Advanced Search
Search

Condos for rent vacation longboat key

85 condos for rent
3808 Gulf Of Mexico Drive Unit: E305 Longboat Key Fl 34228
1
Apartment
For Rent
3808 Gulf Of Mexico Drive Unit: E305 Longboat Key Fl 34228
$3,000
Longboat Key, Florida
1 bedroom
1 bathroom
Condominium is the perfect vacation home for you and your guest. Enjoy cooking and dining... Arrival and there is plenty of storage for all of your needs. This gorgeous condominium...
Dec 23, 2020 in Rentdigs
Condominium is the perfect vacation home for you and your guest. Enjoy cooking and dining... Arrival and there is plenty of storage for all of your needs. This gorgeous condominium...
4825 Gulf Of Mexico Drive Unit: 605 Longboat Key Fl 34228
1
Apartment
For Rent
4825 Gulf Of Mexico Drive Unit: 605 Longboat Key Fl 34228
$7,200
Longboat Key, Florida
2 bedrooms
2 bathrooms
This magnificent gulf front vacation retreat sits on the sixth floor of the beautiful westchester of longboat key, boasting expansive full gulf views. This is a stunning...
Dec 23, 2020 in Rentdigs
This magnificent gulf front vacation retreat sits on the sixth floor of the beautiful westchester of longboat key, boasting expansive full gulf views. This is a stunning...
455 Longboat Club Road Unit: 401 Longboat Key Fl 34228
1
Apartment
For Rent
455 Longboat Club Road Unit: 401 Longboat Key Fl 34228
$6,500
Longboat Key, Florida
3 bedrooms
4 bathrooms
Condominium on longboat key. Behind the gates of lbk club, known for its privacy and yet... Of downtown sarasota. Located on the south end of longboat key, this tastefully furnished...
Dec 23, 2020 in Rentdigs
Condominium on longboat key. Behind the gates of lbk club, known for its privacy and yet... Of downtown sarasota. Located on the south end of longboat key, this tastefully furnished...
1135 Gulf Of Mexico Dr Unit 504, Longboat Key, Fl 34228
21
For Rent
1135 Gulf Of Mexico Dr Unit 504, Longboat Key, Fl 34228
$7,000
Longboat Key, Florida
2 bedrooms
1,503 sq.feet
Front, 2 bd, 2 ba condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private...
1 week + 5 days ago in Realtor
Front, 2 bd, 2 ba condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private...
1211 Gulf Of Mexico Dr Apt 405, Longboat Key, Fl 34228
14
For Rent
1211 Gulf Of Mexico Dr Apt 405, Longboat Key, Fl 34228
$11,000
Longboat Key, Florida
2 bedrooms
1,598 sq.feet
Longboat key seasonal rental! Beautifully appointed 2 bed/2 bath condo with full... Appliances. The promenade is located on the southern end of longboat key for easy access...
Apr 27, 2021 in Realtor
Longboat key seasonal rental! Beautifully appointed 2 bed/2 bath condo with full... Appliances. The promenade is located on the southern end of longboat key for easy access...
2109 Gulf Of Mexico Dr Apt 1402, Longboat Key, Fl 34228
25
For Rent
2109 Gulf Of Mexico Dr Apt 1402, Longboat Key, Fl 34228
$6,000
Longboat Key, Florida
2 bedrooms
1,273 sq.feet
Longboat key. Sunset beach club ii. Nicely appointed 2 bedroom, 2 bath condo... From, from the key to downtown sarasota. Vacation, luxury, gulf of mexico, sarasota fl. Rentals...
Mar 29, 2021 in Realtor
Longboat key. Sunset beach club ii. Nicely appointed 2 bedroom, 2 bath condo... From, from the key to downtown sarasota. Vacation, luxury, gulf of mexico, sarasota fl. Rentals...
1975 Gulf Of Mexico Dr Unit G4 306, Longboat Key, Fl 34228
19
For Rent
1975 Gulf Of Mexico Dr Unit G4 306, Longboat Key, Fl 34228
$4,800
Longboat Key, Florida
2 bedrooms
933 sq.feet
Seasonal: looking for a stunning vacation getaway, then look no further... Community on the southern end of longboat key. This unit features a view of the tennis...
