Waterfront vacation rentals in Longboat Key
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Longboat Key
Guests agree: these waterfront rentals 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 waterfront rentals
Waterfront apartment rentals
Apartment in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
Aug 10 – 17
Apartment in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
Jan 31 – Feb 7
Apartment in Ruskin
4.85 out of 5 average rating, 104 reviewsSunset Del Mar (Studio with view of Tampa Bay)
Jul 26 – Aug 2
Apartment in Madeira Beach
4.81 out of 5 average rating, 329 reviewsBlue Octopus~Walk 2 beach & Johns Pass~King Bed
Jul 15 – 22
Apartment in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
Dec 30 – Jan 6
Apartment in Clearwater
4.88 out of 5 average rating, 110 reviewsStylish Studio 2 blocks to Beach
Oct 13 – 20
Apartment in Tampa
4.88 out of 5 average rating, 133 reviewsQuaint Davis Island Getaway - close to downtown
Oct 2 – 9
Apartment in Clearwater
4.91 out of 5 average rating, 108 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
Nov 10 – 17
Waterfront house rentals
Home in Bradenton
4.94 out of 5 average rating, 153 reviewsPeaceful Braden River Oasis: Cottage
Jul 14 – 21
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Aug 10 – 17
Home in Bradenton
4.98 out of 5 average rating, 197 reviewsMy Sunny home on the Bay.
Jun 11 – 18
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Oct 4 – 11
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Dec 5 – 12
Home in Port Charlotte
4.97 out of 5 average rating, 143 reviewsCute cheery peaceful canal home fishing fun 3B/2B
Jun 28 – Jul 5
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep 12 – 19
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Dec 7 – 14
Waterfront condo rentals
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 Sarasota
4.8 out of 5 average rating, 199 reviewsNear beach. Pool view. King bed. Daily rentals
Jan 8 – 15
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 Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
Sep 12 – 19
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
May 17 – 24
Condo in Treasure Island
4.88 out of 5 average rating, 165 reviewsBeachfront Condo in Exclusive Resort
Jun 26 – Jul 3
Condo in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
Jul 20 – 27
Condo in Indian Shores
4.96 out of 5 average rating, 112 reviews"Sunsational" Indian Shores Getaway!
Jan 23 – 30
Quick stats about waterfront rentals in Longboat Key
Total rentals
220 properties
Rentals with a pool
190 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3.6K reviews
Nightly prices starting at
$50 before taxes and fees
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