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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
Photo 1 of 6
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
$5,965 SGD
$4,063 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Photo 1 of 6
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
$1,555 SGD
Show price breakdown
for 5 nights
$1,555 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 80 reviews
4.94 (80)
Photo 1 of 6
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
$1,173 SGD
Show price breakdown
for 5 nights
$1,173 SGD for 5 nights
4.81 out of 5 average rating, 91 reviews
4.81 (91)
Photo 1 of 6
Featured hotel
Featured hotel
Room in Key West
Ocean view one king bed accessible
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,191 SGD
Show price breakdown
for 5 nights
$1,191 SGD for 5 nights
+$130 SGD Airbnb credit
Free cancellation
New place to stay
New
Photo 1 of 6
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
$2,371 SGD
Show price breakdown
for 5 nights
$2,371 SGD for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Photo 1 of 6
Featured hotel
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,021 SGD
Show price breakdown
for 5 nights
$1,021 SGD for 5 nights
+$88 SGD Airbnb credit
4.8 out of 5 average rating, 69 reviews
4.8 (69)
Photo 1 of 6
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
$14,769 SGD
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for 5 nights
$14,769 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
Photo 1 of 6
Featured hotel
Featured hotel
Hotel in Summerland Key
Waterfront two bedroom cottage
1 bedroom
1 bedroom
,
·
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
14–19 Oct
14–19 Oct
$3,095 SGD
Show price breakdown
for 5 nights
$3,095 SGD for 5 nights
+$433 SGD Airbnb credit
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 6
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
$16,799 SGD
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for 5 nights
$16,799 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 6
Superhost
Superhost
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
$1,397 SGD
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for 5 nights
$1,397 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 208 reviews
4.96 (208)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Sept
18–23 Sept
$2,432 SGD
$1,464 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 119 reviews
4.92 (119)
Photo 1 of 6
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$2,620 SGD
Show price breakdown
for 5 nights
$2,620 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 6
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
$1,428 SGD
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for 5 nights
$1,428 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 6
Guest favourite
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,698 SGD
$1,116 SGD
Show price breakdown
for 5 nights
Free cancellation
4.81 out of 5 average rating, 26 reviews
4.81 (26)
Photo 1 of 6
Superhost
Superhost
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
$7,182 SGD
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for 5 nights
$7,182 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Photo 1 of 6
Featured hotel
Featured hotel
Room in Key West
Havana king room
2 king beds
2 king beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,638 SGD
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for 5 nights
$1,638 SGD for 5 nights
+$186 SGD Airbnb credit
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 6
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
20–25 Sept
20–25 Sept
$3,604 SGD
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for 5 nights
$3,604 SGD for 5 nights
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Photo 1 of 6
Superhost
Superhost
Home in Cudjoe Key
Blue Heaven Waterfront Home
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
5–10 Sept
5–10 Sept
$1,692 SGD
$1,529 SGD
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for 5 nights
4.89 out of 5 average rating, 18 reviews
4.89 (18)
Photo 1 of 6
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
$1,587 SGD
Show price breakdown
for 5 nights
$1,587 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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