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Fully Furnished Homes for Rent in Longboat Key, FL

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  • 5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    /30

    $7,750 Per Month

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    Available Dec 20- April .Steps to the Sand – 3BR/3BA Beachfront Condo with Heated Pool & Spa | Longboat KeyEnjoy the best of beachfront living at 5611 Gulf of Mexico Drive, Unit 105 — a beautifully appointed three-bedroom, three-bath condo located in a boutique community directly on the beach. You’re just steps away from the soft sand and turquoise waters of the Gulf of Mexico.This

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
  • 1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
    1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
    1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
    /20

    $9,841

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft
    • Condo for Rent

    1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228

    The advertised rate of $9,842/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 30, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1922 Harbourside Dr Unit SI FL1-ID1590867P, Longboat Key, FL 34228
  • 833 Bayport Way Unit 833, Longboat Key, FL 34228
    833 Bayport Way Unit 833, Longboat Key, FL 34228
    833 Bayport Way Unit 833, Longboat Key, FL 34228
    /52

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    833 Bayport Way Unit 833, Longboat Key, FL 34228

    WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea’s edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    833 Bayport Way Unit 833, Longboat Key, FL 34228
  • 5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228
    5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228
    5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228
    /20

    $8,361 Per Month

    • 3 Beds
    • 3 Baths
    • Condo for Rent

    5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228

    The advertised rate of $8,361/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 24, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5275 Gulf of Mexico Dr Unit SI FL2-ID1623889P, Longboat Key, FL 34228
  • 829 Bayport Way Unit 829 B, Longboat Key, FL 34228
    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
    /58

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    829 Bayport Way Unit 829 B, Longboat Key, FL 34228

    Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    829 Bayport Way Unit 829 B, Longboat Key, FL 34228
  • 5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
    /20

    $6,891

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Condo for Rent

    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228

    The advertised rate of $6,891/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 26, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    5201 Gulf of Mexico Dr Unit SI ID1578376P, Longboat Key, FL 34228
  • 5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
    /44

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

    AVAILABLE JANUARY AND FEBRUARY - MARCH 15 Experience true beachfront living at 5611 Gulf of Mexico Drive, Unit 103. This beautifully kept 3-bedroom, 2-bath residence is in excellent condition and offers stunning views of the Gulf of Mexico in a setting that is hard to beat.Located directly on the beach with no road to cross, this property gives you effortless access to the shoreline just

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit SI FL1-ID1594589P, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit SI FL1-ID1594589P, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit SI FL1-ID1594589P, Longboat Key, FL 34228
    /20

    $25,403

    Total Monthly Price

    • 3 Beds
    • 4 Baths
    • 3,272 Sq Ft
    • Condo for Rent

    1281 Gulf of Mexico Dr Unit SI FL1-ID1594589P, Longboat Key, FL 34228

    The advertised rate of $25,403/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    1281 Gulf of Mexico Dr Unit SI FL1-ID1594589P, Longboat Key, FL 34228
  • 5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
    /22

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft
    • Condo for Rent

    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

    AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
  • 1145 Gulf of Mexico Dr Unit SI ID1591375P, Longboat Key, FL 34228
    1145 Gulf of Mexico Dr Unit SI ID1591375P, Longboat Key, FL 34228
    1145 Gulf of Mexico Dr Unit SI ID1591375P, Longboat Key, FL 34228
    /20

    $4,048

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    1145 Gulf of Mexico Dr Unit SI ID1591375P, Longboat Key, FL 34228

    The advertised rate of $4,048/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1145 Gulf of Mexico Dr Unit SI ID1591375P, Longboat Key, FL 34228
  • 522 Bayport Way Unit 522, Longboat Key, FL 34228
    522 Bayport Way Unit 522, Longboat Key, FL 34228
    522 Bayport Way Unit 522, Longboat Key, FL 34228
    /56

