Remarks: Welcome to an exceptional opportunity to lease a beautifully appointed coastal residence at 304 Benjamin Franklin Drive, Sarasota, FL 34236, perfectly positioned on the coveted barrier island of Lido Key. This elegant rental places you steps from the glistening sands and turquoise waters of the Gulf, offering a lifestyle that blends beachside serenity with world-class convenience. Unit 304 features a bright, open layout designed for both comfort and style. Expansive windows fill the living space with natural light, creating an inviting ambiance that highlights the home’s clean lines and airy coastal character. The main living and dining areas connect effortlessly, making everyday living as enjoyable as entertaining. The well-equipped kitchen offers modern cabinetry, quality appliances, and generous counterspace—perfect for preparing meals after a day on the beach or enjoying a casual breakfast in a relaxed, coastal setting. The spacious bedroom suite provides a peaceful retreat, complemented by ample storage and a beautifully finished bathroom featuring timeless, neutral selections.Residents of this desirable community enjoy an array of amenities that elevate daily living, including resort-style outdoor spaces, private beach access, secure entry, and well-maintained common areas designed for comfort and relaxation. Whether you prefer lounging by the water, unwinding outdoors, or enjoying the tranquility of coastal living, this location delivers it all.Situated just moments from the vibrant shopping and dining of St. Armands Circle, the home offers instant access to boutique shopping, renowned restaurants, and charming cafés. Downtown Sarasota is only a short drive away, placing theaters, cultural venues, parks, and waterfront activities within easy reach.

Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)

Listing Agent: Renee Preininger (941-400-4235)

Remarks: SHORT TERM ONLY. The Plaza at Five Points is THE place to live downtown Sarasota. This luxurious space offers fabulous views of the Sarasota Bay from a natural light filled, finely appointed, 2 bedroom, 2 bathroom condo. You will reside in the heart of Sarasota and find, right outside your door, the Sarasota Opera, Whole Foods, Selby Library, Starbucks and loads of fine dining and neat shops. This secure building offers a first rate amenity package with heated pool and spa, fitness center, social room with catering kitchen and bar, barbecue grills and outdoor dining options, concierge with valet parking, and a board room. This unit comes with one parking space in the garage. The opportunity to rent in this building is a rare one. This condo can be rented from April 15 through December 31, 2026. Call NOW to lock in your next vacation. NOTE: This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details.

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This exquisite condo features a 2-bedroom, 2-bath split plan, designed with your privacy and comfort in mind. Upon entry, you are greeted by a generous foyer leading to an expansive Great Room. The 10-foot ceilings, coupled with floor-to-ceiling windows and nine-foot-high sliding glass doors, invite an abundance of natural light and offer stunning bay views. The space boasts porcelain floors, an 65” Samsung Frame TV, Apple HomeKit, electric blinds, and a large furnished corner terrace – perfect for entertaining or peaceful relaxation. The kitchen is efficient delight, equipped with granite countertops, a new galley-style sink, instant hot water, and pull-out cabinet drawers. Stainless steel appliances and an external-venting cooktop exhaust fan enhance your culinary experience. A granite breakfast bar elegantly separates the kitchen from the dining area, offering a cozy spot for casual meals. Retreat to the luxurious master bedroom, featuring wood floors, a large walk-in closet, and direct terrace access through 9-foot sliders, providing serene bay views. The master bath is adorned with travertine floors and a vanity desk, leading to the spacious walk-in closet. The second bedroom, offering maximum privacy, is adjacent to the second bathroom with a pocket door, effectively creating an en-suite setup. There is a queen size bed in this bedroom. This fully furnished unit ensures you feel right at home with all linens provided for the master bedroom, guest bedroom, and a queen-size living room couch, along with a fully equipped kitchen. Stand out with a dedicated laundry room, updated appliances, a tankless water heater, and additional storage. Enjoy the convenience of secured parking for one car. Security, water, and high-speed internet are included in this fabulous building in the heart of downtown Sarasota. The Plaza at 5 Points Residences redefines luxury with an array of concierge services and top-tier amenities on the 10th floor, including an overnight guest suite, a resort-style heated pool & spa, and an outdoor pavilion with a fireplace. The fitness center, clubroom with a bar, catering kitchen, and conference room elevate your living experience. Complimentary valet parking for guests and onsite dining at Element restaurant add to the allure. Seize this unique chance to reside in Sarasota’s heart, with Whole Foods, Starbucks, Selby Library, Florida Studio Theater, the historic Opera House, and over 25 restaurants within two blocks. The Sarasota Bayfront, Marina Jacks, St Armand's Circle, Lido Beach, and SRQ airport are all within easy reach. We offer flexible rental terms with a two-month minimum stay and special consideration for a 9-month rental. Don’t miss out on this unparalleled downtown living experience at the Plaza at 5 Points – where luxury meets location, fully prepared for your immediate comfort. NOW RENTED THRU DECEMBER 31, 2026. AVAILABLE April 15, 2027. Call TODAY for your time in paradise!

