Remarks: Enjoy awe-inspiring sunrises and sunsets from this furnished 2-bedroom, 2-bath penthouse condo at the southernmost end of Siesta Key, offered as a 3-month, 6-month, or annual rental. This corner unit offers extra windows and water views from every room, filling the space with natural light and showcasing breathtaking sunrises over Neville Preserve on Little Sarasota Bay and spectacular sunsets over the Gulf of Mexico. As one of the largest floor plans at The Pointe, this 10th-floor residence features a spacious kitchen open to the living area, engineered hardwood flooring, crown and base molding, and ceiling beams that define the dining and living spaces. The generous screened and glassed lanai, accessible from both the living room and the primary suite, provides the perfect place to relax and take in downtown Sarasota views, beautiful wildlife, and stunning sunrise skies. The private primary suite includes a large bedroom, walk-in closet, built-in vanity with sink, and an ensuite bath with walk-in shower, second sink, and toilet. A comfortable guest bedroom and full hall bath complete the main living space. Additional highlights include a large laundry room with ample cabinetry, a walk-in utility room off the lanai, a large ground-floor assigned lock-off storage bin, and an oversized under-building parking space convenient to the building entry. Located in The Pointe, a beautifully landscaped 5+ acre gated community at the southern tip of Siesta Key, residents enjoy exceptional amenities including a heated pool and spa, lighted tennis and pickleball courts, private boat docks, kayak and canoe racks and launch, clubhouse, saunas, fitness centers, island pavilion with grills, and on-site management and maintenance. A scenic waterfront walkway surrounds the property, and Turtle Beach plus two great restaurants are just minutes away. A wonderful opportunity to enjoy the best of island living in an exceptional rental.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Robert Ruiz (941-544-3299)

Remarks: **AVAILABLE 4/21/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** NOT AVAILABLE FOR JAN-MARCH 2027 SEASON** TROPICAL GETAWAY! Beautiful 2 bed/2 bath condo in the sought after resort community of Pelican Cove. You will feel right at home the moment you walk into this bright, spacious unit. It features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Relax on the lovely screened lanai or take a dip in the pool which is just steps from your back door! WiFi, cable TV included and a washer/dryer in the unit for your convenience. Pelican Cove, a gated community, sits on 75 acres of lush landscaping. There are 6 swimming pools, lighted tennis courts, exercise room, clubhouse, private harbor, kayak launch, walking paths through tropical foliage leading to Little Sarasota Bay with peaceful waterfront views. Conveniently located just minutes from shopping, restaurants and Siesta Key Beach, ranked #1 in the USA. Sorry no pets allowed. NO SMOKING ALLOWED. Two month minimum lease required. MAY - DECEMBER: $2,200/MO., $100 APPLICATION FEE PER ADULT, $50 LEASE PREP FEE, $150 HOA APPLICATION FEE, $250 CLEANING FEE, AND 13% SEASONAL RENT TAX APPLIES IF 6 MONTH OR LESS LEASE. PLEASE ALLOW MINIMUM OF 14 DAYS FOR HOA APROVAL.

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Brigette Marcus (941-315-9500)

Remarks: AVAILABLE 5/1/26 FOR UP TO 8 MONTH LEASE INCLUDES ALL UTILITIES** **BOOKED FOR JAN-MARCH 2027 SEASON**CHARMING PELICAN COVE - Newly updated 2 bed/2 bath condo in the resort community of Pelican Cove. This 2nd floor unit features decorator furnishings, vaulted ceilings, hardwood floors and everything you need to enjoy a vacation getaway or extended stay. Enjoy your morning coffee on the screened lanai which offers peaceful, tropical views. WiFi, cable TV included and a washer/dryer in the unit for your convenience. Pelican Cove, a gated community, sits on 75 acres of lush landscaping. There are 6 swimming pools, lighted tennis courts, exercise room, clubhouse, private harbor, kayak launch, walking paths through tropical foliage leading to Little Sarasota Bay with peaceful waterfront views. Conveniently located just minutes from shopping, restaurants and Siesta Key Beach. Sorry no pets allowed. NON-SMOKING UNIT. TWO MONTH MINIMUM REQUIRED.$100 APPLICATION FEE PER ADULT, $50 LEASE PREP FEE, $150 HOA APPLICATION FEE, $250 CLEANING FEE, AND 13% SEASONAL RENT TAX APPLIES. PLEASE ALLOW MINIMUM OF 14 DAYS FOR HOA APROVAL.

Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)

Listing Agent: Brigette Marcus (941-315-9500)

Remarks: AVAILABLE SUMMER 2026! Welcome to Castel Del Mare, also known as "Castle on the Bay"—a stunning waterfront community just minutes from Siesta Key! Nestled along Little Sarasota Bay (Intracoastal Waterway), beautifully remodeled 2-bedroom, 2-bath condo. Enjoy an updated kitchen and bathrooms, plus a covered lanai overlooking one of two sparkling pools. The community offers tennis courts, a clubhouse, a nature trail, Bay fishing, and easy access to fine and casual dining, a marina, and shopping—all just steps away! Inside, you’ll find 3 flat-screen TVs, a king bed in the master, and two sets of bunk beds in the guest room. Additional features include an in-unit washer/dryer and high-speed internet.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Beautifully Furnished 2BR/2BA Annual Rental in Prime South Sarasota Location! This tastefully turnkey furnished condo offers comfort and convenience with all utilities included in the rent. Enjoy a fully equipped kitchen, in-unit washer and dryer, and a private balcony with extra storage. Second floor, no one above you, no elevator. Non smoking unit and pets are not allowed. The community features two sparkling pools, hot tubs, a fitness center, and a car wash station. Ideally located near award-winning beaches, top-rated schools, shopping, and dining. Just bring your suitcase. This one has it all!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)

Listing Agent: Zita Bowers (941-465-5819)

Remarks: Beautifully and Professionally remodeled 1st Floor 2 bedroom 2 bath condo with new furnishings. Comfort at its best! Tastefully remodeled and newly furnished with your complete satisfaction in mind. Join the Heritage Oaks Country Club for a nominal membership fee and golf until your heart's desire. Driving Range, tennis courts, gym with the latest equipment, social events of the country club will satisfy your every want and need. Several community swimming pools to choose from. GARAGE INCLUDED! Gated community with 24 hour guards. Closse to beaches, hospitals, shopping, entertainment, You will probably want to rent this unit 12 months out of the year once you experience Heritage Oaks Country Club! Call now! Why buy when you can rent for the whole year! It won't last long!

Listing is courtesy of: FLORIDA CAPITAL REAL ESTATE (941-448-4936)

Listing Agent: Dino Theofilos (941-448-4936)

Remarks: ***AVAILABLE MAY 1, 2026*** 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, movie theaters and culturally rich downtown Sarasota. No Smoking, No Pets, No Motorcycles, and No Recreational vehicles/Pick Up Trucks.

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

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

Remarks: Welcome to Ashton Lakes - a highly sought after condo community just 3 minutes from world-famous Siesta Key Beach! This furnished 2-bedroom, 2-bathroom condo features an open-concept layout, vaulted ceilings, updated kitchen, pristine newly renovated primary bathroom, updated guest bathroom, walk-in primary closet, in-unit laundry, plenty of natural light, immense storage and expansive bright Florida room with lake views. Ashton Lakes is nestled on 33 acres of luscious greenery with 4 lakes, 2 swimming pools (one large heated pool), 2 tennis courts, (one hard surface, one soft surface), shuffleboard, clubhouse, grilling stations and many other amenities. Close to I-75, Hwy 41, shopping, restaurants, hospitals, golf, and schools. The community is connected by a footbridge to Merchants Point consisting of a pharmacy, hardware store, hair salon, restaurants and Detwiler's Farm Market for your shopping convenience. Come enjoy this beautiful condo in an incredible community and in the best location of Sarasota!

Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)

Listing Agent: Zain Hartman (941-735-6415)

Remarks: LIDO BEACH VACATION RENTAL! One block from the beach, steps to the fabulous St. Armand's Circle, this very comfortable two bed, two bath, turnkey furnished condo is the place to get away from it all! The master bedroom features a king sized bed and updated bath and overlooks the common area and pool. The guest bedroom has it's own bath and twin beds. The kitchen is well equipped and there is a wet bar in the main living area. The dining table easily seats six or more for entertaining. There is a screened lanai overlooking the pool and you can't beat the location. The building has an elevator so no schlepping groceries up the stairs. Wi Fi throughout the community as well. (Booked January through the end of March 2026)

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)

Remarks: Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact windows, 2 balconies, a modern kitchen with premium finishes, and spacious living areas perfect for entertaining. Enjoy resort-style amenities including a rooftop pool on level 6, fitness center, club room, 24-hour concierge, and secure parking garage. Embrace the vibrant urban lifestyle with the elegance and comfort you deserve. Rented completely furnished turnkey as shown with a 3-month minimum, but annual renter preferred

Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)

Listing Agent: Bill Trier (941-586-6372)

Remarks: Available April 22nd through November. Turnkey Furnished Condo in Stoneybrook Golf & Tennis Community. Welcome to your perfect getaway in the vibrant, amenity-rich Stoneybrook community! Available rental from May through November, this ground-floor condo offers peaceful golf course views and an unbeatable location. Relax on your private lanai overlooking the newly remodeled , challenging 18-hole championship golf course completely renovated and redesigned by Kipp Schultes , or get active with access to golf, tennis or pickleball and live your best life. Just steps from the Terraces pool and pickleball court, and a short walk to the Stoneybrook Country Cub & Restaurant, you'll enjoy a full suite of amenities including the fitness center, main pool, hot tub, and a variety of social activities. Inside, the open-concept floor plan features a bright, fully remodeled kitchen with ample counter space and natural light, perfect for entertaining while staying connected to the living area and enjoying views of the course. The primary bedroom includes a king-size bed, walk-in closet, golf course view, and an en-suite bathroom with a walk-in shower. A cozy guest room with a queen bed, in-unit washer/dryer, and a convenient carport just steps from the front door complete the package. This condo is fully turnkey furnished—just bring your suitcase and start living the resort lifestyle you deserve! Close to the beautiful beaches and all Sarasota has to offer. Sorry no pets.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Maureen Plichta (941-812-5799)

Remarks: Listing reflects peak season rate. Available peak season months: January 2027-April 2027. Off season rates start at $5,000. Discover Turquoise Turtle, a beautiful 2-bedroom, 2-bathroom condo nestled within the luxurious Harbor Towers Yacht & Racquet Club on Siesta Key. This charming beach palace is your true coastal getaway, offering a prime location and resort-style amenities. From the moment you park in your assigned spot, you'll feel the resort vibe. Step into the beautifully remodeled lobby and take the elevator to the fourth floor, where the inviting blue hues of Turquoise Turtle welcome you to paradise. Inside, you'll find modern beach decor and an updated galley kitchen, designed for your comfort. The primary bedroom features a king-sized bed, while the second bedroom offers a comfortable queen bed. A sleeper sofa in the living area accommodates two additional guests, allowing the condo to comfortably sleep up to 6 guests. The two bathrooms are clean and functional, and the split floor plan ensures privacy for all guests. Step out onto your private balcony and enjoy views of the world-famous Siesta Key Beach directly across the street! You'll be just minutes away by foot, and a quick trolley, bike, or golf cart ride will take you to Siesta Key Village's delicious restaurants and vibrant shops. Harbor Towers boasts an array of amazing amenities, including two heated pools, three Har-Tru tennis courts, and an outdoor patio overlooking one of Siesta Key's largest marinas. Notably, the community is located directly on the Intracoastal Waterway, and for boat enthusiasts, you are able to register with the HOA to dock your boat right on-site. The community also offers convenient washers and dryers on every floor and a fitness room. Don't wait – book your ultimate Siesta Key vacation at Turquoise Turtle today!

Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)

Listing Agent: Beth Dilley (941-400-1322)

Remarks: OFF-SEASON RENTAL - MAY 1 THRU DEC 15, 2026 - THE MEADOWS GOLF & COUNTRY CLUB* OFF-SEASON AVAILABLE* BEAUTIFULLY FURNISHED GROUND FLOOR 2/2 CONDO* LANAI OVERLOOKS THE LAKE* MASTER BEDROOM/KING BED, GUEST/TWIN BEDS* THE MEADOWS SITS ON 1650 LUSH ACRES, 80 LAKES, 16 MILES BIKING/HIKING TRAILS, 3 18-HOLE GOLF COURSES, 17 HAR TRU TENNIS COURTS, RESTAURANTS and more* CLOSE TO DOWNTOWN, ST ARMANDS CIRCLE, LIDO BEACH* MINUTES TO UTC MALL AND I-75* UTILITIES, CABLE-WI-FI INCLUDED. JAN FEB & MAR $4000 MONTHLY* VEHICLE RESTRICTIONS: NO PICK-UP TRUCKS, RV'S, MOTOR CYCLES or COMMERCIAL VEHICLES* AVAILABLE OFF-SEASON MAY 1, 2026 THRU DEC 15, 2026 @ $2000.00.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Claudette Krijger (941-504-2081)

Remarks: Annual/Seasonal Turnkey Furnished Lots of sunlight and a charming layout offered in this 2 beds/1 bath luxury condo downtown Sarasota at THE RENAISSANCE. Partial bay view as well as city view! Fabulous amenities and walking distance to restaurants, shopping, the arts. Resort style heated pool/spa, with BBQ grill and outdoor dining option, 24-hr fitness with locker room and sauna, 24-hr concierge with caring and long term staff, secure building and parking, clubroom with full kitchen, movie theater, social room, business center, massage rooms, guest suites and more! This property can be rented during high season (Dec thru April) at $4900/month + 13% tax. Call today for your turn in the Florida sunshine.

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

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

Remarks: Seasonal or annual turnkey furnished This wonderfully renovated and updated condo is flooded with natural light from abundant large windows and sliding glass door. The flooring is all wood looking tile for a clean and sophisticated vibe. The kitchen now boasts solid wooden cabinetry topped with black slab granite counters and large closet pantry. The furnishings are comfortable and stylish. The rooms are spacious with high ceiling topped with crown molding. The master bedroom has a king bed, dual walk in closets, and an en-suite bathroom. The Renaissance is a luxury condo building consisting of 244 individual residences, downtown Sarasota, just across the street from Sarasota Bay. Here you will be close to shopping, fine and casual dining, the opera, theater, farmers market, museums, and just over the bridge is Lido Beach. Available starting January 2026. This condo could be rented for high season (Dec thru April) at $3500/month + 13% tax or annually at $2500/month. 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. Call today for your next place in the sun!

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

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

Remarks: Pet-Friendly Paradise Awaits! Welcome to your perfect slice of paradise in this thoughtfully designed 2-bedroom, 2.5-bathroom condo—ideal for you and your furry friends! This pet-welcoming home proves good things really do come in well-planned packages. At 1,104 square feet, it maximizes every inch with an open concept living area that flows seamlessly from the kitchen to the dining and living spaces. The kitchen surprises with abundant cabinet storage and sleek granite countertops, while the breakfast bar creates the ideal spot for morning coffee or casual dining. Upstairs, both bedrooms feature private en-suite bathrooms for maximum convenience and privacy. The front bedroom opens to a screened balcony where you can unwind while watching spectacular sunsets paint the sky. The back bedroom provides access to a sundeck perfect for morning yoga or that first cup of coffee. Here's the real gem: this unit enjoys exceptional privacy with no neighbors overlooking either the front or back, creating rare cross-ventilation that keeps things comfortable year-round. Pets are warmly welcomed in this friendly community! Enjoy the dedicated dog walking area for daily strolls and playtime with your four-legged companions. Rent includes basic cable, exterior maintenance, landscaping, pest control, and trash services. The resort-like community amenities include three swimming pools (one heated year-round), tennis courts, playground, convenient pet-friendly dog walking area, and a fully-equipped clubhouse with fitness center, library, conference room, kitchen, pool table, and office space. Location couldn't be more convenient: downtown Sarasota just two miles away, Interstate 75 under four miles distant, and gorgeous beaches reachable in just fifteen minutes. This isn't just a condo—it's your gateway to the Florida lifestyle you've been dreaming about, complete with a welcoming home for you and your pets!

