Remarks: Available May 2026. Direct beach front condo on Siesta Key beach. This unit has it all for that Florida vacation. 2 bedroom, 2 baths, located on the 2nd floor with private lanai. Living room and dining area face the Gulf of Mexico which allows for beautiful sunsets. The condo is tastefully decorated with wood and tile floors. Cool off in the pool located next to the unit, take a walk along the pristine sugary quartz sandy beach or take a swim in the turquoise waters of the Gulf. Just a short distance to shopping, dining and nightlife of Siesta Key Village.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Brenda Cozy (941-350-4889)

Remarks: Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks (lifts allowed), two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated swimming pools, on site manager and more. Pet friendly! Imagine rising each day to panoramic vistas of the Gulf of Mexico, and to view coastal wildlife and breathtaking sunsets. Stroll over to the Bayside to enjoy the refreshing breezes and magnificent sunrises. Tropical gardens add to the appeal of Island Reef. Your new social life awaits a perfect 3-5 minutes walk to a trio of Siesta’s Keys favorite restaurants (casual and waterfront fine dining) or enjoy a complimentary trolley to Siesta Village for dining, shopping, ice crèam, mini donuts, cute brunch spots, yoga, and dancing every night of the week! SEASONAL GULF SIDE PRICE SCHEDULE: Jan-March 2026-$7,700.00 Leased (Unavailable January-March & April 2026) May-December 2026 is available. May 1st through December 30th 2026 is still available at $4,000.00 monthly.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Erick Shumway (941-544-3718)

Remarks: Available to rent from 2 months to 6 months. $2800/month January thru April 2027, and $1350/month for May thru December 2027. Beautifully decorated, fully turnkey furnished 2 bedroom, 2 bathroom ground floor condo in Village Brooke. Cozy kitchen sports stone countertops and stainless-steel appliances. Luxury vinyl plank flooring throughout! Stocked with everything you need, making this the perfect retreat! Enjoy a dip in the large community pool or socialize in the clubhouse complete with billiard table and kitchen. Community also includes shuffleboard and tennis courts. Just a few short miles to Siesta Key and Siesta Key Beach, the number one beach with white powdered sugar sand. Conveniently located in the center of Sarasota. Village Brooke is a smoke free community and there is no smoking allowed inside the unit or lanai as well. CURRENTLY AVAILABLE JUNE 23rd. The condo association requires 10 days for approval.

Listing is courtesy of: SECURE DOOR PROPERTY MANAGEMENT (941-231-4065)

Listing Agent: Alan Myhre (941-866-6685)

Remarks: Due to a cancellation, this beautiful ground floor end unit is available!!!! January & April 2026 are $3,400 and February & March 2026 are $3,800. The last 19 photos show updates in decorating, mostly wall hangings. Also note, new dining set, new fridge, kitchen faucet and microwave. Both the great room and primary bedroom have large screen T.V.'s. Steps away from large pool, yet very private. Owner prefers 3-4 months, but don't hesitate to contact regarding less. Thank your for viewing!!!.

Listing is courtesy of: REALTY SERVICES INC (941-954-4443)

Listing Agent: Dolly Snyder (941-350-5949)

Remarks: Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This rarely available rental includes a dedicated boat slip at no additional cost—perfect for bringing your boat or simply enjoying the waterfront lifestyle without extra fees. The community amenities elevate your stay even further: relax in the sparkling pool, grill in the outdoor kitchen, or take advantage of exclusive deeded beach access to Siesta Beach—consistently ranked among the world's best beaches for its famous powdery quartz sand that stays cool underfoot, crystal-clear Gulf waters, and laid-back vibe. Inside, the unit is beautifully fully furnished and thoughtfully decorated with original art from a talented local artist—turn-key comfort and coastal charm. Whether you're planning a relaxing summer getaway, a family vacation, or an extended stay, this waterfront retreat delivers tranquility, convenience, and unparalleled access to Siesta Key's iconic shores and vibrant village life. If you're ready to claim your own slice of waterfront paradise this summer (or beyond), contact us today to schedule your private tour—availability won't last long!

