149

Longboat Key, FL Homes for Rent

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  • 3802 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
    /24

    $2,500 Per Month

    • 1 Bed
    • 1.5 Baths
    • 761 Sq Ft
    • Condo for Rent

    3802 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

    AVAILABLE FOR SEASONAL OR ANNUAL RENTAL. 3 MONTH MINIMUM. Beach Harbor Club – Turnkey Furnished Gulf-View Condo. Welcome to your seasonal coastal retreat at the highly desirable Beach Harbor Club on Longboat Key. This beautifully appointed 1-bedroom, 1.5-bath furnished condo offers the perfect blend of comfort, convenience, and island living just steps from the Gulf of Mexico. Inside, you’ll find

    Brigette Marcus NEXTHOME EXCELLENCE

    3802 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
    /31

    $15,000 Per Month

    • 1 Bed
    • 2 Baths
    • 1,556 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228

    Long Term Unfurnished Rental. Experience elevated coastal living in this exceptional unfurnished annual residence at The St. Regis Longboat Key Resort. Accessed via a private elevator, this sophisticated home opens into a dramatic living space defined by soaring ceilings and walls of glass that frame breathtaking views of Sarasota Bay. The expansive living area flows seamlessly to a generous

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1591 Gulf of Mexico Dr Unit 515, Longboat Key, FL 34228
  • 2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
    /25

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,273 Sq Ft
    • Condo for Rent

    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228

    LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in the guest room. Lovely view of the Gulf of Mexico and the pool. Capture beautiful sunsets every night from the balcony. This unit is equipped with everything you will need so you can vacation with

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2109 Gulf of Mexico Dr Unit 1402, Longboat Key, FL 34228
  • 909 Spanish Dr N Unit 51, Longboat Key, FL 34228
    909 Spanish Dr N Unit 51, Longboat Key, FL 34228
    909 Spanish Dr N Unit 51, Longboat Key, FL 34228
    /86

    $2,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • House for Rent

    909 Spanish Dr N Unit 51, Longboat Key, FL 34228

    Virtually Staged. Virtually Staged. This beautifully updated/unfurnished two-bedroom, two-bath Spanish Main standalone villa with beach access is available for annual lease! The fully remodeled home features neutral tile plank flooring throughout, a spacious chef’s kitchen with 42-inch wood cabinets, quartz island that seats seven, slow-close drawers, and new appliances—all opening to a bright

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    909 Spanish Dr N Unit 51, Longboat Key, FL 34228
  • 1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    /32

    $11,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Condo for Rent

    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private bath with Gulf view. Guest room offers twin sleeping arrangements with private entrance to bath. For your comfort, there's flat

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    /66

    $7,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained, light and bright two bedroom, two bathroom unit has a combination living room/dining room, separate kitchen with stainless steel appliances, split bedrooms and a washer and dryer in the unit. Newly renovated bathrooms and kitchen with high end finishes round out this fabulous

    C. Alison Hunter JENNETTE PROPERTIES INC

    3240 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • 1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
    /12

    $30,000 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,684 Sq Ft
    • Condo for Rent

    1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228

    Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natural light and incredible views of the surrounding landscape and Sarasota Bay. The lavish living space opens up onto a stunning balcony that overlooks Sarasota Bay and the St. Regis grounds and includes a gas grill. The stylish living area includes high-end furniture with a

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
  • 1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
    1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
    /77

    $3,750 Per Month

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

    1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228

    AVAILABLE IMMEDIATELY PENDING HOA APPROVAL! 2 MONTH MINIMUM! BOOKED FOR JAN-MARCH 2027 SEASON! LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the

    Brigette Marcus NEXTHOME EXCELLENCE

    1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
  • 513 Gunwale Ln, Longboat Key, FL 34228
    513 Gunwale Ln, Longboat Key, FL 34228
    513 Gunwale Ln, Longboat Key, FL 34228
    /61

    $14,750 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,292 Sq Ft
    • House for Rent

    513 Gunwale Ln, Longboat Key, FL 34228

    Welcome to Beach & Boaters Paradise located on Longboat Key. Enjoy immediate access access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters. Fish off the dock or walk to the beach! Or enjoy the large heated pool in this 4 bedroom, 3.5 bath luxury waterfront home designed to provide you and your family a lifetime of vacation

    Marcia Benson Berkshire Hathaway Florida Realty

    513 Gunwale Ln, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    /30

    $11,769 Per Month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

    ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228
    /48

    $4,000 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228

    Seasonal Rental – Beachfront Living at The Privateer on Longboat Key / Escape the cold and enjoy a relaxing winter retreat in this beautifully maintained 1-bedroom, 1-bathroom condo located on the 4th floor of the highly sought-after The Privateer on Longboat Key. This inviting residence offers a bright and open layout, a well-equipped kitchen, and a comfortable, spacious bedroom designed for

    Cody Smith RENT SARASOTA

    1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228
  • 775 Longboat Club Rd Unit 904, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 904, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 904, Longboat Key, FL 34228
    /36

