Waterfront vacation rentals in Siesta Key
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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 Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
Aug 13 – 20
Apartment in Siesta Key
4.85 out of 5 average rating, 205 reviewsSiesta Key - Poolside Suite - Studio - Free kayaks
Aug 31 – Sep 7
Apartment in Ellenton
4.96 out of 5 average rating, 322 reviewsSerenity on the Manatee
Sep 10 – 17
Apartment in Sarasota
4.84 out of 5 average rating, 287 reviews· King bed . Pool. Daily rentals
Mar 8 – 15
Apartment in Treasure Island
4.91 out of 5 average rating, 279 reviewsAttractive Beachfront Studio - Live Like a Local!
Sep 18 – 25
Apartment in Madeira Beach
4.85 out of 5 average rating, 339 reviewsB⎈AT HOUSE OASIS⚓Steps to the water⚓Walk to Beach!
Dec 18 – 25
Apartment in Ruskin
4.85 out of 5 average rating, 104 reviewsSunset Del Mar (Studio with view of Tampa Bay)
Aug 3 – 10
Apartment in Bradenton Beach
4.88 out of 5 average rating, 205 reviewsLas Palmas Beach Rentals Unit 1
Sep 7 – 14
Waterfront house rentals
Home in Bradenton
4.94 out of 5 average rating, 153 reviewsPeaceful Braden River Oasis: Cottage
Apr 13 – 20
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
Jul 21 – 28
Home in Siesta Key
4.91 out of 5 average rating, 122 reviewsSea Club II Garden House
Mar 8 – 15
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
Sep 12 – 19
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
Mar 9 – 16
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
Dec 14 – 21
Home in Gulfport
4.89 out of 5 average rating, 118 reviewsThe Brenda Ann/Pet Friendly/Walk to downtown!
Aug 19 – 26
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
Sep 6 – 13
Waterfront condo rentals
Condo in Siesta Key
4.9 out of 5 average rating, 204 reviewsSea Club 2 Condo Siesta Key
Mar 27 – Apr 3
Condo in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
Sep 15 – 22
Condo in Sarasota
4.83 out of 5 average rating, 147 reviewsBest Gulf Coast Condo in Siesta Key
Aug 14 – 21
Condo in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
Oct 13 – 20
Condo in Longboat Key
4.86 out of 5 average rating, 155 reviewsThe Beach Condo Unit #107 Beachfront
Oct 25 – Nov 1
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
Dec 12 – 19
Condo in Bradenton Beach
4.91 out of 5 average rating, 131 reviewsBeachfront condo in paradise
Apr 3 – 10
Condo in Longboat Key
4.8 out of 5 average rating, 213 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
Jul 11 – 18
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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