Waterfront holiday rentals in Longboat Key
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Top-rated waterfront rentals in Longboat Key
Guests agree: these waterfront rentals 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 waterfront rentals in Longboat Key
Waterfront apartment rentals
Flat in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
25 Aug – 1 Sep
Flat in Madeira Beach
4.85 out of 5 average rating, 338 reviewsB⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
16–23 Nov
Flat in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
9–16 Sep
Flat in Ruskin
4.84 out of 5 average rating, 103 reviewsSunset Del Mar (Studio with view of Tampa Bay)
25 Oct – 1 Nov
Flat in Indian Shores
4.95 out of 5 average rating, 171 reviewsBarefoot Beach Resort Indian Shores
6–13 Oct
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
30 Dec – 6 Jan
Flat in Clearwater
4.91 out of 5 average rating, 108 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
10–17 Nov
Flat in Clearwater
4.86 out of 5 average rating, 104 reviewsCoastal Waterview Condo 2 Blocks to Beach
1–8 Dec
Waterfront house rentals
Home in Bradenton
4.94 out of 5 average rating, 153 reviewsPeaceful Braden River Oasis: Cottage
5–12 Jan
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
14–21 Jul
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
21–28 Sep
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
5–12 Dec
Home in Bradenton
4.98 out of 5 average rating, 197 reviewsMy Sunny home on the Bay.
21–28 Jul
Home in Port Charlotte
4.97 out of 5 average rating, 143 reviewsCute cheery peaceful canal home fishing fun 3B/2B
14–21 Dec
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
12–19 Sep
Home in Tarpon Springs
4.95 out of 5 average rating, 176 reviewsTree House Treasure
15–22 Jul
Waterfront apartment rentals
Apartment in Bradenton Beach
4.91 out of 5 average rating, 129 reviewsBeachfront condo in paradise
12–19 Apr
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
10–17 Dec
Apartment in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
23–30 May
Apartment in Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
12–19 Sep
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
25 Oct – 1 Nov
Apartment in Treasure Island
4.95 out of 5 average rating, 135 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
20–27 Nov
Apartment in Saint Pete Beach
4.92 out of 5 average rating, 150 reviewsTropical Courtyard Paradise on St. Pete Beach
26 Jul – 2 Aug
Apartment in Tampa
4.94 out of 5 average rating, 216 reviewsModern Waterfront Condo - Captivating Sunset Views
7–14 Jul
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
$68 SGD before taxes and fees
Destinations to explore
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