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ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless island living in this beautifully updated, TURNKEY FURNISHED , maintenance-free villa on Siesta Key. Offering two bedrooms and two full baths plus its OWN CARPORT, this renovated residence is ideally located just a very short distance from the world-famous sugary sands of Crescent Beach on beautiful Siesta Key. The stylish kitchen has been refreshed with brand new appliances, and contemporary designed cabinets that is both functional and inviting. Recent upgrades also include a new HVAC system and water heater, providing year-round comfort and peace of mind. Luxury vinyl plank flooring in all bedrooms and tile throughout the unit for that extra "Clean feel", creating a cohesive look while offering lasting durability and easy maintenance. Storm windows and energy efficient throughout ( except the sliders). WASHER AND DRYER INCLUDED! Unwind in the private screened lanai, ideal setting to enjoy the gentle Gulf breezes any time of day, enhanced with an extra storage closet for all the beach toys, not to mention a laundry closet with brand new washer and dryer to boot . Both bathrooms have been tastefully remodeled with modern finishes, completing the home's move-in-ready appeal. HOA also includes water and internet service and flood insurance. The villa is conveniently situated just steps from the community clubhouse, swimming pool, outdoor grilling area. Enjoy the convenience of nearby boutiques, restaurants, and local entertainment, all within very short distance. The complimentary Siesta Key trolley provides easy transportation to Siesta Key Village, where you'll find additional shopping, dining, and vibrant island attractions. Whether you're searching for a seasonal getaway, an income-producing investment property, or a full-time coastal residence, this exceptional villa offers the perfect opportunity to experience the relaxed Siesta Key lifestyle. Schedule your private showing today and discover everything this island paradise has in store for you.

2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code

ATTENTION INVESTORS, VALUE MINDED BUYERS AND HOMEOWNERS!, one of the best value for a 2 bedroom 2 bath villa currently on beautiful Siesta Key. Discover effortless island living in this beautifully updated, TURNKEY FURNISHED , maintenance-free villa on Siesta Key. Offering two bedrooms and two full baths plus its OWN CARPORT, this renovated residence is ideally located just a very short distance from the world-famous sugary sands of Crescent Beach on beautiful Siesta Key. The stylish kitchen has been refreshed with brand new appliances, and contemporary designed cabinets that is both functional and inviting. Recent upgrades also include a new HVAC system and water heater, providing year-round comfort and peace of mind. Luxury vinyl plank flooring in all bedrooms and tile throughout the unit for that extra "Clean feel", creating a cohesive look while offering lasting durability and easy maintenance. Storm windows and energy efficient throughout ( except the sliders). WASHER AND DRYER INCLUDED! Unwind in the private screened lanai, ideal setting to enjoy the gentle Gulf breezes any time of day, enhanced with an extra storage closet for all the beach toys, not to mention a laundry closet with brand new washer and dryer to boot . Both bathrooms have been tastefully remodeled with modern finishes, completing the home's move-in-ready appeal. HOA also includes water and internet service and flood insurance. The villa is conveniently situated just steps from the community clubhouse, swimming pool, outdoor grilling area. Enjoy the convenience of nearby boutiques, restaurants, and local entertainment, all within very short distance. The complimentary Siesta Key trolley provides easy transportation to Siesta Key Village, where you'll find additional shopping, dining, and vibrant island attractions. Whether you're searching for a seasonal getaway, an income-producing investment property, or a full-time coastal residence, this exceptional villa offers the perfect opportunity to experience the relaxed Siesta Key lifestyle. Schedule your private showing today and discover everything this island paradise has in store for you.

159 Vista Hermosa Circle Unit 27B, Sarasota

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach. Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes throughout. The renovated kitchen is equipped with quartz countertops, stainless steel appliances, travertine flooring, and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Natural light fills the home, creating a bright and welcoming atmosphere. The generous primary bedroom includes a king-size bed and offers direct access to the screened lanai, providing a peaceful space to enjoy Florida's year-round sunshine. Additional updates include a new HVAC system (2023), hurricane shutters, and quality finishes throughout for added comfort and peace of mind. Residents of White Sands Village enjoy an exceptional array of amenities, including a heated community pool, clubhouse, fishing dock, kayak launch, barbecue area, waterfront seating, and deeded beach access directly across the street. Boat slips are available on a first-come, first-served basis, making this a wonderful opportunity for boating enthusiasts. Whether you're searching for a full-time residence, seasonal retreat, or income-producing investment, this move-in-ready Siesta Key condominium offers an unbeatable location just moments from world-renowned beaches, dining, shopping, and entertainment.

