Remarks: Not available for Jan-March2027! Available long or short term. As you approach the grand entrance of Heritage Oaks Golf & Country Club, you'll know you are entering a spectacular private community. Once passed the 24-hour secured gates the sense of a fun filled active lifestyle becomes obvious with five heated swimming pools, four lighted Har-Tru tennis courts, state of the are fitness center and offered classes. The elegant recently renovated clubhouse offering fine dining or the 19th Hole Grill Room for a more casual cocktail and meal. Tee times, tennis matches, or an event from the social calendar will keep you busy or simply enjoy natures wildlife within this certified Audubon neighborhood. This is the lifestyle you deserve. It's time to come home to this extremely cozy, finely decorated and well taken care of haven. Choose from the front or rear screened lanais to sit back and enjoy the serene views. The primary bedroom suite has a king size bed, large TV, and walk-in closet and walk-in shower. The second bedroom with a queen size bed is beautifully styled as well and just as comfy as the primary bedroom. The kitchen is well equipped, spacious and open with a counter breakfast bar, bench window dining area, and a bar/coffee drink station. Just a short drive to the beautiful beaches of Siesta Key and downtown Sarasota where you can take in the arts with shows, concerts, ballets, and so much more. Community membership transfers for a fee. Bring your clubs and stay at this very welcoming home within a great community.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: Annual unfurnished lease available at $1,695/month. This well-maintained 2 bedroom, 2 bathroom condo offers approximately 1,135 square feet of comfortable living space in Sarasota. Functional floor plan with spacious living and dining areas, generously sized bedrooms, and new carpet throughout. The layout provides a practical flow with ample natural light and comfortable everyday living. Located within a gated community featuring a COMMUNITY POOL, this property offers convenient access to Downtown Sarasota, UTC shopping and dining, SRQ Airport, local golf courses, and nearby Gulf beaches including Lido Key and Siesta Key. Ideal for tenants seeking a centrally located annual rental with easy access to Sarasota’s shopping, dining, and coastal amenities. Available for IMMEDIATE OCCUPANCY. Seeking a long term tenant.

Listing is courtesy of: WAGNER REALTY (941-955-1500)

Listing Agent: Richard Ivan (941-800-8891)

Remarks: Nicely maintained ground floor condo featuring 2 bedrooms and 2 bathrooms with a carport and water views available unfurnished for long term rental. The unit has an open floor plan and is bright and light with plenty of natural light. Screened and covered lanai with pond view can be accessed from both the master bedroom as well as the living room. Ceramic tile floor throughout the unit and a stackable washer & dryer in a Laundry Closet. The amenity rich community has a lakeside clubhouse with full kitchen, pool, hot tub, library, card room, fitness center and sundeck with attached gazebo overlooking the lake and fountain. This development is close to The Legacy Trail, Sarasota Square Mall and only a 10 minute drive to Siesta Key beach.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Walter Perkowski, Pa (941-223-2944)

Remarks: AVAILABLE MAY 2026 FORWARD: GROUND FLOOR VERANDA ON THE GOLF COURSE is bright and cheerful and tastefully decorated and sure to delight, 2 bedroom, 2 bath with front and rear lanai space - rear lanai is glassed and screened providing extra living space - and there is a one-car garage. King bed in the master bedroom with an adjoining updated bathroom with walk-in shower, queen bed in 2nd bedroom adjacent to a full bathroom. Kitchen with eating space, pantry, quartz countertops, and newer cabinets, is separated from the dining area with a breakfast bar. There is tile in the main living area and carpets in the bedrooms. There is no membership offered with this residence; however, you can dine at the clubhouse and the Fairway Veranda's heated pool is right across from the condo. The complex borders the Legacy walking and biking trail access, is less than 15 minutes from Siesta Key beaches, the village shops and restaurants. You can be downtown Sarasota in 25 minutes to enjoy the culinary and cultural flavors that Sarasota offers. This is a vacation condo that will not disappoint.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Vicki Reilly (941-266-5962)

Remarks: Available June through December 2026 2100.00.. Not Available for Season of 2027 January through March. Freshly updated and fully furnished, this ground-floor condo offers easy living with in-unit laundry and a reserved parking space, making it perfect for a comfortable seasonal stay. Located in the resort-style, waterfront community of Castel Del Mare, the condo is beautifully furnished and thoughtfully equipped with everything needed for a relaxing getaway. The location is unbeatable — just a 10-minute walk to Siesta Key’s Crescent Beach, and a short stroll to dining, shopping, jet ski rentals, and more. Enjoy biking to Siesta Key Village or crossing the bridge to hop on the free trolley, giving you true walkability without needing your car. Community amenities include two heated pools, a kayak launch, pickleball and tennis courts, a fishing pavilion, and a coastal boardwalk. Rental options include an annual lease at $2,300/month starting in May 2026...

