Waterfront holiday rentals in Siesta Beach
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Top-rated waterfront rentals in Siesta Beach
Guests agree: these waterfront rentals 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 waterfront rentals in Siesta Beach
Waterfront apartment rentals
Flat in Siesta Key
4.67 out of 5 average rating, 168 reviewsSiesta Key Condo. Sit by the water !
1–8 Dec
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
19–26 Aug
Flat in Bradenton Beach
4.92 out of 5 average rating, 263 reviewsLas Palmas Beach Rentals unit 3
17–24 Oct
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
30 Dec – 6 Jan
Flat in Bradenton Beach
4.89 out of 5 average rating, 118 reviewsBeachfront Studio right on the beach, Free Parking
9–16 Mar
Flat in Siesta Key
5.0 out of 5 average rating, 4 reviewsSunset Sensation
4–11 Sep
Flat in Siesta Key
4.94 out of 5 average rating, 83 reviewsSiesta Premier Location - The 'Calm of Siesta'
20–27 Jul
Flat in Siesta Key
5.0 out of 5 average rating, 15 reviewsAcross from beach & walk to town
3–10 Aug
Waterfront house rentals
Home in Siesta Key
4.89 out of 5 average rating, 100 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
20–27 Apr
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
2–9 Oct
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
4–11 Oct
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
31 Oct – 7 Nov
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
28 Feb – 7 Mar
Home in Bradenton
4.92 out of 5 average rating, 119 reviewsBraden River Fishing Bungalow Oasis
14–21 May
Home in Siesta Key
4.99 out of 5 average rating, 67 reviewsSiesta Key Quaint Beach House
23–30 Oct
Home in Siesta Key
5.0 out of 5 average rating, 22 reviewsBeachfront 180-Degree View, Walk to Village!
8–15 Mar
Waterfront apartment rentals
Apartment in Longboat Key
4.97 out of 5 average rating, 148 reviewsCharming Condo on the Coast!
5–12 Apr
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
25 Oct – 1 Nov
Apartment in Sarasota
4.83 out of 5 average rating, 147 reviewsBest Gulf Coast Condo in Siesta Key
3–10 Jul
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
30 Sep – 7 Oct
Apartment in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
17–24 May
Apartment in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
5–12 Jan
Apartment in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Apartment in Bradenton Beach
4.91 out of 5 average rating, 130 reviewsBeachfront condo in paradise
14–21 Nov
Destinations to explore
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