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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
$5,935 SGD
$4,042 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
9–14 Sept
9–14 Sept
$1,218 SGD
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for 5 nights
$1,218 SGD for 5 nights
4.82 out of 5 average rating, 92 reviews
4.82 (92)
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
$1,548 SGD
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for 5 nights
$1,548 SGD for 5 nights
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
6–11 Sept
6–11 Sept
$1,879 SGD
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for 5 nights
$1,879 SGD for 5 nights
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
7–12 Sept
7–12 Sept
$1,395 SGD
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for 5 nights
$1,395 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
13–18 Oct
13–18 Oct
$2,429 SGD
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for 5 nights
$2,429 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Superhost
Superhost
Apartment in Summerland Key
Standard Suite at Sugarloaf Key Hotel
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
21–26 Sept
21–26 Sept
$1,470 SGD
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for 5 nights
$1,470 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
$14,694 SGD
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for 5 nights
$14,694 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
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
$7,146 SGD
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for 5 nights
$7,146 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$1,555 SGD
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for 5 nights
$1,555 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 210 reviews
4.96 (210)
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
6–11 Sept
6–11 Sept
$1,570 SGD
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for 5 nights
$1,570 SGD for 5 nights
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Featured hotel
Featured hotel
Room in Marathon
Three bedroom beachfront villa
4 king beds
4 king beds
,
·
1 bathroom
1 bathroom
6–11 Sept
6–11 Sept
$4,419 SGD
$3,614 SGD
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for 5 nights
+$483 SGD Airbnb credit
New place to stay
New
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
26–31 Oct
26–31 Oct
$16,714 SGD
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for 5 nights
$16,714 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favourite
Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
9–14 Nov
9–14 Nov
$1,939 SGD
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for 5 nights
$1,939 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 8 reviews
4.88 (8)
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
$4,111 SGD
Show price breakdown
for 7 nights
$4,111 SGD for 7 nights
Free cancellation
4.95 out of 5 average rating, 20 reviews
4.95 (20)
Guest favourite
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
4 bathrooms
4 bathrooms
5–10 Oct
5–10 Oct
$6,635 SGD
$5,829 SGD
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for 5 nights
4.89 out of 5 average rating, 103 reviews
4.89 (103)
Guest favourite
Guest favourite
Home in Cudjoe Key
101- Oceanside House with Pool
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$1,968 SGD
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for 5 nights
$1,968 SGD for 5 nights
4.89 out of 5 average rating, 258 reviews
4.89 (258)
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
$2,658 SGD
$2,239 SGD
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for 5 nights
4.97 out of 5 average rating, 95 reviews
4.97 (95)
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
$2,452 SGD
$2,204 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 42 reviews
4.88 (42)
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