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Search results; Over 1,000 homes in Longboat Key

Top guest favourite
Flat in Longboat Key
Longboat Key-OCEAN FRONT- on the beach
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
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4.96 out of 5 average rating, 125 reviews
Guest favourite
Flat in Longboat Key
Beachfront Bliss | Walk to the Water- 104
1 bedroom, 2 beds
1–6 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds
14–21 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds
15–22 Sept
5.0 out of 5 average rating, 14 reviews
Home in Longboat Key
Bayou and Beach Longboat Key Private Home
5 bedrooms, 6 beds
21–26 Mar
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds
15–20 Apr
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Longboat Key
Secluded Bayside Gem with beautiful bay views
2 bedrooms, 3 beds
3–10 Oct
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Sarasota
Sun Coast Oasis-Heated Pool-Pool Table-Arcade
3 bedrooms, 5 beds
21–26 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds
14–19 Sept
Top guest favourite
Apartment in Bradenton Beach
Largest Pool • Private Beach Access • Pickleball
2 bedrooms, 3 beds
14–21 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
2 bedrooms, 2 beds
14–21 Sept
5.0 out of 5 average rating, 11 reviews
Flat in Longboat Key
Fantastic Beach Condo
3 bedrooms, 4 beds
14–19 Jul
Room in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
2 beds
20–25 Sept
4.67 out of 5 average rating, 6 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds
14–19 Sept
4.98 out of 5 average rating, 128 reviews
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds
14–21 Sept
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Bradenton
Cottage on the canal
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Bradenton
Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG
4 bedrooms, 5 beds
2–7 Oct
5.0 out of 5 average rating, 11 reviews
Home in Bradenton Beach
Beachfront · Heated Pool & Spa · Balcony Views
4 bedrooms, 5 beds
20–25 Sept
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