Gulf views, beachfront living, and exceptional flexibility—this is your opportunity to own a slice of paradise on Siesta Key. Custom shades have been ordered and should arrive soon!

9000 Blind Pass Road Unit B114, Sarasota

2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key’s most established beachfront communities. Whether you choose to enjoy the residence as it is, renovate it over time, or completely reimagine the interior to reflect your own style, the possibilities are nearly endless. For buyers who want a more turnkey path, a renovation package can also be made available to help transform the residence into a beautifully updated coastal home. What cannot be recreated is the setting. Whispering Sands offers approximately 800 feet of private quartz-sand beach directly on the Gulf, two heated swimming pools, a beachside Tiki Hut and grills, fitness facilities, kayak and canoe storage, shuffleboard and beautifully maintained grounds. The community continues to invest in its future, with the Clubhouse and exclusive Tower Lounge undergoing renovation and improvements throughout the property. Here, the lifestyle begins outside your door. Spend mornings along the Gulf shoreline, afternoons by the pool and evenings watching Siesta Key’s celebrated sunsets. Siesta Key Village is just moments away, putting restaurants, boutiques, entertainment and island life within easy reach. Make it your own, renovate it with our available design and renovation package, or explore its rental possibilities subject to association requirements. The location is already extraordinary. The next chapter is yours to create.

19 Whispering Sands Drive Unit 201, Sarasota

2 Beds ⋅ 2 Baths ⋅ Our House At The Bch SubDv. ⋅ 34242 Zip Code

**PANORAMIC GULF VIEWS**TURNKEY FURNISHED**STEPS FROM SIESTA KEY BEACH**A HISTORY OF STRONG RENTAL NUMBERS** Wake up to breathtaking panoramic views of the Gulf of Mexico and distant Sarasota skyline from this spacious sixth-floor, two-bedroom, two-bath condominium located directly across the street from world-famous Siesta Key Beach. Offered turnkey furnished, this exceptional vacation property is ready for immediate personal enjoyment or continued use as a rental investment. The spacious primary bedroom features a king-size bed, while the second bedroom comfortably accommodates guests with two queen-size beds. Enjoy spectacular sunsets, city skyline and coastal breezes from two large terraces, or relax in the quiet privacy of this intimate community with just the right amount of amenities. This unit also includes a rare under-building assigned parking space, one of only eight located under the building. Enjoy a quick walk to the beach, or cool off in the community pool! On-site gas grills and two tennis courts are also available for your enjoyment! The location is truly exceptional. Siesta Key Beach is renowned for its powdery white quartz sand and is consistently recognized among the nation’s finest beaches. The public beach area offers lifeguards, restrooms, concessions and beach amenities, making it especially appealing to families and vacationers. Inside, the residence is thoughtfully furnished and equipped for comfortable coastal living, continued rental income or a combination of both! The condo was extensively remodeled and has been enjoyed as a popular vacation destination. New impact windows and sliders give you the peace of mind and protect your investment. High-end finishes, stunning views and an inside laundry closet make this a guest favorite. Recent upgrades include impact windows and doors (2026), HVAC (2023), Water Heater (2026), Electrical Panel (2025) Beyond the beach, you’re just a short walk, bike ride or drive from Siesta Key Village, where you’ll find an array of restaurants, bars, shops and entertainment. Whether you’re looking for a personal beach retreat, a vacation home, or an income-producing investment, this turnkey Siesta Key condo offers an outstanding combination of location, Gulf views, privacy, covered parking and proven rental potential. Bring your suitcase and start enjoying the Siesta Key lifestyle! Very strong rental numbers - ask agent for more details. 2027 high season bookings are already in place!

1055 Beach Road Unit B602, Sarasota

1 Beds ⋅ 1 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code

Siesta Sands allows weekly rentals and offers the convenience of an established on-site rental office to manage the condominium when not being enjoyed for personal use. Offered furnished, Unit 310 has a strong rental history with future bookings already in place, offering a turnkey opportunity to enjoy your own Siesta Key retreat while benefiting from rental income when you are away. Located directly on the beach at the southern end of Crescent Beach, Unit 310 is situated on the third floor and features a private balcony overlooking the beach, with sweeping Gulf views, tropical breezes, and unforgettable sunsets year-round. Residents of Siesta Sands enjoy an impressive array of resort-style amenities, including beach service with lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room, and the serene Bamboo Lounge. With just 31 units, this gated beachfront community offers a private and secluded setting with exclusive access to beautiful Crescent Beach, all just steps from the shops, restaurants, and conveniences of Siesta Key's South Village.

