Apartments for Rent Near Sarasota High in Sarasota - 120 rentals

Remarks: Available May through October 15th 2026... Not Open for Winter Season 2027... Welcome to your slice of paradise in Siesta Key! This beautifully updated condo at 9200 Midnight Pass Rd, Apt 24 offers stunning water views and the perfect blend of comfort and coastal charm. This inviting unit features a spacious king-sized bedroom and full bathroom, along with custom-built bunk beds—ideal for guests or added sleeping flexibility. The fully enclosed Florida Room with windows expands the living space, creating a bright and airy environment perfect for relaxing or entertaining. Enjoy breathtaking Gulf sunset views right from your private lanai, the perfect spot to unwind after a day at the beach. The recently renovated kitchen is equipped with stainless steel appliances and sleek granite countertops, while wood and tile flooring throughout provide both style and easy maintenance. Residents will appreciate access to excellent community amenities, including boat dockage, Gulf and canal views, a heated swimming pool, and on-site laundry facilities. Ideally located just moments from the world-renowned beaches and a short ride to Siesta Key Village, where you can enjoy shopping, dining, and entertainment. Whether you're walking along the soft sandy shores, kayaking through peaceful canals, or exploring the island, this location offers the ultimate beach lifestyle. Unit #24 is the perfect place to call home—don’t miss this opportunity to live in paradise! Taxes and fees will apply to base rent.

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

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

Remarks: Available : 2026: Open September 1 through November 15th 2027 - 30 Day Minimum Stay... 2027: Peak Season Now Open for January and April. February and March are not available.. Experience the best of Siesta Key living with private beach access—this expansive, exceptional home offers everything needed for the perfect coastal escape. Thoughtfully designed indoor and outdoor living spaces create comfort and privacy even when hosting a full house. Each bedroom, along with the main living area, opens to its own deck, providing the perfect spot to savor morning coffee, unwind with a book, or soak up the sunshine. A custom heated pool and spa add to the home’s private resort feel, while tasteful updates throughout make it a serene coastal get-away. Nestled on a quiet dead-end street—one so tucked away that even many locals don’t know it exists—this rare gem defines beachfront living at its finest. It’s a unique opportunity to claim your own slice of paradise. Just steps from the powder-soft sands of Siesta Key, with deeded beach access leading directly to Turtle Beach, this home places the island’s most coveted amenity right at your doorstep. Whether you're heading out for peaceful morning walks, unforgettable sunsets, or the convenience of a close-by spot for all your beach gear, this residence offers the ideal home base for your dream coastal getaway. Taxes and fees apply to base rent..

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

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

Remarks: SEASONAL OR ANNUAL RENTAL AVAILABLE AT BEACH TERRACE ON SIESTA KEY! Experience Siesta Key beachfront living at it’s best in this beautifully renovated, fifth-floor corner condo directly on world-renowned Siesta Beach, ranked #1 in the U.S. This turnkey furnished 1-bedroom, 1.5-bath retreat features floor-to-ceiling impact sliding glass doors opening to three private balconies, creating over 1,280 sq ft of indoor-outdoor space with sweeping Gulf views and stunning sunsets. The open-concept living area includes a chef’s kitchen with Quartzite countertops, custom European cabinetry, premium stainless appliances, and a large island, plus a custom Murphy bed for guests. The serene primary suite offers a spa-like bath with glass walk-in shower and elegant finishes, while recent upgrades like a new A/C system ensure year-round comfort. Residents enjoy a heated saltwater Gulf-view pool, fitness center, community lounge, and controlled-access security, all just steps from the beach and a short walk to Siesta Key Village’s shops, cafés, and dining—with downtown Sarasota’s arts and culture only minutes away. Perfect for seasonal or annual stays. High season rates are $14000/month. Off season rates are $9000/month. The annual rate is $6000/month.

