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464 Properties

464 Properties Available In Longboat Key

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1050 LONGBOAT CLUB RD #502, Longboat Key, FL 34228

$5,000

Active

Condo

2 Beds 2 Baths 1,290 SqFt

1050 LONGBOAT CLUB RD #502, Longboat Key, FL 34228

Available 07/15/2025 through 12/30/2025. LEASED SEASON JAN, 2026 THROUGH MARCH, 2026. This residence is gulf and bay vie...

Listed by Marni Hayden CHROME REALTY LLC

1925 GULF OF MEXICO DR #309, Longboat Key, FL 34228

$10,000

Active

Condo

3 Beds 3 Baths 2,698 SqFt

1925 GULF OF MEXICO DR #309, Longboat Key, FL 34228

LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDRO...

Listed by Jane Hunter JENNETTE PROPERTIES INC

$11,550

Active

Single Family Home

2 Beds 2 Baths 1,657 SqFt

500 SCHOONER LN, Longboat Key, FL 34228

Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. Booked January, May, October, and Dec 2026 through...

Listed by Jennifer LeBlanc PRECISE REALTY CORP

2425 GULF OF MEXICO DR #14B, Longboat Key, FL 34228

$11,950

Active

Condo

2 Beds 2 Baths 1,470 SqFt

2425 GULF OF MEXICO DR #14B, Longboat Key, FL 34228

Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you ...

Listed by Andrey Markov ANMARK REALTY LLC

3804 GULF OF MEXICO DR #B307, Longboat Key, FL 34228

$7,000

Active

Condo

2 Beds 2 Baths 1,133 SqFt

3804 GULF OF MEXICO DR #B307, Longboat Key, FL 34228

Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect locatio...

Listed by Andy Moore GULF COAST REALTY & MANAGEMENT

6925 LONGBOAT DR S, Longboat Key, FL 34228

$30,000

Active

Single Family Home

3 Beds 4 Baths 2,230 SqFt

6925 LONGBOAT DR S, Longboat Key, FL 34228

Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. <br> <br>...

Listed by Jaime Barcelo GULF COAST REALTY & MANAGEMENT

744 BAYPORT WAY #744, Longboat Key, FL 34228

$9,500

Active

Condo

2 Beds 2 Baths 1,456 SqFt

744 BAYPORT WAY #744, Longboat Key, FL 34228

Delightfully appealing seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 re...

Listed by Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

1050 LONGBOAT CLUB RD #1006, Longboat Key, FL 34228

$6,000

Active

Condo

2 Beds 2 Baths 1,409 SqFt

1050 LONGBOAT CLUB RD #1006, Longboat Key, FL 34228

Available 07/01/2025 THROUGH 12/30/2025 RENTED SEASON JAN, 2026 THROUGH APRIL, 2026(POSSIBLE ANNUAL)Privateer North PH ...

Listed by Marni Hayden CHROME REALTY LLC

1485 GULF OF MEXICO DR #109, Longboat Key, FL 34228

$10,000

Active

Condo

2 Beds 2 Baths 1,839 SqFt

1485 GULF OF MEXICO DR #109, Longboat Key, FL 34228

LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players C...

Listed by C. Alison Hunter JENNETTE PROPERTIES INC

750 BAYPORT WAY #750, Longboat Key, FL 34228

$5,000

Active

Condo

2 Beds 2 Baths 1,370 SqFt

750 BAYPORT WAY #750, Longboat Key, FL 34228

Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat ...

Listed by Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL

4325 GULF OF MEXICO DR #507, Longboat Key, FL 34228

$9,587

Active

Condo

3 Beds 3 Baths 1,336 SqFt

4325 GULF OF MEXICO DR #507, Longboat Key, FL 34228

THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories inc...be careful of 3rd party web sites. Stunning di...

