filters

Search results; Over 1,000 homes in Longboat Key

Photo 1 of 29
Top guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
26–31 Oct
,
4.9 out of 5 average rating, 243 reviews
Photo 1 of 29
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
2–7 Jan
5.0 out of 5 average rating, 3 reviews
Photo 1 of 29
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Oct
5.0 out of 5 average rating, 15 reviews
Photo 1 of 29
Guest favourite
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 5 reviews
Photo 1 of 29
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Oct
Photo 1 of 29
Superhost
Home in Longboat Key
Waterfront Oasis: Private Heated Pool + Fire Pit
2 bedrooms, 2 king beds, 2 bathrooms
15–20 Apr
Photo 1 of 29
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
1–8 Oct
4.96 out of 5 average rating, 26 reviews
Photo 1 of 6
Room in Longboat Key
Oceanfront Oasis – Longboat Key 226 by RVA
2 beds, 1 bathroom
15–20 Oct
4.67 out of 5 average rating, 6 reviews
Photo 1 of 29
Apartment in Sarasota
Sarasota Designer Waterfront Retreat * Paddleboard
2 bedrooms, 2 beds, 1.5 bathrooms
1–8 Oct
Photo 1 of 29
Superhost
Apartment in Longboat Key
Sea Grape Inn #6- Beachfront Property
2 bedrooms, 4 beds, 2 bathrooms
8–13 Oct
Photo 1 of 6
Rooms in Longboat Key
Gulfside Getaway – Silver Sands Resort #235 by R
2 bedrooms, 4 beds, 2 bathrooms
16–21 Oct
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Apartment in Bradenton Beach
Steps to Beach on Anna Maria | 2 Pools & Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
14–19 Nov
4.95 out of 5 average rating, 22 reviews
Photo 1 of 18
Guest favourite
Home in Palmetto
Home in Palmetto
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 8 reviews
Photo 1 of 29
Guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
4 bedrooms, 6 beds, 3 bathrooms
27 Oct – 1 Nov
4.94 out of 5 average rating, 33 reviews
Photo 1 of 29
Home in Sarasota
*BRAND NEW* heated pool, golf course views
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Apartment in Bradenton Beach
Largest Pool • Private Beach Access • Pickleball
2 bedrooms, 3 beds, 2 bathrooms
4–11 Oct
5.0 out of 5 average rating, 17 reviews
Photo 1 of 29
Guest favourite
Home in Bradenton
Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
5 bedrooms, 6 beds, 3 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 152 reviews
Photo 1 of 29
Top guest favourite
Home in Bradenton
The Florida Rooms
3 bedrooms, 3 beds, 2 bathrooms
2–7 Nov
4.96 out of 5 average rating, 50 reviews
Photo 1 of 29
Home in Bradenton Beach
Beachfront · Heated Pool & Spa · Balcony Views
4 bedrooms, 5 beds, 4 bathrooms
25–30 Oct
New place to stay