Featured Properties

Some or all of the listings below are provided by the Sarasota Downtown office.
$15,500 / mo (USD)
Active

Sarasota Area Rental

Active

1750 Benjamin Franklin Drive 1D Sarasota, FL 34236

2 Bed
2 Baths
1403 sqft
MLS# A4695528
Virtual Tour
AVAILABLE 2027 SEASON & 6/26 - 12/26. This is a rare, convenience-driven Gulf-front luxurious retreat that delivers uninterrupted Gulf views, architectural volume, privacy, security, and seamless access to every amenity. A spectacular coastal offering designed for those who value discretion, quality, and effortless living. Welcome to a true turnkey coastal lifestyle opportunity defined by peaceful beach mornings, fun island afternoons, and elegant downtown evenings all from one exceptional, move-in-ready residence! Experience elevated island living in this FULLY RENOVATED, BEACHFRONT two-bedroom, two-bath condominium residence offering over 1,400 living square feet on Lido Key in beautiful Sarasota, Florida. Reimagined from the studs and beyond, the entire unit features NEW installed electrical (including breaker panel), NEW hurricane impact windows and slider doors, NEW designer tile throughout, a BRAND NEW sleek kitchen with BRAND NEW Bosch appliances, complete BRAND NEW bathrooms, NEW interior paint on NEW drywall, NEW LG washer and dryer, and more! Every detail is freshly installed. The Key Tower South building has been thoughtfully transformed with fresh exterior paint (2025), with a completely renovated lobby (2025), a state-of-the-art fitness center (2025), a stylish social room (2025), and a newly added business center for more private meetings (2025). Direct Gulf views as well as views of the beach and pool area. The fully restored community pool (2025) and Shellcrete deck by SRQ Modern (2025) create a private coastal oasis featuring fob-only gated beach access, a convenient beach wash-down station (2025), an outdoor shower (2025), grilling areas, and ample lounge seating for entertaining or unwinding. Begin your mornings with peaceful beach walks, enjoy full beach days just steps away, and end your evenings with breathtaking sunset strolls along the shoreline. Just a short walk from your residence, St. Armands Circle offers an unmatched island lifestyle with upscale dining, bars/pubs, boutiques, cafés, and vibrant nightlife. Outdoor enthusiasts will love nearby South Lido Park and the scenic Ted Sperling Park Nature Trail, ideal for kayaking, nature walks, and tranquil views of Sarasota Bay. When you’re ready for culture and city energy, Downtown Sarasota is just minutes away over the John Ringling Causeway, offering theaters, art galleries, retail shopping, high-end waterfront dining, year-round events, and much more! The building has undergone a FULL-SCALE TRANSFORMATION, including a complete renovation of the lobby, elevators, fitness center, social room, mail room, and the pool and pool deck. The arrival experience has been elevated with newly enhanced sightlines and “grand view” moments as you enter, achieved through thoughtfully opened walls and the addition of modern glass partitions. Outdoors, the property has been refreshed with all-new lawn, landscaping, and irrigation, fully replaced for a clean presentation. The coastal lifestyle awaits you!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Brenda Cozy, Coldwell Banker Realty
$13,000 / mo (USD)
Pending

Sarasota Area Rental

Pending

1850 Webber Street Sarasota, FL 34239

6 Bed
4 Baths
4755 sqft
MLS# A4693021
Virtual Tour
Virtually Staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Dyrk Dahl, Coldwell Banker Realty
$7,000 / mo (USD)
Active

