Homes for Rent near Sarasota Military Academy High School Campus

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  $2,800 per month

  • 2 Beds
  • 1 Bath
  • 991 Sq Ft
  • Apartment for Rent

  3700 S Osprey Ave Unit 214, Sarasota, FL 34239

  Plaza Gardens is the perfect place to call home if you are looking for a peaceful retreat with a touch of luxury. The tropical greenery and well-maintained gardens throughout the building give it a boutique feel, making it the perfect place for those who appreciate a tranquil and serene environment. Situated just southeast of Siesta Key's North Bridge and west of the trail, this condo offers easy

  Andrea Cohen COLDWELL BANKER REALTY

  3700 S Osprey Ave Unit 214, Sarasota, FL 34239
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  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft
  • Condo for Rent

  1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228

  AVAILABLE FOR 2026 SEASON! MINIMUM 3 MONTH LEASE PLEASE. LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the condo has to give with the natural

  Brigette Marcus NEXTHOME EXCELLENCE

  1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
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  $6,200 per month

  • 4 Beds
  • 2.5 Baths
  • 3,130 Sq Ft
  • Condo for Rent

  1345 2nd St Unit C, Sarasota, FL 34236

  Look at this great location Downtown Sarasota. Walk to everything. This commercial building is 3 floors with spa lounge on 1 & 2. Top floor with private elevator is the penthouse condo. This 4 bedroom is very unique with a very open floor plan and high ceilings. The kitchen has huge workable island, wine fridge, built in oven and microwave, 6 burner gas top with grilling area. A separate full

  toyia Youtzy JENNETTE PROPERTIES, INC.

  1345 2nd St Unit C, Sarasota, FL 34236
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  $4,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,661 Sq Ft
  • Townhouse for Rent

  3790 82nd Avenue Cir E Unit 105, Sarasota, FL 34243

  Be the first to enjoy the ambiance of this newly decorated Townhome in San Michele. Conveniently located just north of University Parkway on Tuttle with easy access to I-75, UTC Mall and the Sarasota Airport. This two story, three bedroom. two and one half bath home offers both style and comfort. All three bedrooms are upstairs and the downstairs living area has an open flowing floorplan. The

  Annette Colabella ROSSI & COMPANY INC

  3790 82nd Avenue Cir E Unit 105, Sarasota, FL 34243
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  $1,950 per month

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft
  • Apartment for Rent

  1359 Glendale Cir W Unit 214, Sarasota, FL 34232

  Your vacation rental is ready for you. This two bedroom Villa is located in the desirable and active 55 plus community of Forest Pines. Updated throughout with granite counters in kitchen and baths, spa like showers in both bathrooms, tile plank flooring through out the unit, A lovely updated Florida room with greenbelt views which is perfect for your morning cup of coffee. Forest Pines offers ,

  toyia Youtzy JENNETTE PROPERTIES, INC.

  1359 Glendale Cir W Unit 214, Sarasota, FL 34232
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Condo for Rent

  770 S Palm Ave Unit 1001, Sarasota, FL 34236

  Stunning furnished rental available for long term occupancy. High-end furnishings, luxury finishes and a Million dollar view. Iconic building offering an exceptional downtown lifestyle. It’s located on Marina Row with the best view of every coveted sight in Sarasota: the open bay, moored sailboats along Bayfront Park, the John Ringling Bridge, Golden Gate Point, Bird Key, Lido Key, Siesta Key,

  Tammy Garner COLDWELL BANKER REALTY

  770 S Palm Ave Unit 1001, Sarasota, FL 34236
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  $2,100 per month

  • 2 Beds
  • 2 Baths
  • 1,189 Sq Ft
  • Condo for Rent

  3017 Willow Green Unit 18, Sarasota, FL 34235

  Leased January-April 2026. High season rates in effect December through April and off-season rates May through November. Spacious, open light & bright end unit on the second floor with vaulted ceilings, new appliances. Kitchen is open to living room, and decorated in coastal colors by new owners. King bed and queen bed in unit. Full size washer and dryer. Reserved carport space with storage

  Margaret Young JENNETTE PROPERTIES, INC.

