Featured Properties

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

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22 Sandy Cove Road Apt 10-5 Sarasota, FL 34242

3 Bed
3 Baths
1898 sqft
MLS# A4658557
Virtual Tour
RATES AND AVAILABILITY VARY. AVAILABLE SEASON 2026! Welcome to a completely renovated, light-filled penthouse in the exclusive Sandy Cove community — where coastal design meets breathtaking Gulf views in every direction. This professionally managed 3-bedroom, 3-bath residence is fully turnkey furnished and thoughtfully designed for relaxed, upscale living.

Every inch of the home has been updated with all-new finishes, furnishings, and a refined coastal palette that creates a bright, airy atmosphere. Multiple balconies offer seamless indoor-outdoor living, including a private balcony off the primary suite — perfect for enjoying expansive views of the Gulf, Lido Beach, and the Downtown Sarasota skyline.

What makes this unit even more unique is its personal exterior camera system, which provides a live, panoramic view from behind the exterior walls. It gives you a remarkable visual connection to the beach and water, even from inside the unit — maximizing the sense of space and view in a way most properties simply can’t.

Sandy Cove offers a private beach for residents and guests, ideal for dolphin watching, boat spotting, and soaking in Sarasota’s iconic sunsets. You're just moments from the vibrant shops and restaurants of Siesta Key Village and a short drive from all the culture, dining, and entertainment of Downtown Sarasota.

Whether you're here to relax, entertain, or explore, this one-of-a-kind penthouse delivers an unforgettable Siesta Key experience — turnkey, elevated, and unlike anything else on the market.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Cole Collins
$5,500 / mo (USD)
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Sarasota Area Rental

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7714 Ashley Circle Sarasota, FL 34243

4 Bed
3 Baths
2116 sqft
MLS# A4654845
Furnished 3-Bedroom, 3-Bath Home with 2-Car Garage – Flexible Lease Terms Available!
Welcome to your ideal Sarasota rental! This beautifully furnished 3-bedroom, 3-bathroom home offers 2,116 square feet of stylish and comfortable living space, a 2-car garage, and a flexible floor plan perfect for any lifestyle.
Whether you're looking for a short-term stay (3 or 6 months) or a long-term rental (annual), we’re happy to accommodate your needs. This rental offers flexibility without compromising quality or location.
Step inside to find a spacious open-concept layout, a fully equipped kitchen, and three generously sized bedrooms, with 3 full bathrooms for privacy and convenience. Enjoy the ease of a fully furnished space that’s move-in ready, so you can start enjoying all that Sarasota has to offer from day one.
Ideally located near: UTC Shopping & Dining, World-Class Beaches, Vibrant Downtown Sarasota, Sarasota-Bradenton & Tampa Airports, and Top-Rated Golf Courses.

Rental Highlights: 3 Bed
rooms | 3 Full Bathrooms, 2,116 Sq Ft of Living Space, Fully Furnished, 2-Car Garage, No Pets Allowed, Flexible Lease Terms (3, 6, or 12 Months), and Close to Everything Sarasota Has to Offer.

This home blends comfort, convenience, and flexibility—perfect for professionals, families, or seasonal visitors. Schedule your showing today and make this beautiful Sarasota rental your next home!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Vincent "Vince" Lamaida
$4,499,000 (USD)
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Sarasota Area Single Family Home

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1739 Cherokee Drive Sarasota, FL 34239

