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Search results; Over 1,000 homes

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Superhost

Home in Little Torch Key

Waterfront Cozy Cottage with Boat Ramp & Dock

2 bedrooms, 4 beds, 1 private bathroom

15–20 Oct

$5,084 SGD for 5 nights

,

4.89 out of 5 average rating, 185 reviews

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Featured hotel

Hotel in Summerland Key

King room

1 bedroom, 1 king bed, 1 bathroom

1–6 Oct

$1,534 SGD for 5 nights

+$198 SGD Airbnb credit

5.0 out of 5 average rating, 10 reviews

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Guest favourite

Home in Summerland Key

Waterfront Haven House with Boat Basin & Ramp

3 bedrooms, 6 beds, 1 bathroom

12–17 Oct

$3,648 SGD for 5 nights

4.93 out of 5 average rating, 127 reviews

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Guest favourite

Home in Summerland Key

Waterfront Beach House with Dock & Heated Pool

4 bedrooms, 5 beds, 3 bathrooms

13–18 Oct

$6,373 SGD for 5 nights

5.0 out of 5 average rating, 17 reviews

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Top guest favourite

Home in Marathon

70ft Dock, Bikes, Beach, Spacious, VACA23-16

3 bedrooms, 5 beds, 3 bathrooms

30 Nov – 7 Dec

Free cancellation

4.94 out of 5 average rating, 206 reviews

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Top guest favourite

Home in Marathon

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

4 bedrooms, 4 beds, 3.5 bathrooms

3–10 Oct

Weekly discount

Free cancellation

5.0 out of 5 average rating, 6 reviews

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Guest favourite

Home in Little Torch Key

Sterling Bay House

6 bedrooms, 8 beds, 6.5 bathrooms

1–8 Oct

$22,803 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

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Home in Big Pine Key

Your Perfect Florida Keys Escape

3 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

$2,720 SGD for 5 nights

New place to stay

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Top guest favourite

Home in Marathon

Tropical Keys Retreat | Pool | Hot Tub | Cinema

3 bedrooms, 4 beds, 3 bathrooms

1–8 Oct

$1,901 SGD for 7 nights

5.0 out of 5 average rating, 81 reviews

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Guest favourite

Tiny home in Big Pine Key

Cottage 30 min from Key West, free parking, pool

1 bedroom, 3 beds, 1 bathroom

1–6 Oct

Extended stay discount

4.88 out of 5 average rating, 133 reviews

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Home in Cudjoe Key

Private Secluded Ocean View & Pool Near Key West

4 bedrooms, 4 beds, 2 bathrooms

10–15 Oct

$4,624 SGD for 5 nights

New place to stay

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Featured hotel

Hotel in Key West

Havana 2 queens

1 bedroom, 2 queen beds, 1 bathroom

1–6 Oct

$1,550 SGD for 5 nights

+$172 SGD Airbnb credit

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Guest favourite

Home in Marathon

Waterfront Pool Home w/ Private Dock, Tiki Hut & B

4 bedrooms, 7 beds, 2 bathrooms

28 Nov – 5 Dec

Free cancellation

5.0 out of 5 average rating, 5 reviews

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Guest favourite

Home in Big Pine Key

Cozy house with relaxing pool

2 bedrooms, 3 beds, 2 bathrooms

28 Nov – 3 Dec

$2,599 SGD for 5 nights

Free cancellation

4.83 out of 5 average rating, 12 reviews

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Guest favourite

Home in Cudjoe Key

Palm Breezes! Room for Everyone on the Ocean.

5 bedrooms, 6 beds, 3 bathrooms

2–7 Nov

$5,140 SGD for 5 nights

4.83 out of 5 average rating, 112 reviews

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Guest favourite

Cottage in Cudjoe Key

FL Keys Retreat - Community pool and hot tub

2 bedrooms, 4 beds, 1 bathroom

1–6 Oct

5.0 out of 5 average rating, 10 reviews

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Superhost

Home in Sugarloaf Key

Mi Azucar

2 bedrooms, 7 beds, 3 bathrooms

1–6 Oct

4.81 out of 5 average rating, 175 reviews

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Guest favourite

Home in Cudjoe Key

Heron House at Venture Out Resort

2 bedrooms, 5 beds, 2 bathrooms

13–18 Oct

5.0 out of 5 average rating, 8 reviews

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Hotel in Key West

*Near Smathers Beach | Pool + Dining & Bar

1 bedroom, 2 queen beds, 1 bathroom

3–8 Oct

Extended stay discount

Free cancellation

4.73 out of 5 average rating, 37 reviews