    $6,000 Per Month

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

    522 Bayport Way Unit 522, Longboat Key, FL 34228

    GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is beautifully appointed. This residence offers a wonderful retreat as a annual. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    522 Bayport Way Unit 522, Longboat Key, FL 34228
  • 807 Bayport Way, Longboat Key, FL 34228
    807 Bayport Way, Longboat Key, FL 34228
    807 Bayport Way, Longboat Key, FL 34228
    /20

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • Condo for Rent

    807 Bayport Way, Longboat Key, FL 34228

    Welcome to your dream condo in beautiful Longboat Key! This spacious 2-bedroom, 2-bathroom gem offers 1,370 square feet of modern living, perfect for those who appreciate both comfort and style. With a host of amenities and a vibrant community atmosphere, this property is sure to impress. RARELY AVAILABLE FOR 2027 SEASON. LESING NOW FOR DECEMBER 2026 AND JANUARY TRHOUGH APRIL 30TH 2027. MINIMUM

    807 Bayport Way, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
    /50

    $10,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,513 Sq Ft
    • Condo for Rent

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

    Available January - April 15 Call for rates and availability. Prefer three month lease. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and you'll be walking on the

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
  • 779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
    779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
    779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
    /20

    $4,500

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 871 Sq Ft
    • Condo for Rent

    779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228

    The advertised rate of $4,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 2, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    779 St Judes Dr N Unit SI FL2-ID1604522P, Longboat Key, FL 34228
  • 739 Bayport Way Unit 739, Longboat Key, FL 34228
    739 Bayport Way Unit 739, Longboat Key, FL 34228
    739 Bayport Way Unit 739, Longboat Key, FL 34228
    /72

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    739 Bayport Way Unit 739, Longboat Key, FL 34228

    This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    739 Bayport Way Unit 739, Longboat Key, FL 34228
  • 1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
    1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
    1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
    /20

    $5,818

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,388 Sq Ft
    • Condo for Rent

    1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228

    The advertised rate of $5,819/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 1, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1109 Gulf of Mexico Dr Unit SI ID1591491P, Longboat Key, FL 34228
  • 5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    /48

    $5,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,731 Sq Ft
    • Condo for Rent

    5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    AVAILABLE FEBRUARY 2027 Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a monthly

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
  • 6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
    /20

    $5,696

    Total Monthly Price

    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft
    • Condo for Rent

    6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228

    The advertised rate of $5,696/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 8, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6701 Gulf of Mexico Dr Unit SI ID1591482P, Longboat Key, FL 34228
  • 600 Sutton Place Unit 201, Longboat Key, FL 34228
    600 Sutton Place Unit 201, Longboat Key, FL 34228
    600 Sutton Place Unit 201, Longboat Key, FL 34228
    /11

    $3,200 Per Month

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

    600 Sutton Place Unit 201, Longboat Key, FL 34228

    Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces.

    Agent Photo

    Tracy Srodes

    FINE PROPERTIES

    600 Sutton Place Unit 201, Longboat Key, FL 34228
  • 320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
    320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
    320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
    /20

    $6,345

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 2,131 Sq Ft
    • Condo for Rent

    320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228

    The advertised rate of $6,345/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 4, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    320 N Shore Rd Unit SI ID1591451P, Longboat Key, FL 34228
  • 830 Bayport Way Unit 830, Longboat Key, FL 34228
    830 Bayport Way Unit 830, Longboat Key, FL 34228
    830 Bayport Way Unit 830, Longboat Key, FL 34228
    /48

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    830 Bayport Way Unit 830, Longboat Key, FL 34228

    Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    830 Bayport Way Unit 830, Longboat Key, FL 34228
  • 6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
    /20

    $4,428

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,582 Sq Ft
    • Condo for Rent

    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228

    The advertised rate of $4,428/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 13, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6997 Longboat Dr S Unit SI ID1591477P, Longboat Key, FL 34228
  • 609 Bayport Way Unit 609, Longboat Key, FL 34228
    609 Bayport Way Unit 609, Longboat Key, FL 34228
    609 Bayport Way Unit 609, Longboat Key, FL 34228
    /79

