Homes for Rent near Hershorin Schiff Community Day School

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  $2,900 per month

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

  704 Seeds Ave, Sarasota, FL 34237

  Discover the epitome of Sarasota living in this centrally located gem! Nestled in a prime location, just minutes from Downtown Sarasota and a short drive to the sandy shores of Lido Beach, this home offers unparalleled convenience.Recently renovated in the latter half of 2021, this abode boasts all-tile floors and tasteful, contemporary decor throughout. Whether you're lounging in the

  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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  /23

  $1,749 per month

  • 1 Bed
  • 1 Bath
  • 680 Sq Ft
  • Townhouse for Rent

  2147 Jo an Dr, Sarasota, FL 34231

  Great Price, Great Location, easy access to all you need in Sarasota, ride your bike to the beach - just moments away from Access 12! This modern duplex 1BR/1BA is 100% BRAND NEW, Immaculate turnkey FURNISHED, perfect for one or 2 tenants (queen size bed in bedroom and a pull-out sleeper sofa with queen bed and built-in storage in living room). Comes with everything you would need for

  Joseph Stephens ONE STEP AHEAD REALTY INC

  2147 Jo an Dr, Sarasota, FL 34231
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  /23

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,147 Sq Ft
  • Condo for Rent

  4240 Central Sarasota Pkwy Unit 622, Sarasota, FL 34238

  AVAILABLE JUNE 2026 THROUGH NOVEMBER 30 2026. Need a place while you look for a place - this it is! Beautiful newly UPDATED condo with gorgeous new kitchen with quartz counters, new cabinets and fixtures, UPDATED bathrooms with new vanities with quartz counters, new shower and fixtures. THIS IS A 6 MONTH RENTAL. Both beds are sleep number, there is a king in the primary bedroom and a queen in

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

  4240 Central Sarasota Pkwy Unit 622, Sarasota, FL 34238
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  $11,000 per month

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft
  • Condo for Rent

  1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242

  Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.Guest reservations include beach tags, giving you private beach

  Andy Moore GULF COAST REALTY & MANAGEMENT

  1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242
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  $12,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,241 Sq Ft
  • House for Rent

  2569 Prospect St, Sarasota, FL 34239

  Welcome to Luxe Arlington Park Home! Step into this exquisite and impeccably maintained abode, nestled in the heart of two of Sarasota's most charming and time-honored neighborhoods. The Arlington Park/Rustic Lodge enclave seamlessly blends the perks of urban living with the warmth of a close-knit community. Enjoy strolls or bike rides to the beloved Arlington Park, a haven for families and pets

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2569 Prospect St, Sarasota, FL 34239
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  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Condo for Rent

  1280 Dolphin Bay Way Unit 504, Sarasota, FL 34242

  LUXURY SIESTA KEY CONDO LIVING ..A beautiful Turnkey 2 bedroom/2 bathroom Penthouse Condominium Plus Den/Office overlooking Sarasota Bay and the Intracoastal Waterway. A king size bed is in the master bedroom with a large walk in closet with built ins and a en suite bathroom. Second bedroom offers a queen size bed along with a walk in closet and en suite bathroom. There is a fabulous enclosed

  Jane Hunter JENNETTE PROPERTIES INC

  1280 Dolphin Bay Way Unit 504, Sarasota, FL 34242
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  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • House for Rent

  5216 Calle de Costa Rica, Sarasota, FL 34242

  This cheerful 3 bedroom, 2 bathroom island home begs you to relax, unwind, and take in the warm sunshine. From the moment you walk in the front door its tasteful decor and a cozy comfortable atmosphere will make you feel right at home. Perfect location near the #1 beach in the USA, Siesta Village, and an abundance of shopping, restaurants, bars, coffee shops, and entertainment. The tastefully

  Beth Dilley ASCENDIA REAL ESTATE

  5216 Calle de Costa Rica, Sarasota, FL 34242
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft
  • House for Rent

  5640 Cape Leyte Dr, Sarasota, FL 34242

  It's all about the beach and the bourbon! This 1964 Siesta Key classic beach house with terrazzo flooring has been totally updated! So you and your family or friends can enjoy the 3 bedroom and 2 bathroom singly family home. The open floor plan makes plenty of space to cook in the fully equipped kitchen and hang in the living room or the enclosed lanai overlooking the pool! Take a stroll to the

  Beth Dilley ASCENDIA REAL ESTATE

  5640 Cape Leyte Dr, Sarasota, FL 34242
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  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft
  • House for Rent

  2121 Pueblo Cir Unit V6, Sarasota, FL 34231

  In Gulf Gate area,55+ community of Wooside Village West, annual rental, quiet & well maintained , 2b/2b villa, open floor plan & tile thru out. Renovated with new kitchen cabinets, granite counters, newest appliances. Baths remodeled with cabinets, granite counters, walk-in closet,new lighting and fresh paint. Brand new A/C system just been replaced. End unit with open patio in the back,

  Lydia Perignon FINE PROPERTIES

  2121 Pueblo Cir Unit V6, Sarasota, FL 34231
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  $10,500 per month

  • 3 Beds
  • 3 Baths
  • 1,999 Sq Ft
  • House for Rent

  5024 Higel Ave, Sarasota, FL 34242

  Spectacular is an understatement when describing this updated Siesta Key CANAL FRONT POOL HOME. Once you step inside you'll notice an open-airy floor plan, beautifully decorated to reflect a modern beach-style home! Enjoy the master bedroom with BEAUTIFUL VIEWS of the canal and your very own access to the refreshing POOL and SPACIOUS PATIO! The additional two bedrooms are roomy and private with