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: Turnkey Furnished Short Term Rental Available beginning 5/1/26 (Booked 1/4/27 - 4/4/27). Wide open views from this 3rd Floor Condo with Vaulted Ceilings, Engineered Oak Wood Floors Throughout the Main Living areas and views of the 8th Fairway. Don't miss this chance to enjoy the Sunrise Views of the Fairway and across to the Preserve land and Lake. The 2 Bedroom 2 Bath unit Boasts Stainless Steel Appliances, updated shower in the Master Bath with High Quality Shower Head System and a whirlpool tub with shower in the Guest bathroom. Stylish Paint throughout. Master Bedroom has its own slider out to the lanai and walk in closet. Offered Partially Furnished. Carport for the Owners and lots of guest parking as well. Terraces Condo Group has Recently New tile roofs, Modernized Paint colors, community pool and great Pickleball/Tennis court. Community Grills and Gathering Areas make for a social and fun community to be a part of part time or year a round.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Andrew Barnard (941-920-2001)

Remarks: Available to rent March, April & May 2026. If rented for all 3 months, special rental rate will apply. Location! Location! Location! Only 3.5 miles to the World-famous Siesta Key Beach. Close to I-75, rte.41, shopping, hospitals, restaurants etc. We are also connected to the Merchants Mart shopping center by foot bridge. Stores such as ACE hardware, liquor store, restaurants CVS and the famous Detwiler's Farm Market are all there for your convenience. Ashton Lakes is nestled on 33 acres of luscious greenery, 4 lakes, combination of 2 tennis and 4 pickleball courts, shuffleboard, 2 heated pools, one small and the large with lap lane. Clubhouse, grilling stations and other amenities. This turnkey furnished 2-bedroom 2 bath unit is on the 2nd floor, elevator accessible, screened lanai overlooking the large Sunnyside Lake. Enjoy relaxing on the lanai watching sunrise, full moon, and our native wildlife. Rent includes all utilities, wi-fi and basic cable. Rent $3600 per month, plus $175 cleaning fee, $50 approval and 13% tax Refundable Security deposit $1000, Welcome to paradise.

Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)

Listing Agent: Philip Abraham (941-441-6958)

Remarks: Great Ground Floor unit located in highly sought after Stonehaven community. This community is gated for extra security. Offers heated pool and playground. This property is centrally located in Sarasota just off of Clark Road near I-75. This is a true 3 bedroom, 2 bath with a one car attached garage. Open floor plan with ceramic tile and luxury vinyl flooring throughout. Wood cabinetry, granite countertops, freshly painted interior. Stainless appliances which include washer/dryer. There is a screened lanai with a storage closet for your bicycles or toys. Small pet allowed with owner's approval. Ready for move-in. Call for your private viewing today!

Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)

Listing Agent: Paula Mapp (941-379-2448)

Remarks: UNOBSTRUCTED VIEWS and UNPARRELLED ELEGANCE for this spacious 2-bedroom, 2 bath condo 3rd floor condo. Available August 1 for an annual tenant for $6495 furnished or unfurnished, or available for a winter guest (3 month minimum) for $10,995 a month. Located on a 22-acre peninsula that jets out into Sarasota Bay at Golden Gate Point. This is a top tier community with a palm tree lined brick road. Unfortunately, all things are not created equal and not every building gets to enjoy this SPECTACULAR VIEW that you would get to enjoy at this well-appointed condo. Golden Gate Point is secluded and private and with world class arts and theatre in close proximity in the bustling downtown Sarasota. Watch the dolphins play and endless watercraft activity against Sarasota's most beautiful lighted bridge. Primary bedroom has abundant built-in storage and a king-sized bed. Guest room has office desk looking right out into the bay and also a well-designed Murphy bed that blends perfectly in the room. Enjoy a large kitchen bar with high end cabinetry and appliances. There is a view from every room!