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

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Available for off-season short term lease only. Contact to schedule a showing or for rental details. One of the premier units in Pelican Cove, this move-in ready, end-unit condo sits on a cul-de-sac point with water views on three sides. The fully renovated kitchen features cream raised-panel cabinetry, modern pulls, quartz counters, stainless appliances and an opened layout with laminate floors. This split three-bedroom plan offers two bedrooms with ensuite baths and water views; the primary suite doubles as a spacious family/sun room overlooking the harbor and Little Sarasota Bay, with a sliding-glass enclosed lanai plus an open balcony. Three bathrooms have been updated (two with newer Silestone vanities). Enjoy abundant light from clerestory windows and cathedral ceilings; all sliding glass doors are hurricane-impact. The condo includes three patios — a 23-foot rear patio enclosed in sliding glass for dining and lounging with views of the 87-slip harbor, a private terrace off the primary, and an open patio overlooking the creek, harbor entrance canal and bay. Recent updates include ceiling fans, lighting, receptacles/switches, electrical panel and water heater. Offered fully furnished, the unit also provides generous storage, an attic, carport storage closet and easy access to nature and shade on the private peninsula. Pelican Cove is an award-winning, gated waterfront community with 87-slip harbor, 130+ kayak/canoe racks and launch docks, six heated pools, hot tub, three clubhouses, exercise room, four lighted tennis/pickleball courts (8 pickleball courts total), basketball, shuffleboard, fishing docks, dog-walk areas, 5.5 miles of boardwalks and nature trails, and extensive arts, social and recreational clubs including Pelican Cove University, woodworking studio and a vibrant yacht and concert scene. Meticulously landscaped tropical grounds and on-site management complete the lifestyle. Available for off-season short term lease only. Contact to schedule a showing or for rental details.

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

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

Remarks: Located in the desirable Gardens at Palm-Aire Country Club, this charming 1st floor, 2-bedroom, 1-bath unfurnished condominium with assigned parking offers a perfect blend of comfort and convenience. Enjoy relaxed Florida living nestled within a beautifully maintained, park-like setting with mature landscaping. The property features an inviting light and bright floor plan with ceramic tile flooring throughout and an enclosed lanai. The kitchen is equipped with a new refrigerator and new dishwasher and is ideal for everyday living. Small pets allowed. Residents benefit from well-kept grounds, a community pool, and access to nearby walking paths and outdoor spaces. Ideally positioned just off University Parkway, the location offers quick access to UTC shopping and dining, downtown Sarasota, SRQ Airport, and the world-renowned beaches.

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)

Listing Agent: Jan Jordan (941-737-4169)

Remarks: SUMMER RATES START NOW: Ground floor vacation condo, two bedrooms, two baths, enclosed back lanai that overlooks a pristine view of the golf course and small lake. Beautiful wood flooring in main living area, carpet in bedrooms, king bed in master bedroom with an adjoining bathroom with granite counters and a walk-in shower. The second bedroom at front of the condo has a queen bed and is adjacent to the second bathroom. There is a covered carport and a storage shed. The Terraces community pool is at the end of the building and there is also a tennis/pickleball court. A golf membership transfer is available for a fee (check with clubhouse for fee schedule), and the golf course has just undergone a major modernization and is said to be one of the best courses on the West Coast. Stoneybrook is a gated community located on Palmer Ranch and one of Sarasota's most popular tennis/golf communities and borders the Legacy walking and biking trail, is close to Costco, the YMCA, and just minutes from Siesta Key's sugar sandy beaches, the village shops and restaurants. Rate shown is the summer rate. Rates increase for high season.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)

Listing Agent: Vicki Reilly (941-266-5962)

