Waterfront vacation rentals in Siesta Key
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Siesta Key
Guests agree: these waterfront accommodations 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 Key waterfront rentals
Waterfront apartment rentals
Apartment in Siesta Key
4.67 out of 5 average rating, 168 reviewsSiesta Key Condo. Sit by the water !
Aug. 18 – 25
Apartment in Ellenton
4.96 out of 5 average rating, 320 reviewsSerenity on the Manatee
Oct. 6 – 13
Apartment in Saint Pete Beach
4.77 out of 5 average rating, 199 reviewsSteps from Sand & Pool
Oct. 23 – 30
Apartment in Ruskin
4.84 out of 5 average rating, 102 reviewsSunset Del Mar (Studio with view of Tampa Bay)
Dec. 4 – 11
Apartment in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
Dec. 11 – 18
Apartment in Bradenton Beach
4.89 out of 5 average rating, 118 reviewsBeachfront Studio right on the beach, Free Parking
Dec. 28 – Jan. 4
Apartment in Siesta Key
5.0 out of 5 average rating, 4 reviewsSunset Sensation
Sep. 4 – 11
Apartment in Siesta Key
4.94 out of 5 average rating, 83 reviewsSiesta Premier Location - The 'Calm of Siesta'
Jan. 5 – 12
Waterfront house rentals
Home in Siesta Key
4.91 out of 5 average rating, 121 reviewsSea Club II Garden House
Nov. 10 – 17
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Jul. 15 – 22
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
Aug. 9 – 16
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep. 12 – 19
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
Oct. 13 – 20
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Nov. 6 – 13
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
Sep. 21 – 28
Home in Siesta Key
4.9 out of 5 average rating, 21 reviewsParadise Retreat
Nov. 1 – 8
Waterfront condo rentals
Condo in Siesta Key
4.9 out of 5 average rating, 203 reviewsSea Club 2 Condo Siesta Key
Feb. 5 – 12
Condo in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Nov. 13 – 20
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
Dec. 12 – 19
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Dec. 7 – 14
Condo in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
Dec. 13 – 20
Condo in Venice
4.83 out of 5 average rating, 174 reviewsVenice Beach Studio 71
Aug. 18 – 25
Condo in Bradenton Beach
4.91 out of 5 average rating, 129 reviewsBeachfront condo in paradise
Apr. 20 – 27
Condo in Longboat Key
4.86 out of 5 average rating, 154 reviewsThe Beach Condo Unit #107 Beachfront
Oct. 22 – 29
Quick stats about waterfront rentals in Siesta Key
Total rentals
300 properties
Rentals with a pool
250 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
240 properties are a good fit for families
Total number of reviews
8.3K reviews
Nightly prices starting at
$123 CAD before taxes and fees
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