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft
    • Condo for Rent

    775 Longboat Club Rd Unit 904, Longboat Key, FL 34228

    AVAILABLE DEC. '26 THROUGH FEB.'27. Beautiful 9th floor, 1600 sq. ft. 2 bedroom 2 bath at the sort after Beaches condominium which is within the gates of the Longboat Key Club. Updated kitchen and bathrooms. Fabulous bay, and Longboat Key Club golf views. Wrap around balcony with partial Gulf view. Washer/dryer in the unit, pool, fitness center and tennis courts plus 24 hr. Concierge and garage

    Brenda Cozy COLDWELL BANKER REALTY

    775 Longboat Club Rd Unit 904, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
    /33

    $18,000 Per Month

    • 2 Beds
    • 2.5 Baths
    • 2,143 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228

    2027 Season Rental Rate will be $24,000. The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet

    Melissa Gissinger MICHAEL SAUNDERS & COMPANY

    1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
  • 1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228
    1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228
    1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228
    /32

    $3,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,626 Sq Ft
    • Townhouse for Rent

    1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228

    Experience furnished island living in this turnkey, two-level Fairway Bay townhome offering 2 bedrooms, 2 full bathrooms, 1 half bathroom and 1,626 square feet of thoughtfully arranged living space. The open living and dining area is enhanced by cathedral and vaulted ceilings and offers views of the tropical landscaping and community pool. A split-bedroom layout provides separation between the

    Alex Larchenko KELLER WILLIAMS ON THE WATER S

    1928 Harbourside Dr Unit 1402, Longboat Key, FL 34228
  • 540 Neptune Ave Unit 7, Longboat Key, FL 34228
    540 Neptune Ave Unit 7, Longboat Key, FL 34228
    540 Neptune Ave Unit 7, Longboat Key, FL 34228
    /24

    $5,700 Per Month

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

    540 Neptune Ave Unit 7, Longboat Key, FL 34228

    Enchanting, Iconic...Gulf Key Discover Relaxation and Island Charm Just Steps from the BeachUnwind at Gulf KeyWelcome to Gulf Key, a truly iconic villa community where the spirit of “old Florida” meets modern comfort. This immaculate, newly renovated 2-bedroom, 2-bath villa is perfectly situated just a 5-minute walk from the beach, making it an ideal destination for anyone seeking a

    Pamala Casey CASEY REALTY CORPORATION

    540 Neptune Ave Unit 7, Longboat Key, FL 34228
  • 1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
    1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
    /100

    $65,000 Per Month

    • 4 Beds
    • 4.5 Baths
    • 5,334 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228

    Imagine taking in this view from your private balcony pool! An exceptionally rare opportunity to lease one of the most exclusive waterfront residences ever offered on Florida’s Gulf Coast. Positioned within the iconic St. Regis Residences on Longboat Key, this extraordinary four-bedroom, four-and-a-half-bath condominium redefines annual luxury living with an unrivaled level of privacy,

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
  • 6980 Poinsetta Ave, Longboat Key, FL 34228
    6980 Poinsetta Ave, Longboat Key, FL 34228
    6980 Poinsetta Ave, Longboat Key, FL 34228
    /18

    $4,500 Per Month

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

    6980 Poinsetta Ave, Longboat Key, FL 34228

    Tucked away in a quiet fisherman’s village on Longboat Key, this elegant one-bedroom cottage blends classic island charm with modern luxury.The bright, open living space features soaring vaulted ceilings and a sleek, contemporary kitchen. Premium comforts include high-speed internet, in-unit laundry, a reverse osmosis water filtration system, and UV air purification.Perfect for couples

    Christina Vescovo LPT REALTY, LLC

    6980 Poinsetta Ave, Longboat Key, FL 34228
  • 3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
    3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
    3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
    /75

    $7,850 Per Month

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

    3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228

    LOCATION AT IT'S BEST!!!!! LUXURY RENTAL in Paradise on LONGBOAT KEY at GRAND BAY. This STUNNING 7th floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and of the spectacular SUNSETS ON THE GULF of MEXICO. Open for a three month or longer stay July through November. Like NEW, this beautifully designed and remodeled this three bedroom luxury residence has recently completed a major

    Patrice Ivan WAGNER REALTY

    3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
  • 5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
    /23

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,561 Sq Ft
    • Condo for Rent

    5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    Pristine Gulf Beachfront on Longboat Key Welcome to this beautifully updated 2-bedroom, 2-bathroom luxury beachside retreat located in The Shore on mid-Longboat Key. This inviting second-floor condo offers stunning Gulf views and is just steps from the powdery white sand and crystal-clear waters—an ideal setting for a relaxed island getaway. Highlights-Sweeping Gulf views from living room and

    Matt Darak DARAK GROUP INCORPORATED

    5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • 1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
    /25

