- Register
- Sign In
431 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)
$8,500
Condo
4825 GULF OF MEXICO DR #203, Longboat Key, FL 34228
BEAUTIFULLY RENOVATED VACATION RENTAL: Stunning Gulf views and incredible sunsets await you from this JUST completely re...
Listed by GULF COAST RENTAL HOMES&CONDOS
$11,000
Condo
739 BAYPORT WAY #739, Longboat Key, FL 34228
This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which f...
Listed by KELLER WILLIAMS SUBURBAN TAMPA
$3,595,000
Single Family Home
2945 PYRULA DR, Longboat Key, FL 34228
Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Long...
Listed by COLDWELL BANKER REALTY
$950,000
Single Family Home
651 JUNGLE QUEEN WAY, Longboat Key, FL 34228
* * DO NOT MISS OUT ON THIS LONGBOAT SPECIAL * * MULTIPLE USES ARE AVAILABLE TO YOU * * Presently set up as a 3 bedroom ...
Listed by RE/MAX ELITE REALTY
$1,250,000
Condo
1045 GULF OF MEXICO DR #403, Longboat Key, FL 34228
Coastal living at its finest and the perfect beach front retreat. This fourth floor residence offers views of the beach,...
Listed by COLDWELL BANKER REALTY
$6,500
Condo
1945 GULF OF MEXICO DR #M2-414, Longboat Key, FL 34228
AVAILABLE FOR 2026 SEASON! MINIMUM 3 MONTH LEASE PLEASE. LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOU...
Listed by NEXTHOME EXCELLENCE
$5,850,000
Single Family Home
7147 LA LENAIRE DR, Longboat Key, FL 34228
This is a once-in-a-lifetime opportunity to own the crown jewel of Florida's west coast. Nestled on an exclusive island,...
Listed by RE/MAX ALLIANCE GROUP
$1,600,000
Condo
2675 GULF OF MEXICO DR #204, Longboat Key, FL 34228
This exclusive corner unit at Veinte presents a rare opportunity to immerse yourself in the beauty of Gulf-front living....
Listed by RE/MAX HARBOR REALTY
$10,000
Condo
523 BAYPORT WAY #523, Longboat Key, FL 34228
Delightfully Welcoming! This remodeled and tastefully decorated 2 bedroom, 2 bathroom furnished condominium has an open...
Listed by KELLER WILLIAMS SUBURBAN TAMPA
$10,000
Condo
838 BAYPORT WAY #838, Longboat Key, FL 34228
GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in...
Listed by KELLER WILLIAMS SUBURBAN TAMPA
$1,090,000
Condo
100 SANDS POINT RD #324, Longboat Key, FL 34228
Sands Point is the most remarkable and unique complex on Longboat Key. Built in 1966, the building is a magnificent exam...
Listed by LOKATION
$5,500
Condo
5757 GULF OF MEXICO DR #305, Longboat Key, FL 34228
Available rental for July 15, 2025-October 2025 ONLY! 60 Day Minimum Lease. Fully remodeled and impeccably furnished wit...
Listed by TNG PROPERTY MANAGEMENT
$14,000
Condo
5611 GULF OF MEXICO DR #1, Longboat Key, FL 34228
DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique ...
Listed by WILLIAM GLADE LIC. REAL ESTATE BROKER
$15,000
Condo
1465 GULF OF MEXICO DR #504, Longboat Key, FL 34228
LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key ...
Listed by JENNETTE PROPERTIES INC
$12,000
Condo
4325 GULF OF MEXICO DR #408, Longboat Key, FL 34228
Longboat Key Gulf Front Vacation Rental! Gorgeous views from every window, 2 beds, 2 baths, fourth floor end unit in the...
Listed by PREMIER SOTHEBY'S INTERNATIONAL
$1,725,000
Condo
2450 HARBOURSIDE DR #212, Longboat Key, FL 34228
JUMP NOW... $100,000 price reduction!! Indulge in the luxury living experience at Marina Bay, where every detail has be...
Listed by CORCORAN DWELLINGS REALTY
$6,000
Condo
817 BAYPORT WAY #817, Longboat Key, FL 34228
STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom...
Listed by KELLER WILLIAMS SUBURBAN TAMPA
$11,250
Single Family Home
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 Isle...
Listed by LONDON FOSTER REALTY
$2,695,000
Single Family Home
5930 GULF OF MEXICO DR, Longboat Key, FL 34228
A gated entrance and paver driveway surrounded by lush landscaping leads to this lovely home on a wide canal that is a b...
Listed by DEVELOPERS REALTY LBK, INC
$11,250
Condo
1045 GULF OF MEXICO DR #402, Longboat Key, FL 34228
Available May-rest of 2025. Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a...
Listed by PRECISE REALTY CORP
$14,000
Condo
1211 GULF OF MEXICO DR #405, Longboat Key, FL 34228
Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th f...
Listed by PREMIER SOTHEBY'S INTERNATIONAL
$4,799,000
Single Family Home
5005 GULF OF MEXICO DR #5, Longboat Key, FL 34228
Priced to sale!!Unbelievable price on a gorgeous home on Longboat Key!! Motivated seller!!A lifestyle of uncompromising ...
Listed by CORCORAN CONNECT LLC
$3,200
Condo
600 SUTTON PL #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...
Listed by FINE PROPERTIES
$9,721
Condo
2105 GULF OF MEXICO DR #3404, Longboat Key, FL 34228
short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of t...
Listed by KELLER WILLIAMS ON THE WATER S