22

Longboat Key, FL Houses for Rent

Section Image
  • /20

    $4,900 per month

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    561 Tarawitt Dr, Longboat Key, FL 34228

    Bring your boat and walk to the beach from this beautiful 2 bedroom/2 bath home that sits on a canal to the intercoastal. There is a dock and plenty of seawall with 2 whips on this double lot home for other water toys as well. The home has just had a kitchen renovation with brand new cabinets and appliances. With 1800 square feet inside, there is room to spread out. The back of the property has

    561 Tarawitt Dr, Longboat Key, FL 34228
  • /13

    $6,250 per month

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    640 Broadway St, Longboat Key, FL 34228

    Hurricane rebuild completed in 2025. Discover tranquility and comfort at our serene 3-bedroom, 2-bath home, nestled among lush tropical foliage on a peaceful corner lot in Longboat Key. Inside, experience a welcoming open floor plan with a brand-new living room, modern kitchen, and clean-cut updated bathrooms. Master bedroom features wet bar with mini fridge & windowed ensuite bath. The backyard

    Keith Gordon GETMOREOFFERS

    640 Broadway St, Longboat Key, FL 34228
  • /60

    $6,900 per month

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    535 Forest Way, Longboat Key, FL 34228

    Welcome to your perfect coastal escape in the heart of Cedars East on Longboat Key, Florida! Professionally managed by Gulf Coast Vacation Rentals, this chic, playful, and stylish 3-story, 2-bedroom, 2-bathroom townhome is nestled in one of the island’s most sought-after communities—offering a unique blend of tropical charm, resort-style amenities, and a peaceful coastal atmosphere.Step into

    Andy Moore GULF COAST REALTY & MANAGEMENT

    535 Forest Way, Longboat Key, FL 34228
  • /17

    $4,550 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    Unlisted Address

    Merging classic elegance with modern luxury featuring high vaulted ceilings, a state-of-the-art kitchen, high-speed internet, and a cutting-edge reverse osmosis water system. Enjoy the convenience of an in-closet washer/dryer and UV air filtration for pristine air quality. Perfect for romantic getaways or peaceful solitude, with boat parking & public launch nearby. The property offers a furnished

    Keith Gordon GETMOREOFFERS

    Unlisted Address
  • /18

    $9,850 per month

    • 2 Beds
    • 2 Baths
    • 2,331 Sq Ft
    • House for Rent

    701 Broadway St, Longboat Key, FL 34228

    Newly remodeled bungalow blocks from Whitney Beach & a block from bay. Historic home was once a post office in the 1920's. Open layout w/high ceilings, stainless appliances w/ gas stove. Heated swimming pool & hot tub. Relax & listen to breezy palms smack up against each other in this gorgeous landscaping! Sleep tight in a quiet neighborhood that allows zero public parking. Very serene, private

    Keith Gordon GETMOREOFFERS

    701 Broadway St, Longboat Key, FL 34228
  • /33

    $9,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,713 Sq Ft
    • House for Rent

    3605 Fair Oaks Place, Longboat Key, FL 34228

    Exceptional Rental Opportunity in Queens HarbourIntroducing a remarkable opportunity to rent a stunning 4-bedroom corner lot residence in the highly sought-after Queens Harbour community, located behind the gates of the Longboat Key Club. This property features a brand new roof and offers the perfect setting for those looking to embrace the Florida lifestyle.The home is filled with abundant

    Danielle Gladding COLDWELL BANKER REALTY

    3605 Fair Oaks Place, Longboat Key, FL 34228
  • /45

    $10,995 per month

    • 3 Beds
    • 2.5 Baths
    • 2,396 Sq Ft
    • House for Rent

    2339 Harbour Oaks Dr, Longboat Key, FL 34228

    Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood

    Henry Rossi RENT SARASOTA

    2339 Harbour Oaks Dr, Longboat Key, FL 34228
  • /44

    $14,000 per month

    • 4 Beds
    • 3.5 Baths
    • 3,268 Sq Ft
    • House for Rent

    531 Birdie Ln, Longboat Key, FL 34228

    Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home

    Karie Gorgone WAGNER REALTY

    531 Birdie Ln, Longboat Key, FL 34228
  • /43

    $8,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,751 Sq Ft
    • House for Rent