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach. Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes throughout. The renovated kitchen is equipped with quartz countertops, stainless steel appliances, travertine flooring, and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Natural light fills the home, creating a bright and welcoming atmosphere. The generous primary bedroom includes a king-size bed and offers direct access to the screened lanai, providing a peaceful space to enjoy Florida's year-round sunshine. Additional updates include a new HVAC system (2023), hurricane shutters, and quality finishes throughout for added comfort and peace of mind. Residents of White Sands Village enjoy an exceptional array of amenities, including a heated community pool, clubhouse, fishing dock, kayak launch, barbecue area, waterfront seating, and deeded beach access directly across the street. Boat slips are available on a first-come, first-served basis, making this a wonderful opportunity for boating enthusiasts. Whether you're searching for a full-time residence, seasonal retreat, or income-producing investment, this move-in-ready Siesta Key condominium offers an unbeatable location just moments from world-renowned beaches, dining, shopping, and entertainment.

5683 Midnight Pass Road Unit 105, Sarasota

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities.

1 Baths ⋅ Casa Mar SubDv. ⋅ 34242 Zip Code

PRICE IMPROVEMENT! Private Beach Access and exceptional value on Siesta Key! Rare opportunity to own in highly desirable Casa Mar and create your own island retreat with outstanding value-add potential. This studio unit presents one of the most compelling opportunities to own on Siesta Key. The unit already features updated lower kitchen cabinetry, quartz countertops, and a stainless-steel sink, providing an excellent foundation for customization. Ready for a new owner to install appliances and replace the A/C, the unit is priced accordingly and offers tremendous potential for investors, seasonal residents, or buyers seeking an affordable entry into one of Florida's most sought-after beach communities. Ideally situated within the community, this premium location places the pool directly behind the unit and provides convenient access to the private beach path leading to Siesta Key's world-famous powdery quartz sand beaches and stunning Gulf waters. Spend your days enjoying the sunshine, taking peaceful walks along the shoreline, and ending each evening with breathtaking Gulf Coast sunsets just steps from your door. Casa Mar permits weekly rentals, creating excellent income-producing potential and flexibility for owners. The condominium association fee includes cable, internet, water, sewer, building insurance, exterior maintenance, and grounds care, making ownership simple and convenient. Whether you're searching for an investment property, vacation getaway, or future beachside escape, this is an opportunity to secure a piece of Siesta Key at an attractive price point. Private beach access, weekly rentals, and endless possibilities.

6006 Midnight Pass Road Unit 48, Sarasota

Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

1 Beds ⋅ 1 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code

Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Sarasota

Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.

1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.

115 Pass Key Road Unit 115, Sarasota

Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.

1 Beds ⋅ 1 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.

1200 Siesta Bayside Drive Unit 1200G, Sarasota

Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full kitchen and reserved covered parking, 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 own lanai! It is also a stone's throw away from the community's heated pool. The unit was refreshed with an updated bathroom, kitchen, lanai tile and added insulation for efficiency and sound dampening. The Bay Oaks community amenities include a heated pool, tennis court, dock on the bay, fishing pier, community barbecue grill, community billiard room, 1 parking space (and access to additional visitor space) and all common area and outdoor maintenance. Internet, water, and trash are also included in the fee. The community is on the Siesta Key trolley line with a stop right out front. Located near the vibrant Sarasota nightlife, upscale shops and dining options, there's always something to explore. Did I mention Siesta Key was named #1 beach in AMERICA and 4th in the WORLD? Its nearly 99% quartz-crystal powdered sand, dubbed the “world’s finest, whitest sand”, never gets hot under the Gulf Coast sun and tropical weather. The 2016 $20 million-dollar renovation added a new playground, two concession stands, more restrooms, a half-mile long esplanade, many shelters and pavilions, and a renovated Sarasota School of Architecture pavilion. With 950 free parking spaces, this venue provides the most parking for any public beach in Sarasota County. You will want to check this out for yourself. Book a week vacation and explore before you buy or book a single showing. Either way, you won't be disappointed.

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

Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full kitchen and reserved covered parking, 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 own lanai! It is also a stone's throw away from the community's heated pool. The unit was refreshed with an updated bathroom, kitchen, lanai tile and added insulation for efficiency and sound dampening. The Bay Oaks community amenities include a heated pool, tennis court, dock on the bay, fishing pier, community barbecue grill, community billiard room, 1 parking space (and access to additional visitor space) and all common area and outdoor maintenance. Internet, water, and trash are also included in the fee. The community is on the Siesta Key trolley line with a stop right out front. Located near the vibrant Sarasota nightlife, upscale shops and dining options, there's always something to explore. Did I mention Siesta Key was named #1 beach in AMERICA and 4th in the WORLD? Its nearly 99% quartz-crystal powdered sand, dubbed the “world’s finest, whitest sand”, never gets hot under the Gulf Coast sun and tropical weather. The 2016 $20 million-dollar renovation added a new playground, two concession stands, more restrooms, a half-mile long esplanade, many shelters and pavilions, and a renovated Sarasota School of Architecture pavilion. With 950 free parking spaces, this venue provides the most parking for any public beach in Sarasota County. You will want to check this out for yourself. Book a week vacation and explore before you buy or book a single showing. Either way, you won't be disappointed.

