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Search results; Over 1,000 homes in Siesta Key

Guest favourite
Apartment in Siesta Key
Comfy Siesta Key Condo
2 bedrooms, 4 beds, 2 private bathrooms
8–15 Aug
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4.86 out of 5 average rating, 108 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed
7–12 Aug
5.0 out of 5 average rating, 165 reviews
Guest favourite
Home in Siesta Key
Sea Dream - Located in Siesta Key Village!
1 bedroom, 2 beds
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds
3–8 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Siesta Key
Sea Foam - Located in Siesta Key Village!
1 bedroom, 2 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Room in Sarasota
Siesta Beach 3 Min | Walk to Village + Patio
1 queen bed
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
1 bed
1–6 Aug
4.98 out of 5 average rating, 127 reviews
Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
1 bedroom, 2 beds
1–6 Aug
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Loft in Siesta Key
Siesta Key Dream Inn Rental - Close to Village!
2 beds
4–9 Aug
5.0 out of 5 average rating, 64 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds
24–29 Aug
4.7 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Sarasota
Your Beachside King Suite Retreat!
2 beds
9–14 Aug
4.96 out of 5 average rating, 52 reviews
Guest favourite
Villa in Siesta Key
Renovated Siesta Key Villa+Private Beach+3 Pools
1 bedroom, 3 beds
18–23 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Sarasota
Dream's Corner Cove
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 7 reviews
Room in Sarasota
1 Mile to Beach | Free Breakfast & Parking + Pool
1 king bed
2–7 Aug
New place to stay
Top guest favourite
Apartment in Siesta Key
1 Bed Cottage, Full Remodel, Beach Access #7, Walk
1 bedroom, 1 queen bed
20–25 Aug
4.94 out of 5 average rating, 79 reviews
Top guest favourite
Flat in Siesta Key
No stairs, across from Siesta beach, walk to town
1 bedroom, 2 beds
1–6 Aug
4.98 out of 5 average rating, 48 reviews
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds
2–7 Aug
New place to stay