Beach house holiday rentals in Longboat Key
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Top-rated beach house rentals in Longboat Key
Guests agree: These beach houses 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 Longboat Key beach house rentals
Beachfront house rentals
Home in Indian Rocks Beach
4.98 out of 5 average rating, 101 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Clearwater
5.0 out of 5 average rating, 117 reviewsBeach House
Home in Ruskin
4.94 out of 5 average rating, 163 reviewsPrivate Beach Nature 2 ppl pets Work space remote
Home in Holmes Beach
4.78 out of 5 average rating, 27 reviewsWalk to beach | Anna Maria home w/ pool | Pets ok!
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Home in Holmes Beach
4.95 out of 5 average rating, 66 reviewsModern Island Home/Walk 2 Beaches-Rest./Gulf Views
Home in Longboat Key
4.96 out of 5 average rating, 51 reviewsDirect Bay Front villa w/ private boat slip
Home in Anna Maria
4.96 out of 5 average rating, 56 reviewsMy Private Beach
Beach house rentals with a pool
Home in Sarasota
4.9 out of 5 average rating, 110 reviews🌴🐬Bay Haven- Resort style Backyard 🏊♀️🔥 & Game Rm⚽️
Home in Siesta Key
5.0 out of 5 average rating, 126 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Home in Holmes Beach
4.97 out of 5 average rating, 124 reviewsTwin Palms: Big House Steps to Beach w/Lush Pool
Home in Anna Maria
4.93 out of 5 average rating, 153 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
Home in Sarasota
5.0 out of 5 average rating, 7 reviewsBrand New Luxury Home w/ Pool & Putting Green
Home in Holmes Beach
4.95 out of 5 average rating, 78 reviewsBreezy Harbor AMI pool retreat near the Beach
Home in Holmes Beach
5.0 out of 5 average rating, 50 reviewsPrivate Luxurious Ground Level Home
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 38 reviewsSunset retreat Indian Beach near downtown Sarasota
Home in Sarasota
4.98 out of 5 average rating, 58 reviews‘The Bella’ Cottage by Sarasota Bay!
Home in Sarasota
5.0 out of 5 average rating, 24 reviewsLovely House in Sarasota Bay
Home in Bradenton
4.94 out of 5 average rating, 17 reviewsLittle Love Shack by the Beach
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsCouple’s Seatreat
Home in Bradenton Beach
4.87 out of 5 average rating, 38 reviewsLivin' the dream at The Beach Dreams Resort unit E
Home in Sarasota
4.95 out of 5 average rating, 61 reviewsBeach + Downtown! Saltwater Pool, Spa, Bikes
Home in Sarasota
5.0 out of 5 average rating, 30 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Destinations to explore
- Anna Maria Island Holiday rentals
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- Rentals with outdoor seating Longboat Key
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