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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
4–9 Aug
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4.85 out of 5 average rating, 424 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
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
Top guest favourite
Home in Siesta Key
Walk To Siesta Key Beach & Village ; Renovated 2BR
2 bedrooms, 3 beds
11–16 Aug
4.99 out of 5 average rating, 67 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
Top guest favourite
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
1 bedroom, 1 king bed
23–28 Aug
5.0 out of 5 average rating, 270 reviews
Top guest favourite
Room in Sarasota
Cozy-Private Mother In-Law Suite Siesta Key
1 bed
3–8 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, 190 reviews
Top guest favourite
Flat in Sarasota
Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun
1 bedroom, 1 queen bed
25–30 Aug
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Siesta Key
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
1 bedroom, 1 king bed
17–22 Aug
5.0 out of 5 average rating, 167 reviews
Top guest favourite
Home in Sarasota
Luxury 3B/3B waterfront home w/ pool + boat access
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Siesta Key
On the Beach; Siesta Key SunBum Studio
2 beds
28 Oct – 2 Nov
4.97 out of 5 average rating, 388 reviews
Top 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, 9 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
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
Top guest favourite
Flat in Longboat Key
New Modern on Beach Longboat Key (5 steps to Sand)
1 bedroom, 2 beds
3–8 Nov
5.0 out of 5 average rating, 33 reviews
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, 80 reviews
Top guest favourite
Home in Sarasota
Modern 4bd | Heated Pool | Hot Tub + Studio Suite!
4 bedrooms, 6 beds
15–20 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Apartment in Siesta Key
Siesta Key Beach front 2 bedroom condo w/ parking
2 bedrooms, 2 queen beds
23–30 Aug
4.97 out of 5 average rating, 59 reviews