    569 Rountree Dr, Longboat Key, FL 34228

    Fabulous turnkey rental open for off-season. This European-styled home will surpass all your needs – whether you’re remodeling, relocating or simply need vacation time! Featuring three bedrooms, three ensuite baths, this 2-story home, boasts two lanai’s with seating, outdoor kitchen, a roof-top sun deck and sparkling heated lap pool. Upon entering the home, you’ll enjoy the bottom floor expanse

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    569 Rountree Dr, Longboat Key, FL 34228
  • /48

    $11,000 per month

    • 3 Beds
    • 2 Baths
    • 1,861 Sq Ft
    • House for Rent

    512 Gunwale Ln, Longboat Key, FL 34228

    Location, location, location. This furnished rental offers the perfect blend of convenience and waterfront living. Enjoy direct access to the Gulf of Mexico with a private dock and boat lift, take a walk on the pristine white sand beaches or relax and unwind in the pool. Nestled in a prime location just minutes from St. Armands Circle, you'll have access to the best dining, shopping and

    Marcia Benson Berkshire Hathaway Florida Realty

    512 Gunwale Ln, Longboat Key, FL 34228
  • /57

    $7,500 per month

    • 3 Beds
    • 2 Baths
    • 1,962 Sq Ft
    • House for Rent

    990 Bogey Ln, Longboat Key, FL 34228

    Introducing a charming 3-bedroom, 2-bathroom single family home located in the prestigious Country Club Shores of Longboat Key, FL. This fully furnished property boasts deeded beach access, perfect for enjoying the sun and surf just steps away from your front door. The fenced backyard provides privacy and a great space for outdoor entertaining. Situated just 2.8 miles from the vibrant St. Armands

    Ray Shope ROSEBAY INTERNATIONAL REALTY, INC

    990 Bogey Ln, Longboat Key, FL 34228
  • /38

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft
    • House for Rent

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228

    This immaculate 2-bedroom, 2-bath ground-floor villa located in the highly sought-out community of Windward Bay has peek-a-boo views of the Gulf. Turnkey furnished with one carport at your front door. The community of Windward Bay is pristine. There is private deeded beach access just across the street, two public beach access, two marinas BBQ grills, 1/2 mile of walking trails, two heated pools,

    Joseph Stephens ONE STEP AHEAD REALTY INC

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /83

    $6,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,784 Sq Ft
    • House for Rent

    501 Reclinata Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Introducing a stunning 3 bedroom, 3.5 bath, 2-story home, perfectly nestled on the tranquil north end of Longboat Key. This fully renovated gem is a true paradise, offering a blend of luxury and comfort. Step inside and be captivated by the elegant design and meticulous attention to detail throughout. The spacious living areas are bathed in natural

    Robert Louloudes STARZ REAL ESTATE, LLC

    501 Reclinata Dr, Longboat Key, FL 34228
  • /30

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft
    • House for Rent

    6979 Longboat Dr S, Longboat Key, FL 34228

    This stunning property on Longboat Key is a true garden oasis, with butterflies fluttering around the lush landscaping and a private heated pool to relax in. The spacious lanai is perfect for al fresco dining, and the fully renovated kitchen boasts top-of-the-line appliances including a Wolf stove. The bedrooms and bathrooms have also been beautifully updated, with a brand new king-size bed in

