Condos With Pool For Sale In Siesta Key

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

You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

5880 Midnight Pass Road Unit 704, Sarasota

$75,000

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

Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an expansive, updated designer-furnished residence that radiates elegance and comfort. The floor plan includes a primary suite, a secondary suite, and a spacious guest bedroom-all thoughtfully appointed with over $150,000 in custom furnishings. The gourmet kitchen is fully equipped with top-tier appliances from Wolf, Sub-Zero, and Fisher & Paykel, complemented by imported linens and every fine detail you’d expect in a luxury coastal retreat. As an owner, you’ll enjoy the legendary hospitality and resort-style amenities of Hyatt Vacation Club, including a full-service recreation and concierge team, assistance with local activities, valet parking, and 24-hour security. Every element has been curated to deliver a seamless blend of private ownership and world-class resort living. Own your piece of paradise—and indulge in the Siesta Key lifestyle you’ve always imagined, at a fraction of the cost of full ownership.

915 Seaside Drive Unit 504, Weeks 6-7, Sarasota

$580,000

2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code

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, Sarasota

$2,490,000

3 Beds ⋅ 4 Baths ⋅ Casarina SubDv. ⋅ 34242 Zip Code

You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!

5880 Midnight Pass Road Unit 511, Sarasota

$399,900

1 Beds ⋅ 1 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code

BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of this "Santa Fe" themed unit. Located at the end of the 2nd floor in a corner of the building, privacy and tree lined views from the patio create serenity for the owner and tenants. Boasting 750ft2 of living area, there is no wasted space with eat-in dining and wide-open family space. The master bedroom is also open & airy with an on-suite vanity and large walk-in closet, including a washer/dryer. Bay oaks is located just north of the Stickney point bridge allowing more quick escape off the island to Publix, Bealls, Starbucks and Gulf Gate shopping. The community provides a wonderful community pool and tennis court with a full-time manager on site. Beach access 12 is the best public access to the white sands of Siesta Key or catch the Trolley and enjoy and scenic ride to the public beach. Now is the time to invest in Siesta Key real estate.

6157 Midnight Pass Road Unit E22, Sarasota

$1,495,000

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

This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering total building area for unit is 1568 sq ft. Modern appointed living area is 1316sq ft with additional 252 sq ft Modern Private Lanai. High demand all year Monthly (12) rentals for Investor, 2nd Home or Primary Home. Passed Structural Integrity. Strong, Fully Funded Reserves. Replaced cast iron to New “PVC” drains in entire building, New building roof, New clubhouse roof lowered insurance master policy. Stilted Building, Designated Parking underneath. Gated with 24 Hr Security. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Coastal Modern feel throughout. Enjoy your “private outdoor living” new screened 31’x8’ Beach Lanai (no houses/buildings in line of sight) Modern flooring, locking storage Door. Condo is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows. Solar Shades are see-through when down on sliders but front windows have see-through Solar Shades & Privacy Shades. The Front has Quiet Solid Core Impact Door. Wi-Fi Thermostat. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire condo & closets. Modern Frosted Glass Framed Solid Wood 4 Interior Doors. Frosted Glass Framed Solid Wood Interior Bifolds for all 7 closets, continuing a clean line design with 8” Solid Wood, Mitered Baseboards throughout. Calming Lighting with all LED lighting dimmers throughout & all walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. Kohler Skirted “Chair-Height” Toilets for both. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche. With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size features; “Double Oven” 5 burner w/Warming Drawer. Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer Double Drawer. Stainless “Triple Storm” Dishwasher. Kohler 36” Large Stainless Steel Apron Sink w/Kohler Pull down Stainless Faucet. Matching to Suite are Over Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in “walk-in” Laundry Room, stainless light, solid wood shelving w/nickel stainless rod/brackets designed for Heavy storage needs. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects/Appliances are in Immaculate Condition. Clubhouse w/ 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach gate to Boardwalk w/ picnic area, 2 grills & birdwatching benches. Pet friendly, designated large pet park w/bench. “Private ISLAND Style Living” A truly Coveted Opportunity awaits you- private, unobstructed view, full condo length beachfront lanai, 6 floor, 7 acre property & 400’ beachfront. Property is available for Same Day Showings.

