Homes for Rent near Sarasota High School

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  $6,500 per month

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

  1250 N Portofino Dr Unit 102, Sarasota, FL 34242

  Available January to May 1, 2025! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Sauna, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1250 N Portofino Dr Unit 102, Sarasota, FL 34242
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  $3,900 per month

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft
  • Condo for Rent

  4660 Ocean Blvd Unit B2, Sarasota, FL 34242

  SIESTA KEY WATERFRONT UNIT AVAILABLE AS FURNISHED LONG TERM. Sea Village offers million dollar views and is situated on 5 acres overlooking the Gulf. It provides a peaceful retreat with opportunities to witness breathtaking sunsets, the full moon reflecting on the water, and serene walks to the beach and Siesta Village. Additionally, its location on the north end of the Key provides convenient

  Margaret Young JENNETTE PROPERTIES, INC.

  4660 Ocean Blvd Unit B2, Sarasota, FL 34242
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  $7,500 per month

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft
  • House for Rent

  2626 Suncrest Dr, Sarasota, FL 34239

  Welcome to Casa Suncrest! You will fall in love with this 3 bedroom, 2 bath, single family home with its lushly landscaped back yard and private heated pool deck. The fully screened Lanai has ample seating for sunbathing and al fresco dining. Grill your catch of the day on the gas grill, located in the outdoor kitchen, while watching the outdoor TV. This wonderful mid-town location is close to

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2626 Suncrest Dr, Sarasota, FL 34239
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  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 3,395 Sq Ft
  • House for Rent

  95 Sandy Hook Rd S, Sarasota, FL 34242

  6 Month Minimum... Private Beach! Private Beach! Private Beach! SANDY HOOK's "BEACH-COMER COTTAGE" Available NOW!!!!!!! IN SANDY HOOK, DIRECTLY ON THE GULF AT BIG PASS. ENJOY YOUR OWN private Beach!!!TROPICAL PARADISE. SIESTA KEY'S "OUTDOOR ACADEMY"!!! ONLY 1/2 MILE AWAY! One-of-a-kind enclave of Sandy Hook at USA's No 1 BEACH. A private road takes you to Elevated living area with entry

  Joseph Russo COURTYARD MODERN

  95 Sandy Hook Rd S, Sarasota, FL 34242
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  $4,500 per month

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Condo for Rent

  1500 State St Unit 603, Sarasota, FL 34236

  Fully furnished beautiful 1 bedroom condo in the heart of downtown Sarasota! That’s right . . . leave your car and walk to your favorite restaurants, shops or the spectacular Bayfront Park & Marina to watch boats go by, visit O’Leary Tiki Bar or Marina Jacks. This is a 2018 built boutique community of only 20 residences - 5 per floor, with a secured entry, controlled elevator access and an

  Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE

  1500 State St Unit 603, Sarasota, FL 34236
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  $8,500 per month

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Condo for Rent

  5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242

  ** BOOKED JANUARY THROUGH MARCH 2025 ***GORGEOUS BEACHFRONT HOME LOCATED IN THE HIGHLY SOUGHT AFTER GULF & BAY COMMUNITY! Enjoy spectacular sunsets and views of the Gulf of Mexico from this 6th floor 2 Bedroom/ 2 Bath luxury condo. Full Gulf views from living room/dining room combo and master bedroom! Gulf & Bay Club is located on Siesta Key Beach, voted #1 Beach in the USA! The spacious unit

  Kayla Lamb NEXTHOME EXCELLENCE

  5770 Midnight Pass Rd Unit 605, Sarasota, FL 34242
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  $7,500 per month

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft
  • Condo for Rent

  460 Beach Rd Unit A1, Sarasota, FL 34242

  Available OCT- DEC. 2024 and APR. 2025. 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

  Brenda Cozy COLDWELL BANKER REALTY

  460 Beach Rd Unit A1, Sarasota, FL 34242
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  $6,500 per month

  • 2 Beds
  • 2 Baths
  • 1,123 Sq Ft
  • Condo for Rent

  1250 N Portofino Dr Unit 301, Sarasota, FL 34242

  Immaculate End Unit in the Marlin building, Ready for you to Enjoy through January 2026 and April 2026 through year-end 2026! Stunning all the way, Great Location in the complex, close to the pool, clubhouse, spa, sauna, 2 bedroom 2 full baths, enclosed lanai overlooking the canal, steps to Deeded beach access through Crescent Arms, for your pleasure daytime or sunset time! Siesta Harbor offers a

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1250 N Portofino Dr Unit 301, Sarasota, FL 34242
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  $7,750 per month

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Property for Rent

  2473 Davis Blvd, Sarasota, FL 34237

  Turn-key Furnished with 38ft heated saltwater pool and spa, fully fenced yard, putting area and outdoor kitchen! Welcome to The "Retro Ringling" house, a unique designer home in downtown Sarasota with tons of modern amenities and nostalgic charm- all within a stone’s throw from Main St Sarasota, Payne Park and Legacy Trail & just a few short miles to the white sands of Siesta and Lido Beaches.