  Beth Dilley ASCENDIA REAL ESTATE

  5024 Higel Ave, Sarasota, FL 34242
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  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • House for Rent

  5577 Contento Dr, Sarasota, FL 34242

  Check out this COMPLETELY REMODELED canal-front pool home on Siesta Key! Picture this: you roll out of bed and grab your coffee, take two steps out of the sliding glass doors, and enjoy it by the saltwater pool. After your coffee, take your morning swim. Then take another 10 steps, or so, and catch some significant fish in the canal which happens to be in your backyard. Chances are that an

  Beth Dilley ASCENDIA REAL ESTATE

  5577 Contento Dr, Sarasota, FL 34242
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  $7,500 per month

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

  116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242

  An Ascendia Property! **Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** Welcome to your BOHO CHIC beach retreat located near the famous Crescent Beach on Siesta Key! You'll feel right at home when you stay in this 2 bedroom, 2 bathroom (sleeps 5) condo. Spend time cooking your favorite meals in the fully stocked kitchen... Cozy up

  Beth Dilley ASCENDIA REAL ESTATE

  116 Vista Hermosa Cir Unit 308, Sarasota, FL 34242
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  $12,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,524 Sq Ft
  • Condo for Rent

  1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242

  PENTHOUSE Water Views From Every Room!AVAILABLE April 15, 2025-December 31, 2025.4/15/2025-12/31/2025- $12,000Contact agent about nightly rate breakdown!

  Cole Collins COLDWELL BANKER REALTY

  1308 Old Stickney Point Rd Unit WP3, Sarasota, FL 34242
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,595 Sq Ft
  • Condo for Rent

  50 Central Ave Unit 16A, Sarasota, FL 34236

  Discover the epitome of luxury and convenience with our exclusive rental opportunity in Sarasota, available May through December. Nestled on the corner of Main St and Central Ave, this contemporary corner unit sits on the 16th floor, just one level below the penthouse. Immerse yourself in the vibrancy of downtown Sarasota, where the finest amenities and attractions are merely steps away. This

  Henry Rossi RENT SARASOTA

  50 Central Ave Unit 16A, Sarasota, FL 34236
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  $10,000 per month

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to the Ringling Retreat, a luxurious family compound in the heart of downtown Sarasota. The property sits just a few blocks from the East end of Main Street downtown and is perfectly walkable to the Legacy Trail, Payne Park, & a number of shops & restaurants. A screened entryway in the front greets you before stepping through the front door into a light and bright living area with views

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  Unlisted Address
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  /14

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Apartment for Rent

  5377 Crestlake Blvd Unit 69, Sarasota, FL 34233

  Available for the 2026 Season! Enjoy this spacious 2-bedroom, 2-bath home with a garage overlooking a peaceful lake. This beautiful property features both a family room and a living room, along with the convenience of an in-unit washer and dryer. Perfectly located near Siesta Key, shopping, dining, and easy interstate access—everything you need is just minutes away! Don’t miss out on this rarely

  Robin De Busk STRINGER MANAGEMENT INC

  5377 Crestlake Blvd Unit 69, Sarasota, FL 34233
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  $1,995 per month

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

  7205 Curtiss Ave Unit 2F, Sarasota, FL 34231

  A charming two-bedroom condominium conveniently located near Siesta Key beach awaits you. Each bedroom boasts a comfortable queen-size bed for a restful night's sleep, complemented by TVs in both rooms for your entertainment. This unit features an indoor laundry room for added convenience, along with a screened-in lanai where you can unwind. Additionally, the eat-in kitchen provides a cozy space

  Maureen Plichta STRINGER MANAGEMENT INC

  7205 Curtiss Ave Unit 2F, Sarasota, FL 34231
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  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Condo for Rent

  5555 Ashton Way Unit 5555, Sarasota, FL 34231

  Unit available to rent June 2025- April ,2026. Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Enjoy the Gulf of Mexico. Close to I-75, rte. 41, shops, restaurants, schools and hospitals. We are also connected by a foot bridge to Merchants Mart shopping center consisting of CVS, ACE hardware, take-outs, liquor store, and the famous Detwiler's Farm Market. Ashton Lakes is

  Philip Abraham ASHTON LAKES REALTY INC

  5555 Ashton Way Unit 5555, Sarasota, FL 34231
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  $6,000 per month

  • 4 Beds
  • 2 Baths
  • 1,781 Sq Ft
  • House for Rent

  2908 Captiva Dr, Sarasota, FL 34231

  RENTED JAN., FEB., MARCH 2025, AVAILABLE MAY THROUGH DEC. AT OFF-SEASON RATES. A perfect vacation getaway in prime Golf Gate location. Bring the family to this 4 bedroom, 2 bath home with a private sparkling pool under a screened cage. The home offers 4 bedrooms, a large open living room and dining area with beautiful new flooring. The family room is off the kitchen and has sliding glass

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

  2908 Captiva Dr, Sarasota, FL 34231

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