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 Madeira Beach
4.85 out of 5 average rating, 336 reviewsB⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
8–15 Jul
Flat in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
10–17 Dec
Flat in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
16–23 Oct
Flat in Clearwater
4.86 out of 5 average rating, 104 reviewsCoastal Waterview Condo 2 Blocks to Beach
14–21 Oct
Flat in Indian Rocks Beach
4.81 out of 5 average rating, 263 reviewsOasis Getaway 103
3–10 Nov
Flat in Ruskin
4.84 out of 5 average rating, 102 reviewsSunset Del Mar (Studio with view of Tampa Bay)
4–11 Dec
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
10–17 Feb
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
Waterfront house rentals
Home in Bradenton
4.94 out of 5 average rating, 153 reviewsPeaceful Braden River Oasis: Cottage
27 Mar – 3 Apr
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
8–15 Dec
Home in Bradenton
4.98 out of 5 average rating, 196 reviewsMy Sunny home on the Bay.
18–25 May
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
21–28 May
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
6–13 Nov
Home in Largo
4.96 out of 5 average rating, 100 reviewsStars by the Sea - Cozy home close to beaches
23–30 Jul
Home in Tampa
4.83 out of 5 average rating, 120 reviewsBeautiful two bedroom w/ pool table & free parking
15–22 Feb
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
19–26 Aug
Waterfront apartment rentals
Apartment in Holmes Beach
4.96 out of 5 average rating, 116 reviewsBeautiful beachfront condo for perfect vacation
20–27 Jul
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Apartment in Tampa
4.94 out of 5 average rating, 215 reviewsModern Waterfront Condo - Captivating Sunset Views
10–17 Jun
Apartment in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
1–8 Oct
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
20–27 Jan
Apartment in Venice
4.86 out of 5 average rating, 140 reviewsThe Studio at the Beach 56
28 May – 4 Jun
Apartment in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
3–10 Apr
Apartment in Treasure Island
4.95 out of 5 average rating, 134 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
27 Aug – 3 Sep
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
€ 47 before taxes and fees
Destinations to explore
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