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Search results; Over 1,000 places

Condo in Sarasota
Breathtaking Beachfront Views in Siesta Key
2 min drive
May 1 – 6
New place to stay
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 min walk
May 16 – 23
4.98 out of 5 average rating, 66 reviews
Guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
7 min walk
May 22 – 27
4.86 out of 5 average rating, 7 reviews
Guest favorite
Condo in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5 min drive
May 28 – Jun 2
5.0 out of 5 average rating, 61 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 min drive
Aug 20 – 25
4.96 out of 5 average rating, 268 reviews
Superhost
Home in Siesta Key
Beachfront Getaway in Siesta Key
5 min drive
May 28 – Jun 2
4.76 out of 5 average rating, 470 reviews
Guest favorite
Condo in Siesta Key
NO Stairs, beachfront & short walk to the village!
10 min walk
Apr 27 – May 2
4.91 out of 5 average rating, 81 reviews
Guest favorite
Condo in Siesta Key
Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
2 min drive
Apr 13 – 20
4.94 out of 5 average rating, 137 reviews
Guest favorite
Apartment in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
4 min drive
Apr 28 – May 3
4.99 out of 5 average rating, 72 reviews
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
5 min drive
Apr 20 – 27
4.97 out of 5 average rating, 34 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Condo! Steps from Private Beach & Pool!
2 min drive
Apr 20 – 25
4.83 out of 5 average rating, 65 reviews
Guest favorite
Condo in Siesta Key
Penthouse Expansive Ocean Views
5 min drive
Apr 27 – May 4
5.0 out of 5 average rating, 5 reviews
Guest favorite
Condo in Sarasota
615 Luxury Condo With Ocean View, Heated Pool +++
5 min drive
Aug 2 – 7
4.98 out of 5 average rating, 61 reviews
Superhost
Townhouse in Siesta Key
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
2 min drive
Apr 19 – 24
4.75 out of 5 average rating, 59 reviews
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
2 min drive
Apr 29 – May 4
4.98 out of 5 average rating, 62 reviews
Guest favorite
Home in Sarasota
5 minutes to private Siesta Key Beach + 2 pools
10 min walk
May 3 – 9
4.87 out of 5 average rating, 128 reviews
Guest favorite
Home in Siesta Key
Your Tropical Paradise at a Siesta Key Beach House
4 min drive
Apr 5 – 10
4.98 out of 5 average rating, 57 reviews
Guest favorite
Apartment in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2 min drive
Jul 24 – 29
4.99 out of 5 average rating, 135 reviews