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Search results; Over 1,000 homes in Key West

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Top guest favourite
Flat in Key West
Studio Blu | Stylish Key West Studio + Bikes
1 bedroom, 1 bed, 1 private bathroom
18–23 Nov
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4.95 out of 5 average rating, 484 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.68 out of 5 average rating, 28 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
4.71 out of 5 average rating, 35 reviews
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
4.9 out of 5 average rating, 158 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Superior King .
1 bedroom, 1 king bed, 1 bathroom
2–7 Oct
4.77 out of 5 average rating, 22 reviews
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Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
4.93 out of 5 average rating, 130 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
14–19 Oct
4.91 out of 5 average rating, 562 reviews
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Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.89 out of 5 average rating, 122 reviews
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Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
4 bedrooms, 7 beds, 2.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 80 reviews
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Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds, 3 bathrooms
10–17 Oct
New place to stay
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Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 41 reviews
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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
5.0 out of 5 average rating, 81 reviews
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Superhost
Home in Key West
Private Parking, Heated Pool - Sweet Caroline
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.57 out of 5 average rating, 136 reviews
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Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Oct
4.93 out of 5 average rating, 87 reviews
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Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.83 out of 5 average rating, 30 reviews
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Guest favourite
Home in Key West
Thompson Island USA !! Your Key West Retreat !!
9 bedrooms, 10 king beds, 6.5 bathrooms
1–6 Oct
4.79 out of 5 average rating, 105 reviews
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Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.99 out of 5 average rating, 141 reviews