1001 Point Of Rocks Road Unit 310, Sarasota

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium complex. If you are looking for a great investment or the perfect place to call home, look no further. Located in the heart of Siesta Key, completely drenched in the riches of beach living. Your new condominium is an END UNIT. Light and Bright with outstanding storybook views of Gulf & Bay community and your new condo is all updated inside. From the kitchen, bathrooms, plantation shutters, crown molding and more. Wi-Fi, thermostat keyless entry! Your new condominium will be sold turnkey furnished, nothing to do except move in. Open floor plan great for entertaining. A super beverage cooler has been installed in the kitchen. You will find pull-outs and soft close doors & drawers. Two full sized beds in the guest room, and the main suite has gulf views, double vanities for convenience. Both bathrooms have walk-in showers. This is a split plan as well. What I really want you to see are the community grounds… the condo is fabulous, and this community is spectacular!!! You can search the state of Florida... no other community can compare itself to Gulf & Bay. Plus, END UNIT condos are the best - nothing compares to having an END UNIT. Gulf & Bay has 2 pools, new fitness center just steps away from the elevator plus saunas, tennis & PICKLEBALL courts, basketball, electric car charging stations, clubhouse, indoor hot tub. Another cool item is the complex is mapped out with its own app. Owners can easily navigate in and out of the grounds with your phone. No more fobs. Gulf & Bay is great for rental income. If you want rental income, this condo has it for 2027. Rentals must be a 30-day minimum 12 times a year. I know it just got better, right? Want to head to the village? Just hop on the free trolley out of the gates and head to the village for dinner and shopping. The condo is easy to show. Don’t miss seeing this community and condominium… the search is over... get here before this opportunity is gone! here are the dates booked for this coming season! Feb 1, 2027-Feb 28, 2027 27 nights $8,913.00 Mar 1, 2027-Mar 29, 2027 28 nights $10,052.00 Jan 1, 2027-Jan 31, 2027 30 nights $6,760.10 _____________ $25,725.10 As of 8-10-2026

5770 Midnight Pass Road Unit 301, Sarasota

6 Beds ⋅ 6 Baths ⋅ 0222 Beach Rd SubDv. ⋅ 34242 Zip Code

Six fully renovated, individually rentable units come together in this turnkey Siesta Key investment property, currently operating as an established vacation rental just steps from the world-famous shores of Siesta Key Beach. Offered fully furnished, the property presents a unique opportunity to acquire an established income-producing property with six private one-bedroom, one-bath units in one of the island’s most desirable locations. Each unit features a full kitchen, open-concept living and dining area, spacious king bedroom, and stylish coastal finishes. Completely renovated throughout, the property offers bright, inviting interiors with beautifully appointed kitchens and baths and a cohesive design across all six units. At the heart of the property, a beautifully landscaped brick-paver courtyard provides an inviting shared outdoor space with lounge areas, outdoor dining, gas grills, and lush tropical landscaping. Onsite laundry and designated parking add further convenience for owners and visitors alike. The location further enhances the property’s rental appeal, with Siesta Key Beach just steps away and Siesta Key Village within walking distance. Visitors can easily enjoy award-winning beaches, locally owned restaurants, boutique shopping, live entertainment, and everything that makes Siesta Key one of the Gulf Coast’s premier destinations. Combining six renovated and furnished units, an established vacation rental operation, and an exceptional location near both the beach and Village, this property offers a compelling opportunity for investors seeking a turnkey income-producing property on Siesta Key. Rental performance history, income, and rental data are available.

104 Avenida Veneccia Unit 171, Sarasota

5 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with new finishes, designer upgrades, and premium appliances throughout, the home also enjoys glimpses of the ocean water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage, and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, complete with premium Sub-Zero refrigeration, professional-grade gas appliances, custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together. Photos and renderings may include virtual staging and virtual enhancements intended to illustrate the property's anticipated completion and design.

604 Norsota Way, Sarasota

2 Beds ⋅ 2 Baths ⋅ Siesta Gulf View SubDv. ⋅ 34242 Zip Code

Virtually Staged. Rarely available 5th-floor residence in Siesta Gulf View’s coveted 08 stack. This exceptional beach retreat showcases an extended wrap balcony with unobstructed west and south panoramic views of Siesta Key’s white-sand beaches and glowing Gulf sunsets. Bathed in natural light, the spacious split-bedroom layout offers walk-in closets in both bedrooms, motorized storm shutters, an interior laundry room, and abundant flexibility to create a tailored coastal home—reimagine the breakfast nook as a den or keep the expansive office area. Offered for the first time in nearly 30 years, this is a rare opportunity to personalize a premier view property. Enjoy deeded beach access via the private community boardwalk, along with a pool, tennis, pickleball, fitness room, clubhouse with meeting room and kitchen, and beachside grilling and seating area—all within Siesta Gulf View’s intimate 59-residence setting, just two blocks to famous Siesta Key Village.

420 Beach Road Unit 508, Sarasota

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