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: ONLY AVAILABLE May 1, 2026 through October 30, 2026................. Owners are Canadian and are down here each year for 6 months. Newly renovated, beautifully appointed rental in TPC - Prestancia with a stunning golf course view. Private gated community in prime location near Sarasota's shops and restaurants, just 10 minutes from SIESTA KEY's #1 rated BEACH. Beautifully decorated with designer touches and comfort in mind. Feels like a first class resort and minutes from the culture and art of downtown Sarasota.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: Escape to comfort and convenience in this beautifully appointed 3-bedroom, 2-bath turnkey furnished condo, available starting April 22, 2026. Nestled within the peaceful, sought-after Ashton Lakes community, this spacious residence offers the perfect blend of relaxation and resort-style living. Inside, you’ll find an open and inviting layout with plenty of room to unwind, whether you're enjoying a quiet evening in or hosting visiting guests. Thoughtfully furnished and fully equipped, this home is truly move-in ready - just bring your suitcase and start enjoying the Florida lifestyle. Step outside and take advantage of Ashton Lakes’ exceptional amenities, including two sparkling pools (one heated) overlooking tranquil lake views, an active clubhouse, tennis courts, and a scenic picnic and barbecue area—ideal for soaking up the sunshine or connecting with neighbors. Located just minutes from world-famous Siesta Key Beach, known for its powder-soft quartz sand and stunning Gulf sunsets, and conveniently close to shopping, dining, and everyday essentials, this property offers the best of both relaxation and accessibility. Your perfect seasonal retreat awaits. Schedule your stay today.

Listing is courtesy of: RANCH REALTY (941-228-1229)

Listing Agent: Jessica Reeves (941-915-8130)

Remarks: Seasonal/short term only Beautiful townhome in convenient location just off University Parkway. This Mediterranean style development is built around a large lake in a quiet and peaceful setting but close to the University Parkway corridor for easy access to I-75, the airport, shopping, the new UTC mall, dining and fun. This townhome has an open planned setting for easy family time and entertaining. The living room is spacious and open to the dining area and kitchen. All bedrooms are upstairs and large. The master bedroom has spacious walk in closet with organizer, en-suite bathroom with double sinks, and walk in shower. On the ground floor there is a huge storage closet, laundry room and one car garage. This home is furnished for style and comfort. The first floor is all tile and the 2nd floor is all wood flooring so NO CARPETING. There is a one car garage with rear entry. This townhome has a view of the lake and gazebo. Amenity package includes resort style heated pool, tennis courts, basketball court, playground and BBQ grills. Now rented thru March 31, 2026. AVAILABLE April 1, 2026. The rent during off season (May thru November is $2500/month + 13% tax). This community is governed by a homeowners association. Approval may include an application, background screening, fees, and an approval process. Contact the agent for details. Don't miss out on this wonderful place to use as your vacation base camp-call NOW!

