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, 205 reviewsLas Palmas Beach Rentals Unit 1
10–17 Jul
Flat in Treasure Island
4.91 out of 5 average rating, 279 reviewsAttractive Beachfront Studio - Live Like a Local!
8–15 Oct
Flat in Madeira Beach
4.85 out of 5 average rating, 339 reviewsB⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
18–25 Dec
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
20–27 Aug
Flat in Clearwater
4.86 out of 5 average rating, 104 reviewsCoastal Waterview Condo 2 Blocks to Beach
24 Sep – 1 Oct
Flat in Clearwater
4.91 out of 5 average rating, 109 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
29 Sep – 6 Oct
Flat in Tampa
4.88 out of 5 average rating, 133 reviewsQuaint Davis Island Getaway - close to downtown
14–21 Feb
Flat in Ruskin
4.85 out of 5 average rating, 104 reviewsSunset Del Mar (Studio with view of Tampa Bay)
5–12 Oct
Waterfront house rentals
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
15–22 Aug
Home in Siesta Key
5.0 out of 5 average rating, 125 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
7–14 Nov
Home in Anna Maria
4.93 out of 5 average rating, 153 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
7–14 Dec
Home in Bradenton
4.98 out of 5 average rating, 198 reviewsMy Sunny home on the Bay.
30 Jun – 7 Jul
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
26 Apr – 3 May
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
20–27 Aug
Home in Bradenton Beach
5.0 out of 5 average rating, 11 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
31 Jan – 7 Feb
Home in Longboat Key
4.96 out of 5 average rating, 51 reviewsDirect Bay Front villa w/ private boat slip
11–18 May
Waterfront apartment rentals
Apartment in Bradenton Beach
4.91 out of 5 average rating, 131 reviewsBeachfront condo in paradise
18–25 Jul
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 Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
11–18 Nov
Apartment in Treasure Island
4.95 out of 5 average rating, 136 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
10–17 Nov
Apartment in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
21–28 Oct
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
4.87 out of 5 average rating, 180 reviewsBeachfront Condo in Exclusive Resort
13–20 Nov
Apartment in Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
3–10 Dec
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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