Search results; Over 1,000 homes in Longboat Key

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Guest favorite
Home in Longboat Key
North Shore Six
4 guests1 bedroom2 beds1 bath
May 1 – 6
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May 1 – 6
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R34,770 ZAR for 5 nights

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Guest favorite
Condo in Longboat Key
Condo with a View 4: Open July 29th & 30th!
Free cancellation
Aug 31 – Sep 5
R29,607 ZAR for 5 nights
4.93 out of 5 average rating, 15 reviews
Superhost
Home in Longboat Key
Stylish Oceanfront Villa | Pool + Lanai | Hosts 6
3 beds
Aug 20 – 25
R33,885 ZAR for 5 nights
New place to stay
Guest favorite
Condo in Longboat Key
Beautiful Panoramic Gulf and Sunset Views.
3 beds
Aug 10 – 15
R30,287 ZAR for 5 nights
4.87 out of 5 average rating, 99 reviews
Top guest favorite
Apartment in Longboat Key
Condo with a View 3: Open July 28th-31st, $234/nt!
Free cancellation
Aug 25 – 30
R28,659 ZAR for 5 nights
5.0 out of 5 average rating, 43 reviews
Superhost
Condo in Longboat Key
Family-Friendly 2BR Condo Near Beach & Bay
4 beds
Aug 2 – 7
R25,504 ZAR for 5 nights
Guest favorite
Condo in Longboat Key
Island property on Longboat Key by the Beach
3 beds
Aug 6 – 11
R30,028 ZAR for 5 nights
4.95 out of 5 average rating, 38 reviews
Top guest favorite
Apartment in Longboat Key
Turquoise Gem 1st Floor
Free cancellation
Sep 6 – 11
R22,885 ZAR for 5 nights
5.0 out of 5 average rating, 35 reviews
Superhost
Condo in Longboat Key
SRQ2/Longboat Key Beach - Kid Friendly/Romantic
Free cancellation
Aug 11 – 16
R32,241 ZAR for 5 nights
4.74 out of 5 average rating, 188 reviews
Guest favorite
Apartment in Longboat Key
Sunset and Beach view unit 402
3 beds
Aug 11 – 16
R30,707 ZAR for 5 nights
5.0 out of 5 average rating, 9 reviews
Guest favorite
Home in Longboat Key
Beautiful Island Beach House
Free cancellation
Sep 9 – 14
R53,735 ZAR for 5 nights
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Longboat Key
The BEACH Life!
4 beds
Aug 11 – 16
R52,154 ZAR for 5 nights
4.86 out of 5 average rating, 7 reviews
Superhost
Apartment in Longboat Key
Longboat Key Bungalow
1 queen bed
Jul 27 – Aug 1
R20,984 ZAR for 5 nights
4.92 out of 5 average rating, 12 reviews
Guest favorite
Condo in Longboat Key
Beach View Condo-Quiet & Secluded Private Beach
4 beds
Aug 17 – 22
R34,506 ZAR for 5 nights
4.97 out of 5 average rating, 73 reviews
Superhost
Home in Longboat Key
LBK Dreamin' Beach Bungalow
4 beds
Jul 21 – 26
R44,649 ZAR for 5 nights
4.89 out of 5 average rating, 47 reviews
Top guest favorite
Condo in Longboat Key
Secluded Bayside Gem with beautiful bay views
3 beds
Jul 19 – 26
R38,563 ZAR for 7 nights
4.97 out of 5 average rating, 65 reviews
Condo in Longboat Key
Waterfront, Spa/Pool, Private Paradise on LBK!
Free cancellation
Jul 27 – Aug 3
R34,382 ZAR for 7 nights
New place to stay
Superhost
Condo in Longboat Key
Spacious 2BR Condo on Crane’s Bay + Beach Access
4 beds
Jul 28 – Aug 2
R25,007 ZAR for 5 nights
4.86 out of 5 average rating, 14 reviews
Superhost
Home in Longboat Key
Summer House longboat key
6 beds
Aug 18 – 23
R55,884 ZAR for 5 nights
4.88 out of 5 average rating, 129 reviews