-
- My Homes
- My Tours
- My Favorites
- My Searches
- Sign In
- Register
- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
526 Properties Available In Longboat Key
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$8,000
Condo
2045 GULF OF MEXICO #313, Longboat Key, FL 34228
OPEN FOR 2026 SEASON. Live your Florida Dream in this 2 bed/2 bath condo on beautiful Longboat Key! Just steps away from...
Listed by JENNETTE PROPERTIES INC
$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
Cancellation! 2025! Available March 15th on. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL...
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
Booked rest of 2024. Booked April through August and Nov 21st through Dec 2025. This fabulous newly constructed 4 bedro...
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
$7,200
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
$8,000
Condo
3235 GULF OF MEXICO DR #A302, Longboat Key, FL 34228
Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorge...
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
$275,000
Vacant Land
2600 HARBOURSIDE DRIVE #H-10, Longboat Key, FL 34228
One of two slips for sale side by side...right up front. Perfect for your fleet! A 55 ft. x 20 ft. Boat Slip at Longboat...
Listed by LBRE LLC
$275,000
Condo
2600 HARBOURSIDE DRIVE #H-09, Longboat Key, FL 34228
Many boaters feel H-dock is the best dock in the marina; convenient to the showers, and the marina village and office. S...
Listed by LBRE LLC
$850,000
Vacant Land
765 SAINT JUDES DR N, Longboat Key, FL 34228
MASSIVE Price Correction! Excellent Opportunity for Luxurious Waterfront Living. This exceptional property presents a un...
Listed by CENTURY 21 BEGGINS ENTERPRISES