House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Longboat Key house rentals
House rentals with a pool
Home in Siesta Key
5.0 out of 5 average rating, 125 reviewsOne-of-a-kind*Beach, Village, Dock & Private Pool!
Jul 14 – 21
Home in Tampa
4.97 out of 5 average rating, 111 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Dec 16 – 23
Home in Sarasota
4.9 out of 5 average rating, 107 reviews🌴🐬Bay Haven- Resort style Backyard 🏊♀️🔥 & Game Rm⚽️
Nov 22 – 29
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Dec 16 – 23
Home in Sarasota
4.78 out of 5 average rating, 63 reviewsPool house by the bay
May 6 – 13
Home in Longboat Key
5.0 out of 5 average rating, 7 reviewsZilli Villa, a 2,000 sf home right on the beach.
Apr 26 – May 3
Home in Holmes Beach
4.93 out of 5 average rating, 27 reviewsBackyard Bliss Anna Maria Island
Mar 5 – 12
Home in Sarasota
5.0 out of 5 average rating, 12 reviewsWalk to Lido Beach &St. Armands -grill/HEATED POOL
Nov 25 – Dec 2
House rentals with a hot tub
Home in Sarasota
4.9 out of 5 average rating, 106 reviewsQuiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower
Jan 9 – 16
Home in Bradenton
4.91 out of 5 average rating, 254 reviewsPalm Retreat Gold: Luxury Edition of #1 Rental
Apr 19 – 26
Home in Sarasota
4.98 out of 5 average rating, 160 reviewsThe Palms-Private Heated Pool Hot Tub-5mi to beach
Jun 27 – Jul 4
Home in Bradenton
4.91 out of 5 average rating, 102 reviewsLuxurious 3 bedroom home with Hot Tub near AMI
Aug 16 – 23
Home in Indian Rocks Beach
4.98 out of 5 average rating, 99 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Jan 14 – 21
Home in Holmes Beach
4.97 out of 5 average rating, 32 reviewsUnit B updated 2/2 Shared pool! Walk to beach
Dec 3 – 10
Home in Sarasota
4.95 out of 5 average rating, 60 reviewsBeach + Downtown! Saltwater Pool, Spa, Bikes
Sep 11 – 18
Home in Bradenton
4.97 out of 5 average rating, 31 reviewsWaterfront Home! Heated Pool, Spa & Boat Dock
Nov 18 – 25
House rentals with free parking
Home in Bradenton Beach
5.0 out of 5 average rating, 10 reviewsNew! Sunset Beach View/Trolley/Bridge Street!
Feb 14 – 21
Home in Sarasota
4.89 out of 5 average rating, 47 reviewsCentrally Located Cozy Home
Sep 6 – 13
Home in Anna Maria
4.9 out of 5 average rating, 21 reviewsSerendipity - Beach Front 4/3
Dec 7 – 14
Home in Sarasota
5.0 out of 5 average rating, 9 reviewsUrban Serenity among Mango Trees
Aug 31 – Sep 7
Home in Anna Maria
5.0 out of 5 average rating, 34 reviewsami skyview
Sep 29 – Oct 6
Home in Sarasota
5.0 out of 5 average rating, 72 reviewsSave 15% on Tropical Getaway for 7+ Nights!
Jun 1 – 8
Home in Longboat Key
4.96 out of 5 average rating, 51 reviewsDirect Bay Front villa w/ private boat slip
May 10 – 17
Home in Sarasota
5.0 out of 5 average rating, 23 reviewsLovely House in Sarasota Bay
Sep 14 – 21
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
3K reviews
Nightly prices starting at
R556 ZAR before taxes and fees
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