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Search results; Over 1,000 places in Siesta Key

Condo in Sarasota
Breathtaking Beachfront Views in Siesta Key
3 beds
May 1 – 6
New place to stay
Guest favorite
Condo in Siesta Key
Seaside on Siesta Key Beach
3 beds
May 16 – 23
4.98 out of 5 average rating, 66 reviews
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
2 beds
Jun 26 – Jul 1
4.72 out of 5 average rating, 164 reviews
Guest favorite
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
Aug 20 – 25
4.96 out of 5 average rating, 267 reviews
Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
3 beds
Apr 20 – 27
4.97 out of 5 average rating, 34 reviews
Guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
4 beds
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
1 king bed
May 28 – Jun 2
5.0 out of 5 average rating, 61 reviews
Guest favorite
Apartment in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
2 beds
Apr 28 – May 3
4.99 out of 5 average rating, 72 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
2 beds
Apr 12 – 17
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Siesta Key
Beachfront Getaway in Siesta Key
2 beds
May 28 – Jun 2
4.76 out of 5 average rating, 470 reviews
Guest favorite
Condo in Siesta Key
Walk to Siesta Key Village and Beach
2 beds
Apr 13 – 18
4.95 out of 5 average rating, 148 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
Home in Siesta Key
Your Tropical Paradise at a Siesta Key Beach House
3 beds
Apr 5 – 10
4.98 out of 5 average rating, 57 reviews
Guest favorite
Home in Siesta Key
Siesta Key Beach & Village 2BR/2BA Steps to Beach
3 beds
Apr 6 – 11
4.92 out of 5 average rating, 138 reviews
Guest favorite
Home in Siesta Key
One-of-a-kind*Beach, Village, Dock & Private Pool!
4 beds
Apr 6 – 11
5.0 out of 5 average rating, 122 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Condo! Steps from Private Beach & Pool!
3 beds
Apr 20 – 25
4.83 out of 5 average rating, 65 reviews
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
3 beds
Apr 29 – May 4
4.98 out of 5 average rating, 62 reviews
Guest favorite
Vacation home in Siesta Key
Siesta Beach View : Pineapple Bungalow Efficiency
2 beds
Apr 11 – 16
5.0 out of 5 average rating, 55 reviews