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Search results; Over 1,000 places

Guest favourite
Apartment in Siesta Key
Seaside on Siesta Key Beach
3-min walk
16–23 MayIndividual Host,
4.99 out of 5 average rating, 67 reviews
Guest favourite
Apartment in Siesta Key
NO Stairs, beachfront & short walk to the village!
10-min walk
27 Apr – 2 MayIndividual Host,
4.92 out of 5 average rating, 87 reviews
Guest favourite
Flat in Siesta Key
Renovated beachside condo-direct beach access
2-min drive
26–31 May
4.95 out of 5 average rating, 37 reviews
Guest favourite
Flat in Siesta Key
Siesta Key #1 Beach, pickle ball & tennis paradise
2-min drive
2–7 AugIndividual Host,
4.99 out of 5 average rating, 139 reviews
Superhost
Cottage in Siesta Key
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
3-min drive
27 Apr – 2 MayProfessional Host,
4.88 out of 5 average rating, 214 reviews
Guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5-min drive
28 Apr – 3 May
5.0 out of 5 average rating, 64 reviews
Superhost
Cottage in Siesta Key
Adorable Cozy Silver Sands Cottage on Siesta Key!!
2-min drive
22–27 AprIndividual Host,
4.85 out of 5 average rating, 131 reviews
Cottage in Siesta Key
Love Shack - steps away from #1 Beach in USA!
3-min drive
1–6 JunProfessional Host,
4.83 out of 5 average rating, 143 reviews
Guest favourite
Apartment in Siesta Key
Amazing beach view! Entire unit renovated!
5-min walk
28 May – 4 Jun
5.0 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Siesta Key
Comfy Siesta Key Condo
13-min walk
8–15 MayIndividual Host,
4.82 out of 5 average rating, 72 reviews
Superhost
Flat in Siesta Key
Beach Front Condo at Jamaica Royale
12-min walk
13–18 Jul
New place to stay
Guest favourite
Apartment in Siesta Key
Sarasota Surf & Racquet Club Siesta Key Condo
2-min drive
18–23 MayIndividual Host,
4.91 out of 5 average rating, 78 reviews
Guest favourite
Flat in Siesta Key
Lil' Kahuna Siesta Retreat
3-min drive
27 Apr – 2 MayIndividual Host,
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Siesta Key
Siesta Key Beach Front Condo
5-min walk
11–18 Aug
4.95 out of 5 average rating, 78 reviews
Guest favourite
Cottage in Siesta Key
Surf Shack- Walk to Village/Boat Dock Included
3-min drive
27 May – 3 Jun
4.94 out of 5 average rating, 66 reviews
Superhost
Apartment in Siesta Key
One of Best Locations on Siesta Key Beach!!
4-min walk
6–13 MayIndividual Host,
4.86 out of 5 average rating, 43 reviews
Guest favourite
Apartment in Siesta Key
The Honeymoon Suite on Siesta Key Beach
4-min walk
9–14 JunIndividual Host,
4.95 out of 5 average rating, 62 reviews
Guest favourite
Apartment in Siesta Key
2 Bed/2 Bath Condo Resort View on Siesta Key Beach
2-min drive
20–25 May
4.96 out of 5 average rating, 102 reviews