Coral Cove/Holiday Harbor Homes for Rent

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  $3,450 per month

  • 2 Beds
  • 2 Baths
  • 1,474 Sq Ft
  • House for Rent

  1658 Blakemore Ln, Sarasota, FL 34231

  Fully Furnished - West of the Trail.... Pool Home.. Spend your summer here. Available June 8th 2025 through September 30th, 2025 - $3,450.00 month plus applicable taxes & feesExperience the charm of coastal living in this delightful Siesta Key Pool Home, just two houses from Sarasota Bay and less than a mile's walk to Crescent Public Beach—no car needed for your beach days!This

  Robert Bevington SHOWTIME REALTY

  1658 Blakemore Ln, Sarasota, FL 34231
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  $2,000 per month

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

  1650 Stickney Point Rd Unit 50-202, Sarasota, FL 34231

  Bright and Inviting Condo in Castel Del Mare – Minutes from Siesta Key Beach!Welcome to this delightful condo in the highly sought-after Castel Del Mare, perfectly situated just minutes from Siesta Key Beach, the #1 beach in the USA. From the moment you step inside, you’ll be enchanted by the thoughtfully designed décor and the magical ambiance.This spacious condo features charming living spaces,

  Robert Bevington SHOWTIME REALTY

  1650 Stickney Point Rd Unit 50-202, Sarasota, FL 34231
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  $4,500 per month

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft
  • House for Rent

  1686 Chapline Ln, Sarasota, FL 34231

  Available January 2026. This newly offered home located WEST of the Trail in non deed-restricted Bayview Acres has what you want for your stay near the Beach! This 3 bedroom/2 bath home features a gorgeously renovated kitchen and a split floorplan. The fully fenced, spacious yard located in the bird sanctuary of Bayview Acres, features ceiling fans in each bedroom, impact slider to the rear

  Robert Bevington SHOWTIME REALTY

  1686 Chapline Ln, Sarasota, FL 34231
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  $11,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft
  • Property for Rent

  1714 Meadowood St, Sarasota, FL 34231

  Back on the RENTAL market, after months of post hurricane rehab. Some interior and exterior improvements!Welcome to Heron's Aqua Breeze! This 3-bedroom 2 1/2 bath canal home with pool is back on the short-term rental market and located just 1 and as half miles to world famous SIESTA KEY BEACH! Spacious and well appointed, this home is equipped for a memory making vacation in a tropical paradise,

  Robin Turner WATERSIDE REALTY LLC

  1714 Meadowood St, Sarasota, FL 34231
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  /25

  $2,950 per month

  • 4 Beds
  • 2 Baths
  • 1,834 Sq Ft
  • House for Rent

  5738 Antilles Dr, Sarasota, FL 34231

  Available July 2025 - December 2025 - 2950.00 Off Season Rate... Fully Furnished with Private Fended Yard - with Start Date of July1 - 2025. This single family home is located within minutes toSiesta key Beach. This charming 4 bedroom, 2 bath home with attached 2 car garage is located in Phillippi Gardens. Enjoy a walk or bike ride toPhillippi Estate Park to take advantage of nature

  Robert Bevington SHOWTIME REALTY

  5738 Antilles Dr, Sarasota, FL 34231
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  /23

  $4,500 per month

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

  1732 Redwood St Unit B, Sarasota, FL 34231

  Available 2025 season $4500/mo. Very cute 2 bedroom 2 bath, 1st floor condo with a lanai and great pool. This condo has a community laundry and assigned parking. You will feel like your on vacation every day. World famous Siesta Key Beach, with it's powder sands and blue water is approx. 2.4 miles away so it's an easy bike ride or drive over the bridge. Siesta Key has a whimsical vibe with

  Brenda Cozy COLDWELL BANKER REALTY

  1732 Redwood St Unit B, Sarasota, FL 34231
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  $5,495 per month

  • 3 Beds
  • 3 Baths
  • 2,752 Sq Ft
  • House for Rent

  2159 Constitution Blvd, Sarasota, FL 34231

  Monthly Furnished Pool & Dock House - Welcome to this spacious, fully furnished home situated on an expansive 20,000 sq ft waterfront lot, complete with a boat lift. This turn-key property features: 3 Bedrooms: Each bedroom boasts a king-size bed, private bathroom access, and ample closet space. Screened-in Lanai: Enjoy breathtaking views of the backyard and its amenities, including a deep heated

  Michael Sorensen STRINGER MANAGEMENT INC

  2159 Constitution Blvd, Sarasota, FL 34231
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  $6,500 per month

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • House for Rent

  1649 Stanford Ln, Sarasota, FL 34231

  No damage from Hurricane Helene or Milton! Available for seasonal and annual rental 2025, call agent for pricing. Discover the epitome of waterfront living in this exquisite 3-bedroom, 2-bathroom home located in Sarasota, Florida. Set on over a quarter-acre of prime land, this beautiful residence features a spacious 1,995 square foot open floor plan that leads to your private pool, ideal for

  Rinat Sikdar COLDWELL BANKER REALTY

  1649 Stanford Ln, Sarasota, FL 34231
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  $2,395 per month

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Condo for Rent

  1608 Stickney Point Rd Unit 1608-204, Sarasota, FL 34231

  ANNUAL TURNKEY FURNISHED - AVAILABLE JUNE 1, 2025 * EXCEPTIONAL BAY VIEWS AWAIT YOU as you walk through the entrance of this rarely available 2 bedroom, 2 bath condo located in the most desirable building at CASTEL DEL MARE! Because of the location, this complex has been nicknamed "The Hidden Jewel on the Bay" as it serves as the gateway to Siesta Key! This condo features an open floor plan with

