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Search results; Over 1,000 homes in Longboat Key

Top guest favourite

Apartment in Longboat Key

Island Time!

Studio, 2 beds, 1 private bathroom

16–21 Aug

$2,262 SGD for 5 nights

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4.98 out of 5 average rating, 247 reviews

Superhost

Casa particular in Longboat Key

Seaside Cottage Retreat Steps Away From the Beach

2 bedrooms, 4 beds

29 Jul – 5 Aug

$3,879 SGD for 7 nights

Top guest favourite

Home in Longboat Key

Canal-Front Charmer with Private Beach Access!

4 bedrooms, 6 beds

26–31 Jul

$4,039 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Superhost

Home in Longboat Key

North Longboat Modern Beach House Gem

4 bedrooms, 4 beds

7–14 Aug

$3,321 SGD for 7 nights

5.0 out of 5 average rating, 3 reviews

Superhost

Home in Longboat Key

Waterfront Oasis: Private Heated Pool + Fire Pit

2 bedrooms, 2 king beds

15–20 Apr

$4,759 SGD for 5 nights

Top guest favourite

Flat in Longboat Key

Waterfront 2BR 2BA | Pool - 10 min walk to Beach

2 bedrooms, 3 beds

15–22 Sept

$3,208 SGD for 7 nights

5.0 out of 5 average rating, 14 reviews

Home in Bradenton Beach

Large Group Getaway | Entire Duplex Walk to Beach

4 bedrooms, 6 beds

9–14 Aug

$3,934 SGD for 5 nights

New place to stay

Apartment in Longboat Key

Harbor Villa Club 206 : Where Fun Meets Relaxation

2 bedrooms, 3 beds

9–16 Jan

$2,893 SGD for 7 nights

Superhost

Apartment in Longboat Key

2 Salty by Duncan Real Estate

1 bedroom, 1 king bed

8–13 Aug

$2,843 SGD for 5 nights

New place to stay

Guest favourite

Home in Longboat Key

Private Island Beachfront Home

4 bedrooms, 10 beds

20–27 Jul

4.96 out of 5 average rating, 25 reviews

Guest favourite

Home in Sarasota

Luxe Oasis In St. Armands Circle with Private Pool

4 bedrooms, 4 beds

31 Jul – 5 Aug

$4,984 SGD for 5 nights

5.0 out of 5 average rating, 9 reviews

Top guest favourite

Home in Bradenton Beach

Dream State ~ Gulf Front/Across from Beach!

6 bedrooms, 7 beds

30 Aug – 4 Sept

$5,654 SGD for 5 nights

5.0 out of 5 average rating, 20 reviews

Top guest favourite

Home in Anna Maria

Steps to Beach | Anna Maria Island | Island Time

3 bedrooms, 6 beds

26–31 Jul

$4,221 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

Apartment in Bradenton Beach

2BR duplex near beach & bay with pool, grill, W/D

2 bedrooms, 4 beds

13–18 Aug

$1,477 SGD for 5 nights

4.62 out of 5 average rating, 29 reviews

Top guest favourite

Home in Bradenton Beach

Walk to it all! Restaurants + Heated Pool +Beach!

3 bedrooms, 7 beds

14–19 Aug

$6,063 SGD for 5 nights

5.0 out of 5 average rating, 106 reviews

Flat in Siesta Key

Villa with private beach, 3 pools complex on beach

2 bedrooms, 3 beds

16–21 Aug

$2,307 SGD for 5 nights

New place to stay

Home in Anna Maria

Luxury Home | 14 PPL | Pool & Hot Tub| Canal Views

4 bedrooms, 8 beds

19–24 Aug

$9,327 SGD for 5 nights

New place to stay

Top guest favourite

Home in Bradenton

The Florida Rooms

3 bedrooms, 3 beds

26–31 Oct

$2,103 SGD for 5 nights

4.95 out of 5 average rating, 41 reviews

Apartment in Bradenton Beach

Relaxing 1BR 2nd-Floor | Balcony | Pool

1 bedroom, 2 beds

16–21 Aug

$1,280 SGD for 5 nights

4.79 out of 5 average rating, 33 reviews