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 Siesta Key
5.0 out of 5 average rating, 123 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Dec 8 – 15
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 Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Sep 10 – 17
Home in Anna Maria
4.92 out of 5 average rating, 90 reviewsCharming house w/heated pool,steps to beach-Unit A
Oct 7 – 14
Home in Holmes Beach
5.0 out of 5 average rating, 16 reviewsAMI Villa by Beach Boutique Rentals
Sep 24 – Oct 1
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
Sep 21 – 28
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 Bradenton Beach
5.0 out of 5 average rating, 33 reviewsAMI*Steps to the beach-Modern luxury POOL SPA
Oct 30 – Nov 6
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
Jan 7 – 14
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
Sep 10 – 17
Home in Anna Maria
5.0 out of 5 average rating, 31 reviewsami skyview
Sep 24 – Oct 1
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
Sep 18 – 25
Home in Anna Maria
5.0 out of 5 average rating, 11 reviewsVeselka - Canal front w private heated pool & dock
Nov 6 – 13
Home in Anna Maria
4.94 out of 5 average rating, 47 reviewsWhite Pearl-New Premier AMI Home with Sunset Views
May 23 – 30
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
Jun 10 – 17
Home in Sarasota
4.95 out of 5 average rating, 38 reviewsTropical Retreat w/ charming garden near downtown
Aug 8 – 15
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
Oct 18 – 25
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsLovely House in Sarasota Bay
May 15 – 22
Home in Sarasota
4.98 out of 5 average rating, 57 reviews‘The Bella’ Cottage by Sarasota Bay!
Oct 10 – 17
Home in Bradenton
4.9 out of 5 average rating, 81 reviewsOld Florida Home Minutes From Anna Maria Beaches
Oct 13 – 20
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
Apr 14 – 21
Home in Osprey
4.92 out of 5 average rating, 38 reviewsPrivate house with loft
Sep 25 – Oct 2
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