  Claudette Krijger BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

  1608 Stickney Point Rd Unit 1608-204, Sarasota, FL 34231
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  $3,495 per month

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • House for Rent

  1675 Blakemore Ln, Sarasota, FL 34231

  ***NEW REDUCED PRICE*** PRISTINE VACATION/SHORT-TERM FULLY FURNISHED RENTAL NEAR SIESTA KEY BEACH!! Looking for the absolute PERFECT beach vacation location?? Well, look no further, this one has it all!! Walk or bike to absolutely everything Siesta Key has to offer! Restaurants, shopping, public beach access, and incredible sunset views are all nearby! Take a stroll and enjoy the sights or hop on

  Shawn Peacher NETWORK REAL ESTATE GROUP

  1675 Blakemore Ln, Sarasota, FL 34231
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  $4,500 per month

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Condo for Rent

  1622 Stickney Point Rd Unit 22-202, Sarasota, FL 34231

  View the intracoastal by SIESTA KEY from your master bedroom porch having a rest on the reclining chairs. This second floor townhouse is in the perfect location for your stay in SARASOTA and a short distance from a world famous beach. Located by the Stickney Point Bridge this renovated and beautifully decorated townhouse is ready for short term stays of a minimum of one month. Up the stairs to

  Jane Hunter JENNETTE PROPERTIES INC

  1622 Stickney Point Rd Unit 22-202, Sarasota, FL 34231
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  $4,370 per month

  • 3 Beds
  • 2 Baths
  • 1,765 Sq Ft
  • House for Rent

  2521 Bismark Way, Sarasota, FL 34231

  Welcome to Edgewater Bungalow! This stunning 3-bedroom, 2-bathroom single-level home is just 4 miles from the world-renowned Siesta Key Beach and 5 miles from Downtown Sarasota! Siesta Key, in gorgeous Sarasota, FL, is well-known for its powdery white quartz sand and has been rated the #1 beach in the USA (#5 in the world by TripAdvisor) for several years. You are only minutes away from quaint

  Andy Moore GULF COAST REALTY & MANAGEMENT

  2521 Bismark Way, Sarasota, FL 34231
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  $8,500 per month

  • 3 Beds
  • 3 Baths
  • 2,441 Sq Ft
  • House for Rent

  7516 Cove Terrace, Sarasota, FL 34231

  *** Available December, 2025 thru April, 2026***. Owner Requires 4-Month Lease min. Located in South Sarasota minutes to #1 rated Siesta Key Beach. Close to the Siesta Key Village with its many restaurants and shopping. This modern home is a short distance to all that Sarasota and Florida have to offer. Pride of ownership shows throughout the house with its travertine floors, complete renovations

  Anthony DeLuca AUDREY RAIN RENTALS, INC

  7516 Cove Terrace, Sarasota, FL 34231
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  $3,600 per month

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Condo for Rent

  1624 Stickney Point Rd Unit 107, Sarasota, FL 34231

  Amazing 2 bedroom 2 bathroom upgraded condo just over the bridge from Siesta Key. One of America's most beautiful beaches known for it's soft sand. All you need is your swimsuit and toothbrush. This complex has lots to offer. Two heated pools, one of witch overlooks Little Sarasota Bay. There you will be able to enjoy watching the boat traffic and yes dolphins! Tennis courts, shuffle board,

  Kimberly Eudy RE/MAX PALM REALTY OF VENICE

  1624 Stickney Point Rd Unit 107, Sarasota, FL 34231
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  $2,295 per month

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Condo for Rent

  1648 Stickney Point Rd Unit 48-202, Sarasota, FL 34231

  AVAILABLE FOR SEASON 2026! AVAILABLE NOW LOVELY TURNKEY FURNISHED UNIT ON 2ND FLOOR, GREAT COMMUNITY WITH BEAUTIFUL POOLS, TENNIS, CLUBHOUSE AND FISHING PIER. GREAT LOCATION TO MAINLAND SHOPPING AND EASY COMMUTE TO SIESTA KEY BEACHES & VILLAGE. ONE MONTH MINIMUM. NO SMOKING, NO PETS & NO TRUCKS ALLOWED. GUEST WILL BE RESPONSIBLE FOR ELECTRIC FOR OFF SEASON MONTHS. CALL FOR AVAILABILITY. THIS

  Maureen Plichta STRINGER MANAGEMENT INC

  1648 Stickney Point Rd Unit 48-202, Sarasota, FL 34231
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  $2,500 per month

  • 2 Beds
  • 2 Baths
  • 1,016 Sq Ft
  • Condo for Rent

  1634 Stickney Point Rd Unit 16342, Sarasota, FL 34231

  AVAILABLE MARCH 2025! Welcome to Castel Del Mare, also known as "Castle on the Bay"—a stunning waterfront community just minutes from Siesta Key! Nestled along Little Sarasota Bay (Intracoastal Waterway), beautifully remodeled 2-bedroom, 2-bath condo. Enjoy an updated kitchen and bathrooms, plus a covered lanai overlooking one of two sparkling pools. The community offers tennis courts, a

  Robin De Busk STRINGER MANAGEMENT INC

  1634 Stickney Point Rd Unit 16342, Sarasota, FL 34231

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