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

Listing Agent: Alex Lane (941-960-3080)

Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365 sq ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops, stainless-steel appliances, and generous cabinetry, opening to spacious living and dining areas ideal for both everyday living and entertaining. A screened lanai provides a peaceful setting to relax and enjoy the surrounding tropical landscape. Residents of Orchid Oaks enjoy beautifully maintained grounds and a variety of amenities, including a clubhouse and heated pool overlooking scenic Phillippi Creek. The clubhouse may be reserved once per month at no cost for private gatherings. Additional community features include gazebos, walking trails, a dog run, and a serene creekside dock. Conveniently located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and accessibility. The landlord is open to flexible lease terms, including a 6-month furnished option with WiFi included, or a 12-month (or more) lease available furnished or unfurnished. Tenant is responsible for electricity. Pets may be considered on a case-by-case basis with owner approval. Currently tenant-occupied through May 31.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Evan Weber (941-287-9700)

Remarks: Large villa with a unique floor plan features 3 bedrooms and 2 baths. Tiled flooring throughout, a beautifully updated kitchen, both baths are updated as well. Access the rear screened lanai through either the living room or family room. An atrium patio located between the living room and master bedroom offers a quiet relaxation place for enjoying the sun. This area is also a great place for the plant enthusiast to enjoy a little gardening. The fenced area between the large 2 car garage and villa is a paver patio sanctuary perfect for setting up a grill or outdoor table and chairs for dining and is accessible from the family room. Side by Side washer and dryer are neatly tucked away in a laundry room. Close to the UTC Mall, downtown Sarasota and all the city's attractions as well as many fine places to dine. Enjoy the Country Club of The Meadows with miles of walking trails, golfing, tennis, pickleball and a fitness center.

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

Listing Agent: Shirley Cuddy (941-321-1549)

Remarks: ANNUAL UNFURNISHED TOWNHOME AVAILABLE FOR LEASE IN ENCLAVE--DOWNTOWN SARASOTA. Built to the highest standards with impact windows and doors, this elegant residence features a charming gated entry leading to a welcoming foyer and private elevator that provides easy access to every level. The first floor offers a private two-car garage and oversized closet, while the second level boasts a gourmet kitchen with quartz counters, stainless appliances, induction cooktop, and a spacious open-concept great room with dining and living areas plus a convenient powder room. The third level includes two generous en-suite bedrooms with walk-in closets, and the entire fourth floor is dedicated to a luxurious owner’s suite featuring a walk-in closet, spa-like bath, and a thoughtful bar area with beverage refrigerator. Every level enjoys dual balconies for seamless indoor-outdoor living, complemented by hardwood floors throughout the main areas. Located in the desirable Enclave at Laurel Park, this home is walking distance to Bayfront Park, the Ringling Bridge, the Farmers Market, Sarasota Opera, Van Wezel, fine dining, shopping, and all the energy of bustling downtown. Nearby Payne Park offers tennis, playgrounds, and a skate park, while Siesta Key, Lido Beach, Legacy Trail, and countless parks and preserves are just moments away.

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

Listing Agent: Alex Lane (941-960-3080)

Remarks: Live ahead of the curve. Canvas RADD is a modern condominium collection rooted in design, culture, and forward momentum, set inside Sarasota’s Rosemary Arts and Design District. This is where studios replace strip malls, mornings start at Project Coffee, afternoons reset at Shack Yoga, and the city feels alive again. Walkable, urban, and unapologetically modern, Canvas RADD sits at the edge of Downtown Sarasota, exactly where growth and creativity intersect. The Sky Loft plan is 2,353 square feet, unfolding across three levels accesible by private elevator and a showpiece staircase. Offering 3 bedrooms and 3 baths designed around light, volume, and movement. High ceilings and expansive windows pull the outside in. Balconies layer in air and rhythm. Above it all, a private rooftop terrace and fourth-floor entertaining space becomes your vantage point, built for gatherings, sunsets, late nights, and watching the neighborhood evolve in real time. The architecture is sharp and intentional. Clean lines. Modern materials. Spaces that feel collected, not conventional. Every home includes an oversized private garage, balancing urban energy with day-to-day ease, whether this is your year-round address, a strategic investment, or a quick creative escape. Canvas RADD extends beyond private living. Residents have access to shared spaces designed for how you actually live now, including a fitness studio for daily resets and a conference room for focused work, creative sessions, or off-site energy without ever leaving the block. From here, Sarasota opens up fast. Walk to the Sarasota Farmers Market on weekends. Explore dining and shopping throughout the Rosemary District. Catch a performance at Van Wezel Performing Arts Hall, experience concerts with the Sarasota Orchestra, enjoy evenings out at St. Armands Circle, and spend beach days just minutes away at Lido Beach.

