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