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Condo for Rent

    1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228

    Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive

    Jane Hunter JENNETTE PROPERTIES INC

    1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
  • 701 Broadway St, Longboat Key, FL 34228
    701 Broadway St, Longboat Key, FL 34228
    701 Broadway St, Longboat Key, FL 34228
    /40

    $8,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft
    • House for Rent

    701 Broadway St, Longboat Key, FL 34228

    This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances and a gas range. The private, fully fenced backyard offers a lagoon style heated swimming pool, separate hot tub, lush tropical landscaping, and the soothing sound of swaying palms. Completely

    Christina Vescovo LPT REALTY, LLC

    701 Broadway St, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    /28

    $7,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft
    • Condo for Rent

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228

    Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of Longboat Key Club, known for its privacy and yet close to St. Armand's Circle for dining, shopping, entertainment & cultural offerings of downtown Sarasota. Located on the south end of Longboat Key, this tastefully furnished 4th floor updated unit offers a partial view of the

    Deserea Hardy ROSSI & COMPANY INC

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
  • 2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
    /72

    $6,950 Per Month

    • 2 Beds
    • 2.5 Baths
    • 2,369 Sq Ft
    • Condo for Rent

    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228

    Luxury Furnished Longboat Key Retreat with Private Beach Club Access & Golf Course Views. Remodeled 2BR Residence with Elevator, Designer Finishes & Resort-Style Living. Step into elevated coastal living at 2013 Harbour Links Drive, a recently remodeled and beautifully curated 2-bedroom, 2-bathroom residence offering 2,369 square feet of beautifully designed living space on Longboat Key. Offered

    Andrew Clark SECURE DOOR PROPERTY MANAGEMENT

    2013 Harbour Links Dr Unit 2013, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL 34228
    /43

    $16,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft
    • Condo for Rent

    2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL 34228

    Wake up to breathtaking Gulf of Mexico views from this beautifully remodeled 2-bedroom, 2-bath oceanfront residence at The Islander Club. Spanning approximately 1,233 sq ft, this turnkey condo offers sweeping panoramic views of the Gulf from the spacious living room and both bedrooms. Rental dates are fully flexible to suit your needs — unlike most units that require a three-month minimum, this

    Michele Conn PREFERRED SHORE LLC

    2301 Gulf of Mexico Dr Unit 102N, Longboat Key, FL 34228
  • 4420 Exeter Dr Unit 208, Longboat Key, FL 34228
    4420 Exeter Dr Unit 208, Longboat Key, FL 34228
    4420 Exeter Dr Unit 208, Longboat Key, FL 34228
    /28

    $4,900 Per Month

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

    4420 Exeter Dr Unit 208, Longboat Key, FL 34228

    Must read entirely. 2026 RENTAL- Not Available until Nov 2026. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be available so

    Armando Gonzalez AG REALTY SERVICES LLC

    4420 Exeter Dr Unit 208, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
    /31

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228

    2 bed, 2 bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy the community’s private beach access complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community kayaks, socialize with

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3806 Gulf of Mexico Dr Unit C211, Longboat Key, FL 34228
  • 4780 Gulf of Mexico Dr, Longboat Key, FL 34228
    4780 Gulf of Mexico Dr, Longboat Key, FL 34228
    4780 Gulf of Mexico Dr, Longboat Key, FL 34228
    /69

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • House for Rent

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228

    Booking Now for Summer 2027! Booked for January-June 30, 2027. Looking for the perfect vacation getaway? Lucky you! This stunning, light-filled end-unit beach and bay villa is now available for January 2027! Enjoy views of unforgettable morning sunrises on Sarasota Bay and breathtaking Gulf Sunsets directly across the street, with three beach access points — including private deeded beach access.

    Debby McCaig COLDWELL BANKER REALTY

    4780 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 2254 Harbour Court Dr, Longboat Key, FL 34228
    2254 Harbour Court Dr, Longboat Key, FL 34228
    2254 Harbour Court Dr, Longboat Key, FL 34228
    /57

    $11,500 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,101 Sq Ft
    • House for Rent

    2254 Harbour Court Dr, Longboat Key, FL 34228

    Nestled on the tranquil waterfront of Longboat Key, this stunning residence offers the ultimate coastal lifestyle. With direct water access and a private dock, boating and jet skiing are right at your doorstep. Two floating jet ski docks can also accommodate dinghies, making this property a boater’s dream. The home is ideally situated beside the golf course, blending serene water views with lush

    Alex Larchenko KELLER WILLIAMS ON THE WATER S

    2254 Harbour Court Dr, Longboat Key, FL 34228
  • 3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    /22

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    Stunning Portobello Vacation 2/2 Condo on Longboat Key. Season rate is $8000 (Jan-Apr) and off season rate is $5500 (May-Dec). Minimum 2 month rental and full months only. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to enjoy the view. This totally renovated condo features luxurious and relaxed beach style décor, new windows and

    Terri Lindsay LINDSAY LEASING LLC

    3235 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

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