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Search results; Over 1,000 homes in Cudjoe Key

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Top guest favourite
Home in Cudjoe Key
Oceanside home 109, dock,kayaks,bikes,pool,fishing
2 bedrooms, 3 beds, 3 private bathrooms
2–7 Oct
,
4.94 out of 5 average rating, 33 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
4.96 out of 5 average rating, 213 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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Home in Cudjoe Key
Private Secluded Ocean View & Pool Near Key West
4 bedrooms, 4 beds, 2 bathrooms
10–15 Oct
New place to stay
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Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms, 2 beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 51 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
4.83 out of 5 average rating, 112 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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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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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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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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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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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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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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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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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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Home in Cudjoe Key
NEW Listing•Solace by the Sea•37’Dock•Ocean Views
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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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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Guest favourite
Home in Cudjoe Key
101- Oceanside House with Pool
2 bedrooms, 2 king beds, 3 bathrooms
1–6 Oct
4.89 out of 5 average rating, 259 reviews
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Superhost
Home in Cudjoe Key
Oceanfront w/ Dock, Swimming Pool, Hot Tub, Kayaks
2 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
4.92 out of 5 average rating, 98 reviews