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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
$5,940 SGD
$4,046 SGD
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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
$1,549 SGD
Show price breakdown
for 5 nights
$1,549 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
$1,435 SGD
$1,168 SGD
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for 5 nights
4.81 out of 5 average rating, 89 reviews
4.81 (89)
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
$2,671 SGD
$2,361 SGD
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for 5 nights
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
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
$14,707 SGD
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for 5 nights
$14,707 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
Photo 1 of 6
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
$1,392 SGD
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for 5 nights
$1,392 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
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
$1,729 SGD
$1,422 SGD
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for 5 nights
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Photo 1 of 6
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
$2,083 SGD
Show price breakdown
for 5 nights
$2,083 SGD for 5 nights
4.94 out of 5 average rating, 36 reviews
4.94 (36)
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
1–6 Sept
1–6 Sept
$4,380 SGD
$3,769 SGD
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for 5 nights
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Photo 1 of 6
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
$3,330 SGD
$2,206 SGD
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for 5 nights
4.88 out of 5 average rating, 42 reviews
4.88 (42)
Photo 1 of 6
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
$7,875 SGD
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for 5 nights
$7,875 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
$1,571 SGD
Show price breakdown
for 5 nights
$1,571 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Cudjoe Key
Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,800 SGD
$1,567 SGD
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for 5 nights
4.97 out of 5 average rating, 29 reviews
4.97 (29)
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
$16,728 SGD
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for 5 nights
$16,728 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Cudjoe Key
Tiki Time in Cudjoe Key 136
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
13–18 Sept
13–18 Sept
$3,110 SGD
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for 5 nights
$3,110 SGD for 5 nights
4.96 out of 5 average rating, 56 reviews
4.96 (56)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Cudjoe Key
Oceanside home 107,dock,kayaks,bikes,pool,fishing,
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$2,932 SGD
$2,405 SGD
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for 5 nights
4.94 out of 5 average rating, 34 reviews
4.94 (34)
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
$1,186 SGD
Show price breakdown
for 5 nights
$1,186 SGD for 5 nights
+$130 SGD Airbnb credit
Free cancellation
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Cudjoe Key
Rise And Shine On The Water
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
16–21 Sept
16–21 Sept
$3,866 SGD
$3,454 SGD
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for 5 nights
4.91 out of 5 average rating, 75 reviews
4.91 (75)
Photo 1 of 6
Guest favourite
Guest favourite
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
$1,685 SGD
$1,523 SGD
Show price breakdown
for 5 nights
4.89 out of 5 average rating, 18 reviews
4.89 (18)
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