Waterfront vacation rentals in Siesta Key
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Siesta Key
Guests agree: these waterfront rentals 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 Bradenton Beach
4.84 out of 5 average rating, 179 reviews"Dream Away" at The Beach Dreams Resort
Apartment in Sarasota
4.84 out of 5 average rating, 290 reviews· King bed . Pool. Daily rentals
Apartment in Siesta Key
4.68 out of 5 average rating, 170 reviewsSiesta Key Condo. Sit by the water !
Apartment in Gulfport
4.99 out of 5 average rating, 112 reviewsSpacious Casa Marina in Gulfport
Apartment in Ruskin
4.85 out of 5 average rating, 106 reviewsSunset Del Mar (Studio with view of Tampa Bay)
Apartment in St. Pete Beach
4.87 out of 5 average rating, 117 reviewsLivin' Poolside Steps to Upham Beach Condo Sleep 6
Apartment in Bradenton Beach
4.88 out of 5 average rating, 208 reviewsLas Palmas Beach Rentals Unit 1
Apartment in Sarasota
4.88 out of 5 average rating, 8 reviewsBrand new apt 6 min from Siesta
Waterfront house rentals
Home in Englewood
4.96 out of 5 average rating, 105 reviewsCharming & Comfy Waterfront Oasis ~ Views ~ Dock!
Home in Bradenton
4.93 out of 5 average rating, 114 reviewsPeaceful Braden River Oasis: Guest House
Home in Ruskin
4.95 out of 5 average rating, 165 reviewsPrivate Beach Nature 2 ppl pets Work space remote
Home in Bradenton
4.98 out of 5 average rating, 199 reviewsMy Sunny home on the Bay.
Home in Longboat Key
4.87 out of 5 average rating, 108 reviewsSummer House longboat key
Home in Siesta Key
4.91 out of 5 average rating, 125 reviewsSea Club II Garden House
Home in Anna Maria
4.94 out of 5 average rating, 154 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
Home in Siesta Key
4.89 out of 5 average rating, 102 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
Waterfront condo rentals
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
Condo in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Condo in Siesta Key
4.82 out of 5 average rating, 134 reviewsThe Key to a Great Vacation!
Condo in Venice
4.82 out of 5 average rating, 226 reviewsUpdated beachy condo - ready for you!
Condo in Venice
4.83 out of 5 average rating, 178 reviewsVenice Beach Studio 71
Condo in Tierra Verde
4.96 out of 5 average rating, 243 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Condo in Bradenton
4.95 out of 5 average rating, 132 reviewsThe Seashell Cottage with peaceful water views!
Condo in Bradenton Beach
4.91 out of 5 average rating, 136 reviewsBeachfront condo in paradise
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
$90 before taxes and fees
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