Beachfront vacation rentals in Siesta Beach
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Top-rated beachfront rentals in Siesta Beach
Guests agree: these beachfront homes 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 Siesta Beach beachfront rentals
Pet-friendly beachfront home rentals
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
Mar. 9 – 16
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
Dec. 14 – 21
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
Sep. 20 – 27
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
Jan. 19 – 26
Condo in Nokomis
4.83 out of 5 average rating, 144 reviewsPrivate Beachside Kitchenette
Jun. 3 – 10
Townhouse in St. Pete Beach
4.88 out of 5 average rating, 202 reviewsSteps to Beach+bikes VaCay getaway on PaG island
Mar. 18 – 25
Apartment in Bradenton Beach
4.84 out of 5 average rating, 126 reviewsTangerine Dreams at The Beach Dreams Resort
Jan. 7 – 14
Apartment in Saint Pete Beach
4.99 out of 5 average rating, 106 reviews202 Beautiful Pass a Grille Steps from Beach
Sep. 19 – 26
Beachfront home rentals with a pool
Condo in Siesta Key
4.89 out of 5 average rating, 118 reviewsSiesta Key Beach Escape
Mar. 21 – 28
Condo in Siesta Key
4.82 out of 5 average rating, 194 reviewsNew: Cozy 1BR Beach Condo on Siesta Key!!!
Jan. 24 – 31
Cottage in Siesta Key
4.84 out of 5 average rating, 133 reviewsAdorable Cozy Silver Sands Cottage on Siesta Key!!
Sep. 27 – Oct. 4
Condo in Longboat Key
4.97 out of 5 average rating, 149 reviewsCharming Condo on the Coast!
Nov. 22 – 29
Condo in Longboat Key
4.93 out of 5 average rating, 145 reviewsBeachfront Resort, Ocean View, Pool, Tennis, Gym
Nov. 6 – 13
Condo in Siesta Key
5.0 out of 5 average rating, 18 reviewsAmazing beach view! Entire unit renovated!
Sep. 19 – 26
Condo in Siesta Key
4.97 out of 5 average rating, 31 reviewsCozy Top-Floor Stay on Siesta Key + Bikes
Sep. 5 – 12
Condo in Siesta Key
4.94 out of 5 average rating, 32 reviewsSiesta Key Beach Getaway 2bd/2ba
Sep. 8 – 15
Private beachfront home rentals
Apartment in Siesta Key
4.94 out of 5 average rating, 83 reviewsSiesta Premier Location - The 'Calm of Siesta'
Jul. 6 – 13
Apartment in Siesta Key
5.0 out of 5 average rating, 6 reviewsSunset Sensation
Dec. 2 – 9
Condo in Sarasota
5.0 out of 5 average rating, 11 reviewsStunning Ocean-View Penthouse, 20 steps to Beach!
Jul. 18 – 25
Condo in Sarasota
4.98 out of 5 average rating, 65 reviews615 Luxury Condo With Ocean View, Heated Pool +++
Mar. 7 – 14
Condo in Sarasota
5.0 out of 5 average rating, 5 reviewsStunning Siesta Vistas Direct Beach Access & Pool
Aug. 25 – Sep. 1
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
Mar. 8 – 15
Apartment in Siesta Key
4.99 out of 5 average rating, 80 reviewsCozy Coastal Getaway 2 min Walk to Beach & Village
Mar. 27 – Apr. 3
Cottage in Siesta Key
4.94 out of 5 average rating, 67 reviewsSurf Shack- Walk to Village/Boat Dock Included
Mar. 29 – Apr. 5
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