Listing is courtesy of: RENT SARASOTA (941-328-8999)

Listing Agent: Hamid Mohajir (941-557-8556)

Remarks: ***AVAILABLE MAY THRU DECEMBER 2026***. Tenants no pets no pick up trucks or RV. A canopy tree community on Sarasota Bay. Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle. Pelican Cove, the ultimate adult sanctuary, continues to be recognized and win awards for its landscaping and its superior management. Minutes from SIESTA KEY BEACH, restaurants, shopping.

Listing is courtesy of: AUDREY RAIN RENTALS, INC (941-487-7162)

Listing Agent: Anthony Deluca (941-685-6001)

Remarks: SARASOTA/DOWNTOWN…Luxurious Downtown Sarasota living at its finest. This stunning unit offers two balconies with an enviable view of the sparkling pool deck in one of the city’s most sought after buildings. A serene atmosphere unfolds inside, highlighted by elegant floors that flow throughout the living spaces. The gourmet kitchen features stainless steel appliances, beautiful cabinetry and granite countertops, opening to a distinct dining area perfect for entertaining. Both bedrooms are ensuite and have walk in closets to let your wardrobe breathe. The primary bedroom has a separate sitting space while the second bedroom has it’s own balcony. With 2 bedrooms and 2.5 baths, the home also includes built-in laundry storage and additional storage space, plus two assigned parking spaces. Residents enjoy 24-hour concierge service and access to top-tier amenities, with effortless connectivity to everything in Downtown Sarasota. Call today and start your journey of amenities-rich condominium living. Low-maintenance and high enjoyment! Available for an annual lease starting 8-01-2026 at $7,000.

Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)

Listing Agent: Jane Hunter (941-896-0622)

Remarks: Discover Sarasota's Crown Jewel: WATERFRONT LUXURY REDEFINED Perched on the corner of the 4th floor at the exclusive Harbor View Condominiums, this stunning 2-bedroom plus den, 2.5-bath, some furnishings included in sale.* This recently remodeled residence is the epitome of coastal elegance. Prepare to be captivated by unobstructed, panoramic views stretching from the sparkling Sarasota Bay to the dazzling downtown skyline. A BOATER'S PARADISE Imagine stepping off your 38' boat onto your deep-water condo dock, complete with a newer 16,000 lb boat lift. The coveted deeded boat slip is your gateway to endless nautical adventures, positioning you at the heart of Sarasota's vibrant waterfront lifestyle. This is the only luxury condo with a deeded boat slip at this price point ? this close to downtown Sarasota. LUXURIOUS LIVING SPACES Floor-to-ceiling windows flood the open-concept living area with natural light, creating a seamless blend of indoor luxury and outdoor splendor. The chef's kitchen is a culinary masterpiece, boasting: High-end Thermador appliances, including a 36" gas range Custom cabinetry and sleek stone countertops Wine Fridge and Built-in water filter Spacious island that seats 6 Large format Porcelain tile flooring Unwind on your private balcony, where you'll witness breathtaking sunrises, marina activity, and the twinkling city lights beneath a canopy of stars. UNPARALLELED AMENITIES Heated pool and spa overlooking the waterfront Two deeded assigned parking spaces Gated community of just 14 residences Deeded Boat Dock and Slip with Lift Additional outside locked storage Security cameras in parking, dockside and lobby PRIME LOCATION Nestled on Golden Gate Point, you're just steps away from: World-class museums and galleries Downtown Shops and Restaurants Luxury boutiques and fine dining St. Armands Circle and beautiful LIDO BEACH RECENT UPDATES: The building was redeveloped in 2007 and enhanced with $1.5M in updates in 2017; and finally, a new seawall, docks, renovated pool/patio in 2022, and a new roof in 2

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Melissa Gissinger (941-404-2722)

