Beach house vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key beach house rentals
Beach house rentals with a pool
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Nov 6 – 13
Home in Venice
4.85 out of 5 average rating, 135 reviewsGetaway Relax Home/Beaches 5-10minutes/Heated Pool
Jul 5 – 12
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Sep 21 – 28
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
Nov 7 – 14
Home in St. Petersburg
5.0 out of 5 average rating, 9 reviewsNEW! Sea Vue - Kayaks | King Beds | Backyard Oasis
Dec 14 – 21
Home in Sarasota
4.95 out of 5 average rating, 58 reviewsBeach + Downtown! Saltwater Pool, Spa, Bikes
Sep 17 – 24
Home in Sarasota
4.96 out of 5 average rating, 25 reviewsSt Armand's Mid-Century Oasis
Jul 9 – 16
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
Sep 27 – Oct 4
Beachfront house rentals
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
Apr 5 – 12
Home in Clearwater
5.0 out of 5 average rating, 113 reviewsBeach House
Aug 1 – 8
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
Nov 24 – Dec 1
Home in Anna Maria
5.0 out of 5 average rating, 32 reviewsami skyview
Dec 1 – 8
Home in Bradenton Beach
4.86 out of 5 average rating, 36 reviewsLivin' the dream at The Beach Dreams Resort unit E
Dec 11 – 18
Home in Longboat Key
4.96 out of 5 average rating, 50 reviewsDirect Bay Front villa w/ private boat slip
Jul 5 – 12
Home in Anna Maria
4.96 out of 5 average rating, 28 reviewsAnna Maria Chateau. Private Pool home
Oct 30 – Nov 6
Home in Anna Maria
5.0 out of 5 average rating, 11 reviewsVeselka - Canal front w private heated pool & dock
Nov 6 – 13
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
Aug 16 – 23
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Sep 26 – Oct 3
Home in Sarasota
4.95 out of 5 average rating, 22 reviewsLovely Home by Sarasota Bay
Sep 7 – 14
Home in Sarasota
4.98 out of 5 average rating, 57 reviews‘The Bella’ Cottage by Sarasota Bay!
Oct 10 – 17
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
Sep 17 – 24
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
Sep 9 – 16
Home in Osprey
4.92 out of 5 average rating, 38 reviewsPrivate house with loft
Sep 25 – Oct 2
Home in Siesta Key
5.0 out of 5 average rating, 7 reviewsVintage Coastal
Sep 13 – 20
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