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Robin Turner (941-376-7322)

Remarks: Welcome to the Lakeview 2 Bedroom 2 Bath Condo on Golf Course, a stunning property located in Heritage Oaks in the heart of Sarasota, FL. This condo offers two spacious bedrooms and two full bathrooms, and a den/study with a sofa sleeper, perfect for those who value comfort and convenience. The property is nestled within a golf community, providing residents with an opportunity to enjoy the sport right at their doorstep. The community also boasts a variety of amenities designed to enhance your living experience. Take a dip in the community pool, engage in a friendly match at the tennis court, or keep fit at the fitness center. The clubhouse is a great place to socialize and meet fellow residents. For added security, the community is gated and comes with a guard. Golf carts are also welcome, making it easy to navigate around the community. Experience the best of Sarasota living at the Lakeview 2 Bedroom 2 Bath Condo on Golf Course. Rent is $2,900 per month plus 13% tax for May - October, $3,500.00 per month plus 13% tax for November - December and $4,750.00 per month per month plus 13% tax for January - April. Move in requirements are: $95.00 application fee per adult for property management company application, $300.00 amenity transfer fee for Heritage Oaks Association. Short-term rentals are 30-day minimum, and all funds are due 90 days in advance. A $2,000.00 security deposit. NO PETS ALLOWED! Update-Available April 2026

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Ray Shope (941-321-1328)

Remarks: ALREADY LEASED SEPT - DEC 2026 and JAN - MAR 2027 Welcome to paradise on Lido Beach in Sarasota! This beautifully turnkey-furnished 2-bedroom, 2-bath condominium is available beginning APRIL 3, 2027 for short-term rentals (minimum 2 months). Rates are $10,000 per month for January–April and $6,500 per month during the off-season (May-December). Perched on the 8th floor, this corner residence showcases unobstructed, breathtaking Gulf views from every window. The open-concept layout creates a bright, relaxing environment, perfect for enjoying the coastal scenery indoors or while lounging on the spacious private balcony. The building’s lobby and amenities have been beautifully renovated, including the fitness center, clubhouse, shower/saunas and pool deck, providing an elevated beachfront lifestyle. Experience the ultimate Lido Beach getaway with stunning views, modern comforts and resort-style amenities—all just steps from the sand. All you need to bring is your swimsuit and a SMILE! Just one mile to the north, you’ll find the world-famous St. Armands Circle, offering upscale shopping, exceptional dining and vibrant nightlife. Travel four miles across the iconic Ringling Bridge to reach downtown Sarasota, where arts, culture and entertainment await. For added convenience, the Sarasota Bay Runner Trolley provides FREE and easy transportation from south Lido to downtown within minutes. Owner covers up to $75.00 per month in electricity and a once-a-month unit cleaning. Sorry NO PETS .

Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)

Listing Agent: Angelic Tassos (917-450-0316)

Remarks: Welcome to the best value in downtown Sarasota! Available June 1, 2027. This rarely available furnished 2-bedroom, 2-bath condo is located in the upscale Broadway Promenade, offering luxurious amenities and a vibrant urban lifestyle. The spacious open floor plan features granite countertops, stainless steel appliances, upgraded wood flooring, and ceramic tile in wet areas. Enjoy your morning coffee on the east-facing balcony overlooking the pool and city. Broadway Promenade offers unmatched amenities including a 24/7 concierge desk, resort-style pool, health spa, fitness center, business center, billiards room, and guest suites. Under-building parking and secure storage are included for your convenience. Ideally located across from the Van Wezel Performing Arts Hall, Municipal Auditorium, and Bayfront Park. Just steps from Publix, dining, salon, fitness, dentist, and more — everything you need is right outside your door. Walk to the Players Theatre, shopping, and Sarasota’s best downtown attractions. Move-in ready! Season $2900 month plus tourism tax, Off season $2500 month plus tourism tax. Application fee $100 each adult, Administration fee $100.00, $75 application fee to Broadway Promenade applies.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Diane Skelly, Pa (941-724-4989)

Remarks: Short term rental available. Immediate occupancy available. Off season rent rates and seasonal rent rates available . Experience coastal luxury in this updated residence at 2110 Benjamin Franklin Drive, Unit 104, ideally positioned on the south end of Lido Key. This spacious ground-floor condo offers the perfect blend of convenience and tranquility, with easy access and no elevators required. Step inside to find a light-filled interior featuring an open-concept layout, high end finishes, and seamless indoor-outdoor living. The living and dining areas flow effortlessly to a Florida room, perfect for enjoying morning coffee or evening sunsets with tropical breezes. The kitchen is thoughtfully designed with modern cabinetry, quality appliances, and ample counter space—ideal for both everyday living and entertaining. The owner’s suite provides a relaxing retreat with generous closet space and an en-suite bath, while additional guest accommodations ensure comfort and privacy for visitors. Residents enjoy heated pool, clubhouse and direct access to the pristine Gulf beaches just steps away. Located minutes from St. Armands Circle, fine dining, shopping, and downtown Sarasota, this property offers the ultimate in Florida coastal living. Whether you're seeking a full-time residence or a vacation getaway, this exceptional condo delivers location, lifestyle, and value.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Tammy Garner (941-374-4161)

