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.

ANNUAL UNFURNISHED. Welcome to Alinari at Rosemary Place, a unique, luxury condominium development set on 11 acres in Downtown Sarasota. Experience this exclusive blend of privacy, space and style in this unique multilevel end-unit remodeled townhome with your own private entrance. Enjoy 1,734 sq. ft. of remodeled interior living space and your very own private 942 sq. ft. Rooftop Deck with sweeping views of Sarasota Bay, the Sarasota city skyline, resort-style pool & spa deck, and unforgettable sunsets. 1 of only 6 private townhomes located just off the pool—and the only one currently available—this residence is truly a rare offering. Upon entering at your very own private entrance, cross the threshold & enjoy soaring 18-foot ceilings showcasing ample windows that create an expansive, light-filled interior that seamlessly blends with the outdoor scenery with high-end finishes, including custom Venetian plaster walls, designer lighting, custom plantation shutters & freshly painted interior. The kitchen is well-appointed with quartz countertops, large bar counter, stainless steel appliances, custom designer soft close cabinetry w/ample storage space & an oversized pantry. The adjacent spacious dining area has ample room for 6-8 and flows seamlessly into the living room creating the perfect open-concept floor plan for relaxing & entertaining with friends. The versatile 2nd bedroom/den with an adjacent full bath was previously used as both by the current owner. See images of the custom Murphy Bed with storage. Per town records, the unit is classified as a 1BR, but it lives comfortably as a 2BR thanks to the sleek sliding partition door. Open the French doors to a spacious oversized terrace (approx. 642 sq. ft.) which is one of 3 private outdoor spaces. Upstairs, the expansive Primary Suite features its own private balcony, walk-in closet and large en-suite bath with dual sinks, soaking tub, large separate walk-in shower and linen closet. Continue to your very own Private Rooftop Terrace Retreat, which spans the full length of the residence and sets the stage for true luxury overlooking the city skyline and Sarasota Bay making it an inviting space for relaxation, al fresco dining or entertaining. Additional highlights include an oversized laundry room w/built-in cabinetry, retractable screens for airflow throughout, generous storage, 2 AC units, custom window treatments, upgraded ceiling fans, custom stainless stair railing & beautiful tile floors. Alinari residents enjoy 24-hour concierge and security with onsite management staff, an 80’ heated lap pool and spa, fitness center, private cinema, outdoor grilling, business center, club room with bar and entertaining kitchen, social and tea rooms, wine cellar with personal locker (a favorite spot for casual wine gatherings), billiards, three guest suites to accommodate additional overnight guests, a large dog park, designated garage parking, a climate controlled storage unit, indoor bicycle storage & an active social committee that plans engaging events throughout the year. Alinari residents can rest assured as the building was built at 16’ feet above sea level and is located in an X flood zone and has passed its structural survey. Total indoor and outdoor living space: 3,389 sq. ft. all just minutes from Sarasota Bay, Van Wezel, St. Armands Circle, Lido Beach, Sarasota’s vibrant downtown shopping, fine dining, marinas, and expansive arts and cultural offerings. Furnishings are negotiable.

Wonderful 2 bedroom 2 bath condo in Fairway Bay community on Longboat Key. Condo is being rented fully furnished and is available at a 2 month minimum rental. this is totally updated and ready to move in. amazing Bay views to enjoy and community has lots of amenities from Tennis, pool, spa, beach access and 24/7 security. All renters need to be approved by association, and application fee is required.

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.

Toscana Isles Unfurnished Lakefront Rental! Available for an annual or minimum 7-month lease starting August 15th, 2026. Enjoy lakefront living in this almost new luxury home in resort-like, gated Toscana Isles. This gorgeous 3BR, 2.5 bathroom home with an extra-deep garage that accommodates a long vehicle or golf cart is located on a premium lakefront home site. The home offers a modern design throughout with beautiful porcelain tile in the main living area, hardwood flooring in the bedrooms (no carpet here), extensive crown molding, tray ceilings, a large and open gourmet kitchen with quartz countertops, shaker-style cabinets, upgraded stainless steel appliances and a custom walk-in pantry, and a sunlit dining area overlooking the beautiful lake. The spacious primary suite accommodates a king-size bed, and offers an en-suite bath, double vanities, a walk-in shower, and a large walk-in closet that is connected to the laundry room. The split floor plan provides privacy with the second bedroom located at the front of the home. The third bedroom features a large walk-in closet and can serve as a bedroom or study/den, ensuring privacy for all residents. Toscana Isles is a beautiful, gated community located only 5.8 miles to Casey Key and Nokomis Beach. The resort-style community offers amenities geared toward residents who enjoy an active lifestyle. The Tuscan-designed amenity center provides over 8,000 square feet of space, featuring a lakefront activities room, a catering kitchen, a billiards room with a bar and TVs, a state-of-the-art fitness center, a resort-style infinity-edge pool, and tennis and bocce courts. With over 200 acres of lakes, residents can kayak, canoe, and fish. The community is within a short drive to beautiful downtown Venice and Sarasota, gourmet restaurants, prime shopping, the Legacy Trail, and the new Sarasota Memorial Hospital Venice Campus. Agent-owner. Call today for a showing!

