Siesta Key, FL Homes under $500,000

Wake up to sunrises over the marina, spend your afternoons boating or relaxing on the powdery sands of Siesta Key Beach, and unwind in the evening on your enclosed balcony, enjoying the tranquil views of the boats below and colorful evening skies. Located in Siesta Harbor, this furnished 1-bedroom, 2-bath condo offers a comfortable, coastal lifestyle just steps from the water. Beautifully updated

Marci McFarland MICHAEL SAUNDERS & COMPANY

Siesta Harbor is the BEST kept Secret on Siesta Key! This Lovely Turnkey Furnished 2BR/ 2 Bath - 3rd Floor - Unit Features: Gulf to Bay Access with Inter-coastal Canal Water Views, Located across the Street from the Famous Siesta Key Beaches w/Deeded Beach Access through Crescent Arms, Semi-Updated Kitchen w/2024 Refrigerator, Tastefully Furnished, New Interior Paint, Tile Flooring throughout,

Anne Thomas RE/MAX ALLIANCE GROUP

One or more photo(s) has been virtually staged. Experience the Ultimate Oceanfront lifestyle at Siesta Towers!Discover the beauty of living at Siesta Towers from this stunning 11th-floor condo, where the view only shifts between gorgeous and truly spectacular. This bright, westward-facing one-bedroom residence is designed to maximize natural light and showcase the ever-changing Gulf panorama.

Shantele Lace PREFERRED SHORE LLC

PRICE IMPROVEMENT! Live the Dream on Siesta Key!Discover the perfect blend of coastal luxury and investment opportunity. This beautifully furnished modern condo, SLEEPS UP TO SIX! Located just minutes from the world-famous Siesta Key Beach. Whether you're looking for a dream getaway or a highly desirable rental property—with weekly rentals allowed—this gem checks all the boxes!Built to

Dena Olson EXIT KING REALTY

Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor

Robin Jones EXIT KING REALTY

This charming updated ground floor condo, featuring 2 bed rooms, 1 bath room, a full kitchen and reserved parking, has a water view from the lanai and is located in beautiful Siesta Key, Florida. This particular unit is located about 30 feet from the intracoastal waterway, so soak up pristine gulf views right from your ownlanai! It is also a stone's throw away from the community's heated

Geoff Scalera AUM FLORIDA REAL ESTATE LLC

Beachside Bliss at Bay Oaks on Siesta Key! Welcome to your ultimate coastal escape! This stunning 2 bedroom, 2 bath condo at Bay Oaks offers the perfect blend of island living and modern comfort, just steps away from the world-famous Siesta Key Beach. We are the lowest priced TRUE 2 bedroom turn-key furnished weekly rental on Siesta Key! Start your mornings with a coffee on your private balcony,

Jason Wood CORCORAN DWELLINGS REALTY

High and Dry on the 4th floor! Check out this beautifully appointed 1 bed/1 bath just minutes from Siesta Beach. Rest assured, this property has weathered two storms without any damage. In fact, the Bay Oaks community as a whole fared very well. This TURN-KEY residence offers the perfect blend of laid back Florida living at an incredible value. Natural light floods the East facing screened

Ingrid Caruso COLDWELL BANKER REALTY

THE WALL IS DOWN, OPEN FLOOR PLAN, SPACIOUS ONE BEDROOM 2 FULL BATHS!Stunning turn key unit at Siesta Harbor! Fabulous Lanai overlooking the canal! Beautiful heated pool, outdoor spa, shower, shuffleboard, barbecue area, clubhouse, full kitchen with fitness room, sauna, library... Siesta Harbor is located on the main intracoastal waterway! The fishing pier is perfect for evening get to

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

RENOVATED, MODERN AND FRESH ** LOCATED ON THE 3RD FLOOR ** ENJOY SUBSTANTIAL CASH FLOW with SHORT TERM RENTAL PROGRAM ALREADY IN PLACE, 1 WEEK RENTALS ALLOWED ** Look no further than this open and bright 1 bedroom, 1 bath condo in sought-after Bay Oaks. This unit underwent many updates just 1 year and now boasts luxury vinyl flooring, coastal paint colors throughout, modern fans, contemporary

