Waterfront holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for waterfront rentals in Siesta Key
Waterfront apartment rentals
Flat in Longboat Key
4.82 out of 5 average rating, 124 reviewsOcean Front Studio Special From $99/night
22–29 Oct
Flat in Treasure Island
4.91 out of 5 average rating, 278 reviewsAttractive Beachfront Studio - Live Like a Local!
23–30 Jul
Flat in Ruskin
4.85 out of 5 average rating, 104 reviewsSunset Del Mar (Studio with view of Tampa Bay)
24–31 Oct
Flat in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
25 Jan – 1 Feb
Flat in Gulfport
4.99 out of 5 average rating, 108 reviewsSpacious Casa Marina in Gulfport
6–13 Nov
Flat in St. Pete Beach
4.87 out of 5 average rating, 111 reviewsLivin' Poolside Steps to Upham Beach Condo Sleep 6
22–29 Sep
Flat in Bradenton Beach
4.87 out of 5 average rating, 123 reviewsLow Tide @ Tides Inn
1–8 Nov
Flat in Bradenton Beach
4.89 out of 5 average rating, 118 reviewsBeachfront Studio right on the beach, Free Parking
29 Jan – 5 Feb
Waterfront house rentals
Home in Bradenton
4.94 out of 5 average rating, 153 reviewsPeaceful Braden River Oasis: Cottage
5–12 Jan
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
5–12 Sep
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
12–19 Sep
Home in Siesta Key
4.89 out of 5 average rating, 100 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
24 Feb – 3 Mar
Home in Siesta Key
4.79 out of 5 average rating, 117 reviews3BR Unit with Pool & Hot Tub, 2 min walk to Beach
10–17 Nov
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
28 Feb – 7 Mar
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
16–23 Dec
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
3–10 Apr
Waterfront apartment rentals
Apartment in Siesta Key
4.9 out of 5 average rating, 204 reviewsSea Club 2 Condo Siesta Key
25 Jan – 1 Feb
Apartment in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
24 Nov – 1 Dec
Apartment in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
14–21 Sep
Apartment in Venice
4.87 out of 5 average rating, 141 reviewsThe Studio at the Beach 56
11–18 Oct
Apartment in Sarasota
4.83 out of 5 average rating, 147 reviewsBest Gulf Coast Condo in Siesta Key
29 Jun – 6 Jul
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, 131 reviewsBeachfront condo in paradise
24 Apr – 1 May
Apartment in Longboat Key
4.86 out of 5 average rating, 154 reviewsThe Beach Condo Unit #107 Beachfront
24–31 Jan
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
$121 SGD before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
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