Available Listings

$12,000 / mo (USD)
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Sarasota Area Rental

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2231 Wood Street Sarasota, FL 34237

4 Bed
4 Baths
2731 sqft
MLS# A4663908
Virtual Tour
Experience the perfect blend of comfort, elegance, and convenience in this stunning turnkey furnished 4-bedroom, 3.5-bath modern vacation home. Thoughtfully designed to accommodate up to 10 guests, this property offers the ideal setting for families, friends, and luxury vacationers seeking a private oasis close to everything Sarasota has to offer. Step inside to find a spacious open floor plan with sleek finishes and top-of-the-line appliances, including a Subzero refrigerator and Wolf induction cooktop—perfect for creating memorable meals. Multiple indoor and outdoor dining spaces make entertaining effortless, while the comfortable living areas provide plenty of room to unwind. Outdoors, enjoy resort-style living on a double lot with a large fenced yard. Spend your days lounging by the sparkling pool and spa, grilling, rinsing off in the outdoor shower, or soaking up the Florida sunshine on the chaise lounge chairs. This home is ideally located—just steps to the Legacy Trail for biking and walking, only 1 mile from vibrant Main Street with its shops, cafes, and nightlife, and a short drive to Sarasota’s award-winning white sand beaches. Whether you’re looking for adventure, relaxation, or world-class dining, this home offers it all. Make your stay unforgettable in this modern luxury retreat designed for both relaxation and connection. *weekly rates available* Not Available Dec 27 2025- Jan 03 2026. Not Available Jan 13 2026- April 16 2026. Not Available April 25 2026- May 02 2026. Not Available June 17 2026- June 27 2026
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Rinat Sikdar, Coldwell Banker Realty
$10,500 / mo (USD)
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Longboat Key Area Rental

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4485 Gulf Of Mexico Drive Ph2 Longboat Key, FL 34228

3 Bed
2 Baths
1576 sqft
MLS# A4622055
Virtual Tour
**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease JANUARY and FEBRUARY 2026 with the option to include APRIL 2026** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath penthouse condo is located directly on the beach, offering you breathtaking full views of the shimmering turquoise waters, sparkling sand, and those iconic Florida sunsets. This is the perfect opportunity to immerse yourself in the serenity of beachfront living during the best time of year. Imagine waking up each morning to the calming sound of waves and enjoying your morning coffee on the balcony as the sun rises over the Gulf. Step inside and be welcomed by the calm coastal colors and casual elegance that make this condo the ideal beach retreat. The community of Arbomar offers amenities that ensure your stay is as relaxing as possible. Take a dip in the heated community pool, stay active in the fitness room, or gather with friends in the community kitchen and lounge. Additional conveniences include climate-controlled storage lockers, a kayak rack, beach chair storage, and laundry rooms on each floor. With all-new Miami Dade certified high-impact windows, including turtle-tinted beachside windows to protect our local sea turtles, you can enjoy the view and feel secure. This spectacular Penthouse condo fresh on the market emphasizes the exclusivity and appeal of spending winter in a beachfront condo, encouraging potential renters to secure their spot for the popular January to March/April 2026 period as soon as possible!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Norma Mladineo, Coldwell Banker Realty
$9,400 / mo (USD)
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Sarasota Area Rental

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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
$5,500 / mo (USD)
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Longboat Key Area Rental

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957 Spanish Drive N Longboat Key, FL 34228

2 Bed
2 Baths
1399 sqft
MLS# A4661509
Virtual Tour
AVAILABLE STARTING MAY 1, 2026. WITH 4 MONTH MINUMUM RENTAL DURING SEASON and 3 MONTHS OFF SEASON. FULL WATERFRONT NEWLY RENOVATED and TURNKEY FURNISHED VILLA for SEASONAL OR ANNUAL LEASE. Seasonal Lease December to April is $7,000 per month (OR inquire about annual/off season option at $5,500/month). Utilities, Cable and Tax included! Waterfront Villa with Panoramic Bay Views - Spanish Main Yacht Club | Longboat Key. Welcome to your own slice of coastal serenity! This rarely available freestanding waterfront villa offers sweeping full-bay views and an effortless blend of comfort and elegance in the heart of Longboat Key. Beautifully updated and bathed in natural light, the spacious 2-bedroom, 2-bath floorplan lives like a single-family home—offering privacy, tranquility, and uninterrupted water vistas from morning to night. Step outside and you’re just feet from the Intracoastal Waterway. Sip your morning coffee while the sun rises over the bay, and unwind in the evening with a cocktail as boats gently glide by.
Boaters will appreciate the private 40-slip marina (first come, first serve) accommodating vessels up to 40 feet. And just across Gulf of Mexico Drive, your deeded beach access opens to powder-soft sand and crystal Gulf waters—true island living at its finest.
Located in the active and welcoming Spanish Main Yacht Club 55+ community. Residents enjoy beautifully maintained grounds, a heated pool, clubhouse, and an easy, maintenance-free lifestyle. Just minutes to St. Armand's Circle and Downtown Sarasota. Enjoy boutique shopping, fine dining, and cultural attractions, all within reach—then retreat back to the peace and privacy of the bayfront. Please note: Per community guidelines, pets are not permitted.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Norma Mladineo, Coldwell Banker Realty
$3,500 / mo (USD)
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Longboat Key Area Rental

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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)
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Sarasota Area Rental

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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
$1,600 / mo (USD)
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Sarasota Area Rental

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4717 Winslow Beacon 7 Sarasota, FL 34235

1 Bed
1 Baths
582 sqft
MLS# A4701771
Virtual Tour
Virtually Staged. Immediate occupancy available. Clean and bright one bedroom one bathroom condo in The Meadows. Tucked inside the lush, park-like setting of The Meadows, this beautifully updated 1-bedroom condo in Winslow Beacon offers a rare blend of peaceful waterfront living and prime Sarasota convenience. Recent upgrades include: 5 baseboard trim, fresh interior paint, updated vaulted ceilings and doors, and a BRAND NEW A/C system 2025. Step inside to a light and inviting layout that opens to your private screened lanai, where tranquil pond and fountain views create the perfect backdrop for morning coffee or unwinding at sunset. Surrounded by mature landscaping and natural beauty, this is Florida living at its most serene. Residents of Winslow Beacon enjoy access to a private community pool, while also benefiting from the extensive amenities of The Meadows—including miles of scenic walking and biking trails, golf, and a vibrant community atmosphere. Just a short stroll away, you’ll find the community’s newly updated dining, bar, and shopping options, making everyday living both easy and enjoyable. Ideally located just minutes from the highly desirable Mall at University Town Center corridor, this condo offers convenient access to both UTC area shopping, downtown Sarasota, and Lido/Siesta Key Beach.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Kelli Eggen, Coldwell Banker Realty