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$580,000
2 Beds ⋅ 2 Baths ⋅ A4704350 MLS ⋅ 4 BLDG.
Welcome to your Siesta Key getaway at Midnight Cove II! This desirable first-floor condominium offers a wonderful combination of coastal living, resort-style amenities, and investment potential. Conveniently located close to the heated community pool, the unit enjoys a peaceful canal view and easy access to all that this popular Siesta Key community has to offer. Midnight Cove II is a sought-after bayside community with weekly rentals allowed, making this an attractive opportunity for those seeking a vacation home, investment property, or both. The community offers on-site management and a rental office, providing convenience for owners who want professional support while maximizing their time enjoying the island. Residents and guests can take advantage of an impressive array of amenities, including a heated swimming pool, fitness center, tennis courts, and pickleball courts. The community also provides easy access to the beautiful beaches of Siesta Key, where you can enjoy the area's famous white quartz sand and spectacular Gulf sunsets. Whether you're looking for a place to escape to, a property to generate rental income, or your own piece of paradise on Siesta Key, this first-floor condo at Midnight Cove II is an opportunity worth seeing. Property Highlights First-floor location Beautiful canal view Conveniently located near the heated pool Weekly rentals allowed On-site management On-site rental office Heated community pool Fitness center Tennis courts Pickleball courts Desirable Siesta Key location Excellent vacation-home or investment opportunity Live the Siesta Key lifestyle and enjoy the flexibility of owning a property where you can relax, play, and potentially generate rental income.

1600 Cove Ii Place Unit 412, Siesta Key
$580,000
2 Beds ⋅ 2 Baths ⋅ A4684669 MLS ⋅ J2 BLDG.
This newly listed condominium presents a distinguished opportunity to own a fully furnished residence directly across the street from the number one ranked beach in the world. Situated across the street from Siesta Key public beach, this property offers an exceptional blend of coastal elegance and investment potential. The two-bedroom, two-bathroom split floor plan provides both privacy and functionality, complemented by easy-to-maintain tile flooring throughout. The screened lanai serves as the true centerpiece, offering breathtaking westerly sunset views over the beach and the heated community pool below, maintained at a comfortable eighty-five degrees for year-round enjoyment. For those seeking rental income, this property is ideally positioned within an established monthly rental program. Its remarkable proximity to the beach, dining, and shopping in both the North and South Siesta Villages makes it a consistently sought-after destination for vacationers throughout the year. The surrounding environment is nothing short of extraordinary. A short stroll leads to the pavilion and the warm, crystal-clear waters of the Gulf of Mexico. Nearby Phillippi Estate Park offers additional green space, while Morton's Siesta Market provides convenient grocery access just minutes away. Community amenities further elevate the ownership experience, including a full kitchen in the community room for entertaining, saunas in the common areas, gas grills in the pool area, and one covered assigned parking space. This meticulously maintained complex reflects genuine pride of ownership at every turn. Whether envisioned as a personal beach retreat or a productive investment property, this residence warrants your immediate attention. Schedule a private showing today.

5600 Beach Way Drive Unit 210, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ A4703783 MLS ⋅ Bldg 1 BLDG.
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, Siesta Key
$575,000
2 Beds ⋅ 1 Baths ⋅ A4703083 MLS
Virtually Staged. Look no further! This beautifully renovated 2-bedroom, 1-bath standalone villa is located on the Gulf side of Siesta Key in Casa Blanca, just yards from the world-famous quartz sand beach. Renovation was completed in August 2026 and is equipped with brand-new hurricane-rated windows and doors, new HVAC system, and new water heater. The villa features porcelain tile throughout, stunning Taj Mahal quartzite countertops, light natural maple cabinetry, stylish matte-black hardware, and all-new kitchen appliances. The bathroom continues the elevated design with matching quartzite surfaces and a striking walk-in shower. Ceiling fans with dimmable lighting are found in the bedrooms, living room, and lanai, while plantation shutters add a refined, upscale finish to the living and kitchen areas. This unfurnished, villa provides a blank canvas ready for your personal touches and style. Casa Blanca offers exceptional amenities including a private beach, heated pool, renovated recreation room, and vacation rental program, making this an excellent choice for a vacation retreat, investment property, or both. With the beach just yards away and Siesta Key Village only minutes from your door, you’ll enjoy effortless access to restaurants, shops, entertainment, and convenient trolley service located right out front. A beautiful beach villa in an unbeatable location—Don’t let this one get away!

