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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 29
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
$5,949 SGD
$4,051 SGD
Show price breakdown
for 5 nights
,
·
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Photo 1 of 18
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
$1,551 SGD
Show price breakdown
for 5 nights
$1,551 SGD for 5 nights
Free cancellation
4.94 out of 5 average rating, 80 reviews
4.94 (80)
Photo 1 of 18
Guest favourite
Guest favourite
Tiny home in Summerland Key
Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$1,351 SGD
$1,170 SGD
Show price breakdown
for 5 nights
4.82 out of 5 average rating, 92 reviews
4.82 (92)
Photo 1 of 22
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
$3,201 SGD
Show price breakdown
for 5 nights
$3,201 SGD for 5 nights
+$448 SGD Airbnb credit
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Photo 1 of 29
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
$2,410 SGD
Show price breakdown
for 5 nights
$2,410 SGD for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$2,282 SGD
$1,621 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 74 reviews
4.99 (74)
Photo 1 of 29
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
$16,752 SGD
Show price breakdown
for 5 nights
$16,752 SGD for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
1 bathroom
1 bathroom
18–23 Oct
18–23 Oct
$2,667 SGD
$2,246 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 94 reviews
4.97 (94)
Photo 1 of 6
Featured hotel
Featured hotel
Room in Key West
Ocean view one king bed accessible
1 bathroom
1 bathroom
5–10 Sept
5–10 Sept
$1,411 SGD
Show price breakdown
for 5 nights
$1,411 SGD for 5 nights
+$163 SGD Airbnb credit
New place to stay
New
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
19–24 Sept
19–24 Sept
$1,018 SGD
Show price breakdown
for 5 nights
$1,018 SGD for 5 nights
+$88 SGD Airbnb credit
4.8 out of 5 average rating, 69 reviews
4.8 (69)
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
7–12 Sept
7–12 Sept
$1,598 SGD
$1,399 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 29
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
24–29 Oct
24–29 Oct
$1,559 SGD
Show price breakdown
for 5 nights
$1,559 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 209 reviews
4.96 (209)
Photo 1 of 29
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
$2,426 SGD
$1,460 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 119 reviews
4.92 (119)
Photo 1 of 29
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
$4,248 SGD
$3,161 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Photo 1 of 29
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
$1,575 SGD
Show price breakdown
for 5 nights
$1,575 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 29
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
$14,728 SGD
Show price breakdown
for 5 nights
$14,728 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Summerland Key
Ocean front classic keys cottage
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
1–8 Nov
1–8 Nov
$4,140 SGD
Show price breakdown
for 7 nights
$4,140 SGD for 7 nights
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Photo 1 of 29
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
$2,526 SGD
Show price breakdown
for 5 nights
$2,526 SGD for 5 nights
Free cancellation
New place to stay
New
Photo 1 of 29
Superhost
Superhost
Home in Sugarloaf Key
Mi Azucar
2 bedrooms
2 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$9,711 SGD
$4,685 SGD
Show price breakdown
for 5 nights
4.81 out of 5 average rating, 175 reviews
4.81 (175)
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