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Search results; Over 1,000 homes in Big Pine Key

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Houseboat in Big Pine Key

1 Bedroom Aqualodge # 7 Cobia

1 bedroom, 1 bed, 1 private bathroom

1–6 Oct

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4.66 out of 5 average rating, 143 reviews

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Featured hotel

Hotel in Summerland Key

Parmer's Resort, King room

1 bedroom, 1 king bed

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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Home in Big Pine Key

Your Perfect Florida Keys Escape

3 bedrooms, 3 beds

1–6 Oct

$2,720 SGD for 5 nights

New place to stay

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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

1–6 Oct

Extended stay discount

4.88 out of 5 average rating, 133 reviews

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Guest favourite

Home in Big Pine Key

Fishermen's Paradise | Pool, 220' Dock & Open-Wate

3 bedrooms, 3 beds

25–30 Oct

$5,732 SGD for 5 nights

4.89 out of 5 average rating, 104 reviews

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Guest favourite

Home in Summerland Key

Waterfront Beach House with Dock & Heated Pool

4 bedrooms, 5 beds

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

Room in Big Pine Key

Old Island Life

1 queen bed

1–6 Oct

$1,105 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 621 reviews

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Guest favourite

Home in Summerland Key

Waterfront Haven House with Boat Basin & Ramp

3 bedrooms, 6 beds

12–17 Oct

$3,648 SGD for 5 nights

4.93 out of 5 average rating, 127 reviews

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Home in Big Pine Key

Pool-3 BR 2 BR-Water Front with a Fixed bridge

3 bedrooms, 7 beds

1–8 Oct

$3,495 SGD for 7 nights

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Featured hotel

Hotel in Marathon

Coconut Cay Resort & Marina, Canal view 2 queen 1.

1 bedroom, 2 queen beds

1–6 Oct

+$168 SGD Airbnb credit

New place to stay

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Superhost

Home in Big Pine Key

Twin Palms Canal Front

2 bedrooms, 3 beds

1–6 Mar

$1,773 SGD for 5 nights

Free cancellation

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Guest favourite

Home in Cudjoe Key

Betty's Place

2 bedrooms, 3 beds

5–10 Oct

$1,634 SGD for 5 nights

4.92 out of 5 average rating, 122 reviews

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Flat in Big Pine Key

New Deluxe Duplex Unit, 2 Queen Beds, Unit G-4

2 bedrooms, 2 beds

2–7 Oct

$2,097 SGD for 5 nights

4.79 out of 5 average rating, 107 reviews

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Top guest favourite

Home in Cudjoe Key

Tiki Time in Cudjoe Key 136

2 bedrooms, 2 beds

12–17 Oct

$3,136 SGD for 5 nights

4.97 out of 5 average rating, 60 reviews

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Guest favourite

Home in Cudjoe Key

Ocean Breeze Retreat w/ Dock| Keys Escape

2 bedrooms, 4 beds

25–30 Nov

$1,957 SGD for 5 nights

Free cancellation

4.89 out of 5 average rating, 9 reviews

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Guest favourite

Apartment in Summerland Key

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

1 bedroom, 4 beds

1–6 Oct

$1,810 SGD for 5 nights

4.97 out of 5 average rating, 37 reviews

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Guest favourite

Bungalow in Cudjoe Key

Cudjoe Key OCEANFRONT 2B/2B in gated community!!

2 bedrooms, 4 beds

11–16 Oct

4.81 out of 5 average rating, 114 reviews

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Guest favourite

Home in Little Torch Key

Sterling Bay House

6 bedrooms, 8 beds

1–8 Oct

$22,803 SGD for 7 nights

5.0 out of 5 average rating, 5 reviews

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Camper van/Motorhome in Cudjoe Key

Venture Out Ocean View Canal RV lot in Cudjoe Key

1 bed

1–6 Oct

Free cancellation

New place to stay