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Homes in Upper Sugarloaf Key
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Search results; Over 1,000 homes in Upper Sugarloaf Key
Over 1,000 homes in Upper Sugarloaf Key
Superhost
Superhost
Home in Upper Sugarloaf Key
The Lighthouse - Beach Houses Key West
2 bedrooms
,
·
3 beds
,
·
1 private bathroom
26 Sept – 1 Oct
26 Sept – 1 Oct
$5,945 SGD
$4,049 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Superhost
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,169 SGD
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for 5 nights
$1,169 SGD for 5 nights
4.8 out of 5 average rating, 87 reviews
4.8 (87)
Superhost
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,550 SGD
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for 5 nights
$1,550 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 80 reviews
4.94 (80)
Guest favourite
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom
1 bedroom
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$2,363 SGD
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for 5 nights
$2,363 SGD for 5 nights
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Guest favourite
Guest favourite
Tiny home in Summerland Key
Waterview Bungalow
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$1,423 SGD
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for 5 nights
$1,423 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom
1 bedroom
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
30 Sept – 5 Oct
30 Sept – 5 Oct
$2,089 SGD
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for 5 nights
$2,089 SGD for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
7–12 Sept
7–12 Sept
$14,384 SGD
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for 5 nights
$14,384 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
Superhost
Superhost
Apartment in Summerland Key
Standard Suite at Sugarloaf Key Hotel
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$2,062 SGD
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for 5 nights
$2,062 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Villa in Summerland Key
6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW
6 bedrooms
6 bedrooms
,
·
7 beds
7 beds
,
·
6 bathrooms
6 bathrooms
7–12 Sept
7–12 Sept
$7,800 SGD
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for 5 nights
$7,800 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favourite
Guest favourite
Home in Summerland Key
9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW
9 bedrooms
9 bedrooms
,
·
16 beds
16 beds
,
·
9 bathrooms
9 bathrooms
7–12 Sept
7–12 Sept
$16,740 SGD
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for 5 nights
$16,740 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favourite
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,393 SGD
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for 5 nights
$1,393 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 208 reviews
4.96 (208)
Superhost
Superhost
Home in Marathon
Mar de Cielo - Waterfront - Heated Pool - Dock
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
3 bathrooms
3 bathrooms
1–8 Sept
1–8 Sept
$5,120 SGD
$4,226 SGD
Show price breakdown
for 7 nights
New place to stay
New
Featured hotel
Featured hotel
Room in Key West
One queen bed
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,085 SGD
Show price breakdown
for 5 nights
$1,085 SGD for 5 nights
+$115 SGD Airbnb credit
Free cancellation
4.86 out of 5 average rating, 21 reviews
4.86 (21)
Guest favourite
Guest favourite
Home in Cudjoe Key
Yellow Home - Receive $400 towards a Boat Rental!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$3,332 SGD
$2,208 SGD
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for 5 nights
4.88 out of 5 average rating, 42 reviews
4.88 (42)
Guest favourite
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
8–13 Jan
8–13 Jan
$7,088 SGD
$6,243 SGD
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for 5 nights
4.83 out of 5 average rating, 111 reviews
4.83 (111)
Luxe
Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms
6 bedrooms
,
·
9 beds
9 beds
,
·
6.5 bathrooms
6.5 bathrooms
11–16 Oct
11–16 Oct
$8,179 SGD
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for 5 nights
$8,179 SGD for 5 nights
Free cancellation
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Top guest favourite
Guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$4,383 SGD
$3,772 SGD
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for 5 nights
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Guest favourite
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,573 SGD
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for 5 nights
$1,573 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Superhost
Superhost
Cottage in Little Torch Key
Waterfront Cozy Cottage with Boat Ramp & Dock!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$3,842 SGD
$3,490 SGD
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for 5 nights
4.89 out of 5 average rating, 184 reviews
4.89 (184)
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