Listing is courtesy of: SIGHT REAL ESTATE, LLC (877-361-0878)

Listing Agent: Chase Moore (727-325-7272)

Remarks: Location, location, location! AVAILABLE JUNE 1ST. Discover the best downtown address in the heart of Sarasota with this beautifully designed corner unit condo with balcony. Featuring modern designer décor. This condo is perfect for those who love the vibrant downtown lifestyle or as a seasonal getaway. This large, 1 bedroom, 1 bathroom condo offers 895 square feet of luxurious living space, highlighted by 40 inch ceramic tile floors, granite counters, and stainless appliances. Luxurious bathroom with a double vanity, garden tub and gorgeous subway tile wall. Master bedroom has walk-in closet with built-in storage. Private balcony overlooking the pool and city, is perfect for relaxing and entertaining. The building amenities are second to none, including a 24-hour concierge service, on-site management, secure fob access to entryways and elevators, a 72’ heated lap pool and spa, steam room, state of the art fitness center, library, pool table, social rooms, private conference rooms, an outdoor grill area with herb garden, secure under building parking garage with assigned space, climate-controlled storage, whole building water filtration system, and a guest suite for visitors. You are walking distance to some of Sarasota’s world class restaurants, shopping, theater, farmer’s market, festivals, art galleries and entertainment including Marina Jacks, Sarasota Opera House, Florida Studio Theater, Selby Gardens, Bayfront Park, Burns Court Cinema, and the Selby Library. St. Armand’s Circle, Longboat Key, Lido Key and the white sand beaches of Siesta to the south are just a short drive. For those who prefer not to drive, the trolley from your front door offers a scenic ride over the Ringling Bridge to Armand’s Circle and Lido Key Beach. Don’t miss this exceptional opportunity to embrace the endless possibilities at 1350 Main! Schedule a showing today! Available for ANNUAL LEASE at $3000 per month or SEASONAL LEASE at $5000 per month. 3 MONTH MINIMUM LEASE.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Barb Parrish (407-810-4618)

Remarks: Great location in Sarasota. Gated community StoneRidge! This spacious 3-bedroom, 2.5-bath townhome boasts the largest floor plan in the community, with one-car garage and ample built-in storage. The upper level has been updated with brand-new carpeting throughout the bedrooms, while the main floor showcases elegant tile flooring in the living areas and kitchen. Step outside and relax on the screened lanai. Walking distance to the next-door Family Park, offering scenic trails, picnic spots, and playgrounds. Conveniently located just 8 miles from the #1 Siesta Key Beach and Downtown Sarasota, this home is also surrounded by excellent shopping, dining, and entertainment options.

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

Listing Agent: Yunfei Liu (941-928-8573)

Remarks: Sarasota Springs 3 Bedroom, 2 Bath Single Family Home with a 1 car garage. Property is well maintained and clean. Enjoy spacious fully fenced backyard. Just a few houses down from the Legacy Trail connecting to downtown SRQ and down to Venice with a safe paved path for bikers and joggers. Just 15 min to Siesta Key Beach, St. Armand's Circle, Downtown, and University Town Center mall. Master bedroom has attached bathroom. Washer and dryer is included and located inside garage. Included in rent: lawn service and pest control. Good credit (630+) and income of at least 3x the rent is required. No smoking or vaping permitted. Property available for move in June 1, 2026. First, last and security deposit required for move in. One small adult dog under 35 lbs is permitted.

