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Search results; Over 1,000 homes in Summerland Key
Over 1,000 homes in Summerland Key
Superhost
Superhost
Home in Summerland Key
Private Pool Oasis | 3 King Suites | 30 Min to KW
3 bedrooms
,
·
4 beds
,
·
3 private bathrooms
1–6 Sept
1–6 Sept
$5,021 SGD
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for 5 nights
$5,021 SGD for 5 nights
,
·
4.84 out of 5 average rating, 63 reviews
4.84 (63)
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
$1,168 SGD
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for 5 nights
$1,168 SGD for 5 nights
4.8 out of 5 average rating, 87 reviews
4.8 (87)
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
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for 5 nights
$1,549 SGD for 5 nights
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
$2,362 SGD
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for 5 nights
$2,362 SGD for 5 nights
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
$2,147 SGD
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for 5 nights
$2,147 SGD for 5 nights
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Haven House with Boat Basin & Ramp!
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$3,316 SGD
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for 5 nights
$3,316 SGD for 5 nights
4.93 out of 5 average rating, 127 reviews
4.93 (127)
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
$1,422 SGD
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for 5 nights
$1,422 SGD for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms
3 bedrooms
,
·
3 double beds
3 double beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$1,994 SGD
$1,645 SGD
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for 5 nights
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
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 Sept
24–29 Sept
$1,605 SGD
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for 5 nights
$1,605 SGD for 5 nights
Free cancellation
4.96 out of 5 average rating, 208 reviews
4.96 (208)
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
$13,011 SGD
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for 5 nights
$13,011 SGD for 5 nights
4.56 out of 5 average rating, 25 reviews
4.56 (25)
Home in Big Pine Key
Your Perfect Florida Keys Escape
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
$3,365 SGD
Show price breakdown
for 5 nights
$3,365 SGD for 5 nights
New place to stay
New
Featured hotel
Featured hotel
Room in Key West
Two queen beds
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,379 SGD
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for 5 nights
$1,379 SGD for 5 nights
+$159 SGD Airbnb credit
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,533 SGD
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for 5 nights
$1,533 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 24 reviews
5.0 (24)
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
14–19 Sept
14–19 Sept
$1,572 SGD
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for 5 nights
$1,572 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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
11–16 Sept
11–16 Sept
$1,811 SGD
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for 5 nights
$1,811 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 8 reviews
4.88 (8)
Featured hotel
Featured hotel
Hotel in Summerland Key
King room
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
1–6 Sept
1–6 Sept
$1,598 SGD
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for 5 nights
$1,598 SGD for 5 nights
+$208 SGD Airbnb credit
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favourite
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$1,896 SGD
$1,714 SGD
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for 5 nights
4.96 out of 5 average rating, 93 reviews
4.96 (93)
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$2,571 SGD
$2,115 SGD
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for 5 nights
Free cancellation
New place to stay
New
Guest favourite
Guest favourite
Home in Summerland Key
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
8–13 Aug
8–13 Aug
$2,582 SGD
Show price breakdown
for 5 nights
$2,582 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
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