Remarks: Available for Lease Luxury Downtown Sarasota Living at Alinari Experience contemporary luxury and urban convenience at Alinari, one of downtown Sarasota’s premier condominium communities in the highly sought-after Rosemary District. This beautifully updated 2-bedroom, 2-bathroom residence features a desirable split-bedroom floor plan, fresh interior paint, elegant new molding, luxury vinyl flooring throughout, soaring 10-foot ceilings, and recessed lighting that enhances the bright and inviting living spaces. The spacious living and dining area opens to a private balcony overlooking lush green spaces, offering the perfect setting to enjoy peaceful mornings and shaded afternoons. The well-appointed kitchen provides ample cabinetry and storage while seamlessly connecting to the main living area, ideal for everyday living and entertaining. The primary suite serves as a private retreat with a generous walk-in closet and an en-suite bath featuring dual vanities, a garden tub, and a separate walk-in shower. The guest bedroom is conveniently located near a full guest bathroom with a modern walk-in shower, ensuring comfort and privacy for visitors. Residents of Alinari enjoy an exceptional collection of resort-style amenities, including 24-hour concierge service, secure covered parking, EV charging stations, bike storage, guest suites, a heated 80-foot swimming pool, spa, fitness center, saunas, massage room, theater, club room, library, billiards room, wine cellar, business center, conference rooms, and WiFi throughout the common areas. The community is also pet-friendly and offers a fully fenced green space for pets to enjoy. Ideally located adjacent to The Bay Park, this residence provides unparalleled access to Sarasota’s vibrant waterfront lifestyle. Enjoy being just moments from downtown Sarasota, world-class dining, shopping, arts and entertainment venues, St. Armands Circle, Lido Beach, and Siesta Key Beach. Don’t miss this opportunity to lease a exceptional residence in one of Sarasota’s most desirable downtown communities. Schedule your private showing today.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Patrick Brogley (941-361-9031)

Remarks: SEASONAL VACATION RENTAL IN THE BROADWAY PROMENADE! AVAILABLE DEC-APRIL 2027 Enjoy the best of Sarasota living in this spacious two-bedroom, two-bath residence at Broadway Promenade. The well-appointed galley kitchen features granite countertops with a convenient pass-through and breakfast bar, stainless steel appliances, and a pantry—perfect for both everyday living and entertaining. The open living and dining areas overlook the tranquil courtyard, creating a bright and inviting atmosphere. The primary suite offers a private balcony, a walk-in closet, and an en-suite bath complete with dual sinks, a soaking garden tub, and a walk-in shower. Additional highlights include full-size in-unit laundry facilities and two assigned parking spaces in the secure underground garage. Broadway Promenade boasts an exceptional resort-style amenity package, including a heated pool and spa, a fully equipped fitness center with men’s and women’s locker rooms and saunas, a clubroom with full kitchen and bar, outdoor BBQ grills with dining areas, library, business center, social room, billiards and game room, ping pong, and three guest suites for visiting friends and family. Residents also enjoy the convenience of 24-hour concierge service. Don’t miss this opportunity to enjoy Florida sunshine and downtown Sarasota convenience—call today to schedule your showing. Note: This community is governed by a homeowners association. Approval may require an application, background screening, fees, and an approval process. Contact the agent for full details.

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Cody Smith (404-991-0209)

Remarks: Turnkey Condo 3 miles from Siesta Key! Spacious 2 bedroom 2 bath residence offers 1095 square feet of comfortable living space. The open concept floor plan seamlessly connects the living, dining and kitchen areas creating a bright and inviting atmosphere. The updated kitchen features quartz countertops, shaker style cabinetry and modern appliances. Master bedroom includes a private ensuite bathroom with an upgraded walk in shower, the second bedroom provides ample space for guests or a home office. Screened lanai offers the perfect spot to enjoy Florida year round sunshine. Community amenities include a swimming pool, private parking and convenient access to shopping, dining, healthcare facilities, and local attractions. Call today to schedule your showing.

