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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
$5,941 SGD
$4,046 SGD
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for 5 nights
,
·
4.92 out of 5 average rating, 133 reviews
4.92 (133)
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
1–6 Sept
1–6 Sept
$12,534 SGD
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for 5 nights
$12,534 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
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
4.8 out of 5 average rating, 87 reviews
4.8 (87)
Guest favourite
Guest favourite
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
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for 5 nights
$1,549 SGD for 5 nights
Pay $0 today
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
$2,671 SGD
$2,361 SGD
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for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
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
11–16 Sept
11–16 Sept
$2,144 SGD
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for 5 nights
$2,144 SGD for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
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)
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
$7,695 SGD
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for 5 nights
$7,695 SGD for 5 nights
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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
$2,308 SGD
$2,054 SGD
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for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Superhost
Superhost
Home in Marathon
Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
3.5 bathrooms
3.5 bathrooms
5–12 Sept
5–12 Sept
$6,767 SGD
$5,493 SGD
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for 7 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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
$7,083 SGD
$6,239 SGD
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for 5 nights
4.83 out of 5 average rating, 111 reviews
4.83 (111)
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
Pay $0 today
Free cancellation
4.96 out of 5 average rating, 208 reviews
4.96 (208)
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)
Guest favourite
Guest favourite
Home in Cudjoe Key
Blue Palms Retreat
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 3 Oct
26 Sept – 3 Oct
$4,833 SGD
$3,669 SGD
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for 7 nights
4.94 out of 5 average rating, 18 reviews
4.94 (18)
Superhost
Superhost
Home in Marathon
*NEW* Reel Escape~Dock!~Lift!~Pet Friendly~Grill!
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
10–17 Sept
10–17 Sept
$2,219 SGD
$2,078 SGD
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for 7 nights
New place to stay
New
Guest favourite
Guest favourite
Home in Marathon
Life’s a Beach
4 bedrooms
4 bedrooms
,
·
2 bathrooms
2 bathrooms
12–19 Dec
12–19 Dec
$9,872 SGD
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for 7 nights
$9,872 SGD for 7 nights
4.9 out of 5 average rating, 10 reviews
4.9 (10)
Top guest favourite
Guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3 bathrooms
3 bathrooms
24–31 Oct
24–31 Oct
$5,050 SGD
$4,530 SGD
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for 7 nights
5.0 out of 5 average rating, 89 reviews
5.0 (89)
Guest favourite
Guest favourite
Home in Little Torch Key
Sterling Bay House
6 bedrooms
6 bedrooms
,
·
8 beds
8 beds
,
·
6.5 bathrooms
6.5 bathrooms
12–19 Sept
12–19 Sept
$26,656 SGD
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for 7 nights
$26,656 SGD for 7 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favourite
Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
31 Oct – 5 Nov
31 Oct – 5 Nov
$4,037 SGD
$2,123 SGD
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for 5 nights
4.89 out of 5 average rating, 158 reviews
4.89 (158)
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