6154 Midnight Pass Road Unit VILLA4C, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ A4693969 MLS ⋅ C BLDG.
Welcome to Vista Hermosa! Full remodeled, 2-bedroom, 2-bathroom condo located directly across the street from the world-renowned Crescent Beach on Siesta Key. This second-floor unit (with elevator access) showcases an extensive list of high-end upgrades and thoughtful renovations that make it stand out above the rest. Step inside to find an impact-rated thermal glass door, porcelain tile in the bathrooms, fresh paint, flat ceilings, LED lighting, and luxury waterproof vinyl flooring throughout. The kitchen has been completely redesigned with solid wood, soft-close cabinetry, quartz countertops, a recessed black sink, designer switch plates, and a coordinated Samsung stainless steel appliance package. A center island with drawers offers added prep space and storage, while the commercial hood above the stove, sleek under-cabinet lighting, and modern fixtures complete the contemporary look. Both bathrooms have been remodeled with tiled showers, new vanities, updated fixtures, new Panasonic fans, and a Kohler toilet. Other improvements include new baseboards, upgraded outlets, partial new ductwork, a newer HVAC system , and three impact-rated windows. The bedrooms also feature elegant crown molding, adding a refined touch to these relaxing retreats. This condo makes for an ideal Siesta Key beach home with incredible accessibility to everything you could want including popular shops, restaurants, and the white sand shoreline just steps away. It’s also a fantastic investment opportunity, offering a worry-free experience with no storm damage, on-site management, and covered parking. Enjoy peace of mind, style, and a walkable coastal lifestyle in this beautifully finished condo in one of Siesta Key’s most desirable communities.

116 Vista Hermosa Circle Unit 204C, Siesta Key
$575,000
2 Beds ⋅ 1 Baths ⋅ A4677981 MLS ⋅ Bldg C BLDG.
An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

915 Beach Road Unit 216, Siesta Key
$575,000
2 Beds ⋅ 1 Baths ⋅ TB8422646 MLS ⋅ 925 BLDG.
Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

925 Beach Road Unit 310, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ A4661131 MLS ⋅ Na BLDG.
ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8779 Midnight Pass Road Unit 401H, Siesta Key
$575,000
2 Beds ⋅ 2 Baths ⋅ A4654536 MLS ⋅ 5660 BLDG.
SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.

5600 Beach Way Drive Unit 201, Siesta Key
$569,000
2 Beds ⋅ 2 Baths ⋅ A4698372 MLS
A Wonderful, Beachside Opportunity Awaits in Vista Hermosa! Discover the ultimate turnkey coastal lifestyle with this newly renovated, beautifully furnished 2-bedroom, 2-bathroom villa condominium (furnishings included). Step inside to find stunning beach-oriented finishes, brand-new ceramic plank flooring, new appliances, and modern cabinets and countertops. Perfectly positioned within easy walking distance of both Crescent Beach and the world-famous Siesta Key Beach, this home lets you spend your days playing in the sand and surf and your evenings soaking in dramatic, world-class sunsets. After a long day in the sun, relax in the sparkling Vista Hermosa community pool. This villa offers premium convenience with an attached carport and a well-sized private laundry room that doubles as excellent storage for your beach chairs, toys, and fishing gear. Step outside for a brief walk to shopping and popular beach-themed restaurants, including the Daiquiri Deck and Captain Curt's. Want to explore further? Hop on the free Siesta Islander trolley for an easy ride up to Siesta Village to enjoy its endless souvenir shops and diverse breakfast, lunch, and dinner dining options. Whether you are seeking a permanent tropical retreat or a lucrative island getaway, this gorgeous villa offers the absolute best of Siesta Key living!