Remarks: Welcome to Stonehaven, a beautifully maintained gated community in the heart of Sarasota offering resort-style living with palm tree-lined streets and lush tropical landscaping. Perfectly located just minutes from world-famous Siesta Key Beach, Sarasota Memorial Hospital, Doctors Hospital, Venice Hospital, I-75, Legacy Trail, shopping, dining, and Sarasota-Bradenton International Airport, this TURNKEY FURNISHED 2 bedroom, 2 bath condo offers easy living in an unbeatable location. Ideal for anyone relocating to the area, waiting for a home to be built, traveling nurses, or professionals seeking a comfortable extended stay. This light and bright end-unit floor plan offers added privacy with plenty of natural light throughout. Features include granite countertops, 42-inch wood cabinetry, black appliances, spacious living and dining areas, in-unit full-size washer and dryer, and a private screened balcony perfect for relaxing and enjoying the Florida lifestyle. The spacious primary suite offers a large walk-in closet and en-suite bath, while the guest bedroom is thoughtfully designed for comfort and functionality. A one-car garage is also included. Recent exterior painting adds to the community’s well-maintained appeal and fresh coastal feel. Stonehaven residents enjoy a heated community pool, playground, paver-lined driveways, and a very walkable pet-friendly community. Move-in ready and available for annual or corporate lease — come live like you are on vacation every day.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Stacey Shinn (941-320-7128)

Remarks: Immediately Available for Annual Tenant!!......Spacious and bright Ground Floor 2 Bedroom and 2 Bathroom Furnished condo located in The Meadows. Beautiful lake view with an Enclosed Lanai along with several recent updates inclusive of Kitchen appliances. A King Bed featured in the Primary Bedroom with an en-suite bathroom. The convenience of a Washer and Dryer inside the unit in a separate Laundry utility Room. The 2nd Bedroom has both a desk for home office needs and a brand new pullout, solid Queen size bed. Internet is included!

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

Listing Agent: Brian Johnson (941-284-1253)

Remarks: Available mid-July. Step into this beautifully appointed, 2-bedroom residence featuring a spacious attached garage and nestled within the highly desirable Las Palmas resort-style community. Premium cable package included! This exceptional ground-floor, single-level unit offers a rare and thoughtfully designed floorplan, with only 24 like it in the entire community. From the moment you enter, you’ll notice the abundant natural light, updated kitchen and bathrooms, and the peaceful setting tucked toward the rear of the complex. Enjoy serene lake views from both bedrooms and your private lanai, creating a quiet retreat that feels worlds away. The home is well-equipped with newer stainless steel appliances (2017), a 2014 AC unit, hot water heater (2018), garage door opener (2017), window treatments, wood blinds, modern lighting, crown molding, and laminate flooring in the bedrooms. Las Palmas offers an impressive lineup of amenities designed for both relaxation and convenience, including two resort-style pools with a hot tub, tennis courts, a fitness center, clubhouse, business center, grilling area, car wash station, playground, onsite management, and additional parking for larger vehicles or boats (fee applies). With solid concrete construction, an unbeatable location, and top-tier amenities, it’s no wonder Las Palmas remains a highly sought-after community. Ideally located near I-75 with direct access to Benderson Park, and just moments from University Town Center, dining, and shopping. You’re also a short drive to Waterside, Downtown Sarasota, world-famous beaches, and the exciting new Mote SEA Aquarium, making this location as dynamic as it is convenient. This home truly checks every box. Schedule your private showing today and experience it for yourself. Tenant is responsible for WiFi, water, and electric.

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

Listing Agent: Ashley Nevadomski (941-769-7627)

Remarks: Turnkey Furnished Short Rental. Welcome home to this 2 bedroom, 2 bathroom end unit located in the Pinehurst Village. This slice of paradise sits in an incredible location. Only Minutes from Lakewood Ranch, Nathan Benderson Park with world class rowing events, premier sports fields and world class beaches. Convenient to Downtown Lakewood Ranch shopping, restaurants, entertainment, and UTC Mall. Easy access to I-75, Sarasota Airport, Tampa International Airport, and Tampa/St. Petersburg. This coveted end unit boasts a picture perfect view overlooking preserve areas. This unit features multiple upgrades throughout including brand new porcelain wood plank flooring, fresh paint, updated appliances, indoor utility room and more. Entering through the foyer, you are greeted by the spacious living/dining room combo with spectacular views through the screened lanai and a large window letting natural light into the home. The oversized living room boasts a ceiling fan, entrance to the patio. Enjoy a meal in the delightful dining room or join the chef at the breakfast bar. Retreat to the primary suite featuring a ceiling fan, extended closet, tile flooring and a private bathroom with shower, and tile flooring. There is plenty of room for company with a spacious guest bedroom offering a ceiling fan and ample closet space. This unit also features a screened rear patio with amazing views and some privacy.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)