Mar 28, 2021 in Realtor
Seasonal: looking for a stunning vacation getaway, then look no further... Community on the southern end of longboat key. This unit features a view of the tennis...
4325 Gulf Of Mexico Dr Unit 406, Longboat Key, Fl 34228
28
For Rent
4325 Gulf Of Mexico Dr Unit 406, Longboat Key, Fl 34228
$5,800
Longboat Key, Florida
2 bedrooms
1,336 sq.feet
Seasonal: direct gulf front available for 2020! Enjoy fabulous sunsets and watching the dolphins at play from this 4th floor unit. The perfect vacation retreat, you'll love...
Feb 7, 2021 in Realtor
Seasonal: direct gulf front available for 2020! Enjoy fabulous sunsets and watching the dolphins at play from this 4th floor unit. The perfect vacation retreat, you'll love...
1465 Gulf Of Mexico Dr Unit 204, Longboat Key, Fl 34228
25
For Rent
1465 Gulf Of Mexico Dr Unit 204, Longboat Key, Fl 34228
$5,900
Longboat Key, Florida
2 bedrooms
1,548 sq.feet
For its shops and fine dining, the perfect vacation retreat, close to the beach...
Feb 6, 2021 in Realtor
For its shops and fine dining, the perfect vacation retreat, close to the beach...
1925 Gulf Of Mexico 405 Dr Unit G8, Longboat Key, Fl 34228
12
Apartment
For Rent
1925 Gulf Of Mexico 405 Dr Unit G8, Longboat Key, Fl 34228
$5,700
Longboat Key, Florida
1,257 sq.feet
Amazing 1 bedroom, 2 bathroom condo in longboat key. Beach and pool in community... Please submit the form on this page or contact florida gulf coast vacation rentals...
1 week + 3 days ago in Realtor
Amazing 1 bedroom, 2 bathroom condo in longboat key. Beach and pool in community... Please submit the form on this page or contact florida gulf coast vacation rentals...
1045 Gulf Of Mexico Dr Unit 404, Longboat Key, Fl 34228
13
Apartment
For Rent
1045 Gulf Of Mexico Dr Unit 404, Longboat Key, Fl 34228
$6,300
Longboat Key, Florida
2 bedrooms
1,507 sq.feet
Amazing 2 bedroom, 2 bathroom condo in beachplace on longboat key. Amenities... Gulf coast vacation rentals to learn more...
1 week + 3 days ago in Realtor
Amazing 2 bedroom, 2 bathroom condo in beachplace on longboat key. Amenities... Gulf coast vacation rentals to learn more...
1 Bedroom Apartment For Rent At 1925 Gulf Of Mexico Dr, Longboat Key, Fl 34228
12
Apartment
For Rent
1 Bedroom Apartment For Rent At 1925 Gulf Of Mexico Dr, Longboat Key, Fl 34228
$5,700
Longboat Key, Florida
1 bedroom
2 bathrooms
1,257 sq.feet
Amazing 1 bedroom, 2 bathroom condo in longboat key. Beach and pool in community... Pet friendly. Date available: jun 1st 2021. $5,700/month rent. $600 security deposit...
1 week + 5 days ago in Zumper
Amazing 1 bedroom, 2 bathroom condo in longboat key. Beach and pool in community... Pet friendly. Date available: jun 1st 2021. $5,700/month rent. $600 security deposit...
2 Bedroom Apartment For Rent At 1045 Gulf Of Mexico Dr #404, Longboat Key, Fl 34228
13
Apartment
For Rent
2 Bedroom Apartment For Rent At 1045 Gulf Of Mexico Dr #404, Longboat Key, Fl 34228
$6,300
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,507 sq.feet
Amazing 2 bedroom, 2 bathroom condo in beachplace on longboat key. Amenities... Gulf coast vacation rentals at to learn more...
1 week + 5 days ago in Zumper
Amazing 2 bedroom, 2 bathroom condo in beachplace on longboat key. Amenities... Gulf coast vacation rentals at to learn more...
