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Search results; Over 1,000 homes in Summerland Key
Over 1,000 homes in Summerland Key
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4 bedrooms
,
·
6 beds
,
·
2 bathrooms
16–21 Sept
16–21 Sept
$5,572 SGD
$5,067 SGD
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for 5 nights
,
·
4.95 out of 5 average rating, 116 reviews
4.95 (116)
Superhost
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
12–17 Sept
12–17 Sept
$1,586 SGD
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for 5 nights
$1,586 SGD for 5 nights
4.94 out of 5 average rating, 81 reviews
4.94 (81)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
13–18 Sept
13–18 Sept
$3,301 SGD
$3,010 SGD
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for 5 nights
4.93 out of 5 average rating, 127 reviews
4.93 (127)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
8–13 Aug
8–13 Aug
$2,579 SGD
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for 5 nights
$2,579 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Superhost
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom
1 bedroom
,
·
2 beds
2 beds
13–18 Sept
13–18 Sept
$1,167 SGD
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for 5 nights
$1,167 SGD for 5 nights
4.82 out of 5 average rating, 92 reviews
4.82 (92)
Guest favourite
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom
1 bedroom
,
·
4 beds
4 beds
11–16 Sept
11–16 Sept
$1,838 SGD
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for 5 nights
$1,838 SGD for 5 nights
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Featured hotel
Featured hotel
Hotel in Summerland Key
King room
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
11–16 Sept
11–16 Sept
$1,647 SGD
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for 5 nights
$1,647 SGD for 5 nights
+$215 SGD Airbnb credit
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
27 Sept – 2 Oct
27 Sept – 2 Oct
$5,675 SGD
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for 5 nights
$5,675 SGD for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Home in Summerland Key
4BR Villa | Private Pool & Tiki | 30 Min to KW
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
25–30 Oct
25–30 Oct
$6,534 SGD
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for 5 nights
$6,534 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Top guest favourite
Guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom
1 bedroom
,
·
3 beds
3 beds
13–18 Oct
13–18 Oct
$2,661 SGD
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for 5 nights
$2,661 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 39 reviews
4.95 (39)
Featured hotel
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds
2 queen beds
11–16 Sept
11–16 Sept
$1,117 SGD
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for 5 nights
$1,117 SGD for 5 nights
+$103 SGD Airbnb credit
4.81 out of 5 average rating, 72 reviews
4.81 (72)
Featured hotel
Featured hotel
Room in Key West
Havana king room
2 king beds
2 king beds
11–16 Sept
11–16 Sept
$1,287 SGD
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for 5 nights
$1,287 SGD for 5 nights
+$134 SGD Airbnb credit
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
12–17 Sept
12–17 Sept
$1,572 SGD
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for 5 nights
$1,572 SGD for 5 nights
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Tiny home in Summerland Key
Waterview Bungalow
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,357 SGD
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for 5 nights
$1,357 SGD for 5 nights
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
1–6 Dec
1–6 Dec
$1,754 SGD
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for 5 nights
$1,754 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 8 reviews
4.88 (8)
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
25–30 Oct
25–30 Oct
$7,566 SGD
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for 5 nights
$7,566 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
11–16 Sept
11–16 Sept
$2,292 SGD
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for 5 nights
$2,292 SGD for 5 nights
4.95 out of 5 average rating, 92 reviews
4.95 (92)
Guest favourite
Guest favourite
Cottage in Cudjoe Key
Beautiful Cottage & Amenities in Gated Community
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
28 Sept – 3 Oct
28 Sept – 3 Oct
$1,871 SGD
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for 5 nights
$1,871 SGD for 5 nights
4.97 out of 5 average rating, 131 reviews
4.97 (131)
Guest favourite
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
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, 211 reviews
4.96 (211)
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