161 Vista Hermosa Circle Unit 26A, Siesta Key
$558,000
1 Beds ⋅ 1 Baths ⋅ A4695273 MLS
Welcome to your own slice of paradise at Jamaica Royale, located directly on the world-famous shores of Siesta Key Beach. This beautifully remodeled one-bedroom, one-bath condominium, complete with a queen sleeper sofa, and a twin sleeper sofa, offers the perfect combination of coastal sophistication and exceptional rental income potential. Thoughtfully updated throughout, the stunning kitchen features elegant quartz countertops, custom wood cabinetry, stainless steel appliances, and a convenient laundry closet with a stackable washer and dryer—ideal for effortless beachside living and entertaining. The spa-inspired bathroom showcases designer finishes, including a custom-tiled shower and sleek quartz top vanity. Designed with both comfort and style in mind, the open and inviting floor plan is offered fully furnished and turnkey, allowing you to begin enjoying the Siesta Key lifestyle immediately. Whether you're seeking a personal beachfront getaway, an investment property, or both, this residence delivers. Jamaica Royale is one of Siesta Key's most sought-after beachfront communities, offering flexible one-week minimum rentals, making it highly attractive to vacationers and investors alike. Residents and guests enjoy 3 heated community pools, designated BBQ areas, a shuffleboard court and approximately 300 feet of private beachfront, with direct access to the Gulf of Mexico's crystal-clear waters and powder-soft quartz sand. Perfectly positioned just minutes from Siesta Key Village, you'll enjoy easy access to award-winning restaurants, charming boutiques, entertainment, and vibrant nightlife. This is a rare opportunity to own a turnkey beachfront retreat in one of Florida's most desirable coastal destinations—where every day feels like a vacation.

5830 Midnight Pass Road Unit 48, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4674136 MLS ⋅ 8773 BLDG.
Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. The open floor plan has split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The new dock has been completed. There is a short waiting list for those who would want to rent a dock.

8773 Midnight Pass Road Unit 102G, Siesta Key
$550,000
2 Beds ⋅ 2 Baths ⋅ A4664460 MLS ⋅ Sunset House BLDG.
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Siesta Key
$549,900
2 Beds ⋅ 2 Baths ⋅ N6144663 MLS ⋅ 5 BLDG.
Experience the ultimate Siesta Key lifestyle in this turnkey-furnished condominium at Midnight Cove II, ideally situated on beautiful Crescent Beach. Enjoy stunning water and pool views from your private balcony while taking advantage of the community's highly sought after weekly rental program, making this an exceptional investment opportunity, vacation retreat, or personal getaway. The open floor plan creates a bright and inviting living space perfect for relaxing or entertaining. Residents and guests enjoy deeded access to the powdery crystal sands of world famous Siesta Beach, along with resort style amenities including a heated pool, tennis courts, pickleball, fitness center, barbecue area, boat docks, on-site management, and beautifully maintained grounds. Leave the car behind and hop on the trolley to Siesta Key Village or enjoy a short walk to South Village's restaurants, shops, and entertainment. Conveniently located near Sarasota and St. Armands Circle, this property offers the perfect blend of island living and mainland convenience. Whether you're looking for a beachfront escape or a proven income producing property, this is your opportunity to own a piece of paradise on Crescent Beach.

1500 Cove Ii Place Unit 531, Siesta Key
$549,000
2 Beds ⋅ 2 Baths ⋅ C7528220 MLS ⋅ 4 BLDG.
Experience the best of Siesta Key living in this beautifully updated 2 bedroom, 2 bath 3rd floor condo in Sunrise Cove, offered turnkey furnished and ready for you to move in and start enjoying island life immediately. Enjoy next level comfort with a brand-new 2026 A/C system and an LED whole home in duct air purifier cool, refreshing comfort and cleaner, fresher indoor air all year long. Take in stunning back bay views from your home and enjoy an unbeatable location directly across from Turtle Beach and Park, with boat, kayak, and canoe launches, a playground, and a convenient trolley stop. Sunrise Cove delivers an exceptional amenity lineup, including two community pools, a fitness center, tennis and pickleball courts, kayak and bike storage, bayside BBQ grills, and picnic areas overlooking the water. Boat slips are available for rent with water and electric hookups, and the community includes full-time onsite facility and maintenance managers for added peace of mind. Step outside to Turtles Pub & Café, Turtles Restaurant, and a nearby marina right next door. Plus, you’re moments away from world famous Siesta Key Beach, known for its powdery quartz sand, sparkling water, and unforgettable sunsets.