  3017 Willow Green Unit 18, Sarasota, FL 34235
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  $8,500 per month

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  Unlisted Address
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  $4,500 per month

  • 2 Beds
  • 2.5 Baths
  • 1,747 Sq Ft
  • House for Rent

  212 Cosmopolitan Ct, Sarasota, FL 34236

  DOWNTOWN SARASOTA Annual rental FURNISHED. 2BR + loft downtown townhouse. Owner provides streaming service. Reimburse Owner 70/mo 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,

  Margaret Young JENNETTE PROPERTIES, INC.

  212 Cosmopolitan Ct, Sarasota, FL 34236
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  $3,250 per month

  • 2 Beds
  • 2 Baths
  • 1,084 Sq Ft
  • Condo for Rent

  1064 N Tamiami Trail Unit 1627, Sarasota, FL 34236

  DOWNTOWN CONDO IN BROADWAY PROMENADE! NOW AVAILABLE FOR ANNUAL RENTAL, “Turnkey Furnished” 2 bedrooms/2 baths, located on the top floor of the highly sought after Broadway Promenade. As you enter the unit, you are greeted by a bright and open living and dining room, beautifully furnished with leather furniture, a wooden TV Stand/Console with Electric Fireplace and Crystal Insert | Multi-Color LED

  Chrissie Cummings JENNETTE PROPERTIES INC

  1064 N Tamiami Trail Unit 1627, Sarasota, FL 34236
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  $3,500 per month

  • 3 Beds
  • 3 Baths
  • 1,846 Sq Ft
  • House for Rent

  720 Seeds Ave, Sarasota, FL 34237

  Welcome to Sarasota! Turnkey Rental for a Perfect Getaway Enjoy a worry-free getaway in this turnkey rental property. With all the essentials already taken care of, simply pack your bags and head out for an effortless experience! Property Highlights: Spacious Accommodations: This home features 3 bedrooms and 3 bathrooms, plus a den for additional sleeping arrangements, ensuring ample space for

  Michael Sorensen STRINGER MANAGEMENT INC

  720 Seeds Ave, Sarasota, FL 34237
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  $5,800 per month

  • 3 Beds
  • 3 Baths
  • 1,516 Sq Ft
  • House for Rent

  1116 Westway Dr, Sarasota, FL 34236

  The Lido Shores Mango Retreat. This stylish home is located in the heart of Lido Shores, just steps to the beautiful private white sand beaches and crystal blue waters of the Gulf of Mexico. Canopied by a lush mango tree, with a tranquil and tropical setting. Features, 3/3, 1 car garage, screened lanai & office. From the bright entry is a spacious dining room with an open-concept kitchen with

  Valarie Wadsworth MICHAEL SAUNDERS & COMPANY

  1116 Westway Dr, Sarasota, FL 34236
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  $1,800 per month

  • 2 Beds
  • 2 Baths
  • 1,065 Sq Ft
  • Condo for Rent

  5205 Lake Village Dr Unit 16, Sarasota, FL 34235

  This Village Lake condo lies in the heart of The Meadows near Nathan Benderson Park. The Owner recently updated this charming condo!! It is tastefully decorated, turnkey furnished and has an abundance of natural lighting with a bright "look and feel." Sliding glass doors open to balcony. The view from the lanai facing North is very tranquil and serene of the small lake and waterfowl that inhabit

  Brian Johnson SHOWTIME REALTY

  5205 Lake Village Dr Unit 16, Sarasota, FL 34235
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  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • House for Rent

  3801 Helene St, Sarasota, FL 34233

  Captivating Pool Home in an Ideal Location: This enchanting residence boasts 3 bedrooms, 2 bathrooms, and a beautiful in-ground pool. Situated in a prime location, it provides convenient access to nearby beaches and popular attractions. Available May-December for $4,000/month 2025. Booked for through April of 2025. Available Jan - April for $7500/month through 2026.

