Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$9,400 / mo (USD)
Active

Sarasota Area Rental

Active

1750 Benjamin Franklin Drive 9B Sarasota, FL 34236

2 Bed
2 Baths
1364 sqft
MLS# A4674245
Virtual Tour
GULF-FRONT LIDO KEY LUXURY • REAL OPPORTUNITY • $6,200/month. AVAILABLE NOW MAY-DECEMEBER 2026 at OFF SEASONAL RATE! - IN-SEASON RATE (JAN-APR) IS $9,400/MO. Availability for 2027 is APRIL - DECEMBER. Wake up to rolling waves and end every day with a front-row sunset over the Gulf of Mexico. This ninth-floor, full Gulf-front condo delivers panoramic water views that are just breathtaking— Promotional OFF Seasonal Rate: $6,200/month • Valid for May thru December 2026 only. In-Seasonal Rate of $9,400/month. Located in the distinguished Key Towers South on Lido Key, this fully furnished residence places the beach quite literally at your doorstep—and Sarasota’s St. Armand's best dining, shopping, and culture just minutes away. Inside, the open-concept layout is designed for comfort and effortless coastal living. The kitchen features granite countertops, stainless steel appliances, and fully stock with all the necessities for a gourmet meal. A dedicated office/den offers an ideal remote-work setup - perfect for quick emails, travel planning, or looking up that sunset cocktail recipe. The true showstopper is the enclosed Gulf-front balcony—a light-filled extension of the living space where the shoreline becomes your daily backdrop. Morning coffee hits differently here. So do sunsets. The primary suite is a serene coastal retreat with generous closet space and a private bath, while a separate guest suite ensures comfort and privacy for visitors. Additional features include: Impact-rated windows throughout Multiple interior storage closets Shared utility room with washers & dryers on the same floor Dedicated storage locker Residents of Key Towers South enjoy recently updated amenities, including: Renovated lobby and first-floor social spaces (2025) Fitness room, library, and social room with catering kitchen Sauna and shower facilities Bike storage Gulf-front pool and lounge deck with unforgettable sunset views Perfectly positioned between the Gulf of Mexico and Sarasota Bay, this condo places you at the center of Lido Key’s coastal lifestyle: South Lido Park — just ¼ mile away St. Armand's Circle — one mile north Downtown Sarasota — four miles over the Ringling Bridge Easy access to the free Sarasota Bay Runner bus for effortless exploring. NOTE: January–March 2027 is already booked.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Norma Mladineo, Coldwell Banker Realty
$3,500 / mo (USD)
Active

Longboat Key Area Rental

Active

573 Spanish Drive N Longboat Key, FL 34228

2 Bed
2 Baths
1380 sqft
MLS# A4661479
Virtual Tour
NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL Jan - April ($5,500/MONTH). 6 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club. Recently renovated and offered turnkey furnished, this charming 2-bedroom, 2-bath home is open, airy, and designed for effortless coastal living. Enjoy deeded beach access just across the street perfect for morning walks or sunset strolls on the sands of Longboat Key. Boaters will love the private 40-slip marina with direct access to the Intracoastal Waterway, accommodating vessels up to 40 feet (first-come, first-serve) and equipped with water and electricity. Whether you're relaxing indoors or enjoying the community's resort-style amenities, this is your gateway to the best of Gulf Coast living. Kayak, fish, or lounge beachside your Florida escape starts here. Ideally located near St. Armand's Circle, you'll have easy access to world-class dining, boutique shopping, and everything Longboat Key has to offer. Bring your furry best friend! - A dog up to 25 pounds is permitted. At least one tenant must be 55 or older. Call for availability and lease details.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Norma Mladineo, Coldwell Banker Realty
$2,295 / mo (USD)
Active

Sarasota Area Rental

Active

1709 N Tamiami Trail 221 Sarasota, FL 34234

1 Bed
2 Baths
896 sqft
MLS# A4692909
Virtual Tour
Kick back and enjoy this stylish, turnkey furnished, new luxury waterfront condo at the Strand with beautiful sunset views. Great for relaxation and getting away from the busyness of life. Three-minute drive to cultural, artsy downtown Sarasota and 10 minutes to Lido Key beach and shopping & dining on St. Armand's Circle. Let Sarasota erase your worries. Five-star guest favorite with excellent reviews. This private new, secure condominium on the 2nd floor is accessed by elevator and is tastefully furnished with an open kitchen featuring a large quartz island, plenty of storage and stainless appliances. Washer & dryer are in the condo and includes free YouTube TV with an assigned under-building parking spot in a secure, gated community. With the largest balcony it overlooks the bayou with boat docks, the bay & even occasionally manatees & dolphins. Resident access includes the resort-style heated saltwater pool & hot tub, grills, fully equipped gym, firepit, ramp for kayak launch, elevator, free storage unit, EV charging station, free WIFI, sewer & trash pickup. No smoking, one small dog allowed, no cats. Approval by condo association and application fee of $150 required. First, last & security plus utilities required for long-term rental. Short-term seasonal rental is $7,500 per month all-inclusive plus cleaning and application fee.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Carolyn Donnelly, Coldwell Banker Realty