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289 Properties Available
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- Newest Listings
- Beds (Most)
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$9,750
Single Family Home
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 Histori...
Listed by GULF COAST REALTY & MANAGEMENT
$5,000
Townhouse
1906 HARBOURSIDE DR #303, Longboat Key, FL 34228
Turnkey Furnished Seasonal Rental, located in popular Fairway Bay, south end of the key location. This beautifully maint...
Listed by PREMIER SOTHEBY'S INTERNATIONAL
$25,000
Condo
455 LONGBOAT CLUB RD #PH1, Longboat Key, FL 34228
This EXQUISITE 3 bedroom - 3 ½ bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open fl...
Listed by JENNETTE PROPERTIES INC
$8,000
Condo
2425 GULF OF MEXICO DR #4E, Longboat Key, FL 34228
LONGBOAT KEY, this 2 bed, 2 bath luxury condo with sweeping views of the GULF OF MEXICO, from every room, will truly cap...
Listed by JENNETTE PROPERTIES INC
$9,000
Condo
775 LONGBOAT CLUB RD #405, Longboat Key, FL 34228
AVAILABLE 2025 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay...
Listed by COLDWELL BANKER REALTY
$11,000
Condo
1125 GULF OF MEXICO DR #403, Longboat Key, FL 34228
Available January 2025. Leased February - April 2025. Available May 8, 2024 - January 31, 2025. New beautiful renovated ...
Listed by JENNETTE PROPERTIES, INC.
$7,000
Condo
655 CEDARS CT #655, Longboat Key, FL 34228
AVAILABLE. 2025 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located i...
Listed by COLDWELL BANKER REALTY
$6,500
Condo
3440 GULF OF MEXICO DR #8, Longboat Key, FL 34228
AVAILABLE 2025 SEASON! AVAILABLE OCT. 2024-DEC.2024 This unit has been remodeled with all new furnishings. This is a fir...
Listed by COLDWELL BANKER REALTY
$15,450
Single Family Home
501 CHANNEL LN, Longboat Key, FL 34228
Rented for All of Season 2025. This fabulous newly constructed 4 bedroom 3 bath pool home is located on the south end of...
Listed by PRECISE REALTY CORP
$6,000
Condo
3806 GULF OF MEXICO DR #C111, Longboat Key, FL 34228
Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. <br> <br>S...
Listed by GULF COAST REALTY & MANAGEMENT
$7,200
Condo
4825 GULF OF MEXICO DR #605, Longboat Key, FL 34228
This magnificent Gulf front vacation retreat sits on the 6th floor of the beautiful Westchester of Longboat Key, boastin...
Listed by GULF COAST REALTY & MANAGEMENT
$6,000
Condo
5393 GULF OF MEXICO DR #208, Longboat Key, FL 34228
Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everythi...
Listed by GULF COAST REALTY & MANAGEMENT
$9,000
Single Family Home
541 GOLF LINKS LN, Longboat Key, FL 34228
Seasonal. Welcome to the popular Country Club Shores community on South Longboat Key. This 3 bedroom, 2 bath European-st...
Listed by GULF COAST REALTY & MANAGEMENT
$13,000
Condo
435 L AMBIANCE DR #H402, Longboat Key, FL 34228
LUXURY LIVING...behind the gates of LONGBOAT KEY CLUB. Spacious two bedroom, 3 bath condo with a FABULOUS VIEW OF THE GU...
Listed by JENNETTE PROPERTIES INC
$5,000
Condo
3240 GULF OF MEXICO DR #B303, Longboat Key, FL 34228
Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained...
Listed by JENNETTE PROPERTIES INC
$12,500
Condo
2425 GULF OF MEXICO DR #7C, Longboat Key, FL 34228
SEASONAL; From floor to ceiling – you’ll just love the magnificent views from every room in this direct Gulf front resid...
Listed by GULF COAST RENTAL HOMES&CONDOS
$7,800
Condo
3235 GULF OF MEXICO DR #A302, Longboat Key, FL 34228
Stunning Portobello Vacation 2/2 Condo on Longboat Key. AVAILABLE JAN-APR 2025. This beautiful condo provides easy and ...
Listed by LINDSAY LEASING LLC
$8,000
Condo
2109 GULF OF MEXICO DR #1402, Longboat Key, FL 34228
LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center i...
Listed by Jennette Properties Inc
$11,400
Condo
1135 GULF OF MEXICO DR #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...
Listed by Gulf Coast Rental Homes&Condos
$12,500
Single Family Home
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 Oa...
Listed by GULF COAST RENTAL HOMES&CONDOS
$8,000
Condo
1925 GULF OF MEXICO DR #G8-208, Longboat Key, FL 34228
Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH ...
Listed by JENNETTE PROPERTIES INC
$5,000
Townhouse
1906 HARBOURSIDE DR #301, Longboat Key, FL 34228
End unit beautifully turnkey furnished townhouse in Fairway Bay of Longboat Key. Lovely decorating in this light and spa...
Listed by Jennette Properties Inc
$799,000
Vacant Land
6901 POINSETTA AVE, Longboat Key, FL 34228
This oversized 9,000 sq. ft. corner lot in the historic Village of Longbeach offers a prime opportunity for development,...
Listed by MICHAEL SAUNDERS & COMPANY
$5,950,000
Vacant Land
6429 GULFSIDE RD, Longboat Key, FL 34228
Nestled on the pristine shores of Longboat Key along the Gulf of Mexico, this exceptional property offers a rare opportu...
Listed by ACTION REALTY OF SARASOTA LLC