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Search results; Over 1,000 places in Siesta Key

Guest favorite
Condo in Siesta Key
2 BR condo in Siesta Key w/ Private beach access
3 beds
May 7 – 14
4.97 out of 5 average rating, 36 reviews
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
Renovated Siesta Key Condo, beach/pool access
4 beds
Apr 28 – May 3
4.94 out of 5 average rating, 52 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
Condo in Siesta Key
Siesta Gardens @ Siesta Key Village
3 beds
Apr 24 – 29
4.96 out of 5 average rating, 351 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
2 beds
Apr 27 – May 2
4.88 out of 5 average rating, 214 reviews
Home in Siesta Key
Siesta Key private beach access ground floor unit
4 beds
May 11 – 18
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 Sunset Condo
3 beds
May 2 – 9
5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Siesta Key
Sunset Sensation
May 4 – 9
5.0 out of 5 average rating, 3 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
Condo in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
Aug 26 – 31
4.96 out of 5 average rating, 273 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
Siesta Key #1 Beach, pickle ball & tennis paradise
4 beds
Aug 2 – 7
4.99 out of 5 average rating, 139 reviews
Guest favorite
Home in Siesta Key
Your Tropical Paradise at a Siesta Key Beach House
3 beds
Jun 8 – 15
4.98 out of 5 average rating, 59 reviews
Guest favorite
Condo in Siesta Key
Palm Bay Club Most Desirable Spot on Siesta Key!
3 beds
May 19 – 24
4.97 out of 5 average rating, 64 reviews
Guest favorite
Home in Siesta Key
Beachfront 180-Degree View, Walk to Village!
5 beds
Apr 20 – 27
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Siesta Key
Siesta Peace Retreat a private home rental
2 king beds
Apr 29 – May 4
4.93 out of 5 average rating, 105 reviews