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Search results; Over 1,000 homes in Cudjoe Key

Guest favourite
Cottage in Cudjoe Key
Calypso Cottage
2 bedrooms, 4 beds, 1 private bathroom
16–21 Aug
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4.74 out of 5 average rating, 188 reviews
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.97 out of 5 average rating, 204 reviews
Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Cottage in Cudjoe Key
2Bd/1Ba Waterfront Retreat w/35’ Dock
2 bedrooms, 2 queen beds, 1 bathroom
12–17 Aug
4.84 out of 5 average rating, 32 reviews
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 88 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds, 3 bathrooms
26 Sept – 1 Oct
4.83 out of 5 average rating, 111 reviews
Superhost
Home in Cudjoe Key
Coconut Cottage - Oceanfront Community
1 bedroom, 3 beds, 1 bathroom
2–7 Aug
Top guest favourite
Home in Cudjoe Key
Aug. Discount, Waterfront Retreat/Pool/golf cart
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 29 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom, 4 beds, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Home in Cudjoe Key
Island Paradise
1 bedroom, 2 beds, 1 bathroom
8–13 Aug
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Cottage in Cudjoe Key
King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.94 out of 5 average rating, 177 reviews
Guest favourite
Cottage in Cudjoe Key
Beautiful Cottage & Amenities in Gated Community
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
4.97 out of 5 average rating, 126 reviews
Home in Cudjoe Key
Heron House
2 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
Guest favourite
Home in Cudjoe Key
103- Newly Renovated House with Oceanview and Pool
2 bedrooms, 2 king beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
4.91 out of 5 average rating, 117 reviews
Guest favourite
Home in Cudjoe Key
Oceanfront 2BR w/ 35’ Dock & Stunning Views
2 bedrooms, 2 king beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Cudjoe Key
Waterfront 2BR w/ Dock & Pool Access
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
4.86 out of 5 average rating, 29 reviews