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
9–16 Aug
Home in Holmes Beach
4.95 out of 5 average rating, 158 reviewsSet AMI
22–29 Nov
Home in Ruskin
4.94 out of 5 average rating, 162 reviewsPrivate Beach Nature 2 ppl pets Work space remote
5–12 Apr
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
4.83 out of 5 average rating, 105 reviewsTortuga Inn Beach Resort # 229 Island Condo, 2Bdrm
5–12 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
Apartment in Siesta Key
4.92 out of 5 average rating, 88 reviewsNO Stairs, beachfront & short walk to the village!
25 Sep – 2 Oct
Apartment in Sarasota
5.0 out of 5 average rating, 9 reviews#1 Beach Siesta Key Village w heated pool & arcade
19–26 Sep
Beachfront home rentals with a pool
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 Nov
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
11–18 Aug
Apartment in Venice
4.86 out of 5 average rating, 140 reviewsThe Studio at the Beach 56
28 May – 4 Jun
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 Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
13–20 Nov
Apartment in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
14–21 Aug
Private beachfront home rentals
Flat in Nokomis
4.97 out of 5 average rating, 124 reviewsCasa del Sol II (Non-Smoking Property)
16–23 Aug
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
Apartment in Sarasota
5.0 out of 5 average rating, 9 reviewsSea Club II: Paradise w/ Private Beach Access!
27 Oct – 3 Nov
Flat in Siesta Key
5.0 out of 5 average rating, 4 reviewsSunset Sensation
4–11 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
6.5K reviews
Nightly prices starting at
€ 93 before taxes and fees
Destinations to explore
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