Listed by Gerald Cunningham KELLER WILLIAMS ON THE WATER S

4325 GULF OF MEXICO DR #406, Longboat Key, FL 34228

$9,000

Active

Condo

2 Beds 2 Baths 1,336 SqFt

4325 GULF OF MEXICO DR #406, Longboat Key, FL 34228

Available Dec, Jan then any month after March. Experience unparalleled Gulf-front living in this beautifully renovated 2...

Listed by Shaun Cumston STERLING REALTY

3806 GULF OF MEXICO DR DR #C210, Longboat Key, FL 34228

$5,835

Active

Condo

2 Beds 2 Baths 1,046 SqFt

3806 GULF OF MEXICO DR DR #C210, 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>W...

Listed by Andy Moore GULF COAST REALTY & MANAGEMENT

517 BAYPORT WAY #517, Longboat Key, FL 34228

$9,500

Active

Condo

2 Beds 2 Baths 1,260 SqFt

517 BAYPORT WAY #517, Longboat Key, FL 34228

Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private...

Listed by Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

4540 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

$7,500

Active

Condo

2 Beds 2 Baths 1,312 SqFt

4540 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

OPEN FOR SEASON 2026. Also available off season @$3300 per month. Rarely available tranquil 2 bed/2 bath corner unit con...

Listed by Bridget Gennett JENNETTE PROPERTIES INC

455 LONGBOAT CLUB RD #PH1, Longboat Key, FL 34228

$25,000

Active

Condo

3 Beds 4 Baths 2,780 SqFt

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 Teresa Ribaudo JENNETTE PROPERTIES INC

2425 GULF OF MEXICO DR #4E, Longboat Key, FL 34228

$8,000

Active

Condo

2 Beds 2 Baths 1,470 SqFt

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 Teresa Ribaudo JENNETTE PROPERTIES INC

775 LONGBOAT CLUB RD #405, Longboat Key, FL 34228

$9,000

Active

Condo

2 Beds 2 Baths 1,602 SqFt

775 LONGBOAT CLUB RD #405, Longboat Key, FL 34228

AVAILABLE 2026 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay...

Listed by Brenda Cozy COLDWELL BANKER REALTY

1125 GULF OF MEXICO DR #403, Longboat Key, FL 34228

$11,000

Active

Condo

2 Beds 2 Baths 1,642 SqFt

1125 GULF OF MEXICO DR #403, Longboat Key, FL 34228

Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Ann...

Listed by Margaret Young JENNETTE PROPERTIES, INC.

655 CEDARS CT #655, Longboat Key, FL 34228

$7,000

Active

Condo

1 Bed 2 Baths 1,244 SqFt

655 CEDARS CT #655, Longboat Key, FL 34228

AVAILABLE. 2026 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located i...

Listed by Brenda Cozy COLDWELL BANKER REALTY

$13,000

Active

Single Family Home

4 Beds 3 Baths 2,349 SqFt

501 CHANNEL LN, Longboat Key, FL 34228

Looking for a 3 month renter for January, February, and March or the month of January 2026. This fabulous newly construc...

Listed by Jennifer LeBlanc PRECISE REALTY CORP

4825 GULF OF MEXICO DR #605, Longboat Key, FL 34228

$7,200

Active

Condo

2 Beds 2 Baths 1,393 SqFt

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 Jaime Barcelo GULF COAST REALTY & MANAGEMENT

5393 GULF OF MEXICO DR #208, Longboat Key, FL 34228

$6,000

Active

Condo

2 Beds 2 Baths 1,300 SqFt

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 Jaime Barcelo GULF COAST REALTY & MANAGEMENT

455 LONGBOAT CLUB RD #401, Longboat Key, FL 34228

$8,000

Active

Condo

3 Beds 4 Baths 2,780 SqFt

455 LONGBOAT CLUB RD #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 L...

Listed by Deserea Hardy ROSSI & COMPANY INC

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Phone

+1(305) 766-7993

Email

[email protected]

Address

/, /, Alaska, 12345, USA