4960 Gulf Of Mexico Drive, Unit Ph4
25
For Rent
4960 Gulf Of Mexico Drive, Unit Ph4
$5,500
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,312 sq.feet
Bayside vacation rental close to pool and beach. Newly updated with fabulous... A great beach place on longboat key. Deeded beach access and incredible water views...
2 weeks + 1 day ago in Compass - WAGNER REALTY
Bayside vacation rental close to pool and beach. Newly updated with fabulous... A great beach place on longboat key. Deeded beach access and incredible water views...
5591 Gulf Of Mexico Drive, Unit 6
27
For Rent
5591 Gulf Of Mexico Drive, Unit 6
$3,285
Longboat Key, Florida
1 bedroom
1 bathroom
748 sq.feet
Sea club iii - weekly vacation rental - beachside condo on longboat key. Weekly... In this 1-bedroom, 1-bath (sleeps 4) condominium surrounded by lush tropical landscaping and featuring...
2 weeks + 1 day ago in Compass - WAGNER REALTY
Sea club iii - weekly vacation rental - beachside condo on longboat key. Weekly... In this 1-bedroom, 1-bath (sleeps 4) condominium surrounded by lush tropical landscaping and featuring...
2525 Gulf Of Mexico Drive, Unit 15c
44
For Rent
2525 Gulf Of Mexico Drive, Unit 15c
$7,500
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,468 sq.feet
From this beachside condo located at the preferred lighted intersection on longboat key. Updated... Beachside seasonal 2021 vacation rental with full gulf and sweeping bay views...
2 weeks + 1 day ago in Compass - WAGNER REALTY
From this beachside condo located at the preferred lighted intersection on longboat key. Updated... Beachside seasonal 2021 vacation rental with full gulf and sweeping bay views...
5757 Gulf Of Mexico Drive, Unit 104
40
For Rent
5757 Gulf Of Mexico Drive, Unit 104
$6,000
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,561 sq.feet
Beautiful beachside vacation rental - - - updated condo with walk-out to beach... Of mexico. Just steps to the beautiful white sandy beaches of longboat key. This is a very...
2 weeks + 1 day ago in Compass - WAGNER REALTY
Beautiful beachside vacation rental - - - updated condo with walk-out to beach... Of mexico. Just steps to the beautiful white sandy beaches of longboat key. This is a very...
1965 Gulf Of Mexico Drive, Unit G5400
25
For Rent
1965 Gulf Of Mexico Drive, Unit G5400
$3,500
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,257 sq.feet
Beachside vacation rental available. Spacious open floor plan with two exterior... Key. Updated turnkey furnished 2-bedroom 2-bath 4th floor condo with all new...
2 weeks + 1 day ago in Compass - WAGNER REALTY
Beachside vacation rental available. Spacious open floor plan with two exterior... Key. Updated turnkey furnished 2-bedroom 2-bath 4th floor condo with all new...
4825 Gulf Of Mexico Drive, Unit 202
27
For Rent
4825 Gulf Of Mexico Drive, Unit 202
$5,600
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,393 sq.feet
Are what make longboat key unique and you can walk for miles on the beach from the condo... Seasonal/vacation rental! Available for 2022 with 3 month minimum. Stunning...
2 weeks + 1 day ago in Compass - GULF COAST RENTAL HOMES&CONDOS
Are what make longboat key unique and you can walk for miles on the beach from the condo... Seasonal/vacation rental! Available for 2022 with 3 month minimum. Stunning...
1945 Gulf Of Mexico Drive, Unit 307
21
For Rent
1945 Gulf Of Mexico Drive, Unit 307
$4,700
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,076 sq.feet
Great longboat key location. This two bedroom, two bath condo has everything... And the theatre. Available for a seasonal rental or short term on the off season. Sorry...
2 weeks + 1 day ago in Compass - JENNETTE PROPERTIES INC
Great longboat key location. This two bedroom, two bath condo has everything... And the theatre. Available for a seasonal rental or short term on the off season. Sorry...
2109 Gulf Of Mexico Drive, Unit 1402
25
For Rent
2109 Gulf Of Mexico Drive, Unit 1402
$6,000
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,273 sq.feet
Longboat key. Sunset beach club ii. Nicely appointed 2 bedroom, 2 bath condo... From, from the key to downtown sarasota. Vacation, luxury, gulf of mexico, sarasota fl. Rentals...
