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Search results; Over 1,000 rooms

Guest favorite
Condo in Siesta Key
Siesta Oceanview Retreat-1 min walking to beach
2 min walk
May 22 – 27
4.86 out of 5 average rating, 7 reviews
Guest favorite
Condo in Siesta Key
Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest
3 min drive
Apr 13 – 20
4.94 out of 5 average rating, 137 reviews
Condo in Siesta Key
Vacation Condo on Siesta Key, FL
3 min drive
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 min drive
Aug 20 – 25
4.96 out of 5 average rating, 268 reviews
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
Cottage in Siesta Key
Cottage on Siesta Key Beach
3 min drive
Aug 3 – 8
4.87 out of 5 average rating, 288 reviews
Superhost
Condo in Siesta Key
One of Best Locations on Siesta Key Beach!!
4 min walk
May 6 – 13
4.86 out of 5 average rating, 43 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
Apartment in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
3 min drive
Apr 28 – May 3
4.99 out of 5 average rating, 72 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
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!
5 min walk
Apr 27 – May 2
4.91 out of 5 average rating, 81 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
Guest favorite
Apartment in Siesta Key
Renovated beachside condo-direct beach access
2 min drive
Apr 28 – May 3
4.94 out of 5 average rating, 36 reviews
Guest favorite
Condo in Siesta Key
Siesta Key Beach Front Condo
3 min walk
Jul 24 – 31
4.95 out of 5 average rating, 78 reviews
Guest favorite
Home in Siesta Key
Siesta Key Quaint Beach House
4 min walk
Apr 9 – 14
5.0 out of 5 average rating, 62 reviews
Guest favorite
Condo in Siesta Key
Siesta Dunes 1st Floor Beach Front Retreat + Bikes
4 min drive
May 11 – 18
5.0 out of 5 average rating, 23 reviews
Villa in Siesta Key
Siesta Key at Sunset-2nd Floor
3 min drive
Jul 31 – Aug 7
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