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Search results; Over 1,000 homes in Cudjoe Key

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Cottage in Cudjoe Key
VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
2 bedrooms, 3 beds, 1.5 private bathrooms
1–6 Oct
,
4.66 out of 5 average rating, 132 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
28 Nov – 3 Dec
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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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
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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Guest favourite
Home in Summerland Key
Waterfront Oceanside 200' Seawall 3/2 Sleeps 6
3 bedrooms, 3 beds
8–13 Aug
5.0 out of 5 average rating, 8 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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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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Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana king room
1 bedroom, 2 king beds
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
1–6 Oct
5.0 out of 5 average rating, 21 reviews
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Home in Cudjoe Key
Private Secluded Ocean View & Pool Near Key West
4 bedrooms, 4 beds
10–15 Oct
New place to stay
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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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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, 98 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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Camper van/Motorhome in Cudjoe Key
Venture Out Ocean View Canal RV lot in Cudjoe Key
1 bed
1–6 Oct
New place to stay
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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, 183 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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Superhost
Cottage in Cudjoe Key
Tidewater Views at Venture Out
2 bedrooms, 3 beds
15–20 Oct
4.89 out of 5 average rating, 47 reviews
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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