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Coral Cove/Holiday Harbor Homes for Rent with Private Pool

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  • /14

    $5,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,196 Sq Ft
    • House for Rent

    7860 Holiday Dr, Sarasota, FL 34231

    SImply Gorgeous Florida style one story home with beautiful caged swimming pool high and dry above Sarasota Bay. We love this 3 bedroom home turnkey furnished wonderful for an executive or do you have your home for sale? Wonderful WEST OF THE TRAIL home, located in desirable HOLIDAY HARBOR. NO DEED RESTRICTIONS and ONLY 3 MILES to SIESTA KEY! This immaculate 2 BEDROOM PLUS DEN, 2.5 BATH home

    Agent Photo

    Marianne LeBar

    ROSEBAY INTERNATIONAL REALTY, INC

    (941) 394-1750

    7860 Holiday Dr, Sarasota, FL 34231
  • /28

    $8,500 per month

    • 4 Beds
    • 5 Baths
    • 18,355 Sq Ft
    • House for Rent

    6139 Hollywood Blvd, Sarasota, FL 34231

    Location Location Location!! SEASONAL RENTAL SEE RATES BELOW Walk or bike ride to world renowned Siesta Key Beach! Make some memories at this unique oasis and family-friendly place with 2 separate houses. Rent one or both and enjoy the entire compound. This front house is 2 bed/1 bath, kitchen with all accessories for your stay. Washer/dryer in each unit. This home's massive outdoor screened in

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    (941) 541-8086

    6139 Hollywood Blvd, Sarasota, FL 34231
  • /41

    $6,500 per month

    • 4 Beds
    • 3 Baths
    • 2,285 Sq Ft
    • House for Rent

    6304 Beechwood Ave, Sarasota, FL 34231

    Available 1/1/26. Want to find out for yourself > "What's all the fuss about Sarasota/Siesta Key?" Crystal White Quartz Beaches, Sparkling Blue waters of Gulf of Mexico. Enjoy water activities like; Paddleboarding, Kayaking, Boating, Charter Cruises, JetSki's, Snorkeling, Fishing or for the more adventurous type-Parasailing! Or maybe just relax and play a couple rounds of Golf or Shop, Dine

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    (941) 239-6746

    6304 Beechwood Ave, Sarasota, FL 34231
  • /52

    $9,700 per month

    • 3 Beds
    • 2 Baths
    • 1,888 Sq Ft
    • House for Rent

    1723 Stanford Ln, Sarasota, FL 34231

    Embrace the epitome of upscale waterfront living in this fully remodeled, furnished 3-bedroom, 2-bath home nestled on a serene canal just off Sarasota Bay. With a private boat dock and direct bay access you can launch your Kayak or Paddle Boards directly from property and enjoy quick access to Sarasota Bay. Bring your Boat or RV. Fenced parking for RV on side of house and Davits for your boat.

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    (941) 265-8115

    1723 Stanford Ln, Sarasota, FL 34231
  • /64

    $12,500 per month

    • 4 Beds
    • 3.5 Baths
    • 5,012 Sq Ft
    • House for Rent

    1707 Caribbean Dr, Sarasota, FL 34231

    Welcome to one of Sarasota’s most coveted waterfront communities—Coral Cove, where homes rarely become available and even fewer offer the exceptional combination of elevation, design, and location that this one does. Perfectly situated on a spacious 0.59-acre corner lot directly across from the private neighborhood park and boat ramp, this British West Indies-style home has been reimagined

    Agent Photo

    Noah Ward

    EXP REALTY LLC

    (941) 368-4102

    1707 Caribbean Dr, Sarasota, FL 34231
  • /17

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft
    • House for Rent

    7692 Cove Terrace, Sarasota, FL 34231

    Unfurnished. Annual lease. This is a rare opportunity to rent one of Sarasota's premier waterfront properties at the end of a quiet cul-de-sac jetting out into Dolphin Cove. This spectacular property on Sarasota Bay features 210' feet of deep water for large boat/sailboat with unobstructed breathtaking views with three walls of windows. Open design Florida home with original front door, split

    Joseph Meszaros M&M PROPERTY MANAGEMENT GROUP

    7692 Cove Terrace, Sarasota, FL 34231
  • /67

    $4,800 per month

    • 3 Beds
    • 3 Baths
    • 2,001 Sq Ft
    • House for Rent

    1718 Caribbean Dr, Sarasota, FL 34231

    SARASOTA POOL HOME in CORAL COVE. Just completed newly furnished and UPDATED 3BR, 3BA waterfront pool home is ready for your arrival. RENTAL HOME Available May 2025 through April 2026 for reservation/lease. Coastal Living at it's best, WEST OF THE TRAIL!! This amazing home overlooks a saltwater canal with a private dock access for fishing, kayaking and boating in the Sarasota Bay. Dive-In or

    Patrice Ivan WAGNER REALTY

    1718 Caribbean Dr, Sarasota, FL 34231
  • /26

    $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
  • /74

    $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
  • /39

    $4,995 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
  • /17

    $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
  • /76

    $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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