%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing

Search results; Over 1,000 places in Siesta Key

Learn how we sort results
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
Individual Host
Apr 27 – May 4
4.97 out of 5 average rating, 36 reviews
Superhost
Home in Siesta Key
Private Pool - Walk to Siesta Key Beach & Village!
Professional Host
Apr 30 – May 5
New place to stay
Superhost
Apartment in Siesta Key
Sunset Sensation
Individual Host
May 4 – 9
5.0 out of 5 average rating, 3 reviews
Apartment in Siesta Key
Sunset Beach Studio With Pool!
Professional Host
Jun 15 – 20
4.81 out of 5 average rating, 148 reviews
Guest favorite
Condo in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
Individual Host
May 18 – 23
4.91 out of 5 average rating, 78 reviews
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
2 beds
Apr 28 – May 3
4.95 out of 5 average rating, 148 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
Individual Host
Aug 2 – 7
4.99 out of 5 average rating, 139 reviews
Apartment in Siesta Key
Sunset Beach 1 Bedroom with Pool!
Professional Host
Jun 14 – 19
4.81 out of 5 average rating, 136 reviews
Guest favorite
Apartment in Siesta Key
Lil' Kahuna Siesta Retreat
Individual Host
Apr 27 – May 2
5.0 out of 5 average rating, 9 reviews
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
Individual Host
May 16 – 23
4.99 out of 5 average rating, 67 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 Gardens @ Siesta Key Village
3 beds
Apr 24 – 29
4.96 out of 5 average rating, 351 reviews
Guest favorite
Guest suite in Siesta Key
Cozy Studio - 5 min walk to #1 Siesta Key Beach!
1 queen bed
Jun 1 – 6
4.92 out of 5 average rating, 133 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Professional Host
Apr 27 – May 2
4.88 out of 5 average rating, 214 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
Home in Siesta Key
Siesta Peace Retreat a private home rental
Individual Host
Apr 29 – May 4
4.93 out of 5 average rating, 105 reviews
Guest favorite
Condo in Siesta Key
Renovated Siesta Key Condo, beach/pool access
4 beds
Apr 28 – May 3
4.94 out of 5 average rating, 52 reviews
Guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
Individual Host
Apr 28 – May 3
5.0 out of 5 average rating, 57 reviews