6157 Midnight Pass Road Unit A51, Sarasota

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.

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

Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing.

1 Beds ⋅ 1 Baths ⋅ Sea Winds SubDv. ⋅ 34242 Zip Code

Whether you're looking for a vacation home, rental investment property, or year-round residence, this Sea Winds condo offers excellent value in one of Florida's most beloved beach destinations. Embrace island living in this charming 1 bed room, 1 bath second floor highly rentable condo located in the desirable Sea Winds community on Siesta Key. This condo offers the ability to be rented every two weeks with HOA approval needed for longer rentals, making this an investors dream. Just a short stroll from access 12 leading to the world-famous sands of Siesta Beach, shopping and wonderful restaurants await. This inviting residence fully furnished and including a brand new Tempur Pedic King size bed, combines a relaxed coastal vibe with everyday comfort and convenience. There is on-site laundry and a sparkling swimming pool. The community is well-maintained with tropical landscaping. Current assessments included new roof, pool resurfacing and parking lot repaving. Major upgrades to the building complete. No hurricane damage was sustained in this second floor unit. The living area offers a bright and airy layout with a large 50 inch TV. The pull out couch accommodates more sleeping space for your guests. The kitchen offers ample counter space and a dining area perfect for entertaining or casual meals. The spacious bedroom provides a peaceful retreat with generous closet space, while the full bath is tastefully finished in a breezy coastal style. Don't miss this Sea Winds gem. Current owner has intermittent rentals booked through early April and is happy to transfer bookings with closing.

6703 Midnight Pass Road Unit 217, Sarasota

Welcome to Siesta Harbor, a highly desirable 55+ waterfront community on world-famous Siesta Key, where spectacular canal and Intracoastal Waterway views create the perfect backdrop for relaxed coastal living. Located directly across the street from deeded beach access, you'll enjoy the best of both worlds—boating from your backyard and one of America's top-rated beaches just steps away. This beautifully renovated one-bedroom, two-full-bath residence has been thoughtfully redesigned from top to bottom with exceptional attention to detail. Features include impact windows throughout, a stunning contemporary kitchen with floating cabinetry, quartz countertops, new stainless appliances, designer lighting, updated bathrooms with floating vanities, illuminated mirrors, a beautifully remodeled shower, new hot water heater, updated electrical outlets and switches, new interior doors, hardware and baseboards, smooth textured ceilings with the popcorn removed, and an HVAC system that's approximately two years old. The intelligently designed floor plan offers an abundance of storage rarely found in a one-bedroom condominium, including two bedroom closets with a walk-in closet, linen closet, hallway coat closet, pantry, and a private exterior storage room perfect for bicycles, beach chairs, fishing gear, and other coastal essentials. Boaters will appreciate the opportunity to dock a vessel up to 30 feet for approximately $1,000 annually (subject to availability and community guidelines), making it easy to explore Sarasota Bay and the Intracoastal Waterway right from home. Residents enjoy an outstanding collection of amenities including a heated waterfront pool, fishing and boat-watching pier, tandem boat docks, fitness center, recreation clubhouse, shuffleboard courts, outdoor grilling area, beautifully maintained grounds, and complimentary laundry facilities conveniently located on multiple floors. Exclusive FOB beach access through Crescent Arms makes trips to the powdery white sands of Siesta Beach effortless. The property also includes a covered carport parking space (#537) along with ample guest parking. Siesta Harbor is rental-friendly and welcomes service animals in accordance with applicable regulations. Offered at just $334,900—below competing renovated waterfront properties—this exceptional residence presents an outstanding opportunity to own a move-in-ready waterfront condominium with beach access, boating, and the incomparable Siesta Key lifestyle.