4 Bed
5 Baths
4538 sqft
MLS# A4670822
Nestled along Cherokee Drive in the prestigious Cherokee Park neighborhood, this residence enjoys a premier setting on one of Sarasota’s most sought-after streets, renowned for its graceful oak canopy and classic west-of-the-trail charm. This residence embodies the perfect balance of modern architecture, natural materials, and tranquil privacy. Designed by award-winning architect Guy Peterson and constructed by master builder Pat Ball, the home delivers a rare combination of architectural pedigree and enduring craftsmanship.
Positioned on a gracious, estate-sized parcel surrounded by lush greenery, the home’s U-shaped floor plan wraps around its showpiece, a 45-foot crystal-clear pool with integrated spa, creating a seamless indoor–outdoor living experience that defines the Sarasota lifestyle. Outside, the stone pathway leading to the custom mahogany front door sets a striking geometric tone.
Inside, board-on-board architectural molded concrete accent walls, Santos Mahogany wood floors, and cypress-accent ceilings strike a natural harmony with the home’s sleek, modern lines. Floor-to-ceiling impact-rated Marvin windows flood the interior with light, framing tranquil views of the pool and landscape from nearly every room. The wide-open living and dining area, anchored by a wood-burning fireplace, sets the tone for elegant yet effortless entertaining.
The chef’s kitchen features Wolf and Sub-Zero appliances, extensive custom maple cabinetry, and a seamless connection to both indoor and outdoor dining spaces.
In the west wing, the expansive primary suite serves as a private retreat with walls of glass overlooking the grounds, complemented by an adjacent executive office for work-from-home convenience. The east wing hosts two en-suite guest bedrooms, each with sliding glass doors opening directly to the pool.
A detached guest cabana offers a complete living area, kitchenette, and en-suite bedroom that is ideal for visitors, extended stays, or use as a private art studio or executive home office.
Located within Cherokee Park, one of Sarasota’s most established and beloved neighborhoods, this home offers walking distance to Southside Elementary, minutes to Southside Village and downtown Sarasota, and easy access to Siesta Key Beach, just five streets away. The community is known for its family-friendly gatherings, tree-lined streets, and timeless Sarasota character.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Cole Collins
$4,195,000 (USD)
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Sarasota Area Single Family Home

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262 Island Circle Sarasota, FL 34242

4 Bed
6 Baths
3455 sqft
MLS# A4668568
Virtual Tour
Waterfront Sanctuary on Palm Island

Welcome to an unparalleled blend of sophistication and coastal charm. Nestled on the exclusive Palm Island neighborhood of Siesta Key, this exquisite residence offers an extraordinary island lifestyle—perfectly positioned along the Grand Canal with close proximity to the pristine, sand Beach of Siesta Key and the vibrant energy of Siesta Village.

Spanning close to 3,500 square feet of meticulously designed living space, this newly built, custom home provides the ultimate in luxury and island living. The home includes 4 bedrooms, 4 full bathrooms, plus 2 additional half baths. Enjoy an additional, comfortable family room on the second floor. Every detail has been carefully curated to create a seamless balance of form and function. From the moment you enter, you'll be captivated by the open-concept layout, soaring ceilings, and walls of glass that flood the home with natural light, offering breathtaking panoramic views of the Grand Canal, playful manatees, water birds, and lush tropical landscapes. The chef-inspired kitchen is a culinary dream, featuring top-of-the-line Thermador appliances, custom cabinetry, and an expansive, Quartzite island perfect for both cooking and entertaining. The spacious living and dining areas flow effortlessly into the outdoor oasis, where a resort-style pool, hot tub, gas fire pit and outdoor kitchen await. Whether you're hosting guests or simply enjoying a quiet evening, this home offers the ideal setting for any occasion. The first floor primary suite is a true retreat, with ship lap ceiling and accent wall and a spa-like bathroom that includes a walk-in shower and dual vanities. Each additional bedroom/en-suite has been designed with comfort and luxury in mind, providing private, serene spaces for family and/or guests. In addition to the gorgeous interior, the property offers 80 feet of water frontage and unrivaled outdoor amenities including a private dock with 10,000 lb. boat lift ideal for boating enthusiasts to access Sarasota Bay and beyond.

Situated just moments from the world-famous Siesta Key Beach, Iconic Siesta Village, and the vibrant downtown Sarasota scene, 262
Island Circle is the epitome of coastal, waterfront living. This is more than a home—it's an island lifestyle. This magnificent residence offers the perfect fusion of luxury, tranquility, and location. Discover your own slice of paradise on Siesta Key today. Call for a private showing.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Joseph Kesslak