Beautiful home in Harrison Ranch an awesome active community. Split bedroom/bath design with great master suite which overlooks conservation property as well as the view from the screened lanai to view wildlife. Volume ceilings with fans, separate living/dining room, wood cabinets with solid surface countertops, tile floors in the wet areas. Kitchen, breakfast and family room all open. Garage door opener with exterior key pad. Beautiful clubhouse has Jr Olympic size swimming pool, 24/7 exercise room, game room including pool table, full time activities director, 5.5 miles of walking trails, tennis courts, pickleball, playground, soccer fields, and so much more... Rent includes pesticide treatment and lawn service, excluding maintenance of landscape beds. Minutes away from Ellenton Premium Outlets, restaurants, Woody's River Roo on the river, beaches, close to I75 and approximately 1/2 hour to Sarasota Airport and Tampa International Airport. Come live and play here.

This is a truly charming 2 bed, 1 bath cottage with a den. Beautiful hardwood pine floors, updated kitchen with LG stainless steel appliances, a remodeled bathroom and new impact windows and doors. The inside laundry room is equipped with LG washer and dryer and has plenty of cabinet space. French doors open into the den with curtains giving you an extra private room. Curtains and blinds throughout the home. The front porch is screened in. Walk out to an inviting back yard paradise with a 8 foot high enclosed fence, lush landscaping and a shed for your toys. This home was uniquely built in 1925.

You are only 1 mile from the Crossings at Siesta Key shopping mall and CinéBistro theater, 2 miles to north Siesta Key bridge and 4 miles to downtown Sarasota Main Street where you will enjoy our quaint lively town. Enjoy many delicious restaurants, Trader Joes, Publix, Aldi, browse unique shops just minutes away. Go stick your toes at any of our sister island beaches, Siesta Key, Lido Key are a short drive away. Some photos are staged, home is leased unfurnished.

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.

AVAILABLE MAY 1, 2026. Tasteful turnkey-furnished 2-bedroom 2-bath condo. Located in centrally-located Vistas on Beneva with large resort-style pool and fitness center with a view of the Palms public golf course at Forest Lakes. Close to shopping, excellent restaurants, art, theater and music in downtown Sarasota and close to the #1 beach on Siesta Key and Lido Key. Fully-equipped kitchen, dishes & utensils, bed linens & towels included, 2 large flat-screen televisions, washer/dryer in unit, open patio on the golf course. King bed in spacious primary bedroom and queen bed in spacious guest bedroom. Approval by condo association and application fee of $100 required. First, last & security required. NO SMOKING or pets.

Beautiful, IMMACULATE, 2-level townhome located in convenient Parkridge Condos with awesome water view! 3 Bedrms + 2.5 Baths. All Bedrooms upstairs. 1-car garage with extra storage. ***ALL TILE FLOORS except carpet on stairs!!*** Spacious kitchen w/breakfast nook, Corian countertops, large pantry! Beautiful lanai w/gorgeous view of pond and tall, lighted fountain! King sized Master Bedrm w/walk-in closet and large Masterbath w/shower. Floor plan features family room off kitchen + separate liv rm/din rm. All appliances included: Top-of-Line Washer/Dryer on upper level! Fabulous location along University Blvd and near Lockwood Ridge Rd. Walk to shopping center w/ Detweilers Supermarket, Ace Hardware, Restaurants and Movie Theartres! Minutes to Sarasota Airport/Downtown Sarasota/Beautiful Beaches close by. Parkridge is a well-managed, gated community w/ heated community pool. Rent includes WATER, TRASH, BASIC CABLE, PEST CONTROL. **NO WATER BILL TO PAY!!**Pets considered case-by-case basis. Available now! Call to see this beauty! FLOOR PLAN AVAILABLE. Call for to see!