Listing is courtesy of: LINDSAY LEASING LLC (941-404-8878)

Listing Agent: Terri Lindsay (941-404-8878)

Remarks: DOWNTOWN SARASOTA Annual rental FURNISHED or partially furnished. Available May 15, 2026. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner for WI-FI; Tenant responsible for electric and water. The Q defines LUXURY & QUALITY with a DOWNTOWN LIFESTYLE in an intimate 40 home community. Superbly planned & designed in a premier location, the Q is one block to Main Street - walk to shopping, restaurants, theater & all the arts. THIS IS THE MOST SOUGHT AFTER FLOOR PLAN IN THE Q. DAILY LIVING IS ON THE FIRST FLOOR AND THE BEDROOMS & LOFT ARE ON THE 2ND FLOOR. The FIRST FLOOR offers the Chef's Open Kitchen with island, breakfast bar, BOSCH stainless steel appliances, NATURAL GAS COOK-TOP, LUBE ITALIAN CABINETRY, QUARTZ COUNTER-TOPS, HANSGROHE faucets, custom lighting, VOLUME CEILINGS, OPEN PLAN LIVING & DINING ROOM. ROSEWOOD 8ft SOLID CORE DOORS throughout, Porcelain tile floors, Miami-Dade IMPACT RATED HURRICANE WINDOWS & DOORS, tankless gas hot water heater * FULL BLOCK CONSTRUCTION * The Master Retreat has a private balcony, large walk-in closet, glamorous bath with 2 vanities, soaking tub & large separate shower. Guest Bedroom with Murphy Bed, private bath & walk-in closet. There is also a Loft area for a DEN if needed. Walk to movie theaters, Whole Foods, Marina Jack's. Short drive to St Armand's Circle and Lido Beach. One look & you'll fall in love! Unit comes with attached garage - 1 space. Please note: Parking is limited. 1 car per household. A 2nd car must be parked off site.

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

Listing Agent: Margaret Young (941-359-3435)

Remarks: Available June 1 2026 at this time. Experience the best of Beach to Bay Luxury Resort-Style Living in this beautifully designed 2-bedroom, 2-bathroom condo located in the sought-after Island Reef Association on Turtle Beach, Siesta Key. This spacious unit has been professionally designed and is offered fully turnkey furnished, with exceptional attention to detail and high-end finishes throughout. Step inside to find a bright and inviting interior featuring plantation shutters, tropical-inspired colors, tasteful art glass lighting, and granite countertops paired with a premium appliance package—making everyday living and entertaining a breeze. The generous primary and guest suites provide ample comfort, while in-unit laundry adds everyday convenience. Island Reef offers an unbeatable lifestyle with private beach access, two heated pools, a fitness center, clubhouse, covered parking, and so much more. Just a short stroll away, enjoy the newly resurfaced tennis and pickleball courts, or head to the Island Reef boat docks—perfect for launching kayaks or docking your boat or rental during your stay. Located just steps from the private access to Turtle Beach, you’re perfectly positioned to enjoy everything Siesta Key has to offer—boating, beachcombing, swimming, biking, tennis, pickleball, and a vibrant social scene. Yes... you really can have it all!

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

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

Remarks: Well established family neighborhood is in a great school district. This is essentially the middle of our town of Sarasota, close to Siesta Key gulf beaches, restaurants and shopping with easy access to Interstate I75. This split plan 3-bedroom 2 bath is on a large corner lot and has tons of natural light. kitchen and baths have been completely remodeled with stone counters and ceramic accent tile. Stainless steel appliances are featured in this large galley kitchen, with room for table. Bonus room off from the kitchen could be used as office/den, or even separate living area or 4th bedroom if needed. Washer and dryer included and there is a generous utility and storage space under air. new flooring in two of the 3 bedrooms. Additionally, there is a breezy screened- in lanai area. Owners have left a portable garage for tenant's use. Separate shed is on property that the owners use to store things. Pest control and lawn care included.

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Robin Turner (941-376-7322)

Remarks: Beautiful remodeled 3/2

Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)

Listing Agent: Dennis Begonis (941-735-4379)

Remarks: Annual Rental Sarasota. Newly updated and refurbished annual rental located in the McIntosh and Bee Ridge area of Sarasota. This 1100 sq ft duplex features two bedrooms and two bathrooms, and is ready for immediate occupancy. The Master opens onto a deck to the fenced backyard. Washer dryer located in the garage. Key features include: Prime location: Conveniently situated near three shopping centers, local parks, and just two minutes from Doctors Hospital. Privacy and Parking: Includes a fenced backyard for privacy, a one-car garage, and driveway space for 2 additional vehicles. Please note that this is a no pets and no smoking property.

