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Search results; Over 1,000 homes in Longboat Key

Guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom, 2 beds, 1 private bathroom
18–23 Sept
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4.89 out of 5 average rating, 227 reviews
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
2 bedrooms, 4 beds, 2 bathrooms
29 Jul – 5 Aug
New place to stay
Home in Longboat Key
Artists Retreat, walk to the beach
2 bedrooms, 2 beds, 1 bathroom
4–11 Aug
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
1 bedroom, 1 king bed, 1 bathroom
10–15 Jul
New place to stay
Top guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
4 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Longboat Key
North Longboat Modern Beach House Gem
4 bedrooms, 4 beds, 3.5 bathrooms
31 Jul – 7 Aug
Guest favourite
Home in Longboat Key
Private Island Beachfront Home
4 bedrooms, 10 beds, 4 bathrooms
5–12 Jul
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Home in Anna Maria
Bridge and Bay Escape - Brand New Listing!
4 bedrooms, 5 beds, 5 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Aug
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
3 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
2 bedrooms, 3 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Bradenton Beach
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
3 bedrooms, 5 beds, 1 bathroom
21–26 Jul
4.98 out of 5 average rating, 117 reviews
Top guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
2 bedrooms, 5 beds, 2 bathrooms
14–21 Aug
4.94 out of 5 average rating, 66 reviews
Top guest favourite
Home in Cortez
Beach Retreat! Paddleboards, Bikes, & Beach Gear!
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Holmes Beach
Black Pearl! NEW! Block and half to Beach!
4 bedrooms, 5 beds, 4 bathrooms
3–8 Jul
4.89 out of 5 average rating, 9 reviews
Top guest favourite
Home in Bradenton Beach
Walk to it all! Restaurants + Heated Pool +Beach!
3 bedrooms, 7 beds, 3 bathrooms
14–19 Aug
5.0 out of 5 average rating, 105 reviews
Home in Largo
Bella Bird
3 bedrooms, 4 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Bradenton
Luxury Estate w/ Amazing Outdoor Space, Slps 24
7 bedrooms, 12 beds, 5 bathrooms
1–6 Jul
New place to stay
Superhost
Home in Sarasota
NEW! Lido Palms Walk to Beach, Pool & Spa, Rooftop
5 bedrooms, 6 beds, 5.5 bathrooms
21–28 Aug
New place to stay