9011 Midnight Pass Road Unit 329, Siesta Key
$549,000
2 Beds ⋅ 2 Baths ⋅ N6144720 MLS ⋅ 8911 BLDG.
Ideally on the south end of Siesta Key, directly across from the free Siesta Key trolley and less than a quarter mile to Turtle Beach, this two-bedroom, two-bath residence offers 1,093 square feet of living space with panoramic Sarasota Bay views and glimpses of the Gulf. The open-concept great room is designed to maximize the water views and features luxury vinyl tile flooring, built-in surround sound and direct access to the screened lanai. Motorized blinds enhance the lanai, creating a comfortable space to enjoy the serene bayfront scenery. The kitchen is open to the living area and offers granite countertops, stainless steel appliances, creamy white cabinetry, a spacious pantry, and views of the Gulf and Sarasota Bay. Water views continue into the primary suite, where owners can wake to spectacular sunrises from the comfort of their bedroom. The primary suite also features a custom walk-in closet system and en-suite bath. The guest bedroom offers Gulf views and a large walk-in closet. Additional conveniences include a dedicated storage space, communal laundry facilities on the same floor adjacent to the elevator, an assigned covered carport space near the elevator and abundant guest parking. Recent improvements include a new electrical panel in 2021 and a new water heater in 2026. Sunrise Cove offers an array of amenities, including a renovated clubhouse with social spaces and kitchen, fitness center, library, billiards and table tennis, two heated swimming pools, tennis courts, pickleball courts, grilling areas and boat slips available for lease. Residents can also take advantage of the kayak, canoe and paddleboard storage available for lease, along with convenient marina access nearby. Enjoy easy access to Turtle Beach, boating, waterfront recreation and all the shopping, dining and entertainment of Siesta Village. Experience the best of Siesta Key living with bayfront views, beach access and resort-style amenities in one exceptional location.

8911 Midnight Pass Road Unit 409, Siesta Key
$546,662
2 Beds ⋅ 1 Baths ⋅ A4682116 MLS ⋅ C BLDG.
BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite literally across the street and every day feels like a vacation. Perched on the third floor, this beautifully furnished and move-in ready 2-bedroom, 1-bath condo enjoys sweeping views of the Gulf, beach, and resort-style community amenities below. Whether you’re searching for a personal coastal retreat, an income-producing investment property, or the perfect combination of both, this residence offers an exceptional opportunity in one of Siesta Key’s most desirable communities. Inside, you’ll find 753 square feet of thoughtfully designed living space featuring an open-concept layout, abundant natural light, and a screened lanai where you can relax with your morning coffee while enjoying the tropical breeze and picturesque views. The spacious primary bedroom offers a king-size bed, while the guest bedroom is configured with two twin beds, providing comfortable accommodations for family and guests alike. The condo is being offered furnished and is ready for immediate enjoyment. Additional features include hurricane impact windows and doors, a newer roof, updated HVAC system, covered parking, elevator access, guest parking, and a private ground-floor storage closet perfect for all your beach gear. La Siesta is beloved for its resort-style amenities, including a heated pool, clubhouse, fitness center, shuffleboard courts, BBQ area, on-site management, and a dedicated rental office. Owners enjoy a truly hands-off ownership experience with professional management available for guest reservations, check-ins, and check-outs. One of the property’s most attractive features is its exceptional rental flexibility. Participate in the on-site rental program, self-manage, utilize Airbnb, or enjoy the condo exclusively for personal use. With weekly rentals permitted, renters required to be 25 years of age or older, and Siesta Key’s year-round popularity, the income potential is substantial. Located just moments from Siesta Key Village’s restaurants, shopping, nightlife, and entertainment, you’ll enjoy the perfect balance of relaxation and convenience. Properties offering beach views, rental flexibility, resort amenities, and one of the best beach locations on Florida’s Gulf Coast are increasingly hard to find. Don’t miss your opportunity to own a piece of paradise at La Siesta. Schedule your private showing today.

