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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
,
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
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
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
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
Bahama Mama | Tropical Retreat on Siesta Key
5 bedrooms, 7 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 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
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
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
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
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
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
Cottage in Sarasota
Cozy Lido Key Studio Steps to Beach & Kayaking
1 bedroom, 1 king bed
6–12 Nov
4.98 out of 5 average rating, 55 reviews
Home in Sarasota
Siesta Key Fully-Renovated Unit 5 min to the beach
2 beds
2–7 Aug
New place to stay
Top guest favourite
Home in Sarasota
Siesta Breeze ~ Charming Coastal Cottage
2 bedrooms, 2 queen beds
15–20 Aug
4.99 out of 5 average rating, 131 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
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
Home in Sarasota
Books Tide Retreat - minutes from Siesta Beach
2 bedrooms, 2 beds
13–18 Aug
4.96 out of 5 average rating, 56 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