Remarks: Welcome to this stunning 2-bedroom, 2-bathroom lakefront condo located on the second floor in Gulf and Bay Bayside, Siesta Key. This two-story retreat features two primary bedrooms, each with a luxurious king-size bed, spacious walk-in closets, and beautifully appointed bathrooms with walk-in showers. In the second floor primary bedroom there is additional sleeping accommodations with a full-size bed. Bedroom: Extra pillows, blankets, hangers, and linens provided. Bathroom: Hair dryer, private bath, and towels. Entertainment: Cable TV. Kitchen: Blender, cookware, dining area, iron and board, microwave, refrigerator, stove, and toaster. Living Room: Living room and office. Location: Lakefront with a lake view. Relax in the living room on the plush couch, perfect for unwinding after a day at the beach. The screened-in lanai offers ample seating and picturesque lake views, making it the ideal spot for your morning coffee. The lanai features floor-to-ceiling windows with screens, which allows for great views of turtles and birds in the pond. The fully equipped kitchen has everything you need to whip up your family’s favorite meals, all kitchen cooking supplies, furniture, and decor are brand new, along with numerous extras available for cooking. This condo is the perfect blend of comfort and style for your Siesta Key getaway! Enjoy an array of amenities designed to enhance your lifestyle. You can choose to relax in one of the two sparkling pools or engage in a friendly match on one of the two tennis courts. The community also boasts an exercise room for your fitness needs and two BBQ grills perfect for outdoor gatherings. Additionally, there are picnic areas and a fishing dock available for residents to enjoy. The community itself exudes an "Old Key West" style, set on 25 acres of lush land with cedar siding and many-angled roofs that evoke an "Old Florida" era. Here, quality of life is measured by the beauty, comfort, and serenity that surround you. There is private deeded beach access just right across the street! There are beach essentials for guest use, such as a beach wagon and cooler. House Rules: No Motorcycles, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Welcome to this stunning second-level condo nestled within the prestigious Gulf and Bay Club Bayside in the serene enclave of Siesta Key. Boasting breathtaking views of the shimmering lake, this meticulously designed residence offers the epitome of luxurious coastal living. As you step inside, you are greeted by an inviting ambiance that seamlessly blends modern elegance with coastal charm. The spacious living area features an open floor plan, adorned with tasteful furnishings and large windows that bathe the space in natural light. Relax in the comfort of the living room, complete with plush seating and a TV, perfect for unwinding after a day of exploration. Step outside to the private screened-in lanai and be mesmerized by the captivating vistas of the lake and lush greenery. Whether sipping your morning coffee or basking in the golden hues of the sunset, this outdoor oasis is the perfect spot to unwind and soak in the beauty of your surroundings. The adjacent dining area offers a delightful space to enjoy meals with family and loved ones. The fully equipped kitchen is a culinary haven, featuring sleek countertops, stainless steel appliances, and ample cabinet space. This condo boasts three generously sized bedrooms, each offering a tranquil retreat for rest and relaxation. The primary bedroom exudes comfort and sophistication, featuring a sumptuous king-size bed, with an attached bathroom. The second bedroom offers a queen-size bed, while the third bedroom is ideal for children, with two twin-size beds providing flexibility and comfort for all. Guests of Gulf and Bay Club Bayside enjoy an array of upscale amenities, including private beach access, tennis courts, swimming pools, fitness center, and lush tropical landscaping. With its coveted location in Siesta Key, renowned for its pristine beaches, vibrant dining scene, and eclectic boutiques, this condo offers the ultimate coastal lifestyle experience. House Rules: No Motorcycles, RVs, boats, or trailers allowed. No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Welcome to luxury living at its finest in this exquisite 3-bedroom, 2-bathroom condo situated in the prestigious Gulf and Bay Club Bayside. Perched on the second story, this residence offers unparalleled bay-front views that will take your breath away. The open-concept living space seamlessly blends the living, dining, and kitchen areas, creating an inviting atmosphere bathed in natural light. The heart of the home, the screened-in lanai, which boasts bay views, and has ample seating for you to enjoy your morning cup of coffee to the view. The primary bedroom suite, located on the second floor, provides a private sanctuary with sweeping bay views from the balcony and has a king-size bed, attached is the spa-like bathroom featuring a luxurious dual vanity and a walk-in shower. On the first level there are the other two bedrooms. The second