Justin Shirley SHIRLEY INTERNATIONAL REALTY

(NO HURRICANE DAMAGE TO THE UNIT!) EXCELLENT RENTAL INCOME! Potentially $55k+ Annually – 1 week minimum. TURNKEY FURNISHED. FIRST YEAR HOA PAID IN FULL! Prepare to be amazed by this stunning Siesta Key condo, perfectly situated in the coveted Bay Oaks community! This upgraded beauty isn’t just a home—it’s a lifestyle. With its prime location near the Bay and a proven track record of excellent

David Anthony MICHAEL SAUNDERS & COMPANY

SIESTA KEY BEACH! This is the #1 beach in the US and # 4 in the world! relax in your chaise lounge, on the beach, Listening to Jimmy Buffet and sipping a cold margarita? sounds perfect. Well, It’s here, and just a short walk to the crystal powdery white sandy beach and turquoise waters at your footsteps. The dream of owning Siesta Key is still possible, good rental income. This 1st floor condo

Robin Jones EXIT KING REALTY

ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts

Laura Rodriguez COLDWELL BANKER REALTY

Prime Siesta Key location! Incredible opportunity to build a dream home in one of Sarasota's most sought-after locations. This 0.14 acre lot sits on a charming, tropical street just minutes from Siesta Key Beach, shopping and dining. Land value only - the existing 2-bedroom, 2-bathroom on site requires demolition. Perfect for investors, builders, or anyone looking for a custom home in a premier

Jim Nagy PALM ISLAND REALTY

Prime Siesta Key location! Incredible opportunity to build a dream home in one of Sarasota's most sought-after locations. This 0.14 acre lot sits on a charming, tropical street just minutes from Siesta Key Beach, shopping and dining. Land value only - the existing 2-bedroom, 2-bathroom on site requires demolition. Perfect for investors, builders, or anyone looking for a custom home in a premier

Jim Nagy PALM ISLAND REALTY

Don’t miss this exceptional investment opportunity at Sea Club II, where you can rent units for a minimum of just one night—a rare perk for Siesta Key condominiums. This updated turnkey furnished one-bedroom, one-bath ground-floor unit which sustained no flood damage, offers an excellent rental history and comes fully equipped for guests to enjoy a seamless beach vacation experience. Sea Club II

Taylor Thompson WILLIAM RAVEIS REAL ESTATE

PRICED TO SELL SELL SELL! BEAUTIFUL VIEWS FROM MOST ROOMS OF THE CANAL AND INTRACOASTAL WATERWAY!END UNIT, 2 BED, 2 BATH, ARTICALLY DONE! IMPACT WINDOWS AND DOORS THROUGH OUT! TILE FLOORS! OPEN FLOOR PLANPRICED TO SELL!SIESTA HARBOR OFFERS A FISHING DOCK ON THE WATERWAY, BEACH ACCESS RIGHT ACROSS THE STREET, WALK TO ALL SHOPS, RESTAURANTS ETC, EASY ON AND OFF THE KEY! THE SCAT AND TROLLEY RIGHT

Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

Siesta Harbor is a unique condominium complex located on the famous Siesta Key, offering residents the opportunity to lease a boat dock on an annual basis along the Intercoastal Waterway. Residents enjoy deeded access to Siesta Beach through Crescent Arms, and the community boasts Gulf-to-Bay access, a beautiful pool area, fitness center, clubhouse, and an active community calendar. This sunny

Jill Thomas BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

SOLID CONSTRUCTION & STRATEGIC LOCATION...Discover peace of mind in this resilient first floor condo at Bay Oaks which has withstood two hurricanes without any damage. The solid construction of this mid-rise complex and the strategic location on Siesta Key mean it has emerged unscathed from our recent storms. Convenient carport right outside your door means no waiting for elevators, making it

Ingrid Caruso COLDWELL BANKER REALTY

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

Justin Shirley SHIRLEY INTERNATIONAL REALTY