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

Listing Agent: Margaret Young (941-359-3435)

Remarks: Annual unfurnished 3/2 with den/office SFH has been handsomely remodeled. The flooring is all solid surface, tile and wood, so no carpeting! This home is bright and cheery from large windows. The living room has vaulted ceiling, built in entertainment area and updated lighting. The kitchen features solid wooden cabinetry, trey ceiling with crown molding, stainless steel appliance package and a cozy breakfast nook looking out on the backyard and lake. The master bedroom has a ship lap feature wall, updated bathroom with walk in shower, sky light and large walk in closet with organizer. There are two additional bedrooms and a large office/den off living room with double French doors. This home has been freshly painted and landscape maintenance is provided. The yard is huge with mature fruit trees in the back yard, and property back up to the lake. Colonial Oaks park is a 23 acres county maintained benefit with gymnasium, basketball, tennis, pickleball, recreation building, pond, playground and picnic area. Your next home is convenient to I-75, shopping, schools, dining options, downtown Sarasota, and the beach, Call now!!

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

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

Remarks: AVAILABLE MAY 1ST - Unfurnished and annual rental only, is this contemporary gem located West of the Trail in vibrant Sarasota, FL. This spacious home offers a seamless blend of modern design and cozy charm, featuring an open floor plan that is perfect for both entertaining and everyday living. Step inside to discover a beautifully appointed chef's kitchen, complete with solid wood cabinets, sleek granite countertops, and high-end stainless steel appliances. A convenient eating space in the kitchen invites gatherings and casual meals alike. The home boasts three generously sized bedrooms, each with its own en-suite bathroom, offering privacy and convenience for all residents. New carpeting has been added. The expansive lot is a true highlight, with an oversized backyard featuring garden beds and ample private outdoor space, perfect for gardening enthusiasts or those who love to relax in a serene setting. Parking is a breeze with both a garage and driveway. This pet-friendly haven is ideally situated close to Downtown Sarasota, Southside Village, and numerous beautiful beaches such as Siesta Key and Lido Beach. Also this is in the Southside Elementary school district. Enjoy easy access to shopping, dining, and entertainment options, as well as a unique easement providing convenient access to Sarasota Memorial Hospital. Don’t miss your chance to make this your home.

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

Listing Agent: Beth Harris (941-321-7148)

Remarks: 3 bedroom 2 bathroom near downtown Sarasota available for rent now. Corner lot with a curved drive way which has an entrance and an exit. Fenced back yard. A court yard right off your door for a morning coffee. Master bathroom has a walk-in shower. Every bedroom has a ceiling fan. This cute home can be rented with the furniture or without furniture. Great locations all within a short distance. Miles of walking and biking trails nearby. Minutes from Siesta Key, downtown Sarasota, shopping center, I-75, 41, etc. Also close to Lido/St. Armand’s Circle. Short walk to Payne Park. Flexible rental terms.

Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)

Listing Agent: Tracy Tanovich (941-524-1838)

Remarks: 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 is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Norma Mladineo (941-363-1588)

Remarks: Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright open floor plan with a relaxed coastal theme, a fully equipped kitchen featuring granite countertops, stainless steel appliances, and a Keurig coffee maker, plus a spacious dining area overlooking a peaceful canal. The home comfortably sleeps up to 6 guests with a queen-size sofa bed and an auto-inflatable queen EZ bed, while the primary suite includes a private full bathroom. Step outside to enjoy true Florida living—grill out, swim, sunbathe, or fish right from the canal, and don’t forget your furry companions as this property is extremely pet-friendly. The shared pool area (with Unit A) adds to the experience, while both units has private entrances with no shared interior walls, ensuring added privacy. For peace of mind, exterior security cameras are in place, and the unit is strictly smoke-free with no indoor smoking permitted. Whether you're walking, biking, or taking the trolley to Siesta Key Village, everything you need is within reach—making this an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle.

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

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