Beachfront holiday rentals in Siesta Key
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Top-rated beachfront rentals in Siesta Key
Guests agree: these beachfront homes 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 beachfront rentals in Siesta Key
Pet-friendly beachfront home rentals
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
20–27 Nov
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
18–25 Oct
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
26 Jan – 2 Feb
Flat in Bradenton Beach
4.84 out of 5 average rating, 125 reviewsTangerine Dreams at The Beach Dreams Resort
18–25 Dec
Flat in Bradenton Beach
4.81 out of 5 average rating, 106 reviewsTortuga Inn Beach Resort # 229 Island Condo, 2Bdrm
6–13 Dec
Townhouse in St. Pete Beach
4.88 out of 5 average rating, 202 reviewsSteps to Beach+bikes VaCay getaway on PaG island
11–18 Nov
Flat in Saint Pete Beach
4.99 out of 5 average rating, 106 reviews202 Beautiful Pass a Grille Steps from Beach
19–26 Sep
Apartment in Siesta Key
4.92 out of 5 average rating, 88 reviewsNO Stairs, beachfront & short walk to the village!
1–8 Feb
Beachfront home rentals with a pool
Cottage in Sarasota
4.84 out of 5 average rating, 154 reviewsHeated Pool! Beach! Drift Inn Unit B Siesta Key!
24 Sep – 1 Oct
Apartment in Sarasota
4.91 out of 5 average rating, 215 reviewsNew Renovation! Walk to Beach, Pool, Restaurants!
24–31 Jan
Apartment in Siesta Key
4.89 out of 5 average rating, 118 reviewsSiesta Key Beach Escape
1–8 Dec
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
11–18 Aug
Flat in Sarasota
4.91 out of 5 average rating, 172 reviewsVILLA 6 ·Pool 1 King 1 Queen. Daily rentals
9–16 Nov
Apartment in Siesta Key
4.88 out of 5 average rating, 122 reviewsPrivate Beach Siesta Key Resort Jamaica Royale
25 Dec – 1 Jan
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
13–20 Oct
Apartment in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Private beachfront home rentals
Cottage in Siesta Key
4.94 out of 5 average rating, 67 reviewsSurf Shack- Walk to Village/Boat Dock Included
3–10 Nov
Apartment in Siesta Key
4.94 out of 5 average rating, 32 reviewsSiesta Key Beach Getaway 2bd/2ba
10–17 Sep
Apartment in Siesta Key
4.93 out of 5 average rating, 54 reviewsSiesta Key Studio - on the BEACH!
1–8 Oct
Apartment in Siesta Key
5.0 out of 5 average rating, 18 reviewsAmazing beach view! Entire unit renovated!
15–22 Aug
Flat in Siesta Key
5.0 out of 5 average rating, 4 reviewsSunset Sensation
4–11 Sep
Apartment in Siesta Key
4.92 out of 5 average rating, 79 reviewsBeautiful White Sand Siesta Key Beach
25 Aug – 1 Sep
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
21–28 Sep
Apartment in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
6–13 Aug
Quick stats about beachfront rentals in Siesta Key
Total rentals
200 properties
Rentals with a pool
160 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
150 properties are a good fit for families
Total number of reviews
6.5T reviews
Nightly prices starting at
₹8,341 before taxes and fees
Destinations to explore
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