Listing Agent: Andrew Barnard (941-920-2001)

Remarks: Look no further than Siesta Key's "Island Reef" for your annual vacation getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decorum and nicely appointed finishes invite you to relax and unwind. TVs and internet for your convenience will help you not miss a beat. This property will not disappoint. Please call with any questions. $4,000.00 a month Starting May 1 2026. Unit is available for January, February, March at $8,000.00 per month plus sales tax. From April 2027 on the rent is $4,000.00 per month plus sales tax.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Erick Shumway (941-544-3718)

Remarks: SARASOTA..Luxurious Waterfront Living Awaits You at Phillippi Landings. Welcome to your dream residence: an exquisite third-floor condominium that embodies the very essence of Florida’s coastal lifestyle. Nestled within the gated community of Phillippi Landings, this impeccably remodeled 2-bedroom plus den, 2-bath luxury home offers the perfect blend of elegance, comfort, and convenience. Situated just West of the Trail, you are mere minutes away from the world-renowned beaches of Siesta Key, voted one of the best beaches in the U.S. Stroll to the nearby Phillippi Farmhouse Market or indulge in a shopping spree at the Landings Shopping Center, where a plethora of dining options awaits. As you enter through the secure gate and ascend via the direct elevator to your private foyer, you’ll be greeted by an open, airy floor plan that exudes warmth and tranquility. Enjoy the elegance of porcelain tile flooring complemented by a soothing coastal aesthetic throughout. The heart of the home is the beautifully updated kitchen, featuring gleaming granite countertops, stainless steel appliances, and rich wood cabinetry,perfect for culinary endeavors and entertaining guests alike. The spacious living area flows seamlessly onto a private covered and screened balcony, where you can savor the gentle breeze and stunning water views. The thoughtful split-bedroom layout ensures privacy, with two generously sized bedroom suites that promise restful nights. The primary suite is a true sanctuary, boasting serene water views, two oversized walk-in closets, and a luxurious spa-style bath complete with a jetted soaking tub and a custom walk-in shower. This is your haven to escape from the hustle and bustle of daily life. Need an office, a cozy reading nook, or an additional dining area? A flexible bonus space off the main living area provides endless possibilities to suit your lifestyle. Life at Phillippi Landings transcends the walls of your exquisite home. Enjoy resort-style amenities that include a heated pool and spa, a well-equipped fitness center, and a clubhouse perfect for social gatherings. Take leisurely evening strolls along the expansive waterfront promenade, surrounded by lush, tropical landscaping and swaying palms. For boating enthusiasts and nature lovers, the community offers kayak launch access and dedicated storage racks, inviting you to explore the peaceful waterways of Phillippi Creek and beyond. This property also provides assigned parking and a private storage unit. With impact doors and windows, beautiful wood plantation shutters, and a low-maintenance lifestyle. Don’t miss your chance to live in this extraordinary residence where refined luxury meets the serene beauty of nature. Call today to schedule a showing of this exceptional rental...your coastal paradise awaits!

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

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

Remarks: DOWNTOWN SARASOTA ANNUAL FURNISHED RENTAL. Best priced waterfront condo Downtown Sarasota. WOW what a remodel, well done! All new remodeled front corner unit with breath taking sweeping views. The 01 units in Sunset Towers have direct Sarasota Bay/ intercoastal views. This turnkey furnished 21st century Art deco sleek modern style is amazing and a must see. All top notch brand appliances and furnishings. Sit on your direct front water view balcony to see it all. Walk to all you favorite activities in downtown Sarasota or just relax at Maria Jacks Bayfront park and watch the boats come in and out. This building is a 3 month minimum.

Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)

Listing Agent: Toyia Youtzy (941-915-7926)

Remarks: 2 Bedroom 2 Bath condominium conveniently located in Admirals Walk. Spacious living room and dining area are completely open to the kitchen for easy entertaining. Master suite features a large vanity with tub/shower combination new fixtures and walk-in closet. The guest suite offers its own private bath. Full-size washer and dryer in unit. Enjoy the wildlife from the pretty lake just steps from your front door. Admirals Walk is a gated community with wonderful amenities. You'll find a cozy clubhouse with fireplace, heated pool and spa, fitness center, catering kitchen and billiards. Convenient to shopping, multiple dining venues, local beaches and easy access to I-75.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Krzysztof Sychowski (941-468-1120)

Remarks: Annual rental in a prime Gulf Gate location! This spacious second-floor condo elevator access offers 2 bedrooms and 2 bathrooms, combining comfort, functionality, and an ideal Sarasota lifestyle. The open living space flows seamlessly to a screened lanai, creating a perfect spot to relax and enjoy the Florida breeze. The primary suite features a large walk-in closet and an updated ensuite bathroom, while the second bedroom provides flexibility for guests or a home office. The updated kitchen is well-appointed with stainless steel appliances, solid surface countertops, and generous storage, making it both practical and inviting. An interior laundry room adds everyday convenience, and covered parking is included. Carrington Place is a well-maintained community of just 36 residences, offering a more private setting along with amenities including a heated pool, clubhouse. Ideally located just minutes from Gulf Gate’s popular shopping, dining, and entertainment, and a short drive to Siesta Key’s world-famous beaches, this condo offers the perfect combination of location, comfort, and ease of living.

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

Listing Agent: Monica Moss (941-233-0064)

Remarks: One or more photo(s) has been virtually staged. Located in the highly desirable THE LANDINGS community, this elegant and updated 2 bedroom + a den, 2 bathrooms condo offers the perfect blend of comfort and coastal living. Just minutes from world renowned SIESTA BEACH and situated along PHILLIPPI CREEK, residents enjoy resort-style amenities including multiple swimming pools, tennis courts, outdoor grilling areas, nature trails, fitness center and a gated entrance with manned security. Conveniently located near dining, shopping and Sarasota's renowned cultural attractions. ANNUAL rental offered UNFURNISHED. Call now for your own personal tour.

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

Listing Agent: Teresa Ribaudo (941-376-4500)

Remarks: Also for SALE! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Schedule your private showing today.

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Emerson Robbins (941-404-0382)

Remarks: Welcome to 5224 Lake Village Drive #67, a beautifully updated seasonal rental nestled within Village Lake in the highly sought-after The Meadows. This ground-floor corner unit offers the perfect blend of comfort, convenience, and serene lakefront living—ideal for your next Sarasota getaway. Step inside to a light-filled 2-bedroom, 2-bath retreat featuring hurricane impact windows that showcase tranquil water views and bring the outdoors in. The interior has been thoughtfully refreshed with luxury vinyl plank flooring, fresh paint, and a modernized kitchen complete with updated countertops, a sleek sink, and a breakfast bar—perfect for casual mornings or entertaining guests. Both bathrooms have been tastefully renovated with clean, contemporary finishes, creating a relaxing and polished space throughout. As a seasonal resident, you’ll enjoy access to the incredible lifestyle amenities that make The Meadows so desirable. Set across 1,600 acres of lush, park-like grounds, the community offers 14 miles of scenic walking and biking trails, a Junior Olympic pool, fitness center, and 10 pickleball courts, along with optional access to a premier tennis complex. With on-site dining, social activities, and year-round events, there’s always something to enjoy. The location is equally appealing—just minutes from UTC’s premier shopping and dining, Nathan Benderson Park, and everyday conveniences like Whole Foods and Trader Joe’s. Plus, you’re a short drive to downtown Sarasota, world-class beaches, vibrant arts and culture, and Mote SEA Aquarium. Whether you're escaping the cold or simply seeking a seasonal retreat, this beautifully updated residence offers everything you need to relax, recharge, and enjoy the best of Sarasota living.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Drew Jacobsen (941-253-6309)