Beachfront vacation rentals in Longboat Key
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Longboat Key
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key beachfront rentals
Beachfront home rentals with a pool
Guesthouse in Anna Maria
4.94 out of 5 average rating, 192 reviewsGulf Front Guest House
Oct 8 – 15
Condo in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Apr 2 – 9
Condo in Bradenton
4.98 out of 5 average rating, 170 reviewsShorewalk full condo IMG Beaches Anna Maria
Aug 27 – Sep 3
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSea AMI
Nov 13 – 20
Cottage in Siesta Key
4.84 out of 5 average rating, 133 reviewsAdorable Cozy Silver Sands Cottage on Siesta Key!!
Aug 17 – 24
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
Oct 13 – 20
Condo in Siesta Key
4.82 out of 5 average rating, 194 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
Oct 8 – 15
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 – 17
Beachfront home rentals with a hot tub
Condo in Bradenton Beach
4.91 out of 5 average rating, 131 reviewsBeachfront condo in paradise
Mar 29 – Apr 5
Condo in Treasure Island
4.87 out of 5 average rating, 180 reviewsBeachfront Condo in Exclusive Resort
Mar 16 – 23
Home in Indian Rocks Beach
4.98 out of 5 average rating, 99 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Mar 2 – 9
Condo in St. Petersburg
4.97 out of 5 average rating, 145 reviewsSea La Vie- Studio by the bay!
Apr 15 – 22
Condo in Ruskin
4.92 out of 5 average rating, 112 reviewsBeach Condo with water view!
Apr 22 – 29
Condo in Saint Pete Beach
4.95 out of 5 average rating, 166 reviews850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo
Oct 1 – 8
Condo in St. Petersburg
4.81 out of 5 average rating, 174 reviewsbeautiful waterfront condo at Boca Ciega Resort
Nov 11 – 18
Condo in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
Sep 15 – 22
Pet-friendly beachfront home rentals
Apartment in Indian Rocks Beach
4.93 out of 5 average rating, 122 reviewsVintage Florida Beach Efficiency
Aug 18 – 25
Guest suite in Siesta Key
4.93 out of 5 average rating, 134 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
Oct 11 – 18
Condo in Madeira Beach
4.88 out of 5 average rating, 138 reviewsAwesome Madeira Beach Location Close To It all!!!
Oct 28 – Nov 4
Apartment in Redington Shores
4.92 out of 5 average rating, 145 reviewsBeach Avenue #5-Steps from the Beach
Apr 29 – May 6
Bungalow in Indian Shores
4.81 out of 5 average rating, 280 reviewsCozy Unit #1 of a Two Unit Beach Bungalow
Oct 22 – 29
Villa in Siesta Key
4.91 out of 5 average rating, 140 reviewsMermaid Villa Ocean Front!
Mar 16 – 23
Apartment in Bradenton Beach
4.84 out of 5 average rating, 126 reviewsTangerine Dreams at The Beach Dreams Resort
Oct 27 – Nov 3
Condo in Indian Shores
4.89 out of 5 average rating, 117 reviewsGulf Side Florida Charm 1/1 Condo 60 Steps To Sand
Nov 15 – 22
Quick stats about beachfront rentals in Longboat Key
Total rentals
140 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Rentals with a pool
120 properties have a pool
Family-friendly rentals
100 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
$60 before taxes and fees
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