Beachfront vacation rentals in Longboat Key
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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
Pet-friendly beachfront home rentals
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
Aug. 29 – Sep. 5
Condo in Indian Shores
4.89 out of 5 average rating, 116 reviewsGulf Side Florida Charm 1/1 Condo 60 Steps To Sand
Sep. 7 – 14
Guest suite in Siesta Key
4.93 out of 5 average rating, 134 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
Sep. 27 – Oct. 4
Condo in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
Nov. 6 – 13
Apartment in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
Oct. 29 – Nov. 5
Condo in Treasure Island
4.88 out of 5 average rating, 159 reviewsBeachfront Condo in Exclusive Resort
Nov. 7 – 14
Villa in Siesta Key
4.91 out of 5 average rating, 139 reviewsMermaid Villa Ocean Front!
Oct. 22 – 29
Apartment in Indian Rocks Beach
4.93 out of 5 average rating, 121 reviewsVintage Florida Beach Efficiency
Jul. 17 – 24
Beachfront home rentals with a pool
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
Condo in Siesta Key
4.82 out of 5 average rating, 193 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
Oct. 25 – Nov. 1
Condo in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
May 23 – 30
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
Sep. 19 – 26
Condo in Longboat Key
4.9 out of 5 average rating, 21 reviewsTurtle Shores Beachfront Oasis!
Sep. 18 – 25
Condo in Longboat Key
4.96 out of 5 average rating, 51 reviewsSecluded Bayside Gem with beautiful bay views
Aug. 25 – Sep. 1
Condo in Longboat Key
4.86 out of 5 average rating, 81 reviewsSunset and beach view from your balcony Unit 403
Apr. 29 – May 6
Condo in Sarasota
5.0 out of 5 average rating, 65 reviewsChic Beach Condo>>Best Location On Lido Keys
Aug. 24 – 31
Private beachfront home rentals
Apartment in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
Sep. 9 – 16
Condo in Bradenton Beach
4.91 out of 5 average rating, 129 reviewsBeachfront condo in paradise
Apr. 12 – 19
Home in Longboat Key
5.0 out of 5 average rating, 50 reviewsBeautiful Beach House
Aug. 23 – 30
Condo in Bradenton Beach
4.99 out of 5 average rating, 91 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
Nov. 12 – 19
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Apr. 11 – 18
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
Jan. 16 – 23
Condo in Longboat Key
5.0 out of 5 average rating, 3 reviewsTasteful 2brm Beachfront luxury
May 6 – 13
Condo in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
Sep. 27 – Oct. 4
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
$82 CAD before taxes and fees
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