House holiday rentals in Longboat Key
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Top-rated house rentals in Longboat Key
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Longboat Key
House rentals with a pool
Home in Tampa
4.97 out of 5 average rating, 110 reviewsDowntown Tampa Pool House! Walk to Armature Works!
24–31 Dec
Home in Bradenton
4.87 out of 5 average rating, 205 reviewsSunny Oasis Near Beaches With Pool
28 Jul – 4 Aug
Home in Sarasota
4.94 out of 5 average rating, 148 reviewsModern, Bright Downtown SRQ A-Frame West of Trail
18–25 Apr
Home in Siesta Key
5.0 out of 5 average rating, 124 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
12–19 Dec
Home in Holmes Beach
4.92 out of 5 average rating, 24 reviewsBackyard Bliss Anna Maria Island
17–24 Nov
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
7–14 Dec
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
6–13 Nov
Home in Sarasota
5.0 out of 5 average rating, 10 reviewsFruit /Botanical Garden Estate 2 miles to downtown
19–26 Apr
Weekly house rentals
Home in Longboat Key
5.0 out of 5 average rating, 49 reviewsBeautiful Beach House
17–24 Jan
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
4–11 Apr
Home in Sarasota
5.0 out of 5 average rating, 20 reviewsThe Mango House Beach Cottage
15–22 Aug
Home in Anna Maria
5.0 out of 5 average rating, 13 reviewsLamantin- 2 bed/2bath North End, beach 2 min walk
6–13 Sep
Home in Sarasota
4.97 out of 5 average rating, 36 reviewsSunset retreat Indian Beach near downtown Sarasota
4–11 Oct
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
17–24 Sep
Home in Sarasota
5.0 out of 5 average rating, 22 reviewsTropical tranquil abode in beautiful Sarasota
3–10 Sep
Home in Anna Maria
5.0 out of 5 average rating, 33 reviewsami skyview
1–8 Dec
Private house rentals
Home in Sarasota
4.96 out of 5 average rating, 24 reviewsLovely Home by Sarasota Bay
7–14 Sep
Home in Sarasota
4.97 out of 5 average rating, 66 reviewsSunset Paradise by the Bay, Downtown & Beaches
10–17 Aug
Home in Sarasota
4.9 out of 5 average rating, 69 reviewsChic Beach Retreat Private Upper Cottage Apartment
12–19 May
Home in Treasure Island
5.0 out of 5 average rating, 3 reviewsBeachfront Private Duplex Home
7–14 May
Home in Sarasota
4.95 out of 5 average rating, 38 reviewsTropical Retreat w/ charming garden near downtown
10–17 Jul
Home in Longboat Key
4.96 out of 5 average rating, 50 reviewsDirect Bay Front villa w/ private boat slip
5–12 Jul
Home in Anna Maria
4.96 out of 5 average rating, 56 reviewsMy Private Beach
17–24 Nov
Home in Sarasota
5.0 out of 5 average rating, 9 reviewsUrban Serenity among Mango Trees
31 Aug – 7 Sep
Quick stats about house rentals in Longboat Key
Total rentals
190 properties
Rentals with a pool
120 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
170 properties are a good fit for families
Total number of reviews
3T reviews
Nightly prices starting at
₹2,502 before taxes and fees
Destinations to explore
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