420 Beach Road Unit 606, Sarasota

$1,150,000

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

Imagine awakening each morning to the gentle symphony of waves caressing powder-white sand on Siesta Key, where the Gulf of Mexico stretches endlessly before you in shimmering turquoise splendor. This exquisite two-bedroom, two-bathroom condominium nestled within the prestigious Casarina community offers a lifestyle that transcends ordinary coastal living. Perched elegantly upon seven acres of lush, tropical grounds directly on world-renowned Crescent Beach, this beautifully updated residence delivers the quintessential beach sanctuary you have been dreaming of. Hurricane impact windows provide peace of mind while framing breathtaking beach and gulf views that will steal your breath daily. The thoughtfully renovated kitchen boasts stainless steel appliances, while sophisticated stone-look tile graces the lanai, creating a seamless indoor-outdoor retreat. Beyond your private haven, Casarina's resort-caliber amenities rival the finest destinations. An expansive heated pool and spa with cabana and outdoor kitchen beckons lazy afternoons, while two grilling areas invite convivial gatherings under swaying palms. A sunset beach-side deck transforms evenings into pure magic, and lighted tennis and pickle-ball courts satisfy your competitive spirit. The community thoughtfully provides an on-site management office, fitness room, and generous community center for celebrations and social events. Just moments away, the charming Siesta Key Village offers eclectic dining and boutique shopping, while Phillippi Estate Park provides serene natural escapes. Whether you envision this as your permanent paradise or a cherished seasonal retreat, this freshly repainted gem delivers beach-side living at its absolute finest. Schedule your private showing today and let the Gulf whisper your name.

5880 Midnight Pass Road Unit 605, Sarasota

$546,662

2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code

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

$1,500,000

2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

6146 Midnight Pass Road Unit 12S, Sarasota

$115,000

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

Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s #1 beach. For buyers searching for Siesta Key real estate, fractional ownership opportunities, or a luxury Gulf-front condo for sale, this offering stands out as truly exceptional. Step into an expansive residence that radiates comfort and coastal charm. The unit has been beautifully refreshed with more than $150,000 in designer furniture and high-end furnishings, giving the home an elevated, stylish, and welcoming atmosphere. The spacious floor plan includes a primary suite, a secondary suite, and a generous guest bedroom—making it ideal for extended stays and visiting guests. The gourmet kitchen features premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtfully curated accessories that enhance the home’s luxury coastal feel. As an owner, you’ll enjoy signature Hyatt Vacation Club amenities, including full-service beach and concierge support, assistance with local activities, continental breakfast, valet parking, and 24-hour security. Every detail is designed to deliver an effortless blend of private ownership and resort-style living on Siesta Key. Claim your piece of paradise—four uninterrupted winter weeks in a spacious Gulf-front residence—and enjoy the benefits of fractional ownership at a fraction of the cost of full ownership. If you're searching for the perfect Siesta Key beachfront property, this rare four-week package offers unmatched value, flexibility, and lifestyle.

915 Seaside Drive Unit 410, Weeks 4-7, Sarasota

$1,299,900

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.

1260 Dolphin Bay Way Unit 403, Sarasota

$1,200,000

2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code

Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.

1320 Moonmist Drive Unit B-11, Sarasota

$1,249,000

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

This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.

5740 Midnight Pass Road Unit 307, Sarasota

$1,300,000

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

An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.

5880 Midnight Pass Road Unit 804, Sarasota

$419,900

2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

WATERFRONT RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,, GATHERING AREA...So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

1257 S Portofino Drive Unit 307, Sarasota

$575,000

2 Beds ⋅ 1 Baths ⋅ La Siesta SubDv. ⋅ 34242 Zip Code

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, Sarasota

$639,900

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

Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

6732 Sarasea Circle Unit 104C, Sarasota

$4,650,000

4 Beds ⋅ 4 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

1035 Seaside Drive Unit 503, Sarasota

$4,799,000

6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code

PRICE REDUCED OVER $450,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 AND the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-unit residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting, and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$60,000

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

Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price tag. Step into a spacious, designer-furnished residence with a refined, open layout featuring a primary suite, secondary suite, generous guest bedroom, and a den that functions perfectly as a fourth sleeping area. Over $150,000 in custom furnishings elevate the interior, while the gourmet kitchen showcases premium Wolf, Sub-Zero, and Fisher & Paykel appliances, ideal for entertaining or relaxed beachfront living. Ownership includes access to the signature services and amenities of Hyatt Vacation Club, with full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, daily breakfast, pool side food and beverage service, and assistance with local experiences. Enjoy private beach access, resort-style living, and the ease of lock-and-leave ownership. This Siesta Key fractional ownership delivers luxury, location, and lifestyle—perfect for buyers seeking a Gulf-front winter residence, luxury vacation ownership, or a refined second home in Florida. Own your place on Siesta Key Beach and enjoy world-class beachfront living at a fraction of the cost of full ownership.

915 Seaside Drive Unit 511, Weeks 16-17, Sarasota

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