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Search results; Over 1,000 homes in Siesta Key

Top guest favourite
Apartment in Siesta Key
Private Beach with Loungers · 2 Pools & Bay View
2 bedrooms, 3 beds, 2 private bathrooms
13–18 Aug
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4.97 out of 5 average rating, 130 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
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
Top guest favourite
Home in Sarasota
Walk to Siesta Village, Heated Saltwater Pool
3 bedrooms, 3 beds
22–27 Aug
5.0 out of 5 average rating, 79 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
Flat in Sarasota
Modern 1BR Near Siesta Key + Private Parking
1 bedroom, 1 king bed
17–22 Aug
5.0 out of 5 average rating, 269 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, 6 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, 19 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
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
Home in Bradenton
10 min AMI | 15 min IMG | Heated Pool
2 bedrooms, 3 beds
1–6 Dec
4.96 out of 5 average rating, 52 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
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
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
Superhost
Apartment in Siesta Key
Private Beach Villa: Modern Luxury at Crystal Sand
2 bedrooms, 3 beds
15–22 Aug
4.25 out of 5 average rating, 12 reviews
Guest favourite
Home in Siesta Key
Siesta Key Retreat 1mi to Beach!
3 bedrooms, 4 beds
9–14 Aug
4.95 out of 5 average rating, 43 reviews
Home in Sarasota
4 Mi to Siesta Key Beach! Spacious Family Getaway
3 bedrooms, 5 beds
15–20 Aug
New place to stay
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