Listing is courtesy of: MONARCH PROPERTY GROUP LLC (941-270-1675)

Listing Agent: Angela Bailey (941-270-1675)

Remarks: Vacant and ready! Nestled on a quiet cul-de-sac in the desirable Barrington Woods community, this charming 3-bedroom, 2-bath home offers comfort and convenience. The thoughtfully designed floor plan features a spacious kitchen with a cozy breakfast nook, perfect for enjoying your morning coffee. Enjoy peaceful walks through the community, where a scenic pond and charming bridge lead to the neighborhood pool. Ideally located just minutes from Downtown Sarasota, you'll have easy access to renowned dining, shopping, arts, and entertainment. Nearby attractions include The Ringling Museum, Sarasota Memorial Hospital, and Sarasota-Bradenton International Airport, making this home an excellent choice for both full-time residents and seasonal visitors. Experience the perfect blend of tranquility and accessibility in one of Sarasota's most convenient locations. HOA approval is required!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Chelsea Pena (813-530-6945)

Remarks: Welcome to Unit 704 at The DeMarcay, a luxurious 2 bedroom, 2 bathroom condo in downtown Sarasota. This fully furnished modern design and upscale amenities, making it the ideal place to call home. Upon entry, you will find an open-concept living space flooded with natural light. The kitchen features stainless steel appliances, quartz countertops, and a spacious island. The living room has floor-to-ceiling windows with city skyline views. The master bedroom has a walk-in closet and spa-like en suite bathroom. The second bedroom is perfect for guests or a home office. Residents enjoy amenities that include a rooftop pool, fitness center, outdoor kitchen and valet parking. The building is in the heart of downtown Sarasota close to dining, shopping, the vibrant Sarasota cultural scene and is a short drive to the Gulf Coast beaches.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Dave Hall (646-256-6524)

Remarks: Available to rent May 2026 through August 2026. Location, Location, Location! Only 3.5 miles to the famous Siesta Key Beach. This ground floor 2-bedroom 2 bath unit is bright, airy and elegantly furnished. High ceilings and comes with a carport. Ashton Lakes is located on 33 acres of luscious greenery. with 4 lakes, 2 heated pools, one with a lap lane, a combination of 2 tennis courts and 4 pickleball courts, shuffleboard, clubhouse and other amenities. Closer to I-75, rte.41, shopping, schools, hospitals and shopping. We are also connected to the Merchants Mart shopping center by a foot bridge. The famous Detwiler Farm Market is there amongst other stores for your shopping convenience. A screened lanai overlooks the lake and fountain. There is also an electric powered hurricane shutter for your security. There is also a storage closet outside the main door. Come be a part of this paradise. There is a $1000 security deposit, [ refundable] Seasonal rent $3500, Off season $3100 $175 cleaning fee plus 13% tax.

Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)

Listing Agent: Philip Abraham (941-441-6958)

Remarks: Stunning High-Rise Condominium in the Heart of Sarasota – Your Urban Oasis Awaits!  Welcome to your dream condo at 1350 Main Street, located in the vibrant downtown Sarasota. This exquisite 2-bedroom, 2-bathroom residence offers a perfect blend of luxury, convenience, and modern living - ideal for professionals, retirees, or anyone looking to experience the best of Florida living.  Step into this beautifully designed, sleek interior and modern amenties high-rise condo and be captivated by the open-concept layout that maximizes space and light.  Enjoy the elegance of the kitchen, which is equipped with top-of-the-line built-in LG and Bosch appliances.  The primary bedroom boasts a spacious walk-in closet and easy access to a well-appointed bathroom, ensuring privacy and comfort. A second bedroom, offers flexibility for guests, office space, or family. Both bathrooms are beautifully designed, featuring modern fixtures and finishes.  Step out onto your private balcony to soak in the vibrant atmosphere of downtown Sarasota.  Living at 1350 Main Residential means embracing a lifestyle filled with amenities, 24-hour security, fitness center, cable TV, internet, maintenance of grounds, and so much more. Enjoy the convenience of being just a stone's throw away from the marina, public transit, and beautiful sidewalks perfect for morning strolls or evening runs. You’ll love being in the heart of a vibrant community while having easy access to nearby restaurants, shopping, and cultural attractions.  Call today  and experience firsthand the luxurious lifestyle that awaits you at 1350 Main - where modern comfort meets urban sophistication!

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Jane Hunter (941-896-0622)