bedroom has a queen-size bed, plenty of closet space and a TV. The second bathroom has a large vanity with a shower/tub combo. The third bedroom has two full-size beds, which offers ample space to kick back and relax after a long day at the beach. Step onto the private balcony to savor panoramic vistas of the bay, where you can unwind and enjoy spectacular sunsets. Gulf and Bay Club Bayside amenities, including pools, private beach access, community grills, pickle-ball & tennis courts, and a fitness center, enhance the resort-style living experience. This condo epitomizes coastal elegance, inviting you to indulge in the beauty of Gulf and Bay Club Bayside and the captivating bay-front lifestyle it affords. Gulf & Bay Club Bayside offers resort-style amenities, including pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Indulge in opulent coastal living with this luxurious 3-bedroom, 2-bathroom second-floor, two-level condo in the prestigious Gulf & Bay Club Bayside on Siesta Key, Florida. This impeccably designed residence offers a unique and spacious layout, with the primary bedroom occupying its own private floor for the utmost in privacy and elegance. As you enter, the living room, dining room, and kitchen seamlessly blend to create an open and inviting space. Expansive windows throughout reveal breathtaking views of the bay, casting a tranquil ambiance that permeates every corner. The gourmet kitchen, equipped with all the appliances you would ever need, is a haven for culinary enthusiasts and opens to the dining area, perfect for entertaining family and loved ones. Ascend to the upper level, where the primary bedroom awaits, offering a sumptuous retreat with panoramic bay views. The primary bedroom has a spa-inspired bathroom with double vanities, and custom walk-in closet, and a breathtaking walk-in shower. The additional two bedrooms are located on the main level. The second bedroom has a king-size bed, a TV and plenty of closet space. The second bathroom has an updated vanity with a shower/tub combo. The third bedroom has bunk beds, and a queen-size bed with a TV. Gulf & Bay Club Bayside offers resort-style amenities, including pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience. **Taxes and fees not included.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Bask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront sanctuary offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton’s and cabanas to shield you from the sun when you want some shade. The unit has top of the line beds, kitchens and baths. A complimentary continental breakfast is served daily from 7am to 10am. Valet parking is always included! If luxury is what you want, look no further. This resort lifestyle is waiting for you. Enjoy your time away in this luxurious 3 bed/2bath condo with confidence, you will feel like royalty. This Sarasota condo is one of our largest rental units and includes stylish furnishings throughout the residence. Interested in cooking up a feast? The spacious, state-of-the-art chef's kitchen is equipped with a full-sized stainless-steel fridge and freezer, range with gas heat, full-size dishwasher, Italian mahogany-rubbed cabinetry and beautiful quartz countertops. Bar stool seating or the full-sized dining table offer a relaxing space to savor a home-cooked meal prepared by you or our unique chef-in-residence service. Our Sarasota condo rentals also feature a plush living room with a flat screen TV a full cable lineup. Pipe your favorite music throughout your Sarasota condo using the premium Bose sound system. The guest and master bedrooms each offer a plush king-sized Hyatt Grand Bed with imported linens and modern wood-frame furniture. The Master bedroom includes a TV, woven wood-paneled doors that lead into the stylish open-plan en-suite bathroom with his and hers sinks, multi-head rain shower, deep jetted soaking tub and a deluxe Kohler custom bidet with multiple settings. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets. **Taxes and fees not included.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)

Remarks: Beautiful 2nd floor Abbey condo 1684 sq. ft., in Heritage Oaks Golf and Country Club. Heritage Oaks is a Private, gated community on a pristine golf course, close to downtown Sarasota and beaches. This condo has 2 bedrooms, 2 baths and a Den, has lots of space, upgrades and a fabulous view! Heritage Oaks Golf and Country Club offers numerous amenities including 5 heated pools, fitness center, tennis courts. Heritage Oaks Golf and Country Club has a mandatory registration membership transfer fee of $200.00(November through April) or $50 (May through October), upon arrival they will set up a reserve with you of $500 (charged to your credit card) for you to utilize all the amenities of Heritage Oaks. Membership entitles the guest to use the golf course, driving range, tennis, swimming pools, fitness center, restaurant, social and other facilities of the country club. Additional Golf fees apply.

Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)

Listing Agent: Andy Moore (941-877-5588)