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Search results; Over 1,000 homes in Key West

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Flat in Key West
At Mine | Lovely Suite steps from Duval Street
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
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4.86 out of 5 average rating, 1741 reviews
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Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds, 3 bathrooms
3–10 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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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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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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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.73 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
15–20 Nov
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 13 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
5.0 out of 5 average rating, 6 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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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
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
Apartment in Key West
The Saint Martin Suite | Delightfully Updated!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 20 reviews
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Luxe
Home in Key West
The Starboard House at Solaire Lunara Bay
8 bedrooms, 11 beds, 8.5 bathrooms
11–16 Oct
4.92 out of 5 average rating, 12 reviews
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Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds, 2 bathrooms
7–12 Oct
4.91 out of 5 average rating, 280 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds, 1 bathroom
5–10 Oct
4.81 out of 5 average rating, 79 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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Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.71 out of 5 average rating, 174 reviews
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Guest favourite
Apartment in Key West
Waterfront Dock Pool Pet Friendly Near Duval St
4 bedrooms, 9 beds, 4 bathrooms
12–17 Oct
4.88 out of 5 average rating, 230 reviews