
Waterfront vacation rentals in Siesta Key
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Siesta Key
Guests agree: these waterfront accommodations 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

Newly Remodeled Beachfront Studio - On the sand!

Sweet Retreat at Shorewalk!

King bed. Pool. Daily rentals

Longboat Key-OCEAN FRONT- on the beach

Popular Beachside Studio w/ Shady Patio & Palms!

Serenity on the Manatee

2/2 Beach House Apt on Siesta Key

Siesta Key Condo. Sit by the water !
Waterfront house rentals

Direct Beach front! Bridge Street+ Restaurants!

Beautiful Island Beach House

Coastal Retreat near Siesta Key Beach and Downtown

Bayfront Beach access with Heated Pool!

Summer House longboat key

Beach Retreat! Bikes, Paddleboards, Sauna & more!

Sea Club II Garden House

Beach a la Mode | Luxury Anna Maria Island Home!
Waterfront condo rentals

Penthouse Expansive Ocean Views

Amazing SK beach views... Newly renovated condo!!!

Romantic 1BR Suite, Private Balcony & Sunset Views

Luxury 3/3 Margaritaville Resort

A New Listing - Siesta Key Beach Front!

A&A's Paradise near IMG & Anna Maria beaches

Siesta Key Beach (OHAB) Townhouse #1 beach

505 at Jamaica Royale
Quick stats about waterfront rentals in Siesta Key
Total rentals
360 properties
Nightly prices starting at
$60 USD before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
300 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
310 properties have a pool
Destinations to explore
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- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Caspersen Beach
- Bean Point Beach
- Anna Maria Public Beach
- Amalie Arena
- Coquina Beach
- Lido Key Beach
- Cortez Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- Streamsong Resort
- Jannus Live
- Manasota Key Beach
- North Beach
- Splash Harbour Water Park
- Fort De Soto Park
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Mahaffey Theater