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 Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
5–12 Apr
Home in Clearwater
5.0 out of 5 average rating, 113 reviewsBeach House
7–14 Jan
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
10–17 Sep
Home in Holmes Beach
4.9 out of 5 average rating, 21 reviewsKiwi Cabana by Beach Boutique Rentals
12–19 Dec
Home in Holmes Beach
5.0 out of 5 average rating, 28 reviewsTip’Sea Turtle Anna Maria island
21–28 Sep
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
13–20 Dec
Home in Anna Maria
5.0 out of 5 average rating, 31 reviewsami skyview
24 Sep – 1 Oct
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
21–28 Sep
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!
8–15 Dec
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
6–13 Nov
Home in Anna Maria
4.96 out of 5 average rating, 50 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
15–22 Sep
Home in Holmes Beach
4.91 out of 5 average rating, 46 reviewsGorgeous Bay house in AMI! 5 min walk to beach!
17–24 Sep
Home in Sarasota
5.0 out of 5 average rating, 6 reviewsBrand New Luxury Home w/ Pool & Putting Green
15–22 Jun
Home in Bradenton
5.0 out of 5 average rating, 7 reviewsGreat Times & Tan Lines
23–30 Jun
Home in Holmes Beach
5.0 out of 5 average rating, 49 reviewsPrivate Luxurious Ground Level Home
2–9 Nov
Home in Anna Maria
4.99 out of 5 average rating, 86 reviews1 block to Beach on Pine Ave! Private Heated Pool
22–29 Aug
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
10–17 Jun
Home in Sarasota
4.95 out of 5 average rating, 38 reviewsTropical Retreat w/ charming garden near downtown
8–15 Aug
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
18–25 Oct
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsLovely House in Sarasota Bay
15–22 May
Home in Sarasota
4.98 out of 5 average rating, 57 reviews‘The Bella’ Cottage by Sarasota Bay!
10–17 Oct
Home in Bradenton
4.9 out of 5 average rating, 81 reviewsOld Florida Home Minutes From Anna Maria Beaches
13–20 Oct
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
14–21 Apr
Home in Osprey
4.92 out of 5 average rating, 38 reviewsPrivate house with loft
25 Sep – 2 Oct
Destinations to explore
- Anna Maria Island Holiday rentals
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