915 Beach Road Unit 318, Siesta Key
$544,900
1 Beds ⋅ 1 Baths ⋅ A4700057 MLS ⋅ Unit 43 BLDG.
Welcome to your own slice of paradise at Jamaica Royale on world-famous Siesta Key. This beautifully updated, turnkey one-bedroom, one-bath villa offers the convenience of ground-floor living in an all-ground-level association, meaning no stairs and no milestone inspections required. Renovated in 2025, this villa is move-in ready and ideally positioned with relaxing views. Jamaica Royale is a sought-after beachfront community featuring three swimming pools, private beach access with lounge chairs, grilling areas, shuffleboard, and a variety of recreational amenities, creating the perfect setting for both relaxation and fun. Whether you're searching for a personal beach retreat or a proven investment property, this villa delivers. With a strong rental history and existing bookings, it offers immediate income potential while giving you the opportunity to enjoy the sugar-white sands and turquoise waters of Siesta Key whenever you choose. As the best-priced turnkey one-bedroom villa currently available in Jamaica Royale, this is an exceptional opportunity to own a beachfront getaway at an outstanding value. Schedule your private showing today!

5830 Midnight Pass Road Unit 43, Siesta Key
$529,900
2 Beds ⋅ 3 Baths ⋅ A4692762 MLS ⋅ Na BLDG.
This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.

6157 Midnight Pass Road Unit F22, Siesta Key
$529,000
2 Beds ⋅ 2 Baths ⋅ A4703214 MLS ⋅ 8977 BLDG.
Experience true waterfront living at Sunrise Cove with spectacular Intracoastal Waterway views, breathtaking sunrises each morning, and beautiful moonrises each evening. This TURNKEY FURNISHED 2- bedroom, 2-bath condo is located on the second floor and offers the perfect blend of comfort, convenience, and resort-style amenities. The spacious living room features sliding glass doors that open to a screened-in lanai, creating the perfect setting to relax and enjoy panoramic Intracoastal views throughout the day. The primary bedroom offers a walk-in closet and en-suite bath, while the second bedroom also features a walk-in closet and beautiful views toward the Gulf of Mexico and the beach across the street. The hall bathroom includes a walk-in shower and tile flooring. The kitchen features a convenient pass-through to the dining and living areas, making entertaining effortless. Sunrise Cove offers an impressive array of amenities, including two heated swimming pools, an Olympicsize pool with restrooms and a covered lounge area, pickleball and tennis courts, a state-of-the-art fitness center, and a game room. On-site management and 30-day minimum rentals provide flexibility and excellent income-producing potential. Turtle Beach is directly across the street, while the free Siesta Key Breeze trolley stops nearby approximately every 15 minutes, making it easy to explore Siesta Key. Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are conveniently located right next door. Additional features include an extra storage closet conveniently located near the elevators in the laundry room. Recent community improvements include new roofs, new docks, and newly completed carports. Whether you’re looking for a vacation getaway, income-producing property, or full-time residence, this fabulous waterfront condo offers an exceptional opportunity to enjoy the best of Siesta Key living.

8977 Midnight Pass Road Unit 219, Siesta Key
$525,000
2 Beds ⋅ 2 Baths ⋅ A4697723 MLS ⋅ B BLDG.
Welcome to the beautifully maintained and highly sought-after Gulf to Bay community on Siesta Key—Bay Tree Club. This charming 2-bedroom, 2-bath END UNIT is situated on the second floor, offering an abundance of natural light through its FOUR SIDE WINDOWS. Enjoy open views of the swimming pool and a glimpse of Little Sarasota Bay in the distance. Bay Tree Club boasts PRIVATE DEEDED BEACH ACCESS, a bayside swimming pool with a picnic and grill area, and a gulf-side swimming pool equipped with additional grills and picnic spaces. The community also features beautifully maintained BOAT DOCKS for your convenience, along with kayak and canoe storage onsite. Each unit includes a PRIVATE GULF SIDE CABANA for storing beach chairs and toys. The grounds are impeccably kept, and the community welcomes two pets, each weighing no more than 35 pounds. There is flexible rental availability, with a one-month minimum during peak season and a two-week minimum in the offseason. This FURNISHED unit is ready for its new owner!

