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, 98 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
14 – 21 Jan
Home in Treasure Island
4.82 out of 5 average rating, 134 reviewsEiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets
14 – 21 Nov
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
11 – 18 Apr
Home in Anna Maria
5.0 out of 5 average rating, 3 reviewsPirates Bay by Beach Boutique Rentals
20 – 27 July
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
17 – 24 Jan
Home in Holmes Beach
4.95 out of 5 average rating, 37 reviewsTrue beach front home - 3 beds/2 bath, heated pool
8 – 15 Dec
Home in Longboat Key
4.96 out of 5 average rating, 50 reviewsDirect Bay Front villa w/ private boat slip
11 – 18 May
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
17 – 24 Oct
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
5 – 12 Dec
Home in Holmes Beach
4.92 out of 5 average rating, 25 reviewsBackyard Bliss Anna Maria Island
5 – 12 Mar
Home in Anna Maria
4.96 out of 5 average rating, 51 reviewsSteps to the Beach! Pool/spa! Golf Cart Included!!
10 – 17 Dec
Home in Holmes Beach
5.0 out of 5 average rating, 49 reviewsPrivate Luxurious Ground Level Home
5 – 12 Sept
Home in Siesta Key
5.0 out of 5 average rating, 7 reviewsVintage Coastal
21 – 28 Sept
Home in Holmes Beach
4.98 out of 5 average rating, 41 reviewsTropical Retreat 2/2 condo with pool near beach !
9 – 16 Sept
Home in Bradenton
4.99 out of 5 average rating, 86 reviewsWOW-King Bed w/86° Pool, Turf Golf green, Beaches
13 – 20 Jan
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
8 – 15 Mar
Private beach house rentals
Home in Sarasota
4.97 out of 5 average rating, 38 reviewsSunset retreat Indian Beach near downtown Sarasota
11 – 18 Oct
Home in Bradenton
4.94 out of 5 average rating, 17 reviewsLittle Love Shack by the Beach
7 – 14 Aug
Home in Sarasota
4.98 out of 5 average rating, 57 reviews‘The Bella’ Cottage by Sarasota Bay!
28 June – 5 July
Home in Sarasota
5.0 out of 5 average rating, 29 reviewsSiesta Key Fully-Renovated Unit 5 min to the beach
24 – 31 Dec
Home in Holmes Beach
5.0 out of 5 average rating, 27 reviewsCouple’s Seatreat
2 – 9 Dec
Home in Sarasota
5.0 out of 5 average rating, 23 reviewsLovely House in Sarasota Bay
17 – 24 July
Home in Holmes Beach
4.92 out of 5 average rating, 26 reviewsCozy beach house with pool - 1 block from beach!
25 May – 1 June
Home in Bradenton
5.0 out of 5 average rating, 66 reviewsMins to Anna Maria Beaches Saltwater Pool/Hot tub!
9 – 16 Oct
Destinations to explore
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