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Search results; Over 1,000 homes in Longboat Key

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Guest favourite

Home in Longboat Key

Summer House longboat key

3 bedrooms, 6 beds, 3 private bathrooms

8–13 Oct

$3,966 SGD for 5 nights

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4.86 out of 5 average rating, 143 reviews

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Superhost

Casa particular in Longboat Key

Seaside Cottage Retreat Steps Away From the Beach

2 bedrooms, 4 beds, 2 bathrooms

2–7 Jan

$2,522 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 3 reviews

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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

$2,074 SGD for 7 nights

5.0 out of 5 average rating, 15 reviews

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Guest favourite

Apartment in Longboat Key

2 Salty by Duncan Real Estate

1 bedroom, 1 king bed, 1 bathroom

1–6 Oct

$2,432 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

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Superhost

Home in Longboat Key

Waterfront Oasis: Private Heated Pool + Fire Pit

2 bedrooms, 2 king beds, 2 bathrooms

15–20 Apr

$4,714 SGD for 5 nights

Free cancellation

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Guest favourite

Home in Longboat Key

Private Island Beachfront Home

4 bedrooms, 10 beds, 4 bathrooms

1–8 Oct

Weekly discount

4.96 out of 5 average rating, 26 reviews

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Superhost

Flat in Longboat Key

Sea Grape Inn#8- Beachfront Property

3 bedrooms, 4 beds, 2.5 bathrooms

16–21 Oct

$4,743 SGD for 5 nights

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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

$1,624 SGD for 5 nights

4.95 out of 5 average rating, 22 reviews

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Place to stay in Longboat Key

Silver Sands Serenity – Unit 234 by RVA

1 bedroom, 2 beds, 1 bathroom

25–30 Oct

$1,414 SGD for 5 nights

4.67 out of 5 average rating, 3 reviews

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Superhost

Apartment in Longboat Key

Sea Grape Inn #6- Beachfront Property

2 bedrooms, 4 beds, 2 bathrooms

8–13 Oct

$2,855 SGD for 5 nights

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Room in Longboat Key

Oceanfront Oasis – Longboat Key 226 by RVA

2 beds, 1 bathroom

15–20 Oct

$1,611 SGD for 5 nights

4.67 out of 5 average rating, 6 reviews

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Top guest favourite

Apartment in Longboat Key

Secluded Bayside Gem with beautiful bay views

2 bedrooms, 3 beds, 2 bathrooms

3–10 Oct

$2,603 SGD for 7 nights

4.97 out of 5 average rating, 72 reviews

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Top guest favourite

Home in Bradenton

Pool, Hot Tub, PickleBall, Firepit, 5 min to IMG

4 bedrooms, 5 beds, 3.5 bathrooms

2–7 Oct

$3,016 SGD for 5 nights

5.0 out of 5 average rating, 12 reviews

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Rooms in Longboat Key

Gulfside Getaway – Silver Sands Resort #235 by R

2 bedrooms, 4 beds, 2 bathrooms

16–21 Oct

$1,678 SGD for 5 nights

5.0 out of 5 average rating, 4 reviews

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Apartment in Sarasota

Sarasota Designer Waterfront Retreat * Paddleboard

2 bedrooms, 2 beds, 1.5 bathrooms

1–8 Oct

$1,734 SGD for 7 nights

Free cancellation

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Home in Sarasota

*BRAND NEW* heated pool, golf course views

3 bedrooms, 4 beds, 2 bathrooms

20–25 Oct

$2,445 SGD for 5 nights

Free cancellation

New place to stay

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Top guest favourite

Home in Bradenton Beach

New! Gulf Views • Rooftop • Bridge St • Game Room!

5 bedrooms, 10 beds, 3 bathrooms

1–6 Oct

$5,160 SGD for 5 nights

5.0 out of 5 average rating, 31 reviews

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Top guest favourite

Home in Bradenton

Palm Breeze Home

3 bedrooms, 4 beds, 2 bathrooms

1–6 Oct

$1,146 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 88 reviews

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Superhost

Flat in Bradenton

Private Apartment Studio at IMG Academy

1 bedroom, 2 queen beds, 1 bathroom

1–6 Oct

$717 SGD for 5 nights

New place to stay