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

Welcome to Siesta Harbor, a highly desirable 55+ waterfront community on world-famous Siesta Key, where spectacular canal and Intracoastal Waterway views create the perfect backdrop for relaxed coastal living. Located directly across the street from deeded beach access, you'll enjoy the best of both worlds—boating from your backyard and one of America's top-rated beaches just steps away. This beautifully renovated one-bedroom, two-full-bath residence has been thoughtfully redesigned from top to bottom with exceptional attention to detail. Features include impact windows throughout, a stunning contemporary kitchen with floating cabinetry, quartz countertops, new stainless appliances, designer lighting, updated bathrooms with floating vanities, illuminated mirrors, a beautifully remodeled shower, new hot water heater, updated electrical outlets and switches, new interior doors, hardware and baseboards, smooth textured ceilings with the popcorn removed, and an HVAC system that's approximately two years old. The intelligently designed floor plan offers an abundance of storage rarely found in a one-bedroom condominium, including two bedroom closets with a walk-in closet, linen closet, hallway coat closet, pantry, and a private exterior storage room perfect for bicycles, beach chairs, fishing gear, and other coastal essentials. Boaters will appreciate the opportunity to dock a vessel up to 30 feet for approximately $1,000 annually (subject to availability and community guidelines), making it easy to explore Sarasota Bay and the Intracoastal Waterway right from home. Residents enjoy an outstanding collection of amenities including a heated waterfront pool, fishing and boat-watching pier, tandem boat docks, fitness center, recreation clubhouse, shuffleboard courts, outdoor grilling area, beautifully maintained grounds, and complimentary laundry facilities conveniently located on multiple floors. Exclusive FOB beach access through Crescent Arms makes trips to the powdery white sands of Siesta Beach effortless. The property also includes a covered carport parking space (#537) along with ample guest parking. Siesta Harbor is rental-friendly and welcomes service animals in accordance with applicable regulations. Offered at just $334,900—below competing renovated waterfront properties—this exceptional residence presents an outstanding opportunity to own a move-in-ready waterfront condominium with beach access, boating, and the incomparable Siesta Key lifestyle.

1350 N Portofino Drive Unit 107, Sarasota

PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene setting. This turnkey furnished unit is move-in ready and features a bright, open floor plan with tasteful coastal updates throughout. The enclosed lanai adds valuable additional living space, ideal for relaxing or entertaining. The A/C system is serviced annually and is in excellent working condition, offering added peace of mind. White Sands Village is a hidden gem, known for its affordability, strong amenities, and rental flexibility. Residents enjoy a heated community pool, a newly renovated clubhouse with kitchen and gathering spaces, beautifully maintained grounds with paver roadways, and covered carports. Community boat docks are available on a first-come basis for a nominal fee. Small pets are welcome for both owners and tenants—an increasingly rare benefit on Siesta Key. With a two-week minimum rental policy and an on-site rental agent, this community supports steady income potential, making it equally attractive as a personal retreat or investment property. The nearby free Siesta Key trolley provides easy access to Siesta Key Village, dining, shopping, and downtown Sarasota’s cultural and dining scene. This price improvement enhances an already compelling opportunity to own in one of Siesta Key’s most desirable communities—where comfort, location, and income potential come together seamlessly.

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene setting. This turnkey furnished unit is move-in ready and features a bright, open floor plan with tasteful coastal updates throughout. The enclosed lanai adds valuable additional living space, ideal for relaxing or entertaining. The A/C system is serviced annually and is in excellent working condition, offering added peace of mind. White Sands Village is a hidden gem, known for its affordability, strong amenities, and rental flexibility. Residents enjoy a heated community pool, a newly renovated clubhouse with kitchen and gathering spaces, beautifully maintained grounds with paver roadways, and covered carports. Community boat docks are available on a first-come basis for a nominal fee. Small pets are welcome for both owners and tenants—an increasingly rare benefit on Siesta Key. With a two-week minimum rental policy and an on-site rental agent, this community supports steady income potential, making it equally attractive as a personal retreat or investment property. The nearby free Siesta Key trolley provides easy access to Siesta Key Village, dining, shopping, and downtown Sarasota’s cultural and dining scene. This price improvement enhances an already compelling opportunity to own in one of Siesta Key’s most desirable communities—where comfort, location, and income potential come together seamlessly.

5641 Midnight Pass Road Unit 904, Sarasota

BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to move! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

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

BAY OAKS on WORLD FAMOUS SIESTA KEY! This 3rd floor unit is Perfectly positioned with pool view and great rental location! Watch your family swim in the pool directly from your balcony! Priced for immediate sale and ready to move! Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With WEEKLY RENTALS allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready. Enjoy poolside views from your screened porch, low HOA fees, and resort-style amenities including a heated pool, tennis courts, waterfront BBQ area, community room with pool table, and a fishing dock set in a lush, park-like setting along the bay. Centrally located on Siesta Key, you’re minutes from North and South Village shops, restaurants, and the free island trolley.

6157 Midnight Pass Road Unit E63, Sarasota

BACK ON THE MARKET, FINANCING FELL THROUGH. Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities. Brand new A/C May 2026.

1 Beds ⋅ 1 Baths ⋅ Casa Siesta SubDv. ⋅ 34242 Zip Code

BACK ON THE MARKET, FINANCING FELL THROUGH. Looking for your piece of paradise? This fully furnished one-bedroom, one-bath unit is near Siesta Key's stunning beaches. Just bring your clothes and toothbrush. Ideal for snowbirds, investors, or those seeking island life. Conveniently located near the Village of Siesta Key's amenities. Brand new A/C May 2026.

6713 Midnight Pass Road Unit 4, Sarasota