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Search results; Over 1,000 homes in Cudjoe Key

Cottage in Cudjoe Key
VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
2 bedrooms, 3 beds, 1.5 private bathrooms
2–7 Aug
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4.65 out of 5 average rating, 127 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, 203 reviews
Top 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, 5 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
1–6 Aug
New place to stay
Top guest favourite
Cottage in Cudjoe Key
King MSTR, SS Quartz Kitchen, Bikes Kayaks, VIEWS!
2 bedrooms, 3 beds, 2 bathrooms
28 Aug – 2 Sept
4.94 out of 5 average rating, 177 reviews
Guest favourite
Tiny home in Summerland Key
Waterview Bungalow
1 bedroom, 1 bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Cudjoe Key
Aug. Discount, Waterfront Retreat/Pool/golf cart
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 27 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
Island Oasis ~ YOUR Paradise Awaits!
2 bedrooms, 2 queen beds, 1.5 bathrooms
2–7 Aug
4.86 out of 5 average rating, 125 reviews
Guest favourite
Home in Cudjoe Key
Blue Palms Retreat
3 bedrooms, 4 beds, 2 bathrooms
12–19 Sept
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Cudjoe Key
Wake Up to Sunrises & Oceanfront Views
2 bedrooms, 2 queen beds, 2 bathrooms
17–22 Aug
4.88 out of 5 average rating, 8 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, 116 reviews
Home in Cudjoe Key
Paradise Found
2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Home in Cudjoe Key
Rise And Shine On The Water
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
4.92 out of 5 average rating, 71 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Cudjoe Key
101- Oceanside House with Pool
2 bedrooms, 2 king beds, 3 bathrooms
1–6 Aug
4.89 out of 5 average rating, 258 reviews