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  2473 Davis Blvd, Sarasota, FL 34237
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  $3,200 per month

  • 2 Beds
  • 2 Baths
  • 1,003 Sq Ft
  • Condo for Rent

  4378 Madeira Ct Unit n/a, Sarasota, FL 34233

  AVAILABLEL FOR 2026 SEASON! CENTER GATE AREA CONDO! Second floor 2/2 condo overlooking a pond with a screened lanai. Vaulted ceiling give this condo a bright spacious feeling. Eat in Kitchen and a dinning room, washer and dryer included. Walking distance to the pool, tennis, shuffle board and clubhouse with fitness room. This is not available annually. THREE MONTH MINIMUM. Off season will pay

  Robin De Busk STRINGER MANAGEMENT INC

  4378 Madeira Ct Unit n/a, Sarasota, FL 34233
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  $7,000 per month

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft
  • Condo for Rent

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  Bayside highrise Building with underground parking, elevator, turnkey furnished, secured building, washer and dryer nicely appointed Two heated pools, lighted tennis courts, fishing pier, fitness room and that Beautiful Siesta Beach. Restaurants, Shopping, Theater, Arts, Golfing, Bicycling whatever your pleasure you will find in Sarasota. Peppertree is a Gulf to Bay complex Available

  Lisa Beach WATERSIDE REALTY LLC

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
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  $9,500 per month

  • 2 Beds
  • 2 Baths
  • 1,489 Sq Ft
  • Condo for Rent

  6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242

  ***AVAILABLE MAY 2026*** one MONTH MIN***Welcome to the Beach! Prime Siesta Key location. This large, spacious 2 Bedroom/2 Bath split floor plan condo comes with a full-length balcony with views of the gulf and intracoastal waterway, as well as the beautiful sunsets. Available as a monthly rental, the interior boasts a decorative fireplace, reclining sofa, two walk-in closets, washer and dryer in

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  6415 Midnight Pass Rd Unit 602, Sarasota, FL 34242
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  $1,950 per month

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

  3213 Beneva Rd Unit 204, Sarasota, FL 34232

  available for season 25/26available end of October for 2 months mid April 2025 2-6 months THIS IS NOT AN ANNUAL RENTAL...2 months minimum rental and 6 month maxTurn-key furnished 2 bedroom, 2 bathroom second level unit. The spacious master suite features an en-suite bathroom and walk in closet. The private screened porch is the perfect place for a morning coffee or to relax in the afternoon.The

  Melanie Russell QUEST PROPERTIES INC

  3213 Beneva Rd Unit 204, Sarasota, FL 34232
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  $5,000 per month

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft
  • Condo for Rent

  1257 S Portofino Dr Unit 36, Sarasota, FL 34242

  Siesta Harbor is surrounded by the Intracoastal Waterway with Harbor and Bay views from every unit. This north facing, totally renovated 1 bedroom has 2 full baths, and is conveniently located on the ground floor close to your assigned parking space. Owner has an air mattress available for guests, a new coffee table, an electric fireplace, new shower heads, a portable electric grill, bikes, beach

  Margaret Young JENNETTE PROPERTIES, INC.

  1257 S Portofino Dr Unit 36, Sarasota, FL 34242
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  $6,400 per month

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

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242

  This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a walk in closet plus a full wall length closet. The guest bedroom has 2 single beds that can be combined to make a King. Updated bathrooms

  Margaret Young JENNETTE PROPERTIES, INC.

  1250 N Portofino Dr Unit 107, Sarasota, FL 34242
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  /25

  $12,000 per month

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft
  • House for Rent

  5519 Azure Way, Sarasota, FL 34242

  Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for large and/or multiple families and guests who want to enjoy either the pool or the beach without getting in the car! A brand new beautiful granite topped Kitchen space opens to a family room all

  Catherine Foley JENNETTE PROPERTIES, INC.

  5519 Azure Way, Sarasota, FL 34242

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