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Homes in Longboat Key
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Search results; Over 1,000 homes in Longboat Key
Over 1,000 homes in Longboat Key
Guest favourite
Guest favourite
Apartment in Longboat Key
Beachfront Resort, Ocean View, Pool, Tennis, Gym
1 bedroom
,
·
2 beds
,
·
1 private bathroom
18–23 Sept
18–23 Sept
$1,928 SGD
Show price breakdown
for 5 nights
$1,928 SGD for 5 nights
,
·
4.89 out of 5 average rating, 228 reviews
4.89 (228)
Superhost
Superhost
Casa particular in Longboat Key
Seaside Cottage Retreat Steps Away From the Beach
New place to stay
New
,
·
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
29 Jul – 5 Aug
29 Jul – 5 Aug
$3,670 SGD
Show price breakdown
for 7 nights
$3,670 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Bradenton
The Florida Rooms
4.95 out of 5 average rating, 40 reviews
4.95 (40)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
26–31 Oct
26–31 Oct
$2,281 SGD
$2,091 SGD
Show price breakdown
for 5 nights
Free cancellation
Superhost
Superhost
Apartment in Longboat Key
2 Salty by Duncan Real Estate
New place to stay
New
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
18–23 Jul
18–23 Jul
$2,965 SGD
$2,609 SGD
Show price breakdown
for 5 nights
Free cancellation
Superhost
Superhost
Flat in Longboat Key
Sea Grape Inn#8- Beachfront Property
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Aug
17–22 Aug
$5,231 SGD
Show price breakdown
for 5 nights
$5,231 SGD for 5 nights
Top guest favourite
Guest favourite
Apartment in Bradenton Beach
Prime Location! Beachfront Condo at Bridgeport
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
2 bedrooms
2 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
20–25 Aug
20–25 Aug
$1,941 SGD
Show price breakdown
for 5 nights
$1,941 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Anna Maria
Bean Pt. Bungalow - Half duplex w/private pool
5.0 out of 5 average rating, 98 reviews
5.0 (98)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$3,791 SGD
Show price breakdown
for 5 nights
$3,791 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Cortez
Island Adjacent! 4 bed/3 bath home w/Pool & Tiki!
5.0 out of 5 average rating, 27 reviews
5.0 (27)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$3,654 SGD
Show price breakdown
for 5 nights
$3,654 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Flat in Longboat Key
Waterfront 2BR 2BA | Pool - 10 min walk to Beach
5.0 out of 5 average rating, 14 reviews
5.0 (14)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–8 Sept
1–8 Sept
$3,183 SGD
Show price breakdown
for 7 nights
$3,183 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Holmes Beach
NEW! w/ Pool - The Pearl Unit 2 on AMI
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
7–14 Aug
7–14 Aug
$3,386 SGD
Show price breakdown
for 7 nights
$3,386 SGD for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Longboat Key
Canal-Front Charmer with Private Beach Access!
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
9–14 Jul
9–14 Jul
$4,520 SGD
$4,036 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Home in Siesta Key
Waterfront Home Pool & Dock 5 Min to Siesta Beach
5.0 out of 5 average rating, 5 reviews
5.0 (5)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
3–8 Aug
3–8 Aug
$4,322 SGD
Show price breakdown
for 5 nights
$4,322 SGD for 5 nights
Free cancellation
Superhost
Superhost
Flat in Bradenton
The Oasis at One Particular Harbor!
New place to stay
New
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
6–11 Jul
6–11 Jul
$2,234 SGD
$2,081 SGD
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for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Holmes Beach
Rate Sale8/15 Pool~StepsToBeach BeachEquip~Grill
5.0 out of 5 average rating, 62 reviews
5.0 (62)
,
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3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
15–22 Aug
15–22 Aug
$6,440 SGD
$5,146 SGD
Show price breakdown
for 7 nights
Free cancellation
Top guest favourite
Guest favourite
Townhouse in Holmes Beach
Getaway Family Beach Townhome w/Pool!
4.94 out of 5 average rating, 66 reviews
4.94 (66)
,
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2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
14–21 Aug
14–21 Aug
$3,272 SGD
$2,356 SGD
Show price breakdown
for 7 nights
Weekly discount
Free cancellation
Apartment in Siesta Key
Newly Remodeled 2026-Just walk out on to the sand!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
29 Aug – 3 Sept
29 Aug – 3 Sept
$2,059 SGD
$1,911 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Bradenton
Canal front, dock, heated Pool, near AMI+IMG
5.0 out of 5 average rating, 55 reviews
5.0 (55)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
3–8 Aug
3–8 Aug
$3,375 SGD
Show price breakdown
for 5 nights
$3,375 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Bradenton
Cottage on the canal
5.0 out of 5 average rating, 11 reviews
5.0 (11)
,
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3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Aug
7–12 Aug
$1,705 SGD
Show price breakdown
for 5 nights
$1,705 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Apartment in Siesta Key
100 Yds to Beach+2 Blocks to Village | Heated Pool
5.0 out of 5 average rating, 8 reviews
5.0 (8)
,
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1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
9–14 Sept
9–14 Sept
$2,232 SGD
$2,025 SGD
Show price breakdown
for 5 nights
Free cancellation
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