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Search results; Over 1,000 homes in Islamorada
Over 1,000 homes in Islamorada
Top guest favourite
Guest favourite
Home in Islamorada
Flakey's
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
8–15 Aug
8–15 Aug
$2,737 SGD
Show price breakdown
for 7 nights
$2,737 SGD for 7 nights
,
·
4.97 out of 5 average rating, 216 reviews
4.97 (216)
Flat in Islamorada
Poolside 2 queen Apartment
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$855 SGD
$789 SGD
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for 5 nights
Extended stay discount
Free cancellation
4.8 out of 5 average rating, 50 reviews
4.8 (50)
Superhost
Superhost
Flat in Islamorada
Isla Santorini | Islamorada Waterfront Condo, Pool
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–8 Aug
1–8 Aug
$3,680 SGD
$3,184 SGD
Show price breakdown
for 7 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Islamorada
Exceptional vaca in Angler's Reef Islamorada
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–8 Aug
1–8 Aug
$3,450 SGD
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for 7 nights
$3,450 SGD for 7 nights
5.0 out of 5 average rating, 28 reviews
5.0 (28)
Guest favourite
Guest favourite
Bungalow in Islamorada
Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
20–25 Aug
20–25 Aug
$3,774 SGD
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for 5 nights
$3,774 SGD for 5 nights
4.96 out of 5 average rating, 75 reviews
4.96 (75)
Top guest favourite
Guest favourite
Home in Islamorada
Keezy Dream House+Beach, Pool & Kayaks at Anglers
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–8 Aug
1–8 Aug
$3,561 SGD
$3,094 SGD
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for 7 nights
4.89 out of 5 average rating, 27 reviews
4.89 (27)
Top guest favourite
Guest favourite
Townhouse in Islamorada
Family Keys Escape: Speakeasy·Dock·Pool·BBQ Patio
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
9–15 Aug
9–15 Aug
$4,236 SGD
$3,844 SGD
Show price breakdown
for 6 nights
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favourite
Guest favourite
Home in Islamorada
Boat slip included August-November 2026!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–8 Aug
1–8 Aug
$3,672 SGD
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for 7 nights
$3,672 SGD for 7 nights
4.92 out of 5 average rating, 50 reviews
4.92 (50)
Guest favourite
Guest favourite
Cottage in Islamorada
Islamorada bungalow 2 bed & pool
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Aug
1–6 Aug
$2,998 SGD
$2,507 SGD
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for 5 nights
4.97 out of 5 average rating, 103 reviews
4.97 (103)
Guest favourite
Guest favourite
Home in Islamorada
Renovated Anglers Reef 2BR + Sleeper + Ocean Views
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 5 Sept
29 Aug – 5 Sept
$3,157 SGD
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for 7 nights
$3,157 SGD for 7 nights
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Top guest favourite
Guest favourite
Home in Islamorada
Waterfront private home, pool, dock, sunsets, tiki
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
15–22 Sept
15–22 Sept
$10,767 SGD
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for 7 nights
$10,767 SGD for 7 nights
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Top guest favourite
Guest favourite
Flat in Islamorada
Elevated Retreat | Sunset Access + Boat Basin
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$2,056 SGD
$1,877 SGD
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for 5 nights
Extended stay discount
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Top guest favourite
Guest favourite
Cottage in Islamorada
Waterfront Cottage Walk to World Famous Lorelei
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
2–7 Jun
2–7 Jun
$2,095 SGD
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for 5 nights
$2,095 SGD for 5 nights
4.97 out of 5 average rating, 67 reviews
4.97 (67)
Top guest favourite
Guest favourite
Home in Islamorada
OceanView 2/2.5 w Beach Pool & Marina Islamorada
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2.5 bathrooms
2.5 bathrooms
29 Aug – 5 Sept
29 Aug – 5 Sept
$3,628 SGD
$3,357 SGD
Show price breakdown
for 7 nights
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Townhouse in Islamorada
NEW - Luxury Seascape w/Pool+Free Dockage+Gameroom
3 bedrooms
3 bedrooms
,
·
3 bathrooms
3 bathrooms
9–15 Aug
9–15 Aug
$4,792 SGD
$4,215 SGD
Show price breakdown
for 6 nights
4.97 out of 5 average rating, 34 reviews
4.97 (34)
Top guest favourite
Guest favourite
Boat in Islamorada
360 DEGREE WATERVIEW HOUSEBOAT
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
9–14 Aug
9–14 Aug
$1,261 SGD
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for 5 nights
$1,261 SGD for 5 nights
Free cancellation
4.93 out of 5 average rating, 387 reviews
4.93 (387)
Guest favourite
Guest favourite
Flat in Marathon
Brand New, Dock Front, Daily Breakfast + cleaning
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
2–7 Aug
2–7 Aug
$2,288 SGD
$1,413 SGD
Show price breakdown
for 5 nights
Free cancellation
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Guest favourite
Guest favourite
Apartment in Tavernier
Views for Days • Oceanfront Suite w/ Pool Paradise
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Aug
1–6 Aug
$2,164 SGD
$1,836 SGD
Show price breakdown
for 5 nights
Free cancellation
4.87 out of 5 average rating, 86 reviews
4.87 (86)
Guest favourite
Guest favourite
Home in Islamorada
Sleeps 8 | Sunset + Boat Basin | Islamorada
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
24–29 Aug
24–29 Aug
$5,291 SGD
$4,341 SGD
Show price breakdown
for 5 nights
4.87 out of 5 average rating, 46 reviews
4.87 (46)
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