Longboat Key Area Rental

Active

4780 Gulf Of Mexico Dr. Villa 5 Longboat Key, FL 34228

2 Bed
2 Baths
1325 sqft
MLS# A4668115
Virtual Tour
Booking Now for Summer 2027! Booked for January-June 30, 2027. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2027! Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets directly across the street, with three beach access points — including private deeded beach access. Appreciate the convenience of pulling directly into your private carport with no steps or elevators and relish the peace and privacy of having no neighbors above or below during your stay. This beautifully appointed coastal villa features two bedrooms, two bathrooms, a spacious open concept living area, and an opulent interior design that is soaked in sunlight. The brand new remodeled and fully equipped kitchen is ideal for preparing meals with fresh local ingredients from nearby farmers' markets or head out to dine at one of the delectable nearby restaurants. Windward Bay is a low-density, wildlife-rich community nestled mid-Longboat Key on 26 acres, offering resort-style amenities including two heated pools, two tennis/pickleball courts, two marinas, kayak racks, shuffleboard, a clubhouse with kitchen, library, fitness room, two saunas, and multiple fire pits and barbecue areas throughout the property. Enjoy half a mile of scenic waterfront trails and direct access to the Gulf or Bay for boating, fishing, or simply soaking up the sun. Located just minutes from Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and vibrant cultural attractions. This is a rare opportunity to create lasting memories in a home that guests return to year after year. This villa is more than a vacation rental — it’s a tradition. One couple has returned every March and April for over a decade, drawn by the comfort, beauty, and unbeatable location.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty
$6,700 / mo (USD)
Active

Sarasota Area Rental

Active

301 Quay Commons 904 Sarasota, FL 34236

2 Bed
3 Baths
1689 sqft
MLS# A4701060
Virtual Tour
A blend of Elegance, Light & Luxury Living with partial bay views. This refined coastal 2 bedroom + den, 3 bath home is available for annual lease unfurnished: 9th floor contemporary residence featuring porcelain tile flooring throughout, 10 ft ceilings and walls of glass overlooking the 14-acre waterfront district of planned luxury residences, restaurants, shopping and office space along the waterfront setting. Features include a Kitchen with generous recessed lighting, European cabinetry, quartz counters, electric radiant heat cooktop, wall oven/multimode convection system, microwave, wine fridge, 36 refrigerator/freezer & ice-maker, stainless Euro style dishwasher. Master bedroom with sliding barn door to bath with semi-frameless tempered glass shower enclosure, dual sinks, and a large walk-in closet. Guest bedroom with wall closet and semi-frameless tempered glass shower enclosure. There is also a den, powder room and shower, laundry room with Whirlpool washer/dryer and cabinets. Fifth-floor amenities include a Board room, private glassed-in workstations with wi-fi; state-of-the-art fitness center, a club room, infinity pool & spa, an outdoor kitchen with 2 grills, and fenced dog park. The residence has 2 garage spaces, EV charging station options and a tiled terrace. The Quay Commons is located just south of Sarasota Bay Park a 53 acre city shoreline project with a performing arts hall, waterfront promenade, walkways and lush parks. Furniture is available for sale!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Brenda Cozy, Coldwell Banker Realty
$6,000 / mo (USD)
Active

Longboat Key Area Rental

Active

6750 Gulf Of Mexico Drive 171 Longboat Key, FL 34228

2 Bed
2 Baths
1367 sqft
MLS# A4702046
Virtual Tour
Available September 1, 2026 through January 31, 2027 with a one-month minimum rental.

Experience the best of Longboat Key in this beautifully renovated and newly furnished 2-bedroom, 2-bathroom condo. Simply pack your flip-flops and beachwear and settle into the relaxed island lifestyle.

Residents enjoy an impressive array of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, a charming vintage boathouse clubhouse, grilling areas, kayak launch, and shuffleboard courts. Just across the street, you'll find the community's private deeded beach, complete with gazebos, lounge chairs, and breathtaking Gulf sunsets.

Spend your days kayaking, boating, fishing, shelling, or taking long walks along the beach. When it's time to dine or unwind, you'll find a variety of waterfront restaurants, casual cafés, and local favorites just a short walk, bike ride, or boat trip away. Everyday conveniences, including coffee shops, smoothie and donut cafés, a liquor store, 24-hour fitness center, Pilates studio, beauty salon, boutiques, and more, are located just one block from your door.

Don't miss this exceptional opportunity to enjoy the Longboat Key lifestyle in a move-in-ready coastal retreat. Your island paradise awaits!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Kelly Baldwin, Coldwell Banker Realty
$5,000 / mo (USD)
Active

Sarasota Area Rental

Active

2110 Benjamin Franklin Drive 104 Sarasota, FL 34236

2 Bed
2 Baths
1248 sqft
MLS# A4696214
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 Courtesy of STELLAR as distributed by MLS GRID / Listed By: Tammy Garner, Coldwell Banker Realty