2 weeks + 1 day ago in Compass - JENNETTE PROPERTIES INC
Longboat key. Sunset beach club ii. Nicely appointed 2 bedroom, 2 bath condo... From, from the key to downtown sarasota. Vacation, luxury, gulf of mexico, sarasota fl. Rentals...
1211 Gulf Of Mexico Drive, Unit 401
47
For Rent
1211 Gulf Of Mexico Drive, Unit 401
$9,000
Longboat Key, Florida
2 bedrooms
3 bathrooms
2,100 sq.feet
For your perfect vacation getaway! (already leased for february through april... Cabinets as well as the baths. This beautiful condo offers 2 balconies, open floor plan...
2 weeks + 1 day ago in Compass - PREMIER SOTHEBY'S INTERNATIONAL REALTY
For your perfect vacation getaway! (already leased for february through april... Cabinets as well as the baths. This beautiful condo offers 2 balconies, open floor plan...
2525 Gulf Of Mexico Drive, Unit 3e
25
For Rent
2525 Gulf Of Mexico Drive, Unit 3e
$3,500
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,491 sq.feet
Beachside vacation rental with full gulf views. Gorgeous gulf views from this spacious... In unit! Located at only one of two lighted intersections on longboat key and directly...
2 weeks + 1 day ago in Compass - WAGNER REALTY
Beachside vacation rental with full gulf views. Gorgeous gulf views from this spacious... In unit! Located at only one of two lighted intersections on longboat key and directly...
6750 Gulf Of Mexico Drive, Unit 157
30
For Rent
6750 Gulf Of Mexico Drive, Unit 157
$3,000
Longboat Key, Florida
2 bedrooms
2 bathrooms
1,449 sq.feet
On longboat key. This lovely beach to bay condo community has two heated pools, a private... Off-season bayside vacation rental close to the beach. Turnkey furnished...
2 weeks + 1 day ago in Compass - WAGNER REALTY
On longboat key. This lovely beach to bay condo community has two heated pools, a private... Off-season bayside vacation rental close to the beach. Turnkey furnished...
747 St Judes Drive South, Unit 4
16
For Rent
747 St Judes Drive South, Unit 4
$2,000
Longboat Key, Florida
1 bedroom
1 bathroom
667 sq.feet
And turquoise waters of the gulf of mexico! Enjoy the best longboat key has to offer from this quiet... Annual rental - gorgeous panoramic bay views. Enjoy million-dollar bayside...
2 weeks + 1 day ago in Compass - WAGNER REALTY
And turquoise waters of the gulf of mexico! Enjoy the best longboat key has to offer from this quiet... Annual rental - gorgeous panoramic bay views. Enjoy million-dollar bayside...
85 condos for rent
Location
Florida (85)
Any
Longboat Key(79)
Sarasota(5)
Bradenton(1)
House type
Any
Condo(12)
Apartment(7)
Townhouse(1)
Last updated
One day ago
One week ago
15 days ago
One month ago
Price: $
 - 
Customize
$0 - $500
$500 - $1,000
$1,000 - $1,500
$1,500 - $2,000
$2,000 - $2,500
$2,500 - $4,000
$4,000 - $5,500
$5,500 - $7,000
$7,000 - $8,500
$8,500 - $10,000
$10,000 +
✚ See more...
Bedrooms
1+ bedrooms
2+ bedrooms
3+ bedrooms
4+ bedrooms
Size of the property: sq.feet
 - 
Customize
0 - 45 sq.feet
45 - 90 sq.feet
90 - 135 sq.feet
135 - 180 sq.feet
180 - 225 sq.feet
225 - 360 sq.feet
360 - 495 sq.feet
495 - 630 sq.feet
630 - 765 sq.feet
765 - 900 sq.feet
900+ sq.feet
✚ See more...
Bathrooms
1+ bathrooms
2+ bathrooms
3+ bathrooms
4+ bathrooms
Pictures
With Pictures(83)
Condos for rent vacation longboat key