Beachfront holiday rental in Longboat Key
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Top-rated beachfront accommodation 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 Longboat Key beachfront rentals
Pet-friendly beachfront home rentals
Guest suite in Siesta Key
4.93 out of 5 average rating, 134 reviewsCozy Studio - 5 min walk to #1 Siesta Key Beach!
26 Sep – 3 Oct
Bungalow in Indian Shores
4.82 out of 5 average rating, 317 reviewsCozy Unit #2 of a Two Unit Beach Bungalow
5–12 Nov
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
18–25 Nov
Condo in Treasure Island
4.88 out of 5 average rating, 155 reviewsBeachfront Condo in Exclusive Resort
27 Jul – 3 Aug
Apartment in Redington Shores
4.96 out of 5 average rating, 113 reviewsBeach Avenue #6-Steps from the Beach
10–17 Sep
Apartment in Indian Rocks Beach
4.93 out of 5 average rating, 120 reviewsVintage Florida Beach Efficiency
12–19 Aug
Condo in Madeira Beach
4.88 out of 5 average rating, 137 reviewsAwesome Madeira Beach Location Close To It all!!!
31 Jul – 7 Aug
Villa in Siesta Key
4.91 out of 5 average rating, 138 reviewsMermaid Villa Ocean Front!
15–22 Jul
Beachfront home rentals with a pool
Condo in Siesta Key
4.96 out of 5 average rating, 275 reviewsOn the Beach; Siesta Key SunBum Studio
11–18 Jan
Guesthouse in Anna Maria
4.94 out of 5 average rating, 191 reviewsGulf Front Guest House
12–19 Sep
Condo in Holmes Beach
4.96 out of 5 average rating, 116 reviewsBeautiful beachfront condo for perfect vacation
20–27 Jul
Condo in Tampa
4.94 out of 5 average rating, 216 reviewsModern Waterfront Condo - Captivating Sunset Views
2–9 Jun
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Condo in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
4–11 Oct
Condo in Longboat Key
4.9 out of 5 average rating, 21 reviewsTurtle Shores Beachfront Oasis!
10–17 Oct
Condo in Longboat Key
4.96 out of 5 average rating, 51 reviewsSecluded Bayside Gem with beautiful bay views
28 Oct – 4 Nov
Private beachfront home rentals
Apartment in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
5–12 Sep
Guest suite in Bradenton
4.9 out of 5 average rating, 289 reviewsWOW-Walk 2 Restaurants-King Bed-Near Beaches & IMG
1–8 Nov
Home in Longboat Key
5.0 out of 5 average rating, 49 reviewsBeautiful Beach House
17–24 Jan
Condo in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
6–13 Aug
Condo in Bradenton Beach
4.99 out of 5 average rating, 91 reviews★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
15–22 Dec
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
4–11 Apr
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
1–8 Dec
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
7–14 Dec
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
$100 NZD before taxes and fees
Destinations to explore
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