%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Display total before taxes

Search results; Over 1,000 places in Siesta Key

Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 beds
May 16 – 23
4.99 out of 5 average rating, 67 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
3 beds
Apr 27 – May 2
4.92 out of 5 average rating, 87 reviews
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
2 beds
May 26 – 31
4.95 out of 5 average rating, 37 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
4 beds
Aug 2 – 7
4.99 out of 5 average rating, 139 reviews
Apartment in Siesta Key
Sunset Beach Studio With Pool!
1 bed
Jun 15 – 20
4.81 out of 5 average rating, 148 reviews
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
2 beds
Jun 26 – Jul 1
4.72 out of 5 average rating, 165 reviews
Guest favorite
Apartment in Siesta Key
Lil' Kahuna Siesta Retreat
3 beds
Apr 27 – May 2
5.0 out of 5 average rating, 9 reviews
Superhost
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
1 bed
Apr 22 – 27
4.85 out of 5 average rating, 131 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
Aug 26 – 31
4.96 out of 5 average rating, 272 reviews
Guest favorite
Condo in Siesta Key
Comfy Siesta Key Condo
2 beds
May 8 – 15
4.82 out of 5 average rating, 72 reviews
Guest favorite
Condo in Siesta Key
Amazing beach view! Entire unit renovated!
3 beds
May 28 – Jun 4
5.0 out of 5 average rating, 17 reviews
Guest favorite
Condo in Siesta Key
Siesta Village Short Walk to Beach w heated Pool
2 beds
May 11 – 16
4.9 out of 5 average rating, 87 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
3 beds
May 18 – 23
4.91 out of 5 average rating, 78 reviews
Superhost
Condo in Siesta Key
LUXECottage @Crystal Sands -Siesta Key Beachfront!
3 beds
May 18 – 25
4.91 out of 5 average rating, 55 reviews
Superhost
Condo in Siesta Key
One of Best Locations on Siesta Key Beach!!
4 beds
May 6 – 13
4.86 out of 5 average rating, 43 reviews
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 king bed
Apr 28 – May 3
5.0 out of 5 average rating, 64 reviews
Guest favorite
Apartment in Siesta Key
Siesta Sunset Condo
3 beds
May 2 – 9
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
2 beds
May 27 – Jun 3
4.94 out of 5 average rating, 66 reviews