    $13,000 Per Month

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

    609 Bayport Way Unit 609, Longboat Key, FL 34228

    ELEGANTLY PRESENTED! This bright and spacious property located just steps away from a private deeded beach is perfect for those who appreciate easy access to sun and sand. This residence boasts modern features and well-thought-out design, making it an ideal retreat for relaxation and comfort.The living area is characterized by an open layout that seamlessly connects to the kitchen,

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    609 Bayport Way Unit 609, 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

    Total Monthly Price

    • 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

    455 Longboat Club Rd Unit 401, Longboat Key, FL 34228
  • 5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
    /39

    $14,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft
    • Condo for Rent

    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

    DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
  • 805 Bayport Way Unit 805, Longboat Key, FL 34228
    805 Bayport Way Unit 805, Longboat Key, FL 34228
    805 Bayport Way Unit 805, Longboat Key, FL 34228
    /60

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    805 Bayport Way Unit 805, Longboat Key, FL 34228

    Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    805 Bayport Way Unit 805, Longboat Key, FL 34228
  • 720 Bayport Way Unit 720, Longboat Key, FL 34228
    720 Bayport Way Unit 720, Longboat Key, FL 34228
    720 Bayport Way Unit 720, Longboat Key, FL 34228
    /68

    $6,000 Per Month

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

    720 Bayport Way Unit 720, Longboat Key, FL 34228

    Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly furnished in a natural color pallet. The master suite is tastefully decorated, with a built in vanity, double sinks and his and her closets. It also features a small alcove with a desk with access

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    720 Bayport Way Unit 720, Longboat Key, FL 34228
  • 519 Bayport Way Unit 519, Longboat Key, FL 34228
    519 Bayport Way Unit 519, Longboat Key, FL 34228
    519 Bayport Way Unit 519, Longboat Key, FL 34228
    /57

    $10,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    519 Bayport Way Unit 519, Longboat Key, FL 34228

    Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    519 Bayport Way Unit 519, Longboat Key, FL 34228
  • 517 Bayport Way Unit 517, Longboat Key, FL 34228
    517 Bayport Way Unit 517, Longboat Key, FL 34228
    517 Bayport Way Unit 517, Longboat Key, FL 34228
    /54

    $6,000 Per Month

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

    517 Bayport Way Unit 517, Longboat Key, FL 34228

    Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this beautifully landscaped Beach and Tennis Club. Four professional quality Hart-Tru Clay Courts with ball machine, Junior Olympic (heated) swimming pool, ping pong table, bocce ball court, fitness center

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    517 Bayport Way Unit 517, Longboat Key, FL 34228
  • 615 Dream Island Place Unit 201, Longboat Key, FL 34228
    615 Dream Island Place Unit 201, Longboat Key, FL 34228
    615 Dream Island Place Unit 201, Longboat Key, FL 34228
    /40

    $10,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft
    • Condo for Rent

    615 Dream Island Place Unit 201, Longboat Key, FL 34228

    BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts,

    Agent Photo

    William Glade

    WILLIAM GLADE LIC. REAL ESTATE BROKER

    615 Dream Island Place Unit 201, Longboat Key, FL 34228
  • 724 Bayport Way Unit 724, Longboat Key, FL 34228
    724 Bayport Way Unit 724, Longboat Key, FL 34228
    724 Bayport Way Unit 724, Longboat Key, FL 34228
    /64

    $11,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Condo for Rent

    724 Bayport Way Unit 724, Longboat Key, FL 34228

    STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    724 Bayport Way Unit 724, Longboat Key, FL 34228
  • 817 Bayport Way Unit 817, Longboat Key, FL 34228
    817 Bayport Way Unit 817, Longboat Key, FL 34228
    817 Bayport Way Unit 817, Longboat Key, FL 34228
    /87

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    817 Bayport Way Unit 817, Longboat Key, FL 34228

    STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    817 Bayport Way Unit 817, Longboat Key, FL 34228
  • 716 Bayport Way Unit 716, Longboat Key, FL 34228
    716 Bayport Way Unit 716, Longboat Key, FL 34228
    716 Bayport Way Unit 716, Longboat Key, FL 34228
    /75

    $13,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft
    • Condo for Rent

    716 Bayport Way Unit 716, Longboat Key, FL 34228

    GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis Club

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    716 Bayport Way Unit 716, Longboat Key, FL 34228
  • 741 Bayport Way Unit 741, Longboat Key, FL 34228
    741 Bayport Way Unit 741, Longboat Key, FL 34228
    741 Bayport Way Unit 741, Longboat Key, FL 34228
    /62

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • Condo for Rent

    741 Bayport Way Unit 741, Longboat Key, FL 34228

    ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    741 Bayport Way Unit 741, Longboat Key, FL 34228
  • 1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
    /56

    $24,750 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Condo for Rent

    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    Offered at $24,750 per month for 3 months in 2027! - Come be on the beach! Rarely available on the south end of Longboat Key, a 3 bedroom + den, 3 1/2 bath DIRECT Beachfront 3-month (90 days total) rental is now available for this coming 2027 winter and spring season. This large 2940 +/- sq ft beachfront retreat is situated on the south side of this building which offers stunning 180-degree beach

    Carol Aviles MICHAEL SAUNDERS & COMPANY

    1511 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
  • 6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228
    /16

    $3,438

    Total Monthly Price

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

    6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228

    The advertised rate of $3,438/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 9, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    6750 Gulf of Mexico Dr Unit SI ID1591465P, Longboat Key, FL 34228
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /52

    $14,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,498 Sq Ft
    • Condo for Rent

    Unlisted Address

    Pricing: In-Season: $14,500/month (60 Day Minimum) | Off-Season: $9,450/month | All rates include taxes and feesSunset at Banyan Bay is a beautifully appointed 2nd-floor Gulf-front condominium in the coveted Banyan Bay community on Longboat Key — one of Florida's most serene Gulf Coast barrier islands. This 3-bedroom, 3-bathroom residence sleeps up to 8 and offers sweeping views of the

    Dave Holt PMI SOUTHWEST FLORIDA

    Unlisted Address
  • 4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
    /38

    $21,118

    Total Monthly Price

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

    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228

    The advertised rate of $21,118/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 3, 2028. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    4330 Falmouth Dr Unit SI ID1578356P, Longboat Key, FL 34228
  • 820 Spanish Dr S, Longboat Key, FL 34228
    820 Spanish Dr S, Longboat Key, FL 34228
    820 Spanish Dr S, Longboat Key, FL 34228
    /31

    $3,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Condo for Rent

    820 Spanish Dr S, Longboat Key, FL 34228

    Coastal Living at Its Finest in the Spanish Main Yacht Club! Discover your perfect Florida retreat in this beautifully maintained, free-standing 2-bedroom, 2-bathroom villa located on the highly coveted southern end of Longboat Key at 820 Spanish Dr S. Offering 1,390 square feet of bright, open living space, this single-story residence perfectly blends maintenance-free comfort with an active,

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    820 Spanish Dr S, Longboat Key, FL 34228
  • 5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228
    5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228
    /38

    $6,358

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft
    • Condo for Rent

    5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228

    The advertised rate of $6,358/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 7, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5055 Gulf of Mexico Dr Unit SI FL1-ID1590856P, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 2

Florida Sarasota County

Fully Furnished Homes for Rent in Longboat Key, FL

Rental Trends in Longboat Key, FL

There are currently 76 homes available for rent in Longboat Key, FL. The median rent is $7,000 per month, with single-family homes renting at $11,525, townhouses at $13,000 and condos at $6,500.

Rental Home Trends

Number of Homes for Rent
76
Median Rent
$7,000
Median Single Family Home Rent
$11,525
Median Townhouse Rent
$13,000
Median Condo Rent
$6,500
How to Rent a Home

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