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Jeffrey Plekan (518-320-2989)

Remarks: ***AVAILABLE AUGUST, 2026 UNTIL END OF NOVEMBER 2026. FULL BAY VIEWS from this Beautiful 3 Bedroom 2 Bath Condo. Take in the sunsets and bay breezes from this 2nd floor unit. Located South Sarasota west of the trail. Easy access to Publix Costco and drug stores. Pelican Cove is a gated pet friendly condominium community abounding with amenities, including a low-cost 86-slip boat harbor, kayak and canoe launch, six heated swimming pools, hot-tub, three clubhouses, classrooms, gym, art, woodworking and pottery studios, four lit tennis/pickleball courts, shuffleboard, basketball, dog play area, walking trails, boardwalks and fishing gazebos. Take classes at Pelican Cove University, yoga, tai-chi, water aerobics, painting or photography. More than 37 clubs for arts, cycling, culinary arts, bridge, film and more. Relax at the evening jazz & classical music concerts, enjoy a stroll around 78 acres of lush grounds. Pelican Cove is hidden away yet minutes from everything! Come see for yourself! This is the lifestyle you deserve!

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

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

Remarks: AVAILABLE OFF SEASON ONLY. NOT AN ANNUAL RENTAL .GROUND FLOOR, LAKE VIEW WITH A LANAI. Very spacious 2 bedroom split floor plan with a washer and dryer in the condo. Lots of ceramic tile, little carpeting. Great location, 2 miles to Siesta Key. Covered parking and heated community pool.

Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)

Listing Agent: Robin De Busk (941-922-4959)

Remarks: Siesta Key's beautiful coastline offers you the chance to enjoy your dream vacation in this fantastic 2-bedroom ocean-view condominium. Situated directly on the beach and across the street from the South Village, you’ll be mere steps away from both the beautiful water and a vast array of destinations. The South Village includes a full-service grocery store and numerous restaurants, ice cream shops, shopping spots and live entertainment venues to choose from all within a 5–10-minute walk. As a guest, you'll delight in the array of traveler favorites, including a refreshing outdoor pool, complimentary high-speed WiFi, and the convenience of a washing machine and dryer in the unit. Unwind in the evenings with a movie on the smart TV, or curl up with a good book. The fully stocked kitchen, complete with a stove, oven, refrigerator, and dishwasher, invites you to unleash your culinary creativity. Savor your meals at the dining table, or step out onto the balcony and enjoy the breathtaking ocean views. Indulge in the essentials, such as plush towels, basic toiletries, and an iron and board, ensuring a comfortable and hassle-free stay. With air conditioning, heating, and linens provided, you'll be able to relax in complete comfort. A sleeper sofa in the living room is a bonus when you want to sleep six guests in the condo. Embrace the great outdoors with the beach loungers, towels, and outdoor furniture, perfect for soaking up the sun or enjoying a leisurely stroll along the shore. And when you're ready to explore, the desk and chair in the office space provide the perfect spot to plan your adventures. Immerse yourself in the beauty of Siesta Key and create lasting memories at our exceptional beachfront condo!

Listing is courtesy of: SHOWTIME REALTY (941-822-0890)

Listing Agent: Robert D. Bevington (412-671-3142)

Remarks: Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat. No need for a car, walkable to the many fine shops and local restaurants, take the BayRunner Trolley to downtown Sarasota for the day, book a guided Kayak tour through the mangrove tunnels or spend the day at Lido Beach, only a four minute walk! Many dates available and rates vary by season.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)

Listing Agent: Stephanie Deshaies (941-780-3229)