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
Condo in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
Oct 16 – 23
Guesthouse in Anna Maria
4.94 out of 5 average rating, 191 reviewsGulf Front Guest House
Sep 12 – 19
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSea AMI
Nov 22 – 29
Condo in Tampa
4.94 out of 5 average rating, 215 reviewsModern Waterfront Condo - Captivating Sunset Views
Jun 10 – 17
Condo in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
Oct 1 – 8
Condo in Sarasota
4.92 out of 5 average rating, 122 reviewsBeachside Siesta Key Cottage steps from the ocean
Jul 17 – 24
Condo in Venice
4.86 out of 5 average rating, 140 reviewsThe Studio at the Beach 56
Sep 25 – Oct 2
Condo in Siesta Key
4.83 out of 5 average rating, 192 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
Oct 20 – 27
Beachfront home rentals with a hot tub
Condo in St. Petersburg
4.97 out of 5 average rating, 143 reviewsSea La Vie- Studio by the bay!
Apr 18 – 25
Condo in Treasure Island
4.89 out of 5 average rating, 149 reviewsBeachfront Condo in Exclusive Resort
May 24 – 31
Condo in Ruskin
4.93 out of 5 average rating, 110 reviewsBeach Condo with water view!
Feb 23 – Mar 2
Condo in St. Petersburg
4.81 out of 5 average rating, 173 reviewsbeautiful waterfront condo at Boca Ciega Resort
Aug 19 – 26
Condo in Saint Pete Beach
4.92 out of 5 average rating, 133 reviews850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo
Oct 11 – 18
Condo in Madeira Beach
4.87 out of 5 average rating, 180 reviewsBeach is steps away! Paradise is waiting!
Jun 3 – 10
Home in Treasure Island
4.82 out of 5 average rating, 133 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
Feb 2 – 9
Condo in Saint Pete Beach
4.83 out of 5 average rating, 195 reviewsGulf Strand Beach Resort
Jan 11 – 18
Pet-friendly beachfront home rentals
Bungalow in Indian Shores
4.82 out of 5 average rating, 317 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Dec 6 – 13
Apartment in Indian Rocks Beach
4.93 out of 5 average rating, 119 reviewsVintage Florida Beach Efficiency
Sep 25 – Oct 2
Guest suite in Siesta Key
4.92 out of 5 average rating, 133 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
Sep 28 – Oct 5
Apartment in Redington Shores
4.96 out of 5 average rating, 112 reviewsBeach Avenue #6-Steps from the Beach
Aug 11 – 18
Condo in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
Dec 31 – Jan 7
Condo in Redington Shores
4.82 out of 5 average rating, 146 reviewsBeach Studio 5
Oct 12 – 19
Villa in Siesta Key
4.91 out of 5 average rating, 138 reviewsMermaid Villa Ocean Front!
Apr 4 – 11
Bungalow in Indian Shores
4.89 out of 5 average rating, 166 reviewsPrivate Beach Bungalow 1BR *Heated POOL**PETS ok
Oct 5 – 12
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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