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Search results; Over 1,000 homes in Cudjoe Key

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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
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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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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
28 Nov – 3 Dec
4.96 out of 5 average rating, 213 reviews
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Top guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
2 bedrooms, 3 beds, 1 bathroom
10–15 Oct
4.99 out of 5 average rating, 75 reviews
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Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana king room
1 bedroom, 2 king beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Cudjoe Key
Ocean View in Cudjoe Key
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Cudjoe Key
Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 30 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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Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds, 1 bathroom
31 Oct – 5 Nov
4.97 out of 5 average rating, 97 reviews
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Top guest favourite
Cottage in Cudjoe Key
King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
2 bedrooms, 3 beds, 2 bathrooms
6–11 Oct
4.95 out of 5 average rating, 182 reviews
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Guest favourite
Home in Cudjoe Key
Relaxing and Inviting home with 35' Private Dock
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.85 out of 5 average rating, 61 reviews
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Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
25–30 Nov
4.89 out of 5 average rating, 9 reviews
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Guest favourite
Home in Summerland Key
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
3 bedrooms, 3 beds, 2 bathrooms
8–13 Aug
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Cudjoe Key
Oceanfront 2BR w/ 35’ Dock & Stunning Views
2 bedrooms, 2 king beds, 2 bathrooms
1–6 Oct
4.83 out of 5 average rating, 12 reviews
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Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.92 out of 5 average rating, 122 reviews
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Top guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 92 reviews
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Superhost
Cottage in Cudjoe Key
Tidewater Views at Venture Out
2 bedrooms, 3 beds, 2 bathrooms
15–20 Oct
4.89 out of 5 average rating, 47 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
16–21 Oct
4.82 out of 5 average rating, 84 reviews
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Superhost
Home in Cudjoe Key
Dolphin Daydreams at Venture Out
2 bedrooms, 2 king beds, 2 bathrooms
7–12 Nov
4.95 out of 5 average rating, 19 reviews