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 Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
19–26 Nov
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
10–17 Nov
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
28 Feb – 7 Mar
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
11–18 Apr
Flat in Bradenton Beach
4.84 out of 5 average rating, 126 reviewsTangerine Dreams at The Beach Dreams Resort
6–13 Sep
Apartment in Siesta Key
4.92 out of 5 average rating, 88 reviewsNO Stairs, beachfront & short walk to the village!
17–24 Sep
Apartment in Sarasota
5.0 out of 5 average rating, 10 reviews#1 Beach Siesta Key Village w heated pool & arcade
6–13 Jan
Cottage in Siesta Key
4.91 out of 5 average rating, 92 reviewsThe Mermaid: Heated Pool, 4 Houses to Beach
14–21 Aug
Beachfront home rentals with a pool
Apartment in Siesta Key
4.83 out of 5 average rating, 122 reviewsSarasota Surf & Racquet Club Siesta Key Condo
9–16 Jan
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
5–12 Jan
Apartment in Siesta Key
4.89 out of 5 average rating, 118 reviewsSiesta Key Beach Escape
8–15 Dec
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
9–16 Nov
Apartment in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
14–21 Sep
Guest house in Englewood
4.93 out of 5 average rating, 235 reviewsGulf front romantic cottage in paradise
12–19 Aug
Apartment in Siesta Key
5.0 out of 5 average rating, 18 reviewsAmazing beach view! Entire unit renovated!
11–18 Dec
Apartment in Siesta Key
4.95 out of 5 average rating, 65 reviewsThe Honeymoon Suite on Siesta Key Beach
26 Jan – 2 Feb
Private beachfront home rentals
Cottage in Siesta Key
4.94 out of 5 average rating, 67 reviewsSurf Shack- Walk to Village/Boat Dock Included
7–14 Apr
Flat in Siesta Key
5.0 out of 5 average rating, 4 reviewsSunset Sensation
4–11 Sep
Apartment in Sarasota
5.0 out of 5 average rating, 10 reviewsStunning Ocean-View Penthouse, 20 steps to Beach!
4–11 Dec
Apartment in Siesta Key
4.97 out of 5 average rating, 58 reviewsCharming Siesta Key Condo Just Minutes from Beach
8–15 May
Apartment in Sarasota
5.0 out of 5 average rating, 65 reviewsChic Beach Condo>>Best Location On Lido Keys
24–31 Aug
Apartment in Siesta Key
4.97 out of 5 average rating, 65 reviewsPalm Bay Club Most Desirable Spot on Siesta Key!
13–20 Dec
Apartment in Nokomis
5.0 out of 5 average rating, 16 reviewsPrivate Studio (entire space)
11–18 Dec
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
8–15 Mar
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
6.5K reviews
Nightly prices starting at
$135 SGD before taxes and fees
Destinations to explore
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