Beachfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Longboat Key
Pet-friendly beachfront home rentals
Flat in Indian Rocks Beach
4.93 out of 5 average rating, 123 reviewsVintage Florida Beach Efficiency
Guest suite in Siesta Key
4.93 out of 5 average rating, 135 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
Flat in Redington Shores
4.94 out of 5 average rating, 115 reviewsBeach Avenue #3-Steps from the Beach
Bungalow in Indian Shores
4.82 out of 5 average rating, 320 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
Villa in Siesta Key
4.91 out of 5 average rating, 142 reviewsMermaid Villa Ocean Front!
Apartment in Treasure Island
4.87 out of 5 average rating, 190 reviewsBeachfront Condo in Exclusive Resort
Apartment in Madeira Beach
4.88 out of 5 average rating, 140 reviewsAwesome Madeira Beach Location Close To It all!!!
Apartment in Redington Shores
4.83 out of 5 average rating, 187 reviewsBeachside 1 Bedroom Condo on Redington Beach!
Beachfront home rentals with a pool
Apartment in Siesta Key
4.96 out of 5 average rating, 276 reviewsOn the Beach; Siesta Key SunBum Studio
Apartment in Englewood
4.93 out of 5 average rating, 116 reviewsDiscounted Ground Floor Beach Studio on the Gulf!
Apartment in Siesta Key
4.82 out of 5 average rating, 194 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
Apartment in Tampa
4.95 out of 5 average rating, 219 reviewsModern Waterfront Condo - Captivating Sunset Views
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR Beachfront discount. Now avail. 5/16-5/22!
Apartment in Venice
4.87 out of 5 average rating, 142 reviewsThe Studio at the Beach 56
Apartment in Longboat Key
4.91 out of 5 average rating, 23 reviewsTurtle Shores Beachfront Oasis!
Apartment in Longboat Key
4.86 out of 5 average rating, 81 reviewsSunset and beach view from your balcony Unit 403
Private beachfront home rentals
Apartment in Longboat Key
4.88 out of 5 average rating, 17 reviewsLongboat Condo Steps to Beach
Apartment in Bradenton Beach
4.99 out of 5 average rating, 92 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
Apartment in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
Apartment in Sarasota
5.0 out of 5 average rating, 66 reviewsChic Beach Condo>>Best Location On Lido Keys
Home in Bradenton Beach
5.0 out of 5 average rating, 15 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
Home in Anna Maria
5.0 out of 5 average rating, 35 reviewsami skyview
Apartment in Sarasota
5.0 out of 5 average rating, 11 reviewsStunning Ocean-View Penthouse, 20 steps to Beach!
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
€ 55 before taxes and fees
Destinations to explore
- Anna Maria Island Holiday rentals
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