Waterfront vacation 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.
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 Bradenton Beach
4.88 out of 5 average rating, 205 reviewsLas Palmas Beach Rentals Unit 1
Jul 10 β 17
Apartment in Treasure Island
4.91 out of 5 average rating, 279 reviewsAttractive Beachfront Studio - Live Like a Local!
Oct 8 β 15
Apartment in Madeira Beach
4.85 out of 5 average rating, 339 reviewsBβAT HOUSE OASISβSteps to the waterβWalk to Beach!
Dec 18 β 25
Apartment in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
Aug 20 β 27
Apartment in Clearwater
4.86 out of 5 average rating, 104 reviewsCoastal Waterview Condo 2 Blocks to Beach
Sep 24 β Oct 1
Apartment in Clearwater
4.91 out of 5 average rating, 109 reviewsAnchors UP #1, WALK to Beach, 1 bed/1 bath apt.
Sep 29 β Oct 6
Apartment in Tampa
4.88 out of 5 average rating, 133 reviewsQuaint Davis Island Getaway - close to downtown
Feb 14 β 21
Apartment in Ruskin
4.85 out of 5 average rating, 104 reviewsSunset Del Mar (Studio with view of Tampa Bay)
Oct 5 β 12
Waterfront house rentals
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Aug 15 β 22
Home in Siesta Key
5.0 out of 5 average rating, 125 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Nov 7 β 14
Home in Anna Maria
4.93 out of 5 average rating, 153 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Dec 7 β 14
Home in Bradenton
4.98 out of 5 average rating, 198 reviewsMy Sunny home on the Bay.
Jun 30 β Jul 7
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Apr 26 β May 3
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
Aug 20 β 27
Home in Bradenton Beach
5.0 out of 5 average rating, 11 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Jan 31 β Feb 7
Home in Longboat Key
4.96 out of 5 average rating, 51 reviewsDirect Bay Front villa w/ private boat slip
May 11 β 18
Waterfront condo rentals
Condo in Bradenton Beach
4.91 out of 5 average rating, 131 reviewsBeachfront condo in paradise
Jul 18 β 25
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 β 17
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
Nov 11 β 18
Condo in Treasure Island
4.95 out of 5 average rating, 136 reviewsExquisite, Modern Waterfront Condo, A Hidden Gem!
Nov 10 β 17
Condo in Siesta Key
4.96 out of 5 average rating, 105 reviewsSiesta Key Condo. Checkout our great rates!
Oct 21 β 28
Condo in Holmes Beach
4.91 out of 5 average rating, 158 reviewsAnna Maria Beach Place...footsteps to the sands
Apr 3 β 10
Condo in Treasure Island
4.87 out of 5 average rating, 180 reviewsBeachfront Condo in Exclusive Resort
Nov 13 β 20
Condo in Treasure Island
4.99 out of 5 average rating, 153 reviewsSpectacular beach to bay views from this resort.
Dec 3 β 10
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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- Family travel hubΒ Tips and inspiration
- Family budget travelΒ Get there for less
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- Travel Europe on a budgetΒ How to take the kids to Europe for less
- Outdoor adventureΒ Explore nature with the family
- Bucket list national parksΒ Must-see parks for family travel
- Kid-friendly state parksΒ Check out these family-friendly hikes