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Search results; Over 1,000 homes in Cudjoe Key

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Guest favourite
Home in Cudjoe Key
Cozy 2 br/2 bath home in Cudjoe
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Oct
,
4.88 out of 5 average rating, 91 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
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
1–6 Oct
5.0 out of 5 average rating, 10 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
4.89 out of 5 average rating, 9 reviews
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Guest favourite
Home in Cudjoe Key
Heron House at Venture Out Resort
2 bedrooms, 5 beds
13–18 Oct
5.0 out of 5 average rating, 8 reviews
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Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
2–7 Nov
4.83 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Cudjoe Key
Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
2 bedrooms, 3 beds
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
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
1–6 Oct
4.85 out of 5 average rating, 61 reviews
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Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds
5–10 Oct
4.92 out of 5 average rating, 122 reviews
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Superhost
Home in Cudjoe Key
Oceanfront with 50’ Dock & Stunning Views
2 bedrooms, 5 beds
12–17 Oct
New place to stay
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Top guest favourite
Home in Cudjoe Key
Rise And Shine On The Water
2 bedrooms, 3 beds
1–6 Oct
4.91 out of 5 average rating, 75 reviews
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Guest favourite
Home in Summerland Key
4BR Villa | Private Pool & Tiki | 30 Min to KW
4 bedrooms, 9 beds
19–24 Oct
4.95 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
2 bedrooms, 3 beds
10–15 Oct
4.99 out of 5 average rating, 75 reviews
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Guest favourite
Villa in Summerland Key
6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW
6 bedrooms, 7 beds
19–24 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Home in Cudjoe Key
Oceanfront Paradise with Kayaks & Paddleboards
2 bedrooms, 4 beds
1–6 Oct
5.0 out of 5 average rating, 8 reviews
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Superhost
Home in Cudjoe Key
Oceanfront Gated Community, Amenities, 3BR Home
3 bedrooms, 4 beds
15–20 Nov
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Top guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
2 bedrooms, 2 beds
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
31 Oct – 5 Nov
4.97 out of 5 average rating, 97 reviews