8625 Midnight Pass Road Unit 208B, Siesta Key
$525,000
1 Beds ⋅ 1 Baths ⋅ A4694023 MLS ⋅ 29 BLDG.
SIESTA KEY INVESTMENT! Live the ultimate beachfront lifestyle in this beautifully renovated condo located on world-famous Siesta Key, home to the #1 beach in the United States. Completely updated with stylish modern finishes, this coastal retreat offers the perfect blend of comfort, luxury, and location. Enjoy direct access to the powdery quartz sand beaches and stunning Gulf sunsets just yards away. Whether you are looking for a vacation getaway, investment opportunity, or full-time residence, this property offers excellent rental potential in one of Florida’s most sought-after beach destinations. A rare opportunity to own a fully renovated slice of paradise on iconic Midnight Pass Road.

5830 Midnight Pass Road Unit 29, Siesta Key
$515,000
2 Beds ⋅ 2 Baths ⋅ A4693474 MLS ⋅ 5619 BLDG.
Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!

5619 Midnight Pass Road Unit 503, Siesta Key
$510,000
2 Beds ⋅ 2 Baths ⋅ A4689015 MLS ⋅ Sunset House BLDG.
Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!

225 Hourglass Way Unit 202, Siesta Key
$509,000
2 Beds ⋅ 2 Baths ⋅ A4700657 MLS ⋅ Sandy Cove 3 BLDG.
Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!

220 Pass Key Road Unit 220, Siesta Key
$500,000
1 Beds ⋅ 1 Baths ⋅ A4702764 MLS ⋅ B BLDG.
Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to your own slice of paradise at the Beach Club at Siesta Key! This beautifully furnished 1-bedroom, 1-bathroom condo offers a chic, modern resort-style retreat just steps from the world-famous white-sand beaches of Siesta Key. Located in Building B, this turnkey residence features a full kitchen with stainless steel appliances and stylish stainless-accented cabinetry, a spacious living area, in-unit laundry, and a beautifully updated bathroom with a walk-in glass shower. Freshly painted in 2025 and offered fully furnished, this condo is ready to enjoy as a personal beach getaway, investment property, or both. Step outside and enjoy the community’s heated pool, hot tub, shared patio, and grilling area, with convenient gated beach access through a private walkway shared with surrounding properties. Siesta Key Public Beach is approximately 2 miles away and offers tennis courts, a playground, picnic and grilling areas, concessions, and the island’s famous weekly drum circle. When you’re ready for more island fun, Siesta Key Village is nearby with restaurants, boutiques, live entertainment, and tropical cocktails. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. The Beach Club at Siesta Key has fully recovered from the 2024 hurricanes, with total cash, operating funds, and reserves exceeding $300,000. Recent community improvements include new landscaping in 2026 and new pool heaters and pumps in 2025. The roof is inspected annually, the most recent reserve study was completed in 2024, and a new reserve study is currently in progress. Owners are not required to use the onsite rental office and may rent the unit independently; the onsite RVA office is available for guests who book through RVA. The condo fee includes cable, water, sewer, trash, internet, beach access, pool, spa, and grill. Whether you’re looking for a relaxing island escape or a flexible rental opportunity, this is an exceptional way to enjoy the laid-back luxury and year-round lifestyle of Siesta Key.

1020 Sun N Sea Drive Unit 102, Siesta Key
$500,000
2 Beds ⋅ 2 Baths ⋅ A4691760 MLS ⋅ Bldg 2 BLDG.
Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.

8773 Midnight Pass Road Unit 302G, Siesta Key
$500,000
2 Beds ⋅ 2 Baths ⋅ A4683200 MLS ⋅ Sunset House BLDG.
Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak storage - all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Siesta Key
$499,900
1 Beds ⋅ 1 Baths ⋅ A4685733 MLS ⋅ Harbor Towers/333 BLDG.
THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

5855 Midnight Pass Road Unit 333, Siesta Key
$499,000
2 Beds ⋅ 2 Baths ⋅ A4698724 MLS ⋅ E BLDG.
New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**

6157 Midnight Pass Road Unit E12, Siesta Key

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