My Active Listings

Some or all of the listings below are provided by the Sarasota Downtown office.
$15,000 / mo (USD)
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Sarasota Area Rental

Active

111 S Pineapple Avenue 1210 Sarasota, FL 34236

3 Bed
4 Baths
2803 sqft
MLS# A4667646
Virtual Tour
Luxury Living in the Heart of Downtown Sarasota!

Welcome to The Mark, where modern elegance meets vibrant city living. This stunning signature Penthouse 3-bedroom, 3.5-bathroom plus den/office contemporary condo offers sleek design, high-end finishes, and sweeping city views — all in one of Sarasota’s premier luxury residences.

Step inside to discover a light-filled, open-concept floor plan with soaring ceilings and expansive windows. The gourmet kitchen boasts custom cabinetry, elegant quartz countertops, and top-of-the-line appliances — a chef’s dream perfect for entertaining or everyday living.

Unwind in the spacious master suite, complete with a generous walk-in closets and a spa-inspired bathroom featuring dual vanities and a large walk-in shower — your own private retreat. The 2nd and 3rd bedrooms includes its own en-suite bath for ultimate privacy and comfort.

Enjoy your morning coffee or evening cocktail on the private 1400sq ft balcony while soaking in panoramic views of the Sarasota skyline.

Residents of The Mark enjoy resort-style amenities, including:

A state-of-the-art fitness center

A stunning pool and sun deck

A chic residents’ lounge

Private clubroom for entertaining

24-hour concierge and secure access

All of this is just steps from world-class dining, shopping, art galleries, theaters, and the beautiful Sarasota Bayfront.

Bring your furniture and make it your own — this luxury condo is move-in ready.
Don’t miss this opportunity to live in one of downtown Sarasota’s most coveted addresses.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Dyrk Dahl
$6,500 / mo (USD)
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Longboat Key Area Rental

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

2 Bed
2 Baths
1256 sqft
MLS# A4668115
Virtual Tour
BONUS FREE RENTAL DAYS! AVAILABLE 12/26/2025-1/31/2026 ONLY! Stay through New Years Eve for Free as a bonus. Fully Booked for the remainder of the 2026 season. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2025! 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 / Coldwell Banker Realty / Deborah "Debby" McCaig
$4,000 / mo (USD)
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Sarasota Area Rental

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988 Blvd Of The Arts 115 Sarasota, FL 34236

2 Bed
2 Baths
1555 sqft
MLS# A4674014
Virtual Tour
Annual rental available at this spectacular bayfront property...where downtown Sarasota meets the bay..this first floor unit has 10 ft ceilings and porcelain tile floors thru out. Tenants pay only the electric bill. No need to use an elevator to get to this condo. Brand new hurricane sliders were just installed giving you a wall to wall 10 ft high view. New blinds were installed. The condo was just painted. Located on a gated 9 acre peninsula, it is direct waterfront. No one will ever build in front of it and block your views of the bay & sunsets. The open floor plan extends from the kitchen to the large lanai with floor to ceiling sliders; this unit feels much larger than its sq footage and is laid out perfect for entertaining. The kitchen has plenty of storage, new SS appliances and a stackable full size washer/dryer. The split bedroom floor plan offers you maximum privacy. This unit has tons of storage. The primary ensuite has a walk in closet and bath with shower/tub and dual sinks. The large guest bedroom has a good size closet and is directly adjacent to the bath. The guest bath has dual sinks and tub/shower. At Condo on the Bay you can have it all....enjoy the conveniences of downtown living and the perks of living waterfront. Walk out your front door to jump on your boat or kayak, fish off the dock or lounge at one of our two resort style heated pools. Take a walk or bike to downtown to enjoy our many restaurants, theatres, art galleries, music, festivals, farmers market...Next door is the Bay Park Sarasota a 53 acre world class park with walking paths, playground, snack bar, music events and a performing arts center.. Behind the building across the canal is the Ritz Carlton/Hyatt yacht basin which is undergoing a transformation into a shopping/entertaining area. 24 hour security is provided and a concierge is on duty everyday from 8-6. Looking to make friends? There are a variety of organized social activities in this friendly community, from yoga, water aerobics, walking groups, card clubs, get togethers on the sky decks for no reason, etc. Underground assigned parking for one vehicle and lots of open parking on top deck. Condo on the Bay is located 4 miles from the airport, 2 miles from Lido Beach and Armands Circle & 6 miles from Siesta beach. If you are looking to buy a home in Sarasota or waiting for your home to be built this is a great location to rent and explore the area. Or just rent long term and not worry about home ownership. Minimum lease 1 year. This condo can be a longer term rental if you are looking for a forever home
Listing Courtesy of STELLAR / Coldwell Banker Realty / Debbie Huffman
$3,400 / mo (USD)
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Sarasota Area Rental

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775 John Ringling Boulevard # 33 Sarasota, FL 34236

2 Bed
2 Baths
882 sqft
MLS# A4668031
LOCATION! LOCATION! LOCATION! A 55+ condominium in the highly sought after Sarasota Harbor East Community. Located on Coon Key across the street from the Sarasota Yacht Club. Turnkey this unit comes fully furnished. The views from the Living room and Master Bedroom are jaw dropping. Sip your morning coffee while sitting on your 4 season Lanai. Watching Dolphin and Manatee swim by while the seabirds dive for lunch. It's a short drive or walk over the John Ringling Causeway to downtown Sarasota. Where you will find retail shops, restaurants, art galleries, coffee shops, a weekend Farmers Market, Marina Jack and so much more. Walking distance to St. Armands Circle. Only 1 mile to Lido Beach with Ted Sperling Park containing nature paths and kayaking tunnels further down south at the end of Lido Key. This lovely community offers a heated pool, clubhouse, outdoor grills, kayak/bike storage, and a boat slip on a first come, first serve basis. The building has an elevator. There is a coin operated laundry located on the second floor right by the elevator. Laundry Key is provided by the owner. The electricity is paid by the Lessee each month. If you plan on making Sarasota your future home, this is the perfect opportunity. The unit is a minimum 12 month rental. AVALIABLE FOR RENTAL STARTING OCTOBER 2025. Call today to secure your rental.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Patsi "Lorraine" DuVall