  Philip Pisano, III MICHAEL SAUNDERS & COMPANY

  3801 Helene St, Sarasota, FL 34233
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  $4,995 per month

  • 3 Beds
  • 2 Baths
  • 1,207 Sq Ft
  • Condo for Rent

  1770 Benjamin Franklin Dr Unit 507, Sarasota, FL 34236

  Luxurious Condo Steps from Private Beach on Lido Key - Welcome to your dream rental in the prestigious Lido Harbour Towers! This exquisite 3-bedroom, 2-bathroom condo offers 1200 sq ft of elegantly appointed living space, with an additional 700 sq ft of expansive terraces for seamless indoor-outdoor living. Prime Location: Just steps from your private beach on Lido Key, perfect for sunbathing,

  Michael Sorensen STRINGER MANAGEMENT INC

  1770 Benjamin Franklin Dr Unit 507, Sarasota, FL 34236
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  $2,240 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Townhouse for Rent

  1297 13th St, Sarasota, FL 34236

  AVAILABLE APRIL 8, 2025 !! So cute, feels like home, you must see this! Landlord is flexible on terms. Just remodeled! Rental unit just north of downtown, the perfect location. Includes: Free Parking, Free Optical WIFI, Free use of in-unit Dishwasher, Washer and Dryer machines, enjoy the Firepit in the yard, Free use of BBQ grill outside. Pricing: 12 Month Lease, UNFURNISHED, is $2125/mo.

  Alex Lucchesi HOMES FOR SALE REALTY INTL

  1297 13th St, Sarasota, FL 34236
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  $2,115 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Townhouse for Rent

  1297 13th St, Sarasota, FL 34236

  AVAILABLE !! So cute, feels like home, you must see this! Landlord is flexible on terms. Just remodeled! Rental unit just north of downtown, the perfect location. Includes: Free Parking, Free Optical WIFI, Free use of in-unit Dishwasher, IN-UNIT Washer and Dryer machines, enjoy the Firepit in the yard, Free use of BBQ grill outside, Free 24 hr surveillance.Pricing: 12 Month Lease, UNFURNISHED,

  Alex Lucchesi HOMES FOR SALE REALTY INTL

  1297 13th St, Sarasota, FL 34236
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  $3,500 per month

  • 2 Beds
  • 2 Baths
  • 1,790 Sq Ft
  • House for Rent

  3806 Glen Oaks Manor Dr, Sarasota, FL 34232

  SEASONAL RENTAL: Off-Season rent is $3,500/mo, In-season rent is $6,900/mo. This beautiful Villa in the popular Glen Oaks area is available for your 30 day rental today! With a fully stocked, quartz countertop kitchen, you can entertain and cook for your family and friends while they are splashing happily in the pool right off your kitchen/living area. Two bedrooms, a two car garage, and

  Dave Holt PMI SOUTHWEST FLORIDA

  3806 Glen Oaks Manor Dr, Sarasota, FL 34232
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  $2,695 per month

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft
  • House for Rent

  704 Seeds Ave, Sarasota, FL 34237

  Long-Term Rental – Stylish Sarasota Home with Pool in Prime LocationWelcome to the heart of Sarasota living! This beautifully updated residence offers the perfect blend of comfort, convenience, and style – ideal for those seeking a long-term rental in one of the area’s most desirable locations.Situated just minutes from vibrant Downtown Sarasota and a short drive to the renowned Lido

  Michael Sorensen STRINGER MANAGEMENT INC

  704 Seeds Ave, Sarasota, FL 34237
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  $10,000 per month

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft
  • House for Rent

  1865 Orchid St, Sarasota, FL 34239

  Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten

  Tina Ellis COMPASS FLORIDA LLC

  1865 Orchid St, Sarasota, FL 34239

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