    Rinat Sikdar COLDWELL BANKER REALTY

    6979 Longboat Dr S, Longboat Key, FL 34228
  • /14

    $11,250 per month

    • 3 Beds
    • 3 Baths
    • 3,171 Sq Ft
    • House for Rent

    3210 Bayou Sound, Longboat Key, FL 34228

    Unique 3 bedrooms and 3 bathrooms property in Longboat Key ready for immediate occupancy, all repairs are done. Bay Isles community has a lot to offer to prospective long term renters. Set in The Bayou behind 2 security gates. House was remodeled in the last couple of years. Fully furnished with contemporary decoration and furniture. Kitchen equipped with high end stainless steel appliances and

    Gary Dontsov LONDON FOSTER REALTY

    3210 Bayou Sound, Longboat Key, FL 34228
  • /38

    $9,000 per month

    • 3 Beds
    • 3 Baths
    • 1,744 Sq Ft
    • House for Rent

    2823 Gulf of Mexico Dr, Longboat Key, FL 34228

    BEACHFRONT JULY SPECIAL!! Rent the month of July 2025 for only $9,000. Taxes apply. Call today! Currently available from 07/01/25 - 12/31/25. See rates below. Welcome to beachfront paradise on Longboat Key! This rare opportunity offers the best of coastal living with spectacular views of the coastline! Nestled along the shores of the Gulf of America, this three bedroom, three bathroom home

    Michael Cella DALTON WADE INC

    2823 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /99

    $7,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • House for Rent

    2369 Harbour Oaks Dr, Longboat Key, FL 34228

    LIVE THE LIFE ON LONGBOAT KEY...in this three bedroom, two-and-a-half bathroom villa in the BAY ISLES gated community. Open floor plan, with vaulted ceilings, hardwood floors throughout. Private screened in pool with a view of the golf course and evening sunsets with plenty of space for entertaining. Kitchen is equipped with everything a cook would need including a separate wet bar with a

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2369 Harbour Oaks Dr, Longboat Key, FL 34228
  • /75

    $17,000 per month

    • 2 Beds
    • 2 Baths
    • 1,657 Sq Ft
    • House for Rent

    500 Schooner Ln, Longboat Key, FL 34228

    Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Every detail was thought out from kitchen to bathrooms. Fun, chic, beach inspired decorating with the fun, splattered octopus theme to bring a smile to anyone. Plenty of

    Jennifer LeBlanc PRECISE REALTY CORP

    500 Schooner Ln, Longboat Key, FL 34228
  • /39

    $30,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,230 Sq Ft
    • House for Rent

    6925 Longboat Dr S, Longboat Key, FL 34228

    Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful décor

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    6925 Longboat Dr S, Longboat Key, FL 34228
  • /53

    $9,750 per month

    • 3 Beds
    • 2 Baths
    • 2,376 Sq Ft
    • House for Rent

    6830 Hughes St, Longboat Key, FL 34228

    Welcome to Haven on Hughes! This one-of-a-kind 4-bedroom, 2-bath, two-story spacious pool home is located on the Historic North End of gorgeous Longboat Key. The location of Haven on Hughes is perfect if you enjoy the feeling of a quiet seaside village with easy access to a variety of activities and conveniences. BEACHES: 7 blocks from the quiet and uncrowded beach of Longboat Key and a short

    Andy Moore GULF COAST REALTY & MANAGEMENT

    6830 Hughes St, Longboat Key, FL 34228
  • /56

    $17,850 per month

    • 4 Beds
    • 3 Baths
    • 2,349 Sq Ft
    • House for Rent

    501 Channel Ln, Longboat Key, FL 34228

    Booked March through Sep 3rd 2025. Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of Longboat Key. Spacious with an open floorplan, the kitchen and family room are perfect to entertain your friends and family. From the stainless steel appliances to the gorgeous

    Jennifer LeBlanc PRECISE REALTY CORP

    501 Channel Ln, Longboat Key, FL 34228
  • /25

    $12,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,532 Sq Ft
    • House for Rent

    2319 Harbour Oaks Dr, Longboat Key, FL 34228

    SEASONAL: AVAILABLE FOR 2025 SEASON! All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2319 Harbour Oaks Dr, Longboat Key, FL 34228
How to Rent a Home