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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
[Sunny in Siesta] King bed+5 minute walk to beach
1 bedroom, 2 beds, 1 private bathroom
1–6 Aug
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4.85 out of 5 average rating, 422 reviews
Top guest favourite
Home in Siesta Key
Steps to Siesta Key Beach! Sunset Balcony Views!
2 bedrooms, 3 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Sarasota
Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.95 out of 5 average rating, 19 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Siesta Key
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed, 1 bathroom
7–12 Aug
5.0 out of 5 average rating, 165 reviews
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
1 bedroom, 1 king bed, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 269 reviews
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Siesta Key
House on Siesta Key with Private Pool and Hot tub!
4 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Siesta Key
Beach Walk Bungalow
3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug
4.93 out of 5 average rating, 29 reviews
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
1 bed, 1 bathroom
1–6 Aug
4.98 out of 5 average rating, 127 reviews
Guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.95 out of 5 average rating, 43 reviews
Superhost
Home in Siesta Key
Sea Foam - Located in Siesta Key Village!
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Siesta Key
The Flamingo's Nest at Sea Club II
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 152 reviews
Top guest favourite
Apartment in Sarasota
Your Beachside King Suite Retreat!
2 beds, 1 bathroom
9–14 Aug
4.96 out of 5 average rating, 52 reviews
Guest favourite
Home in Siesta Key
Sea Dream - Located in Siesta Key Village!
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 1 on AMI
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Siesta Key
Cozy Coastal Getaway 2 min Walk to Beach & Village
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.97 out of 5 average rating, 189 reviews
Top guest favourite
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed, 1 bathroom
6–12 Nov
4.98 out of 5 average rating, 54 reviews