Waterfront holiday rentals in Siesta Key
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Siesta Key
Guests agree: These waterfront accommodation options 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 Siesta Key waterfront rentals
Waterfront apartment accommodation
Apartment in Siesta Key
4.67 out of 5 average rating, 168 reviewsSiesta Key Condo. Sit by the water !
3–10 Apr
Apartment in Ellenton
4.96 out of 5 average rating, 321 reviewsSerenity on the Manatee
28 Aug – 4 Sep
Apartment in Saint Pete Beach
4.77 out of 5 average rating, 199 reviewsSteps from Sand & Pool
1–8 Dec
Apartment in Gulfport
4.99 out of 5 average rating, 107 reviewsSpacious Casa Marina in Gulfport
30 Oct – 6 Nov
Apartment in Ruskin
4.84 out of 5 average rating, 102 reviewsSunset Del Mar (Studio with view of Tampa Bay)
31 Oct – 7 Nov
Apartment in Bradenton Beach
4.88 out of 5 average rating, 204 reviewsLas Palmas Beach Rentals Unit 1
11–18 Dec
Apartment in Siesta Key
5.0 out of 5 average rating, 4 reviewsSunset Sensation
4–11 Sep
Apartment in Siesta Key
5.0 out of 5 average rating, 15 reviewsAcross from beach & walk to town
1–8 Sep
Waterfront house rentals
Home in Siesta Key
4.91 out of 5 average rating, 121 reviewsSea Club II Garden House
27 Apr – 4 May
Home in Myakka City
4.98 out of 5 average rating, 134 reviewsCharming Country Stay (Near Lakewood Ranch)
15–22 Jul
Home in Gulfport
4.89 out of 5 average rating, 117 reviewsThe Brenda Ann/Pet Friendly/Walk to downtown!
4–11 Nov
Home in Longboat Key
4.87 out of 5 average rating, 106 reviewsSummer House longboat key
20–27 Nov
Home in Englewood
4.96 out of 5 average rating, 104 reviewsWaterfront Cottage by Manasota Key
12–19 Sep
Home in Sarasota
4.93 out of 5 average rating, 106 reviewsLake Front House with a Pool
26 Aug – 2 Sep
Home in Siesta Key
4.89 out of 5 average rating, 100 reviewsSpacious & Modern Gem ~ Walk to Gated Beach ~ Pool
9–16 Feb
Home in Anna Maria
4.93 out of 5 average rating, 152 reviewsPrivate 30' Pool and Boat Dock - Rated best on AMI
6–13 Nov
Waterfront condo accommodation
Condo in Longboat Key
4.8 out of 5 average rating, 212 reviewsSRQ/Longboat Key Beach - kid friendly/romantic B1
13–20 Oct
Condo in Sarasota
4.83 out of 5 average rating, 147 reviewsBest Gulf Coast Condo in Siesta Key
2–9 Oct
Condo in Venice
4.82 out of 5 average rating, 219 reviewsUpdated beachy condo - ready for you!
12–19 Dec
Condo in Longboat Key
4.82 out of 5 average rating, 159 reviewsUpdated Beachfront Condo at Prestigious Long Boat
15–22 Mar
Condo in Siesta Key
4.97 out of 5 average rating, 110 reviewsSiesta Key For Me @ The Palm Bay Club
13–20 Dec
Condo in Venice
4.83 out of 5 average rating, 174 reviewsVenice Beach Studio 71
19–26 Aug
Condo in St. Pete Beach
4.93 out of 5 average rating, 120 reviewsBeachside studio only steps to the beach
12–19 Aug
Condo in Longboat Key
4.86 out of 5 average rating, 154 reviewsThe Beach Condo Unit #107 Beachfront
22–29 Oct
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
$151 NZD before taxes and fees
Destinations to explore
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Naples Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Waterfront rentals United States
- Waterfront rentals Florida
- Waterfront rentals Florida
- Waterfront rentals Kissimmee
- Waterfront rentals Tampa
- Rentals with beach access Siesta Key
- Monthly Rentals Siesta Key
- Rentals with a washing machine and dryer Siesta Key
- Rentals with pools Siesta Key
- Condo rentals Siesta Key
- Bungalow rentals Siesta Key
- Villa rentals Siesta Key
- Beach condo rentals Siesta Key
- Pet-friendly rentals Siesta Key
- Townhouse rentals Siesta Key
- Beach house rentals Siesta Key
- Beachfront rentals Siesta Key
- Rentals with a hot tub Siesta Key
- Rentals with a kayak Siesta Key
- Apartment rentals Siesta Key
- Family-friendly rentals Siesta Key
- Rentals with a fire pit Siesta Key
- Cottage rentals Siesta Key
- House rentals Siesta Key
- Rentals with a patio Siesta Key
- Rentals with a fireplace Siesta Key
- Fitness-friendly rentals Siesta Key
- Wheelchair accessible rentals Siesta Key
- Mansion rentals Siesta Key
- Rentals with outdoor seating Siesta Key
- Rentals with a sauna Siesta Key
- Kid-friendly rentals Siesta Key
- Waterfront rentals Sarasota County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom