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Search results; Over 1,000 homes in Cudjoe Key

Top guest favourite
Home in Cudjoe Key
Oceanside home 109, dock,kayaks,bikes,pool,fishing
2 bedrooms, 3 beds, 3 private bathrooms
20–25 Jul
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4.94 out of 5 average rating, 32 reviews
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 199 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
4.83 out of 5 average rating, 110 reviews, 5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
Home in Cudjoe Key
Paradise Found
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
3–8 Jul
Superhost
Home in Cudjoe Key
Tropical Paradise
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
4–11 Jul
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
4.96 out of 5 average rating, 85 reviews, 2 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Home in Cudjoe Key
103- Newly Renovated House with Oceanview and Pool
5.0 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 3 bathrooms
14–19 Jul
Home in Cudjoe Key
Tree Top Paradise
4.71 out of 5 average rating, 83 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Villa in Cudjoe Key
Beachfront • Heated Pool • Hot Tub • Oceanview
New place to stay, 4 bedrooms, 7 beds, 2 bathrooms
9–14 Aug
Guest favourite
Cottage in Cudjoe Key
2Bd/1Ba Waterfront Retreat w/35’ Dock
4.83 out of 5 average rating, 29 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
5.0 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
Superhost
Home in Cudjoe Key
Ocean~View w/ Dock, Pool, Kayaks, King Bed
4.92 out of 5 average rating, 90 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Cudjoe Key
Yellow Home - Receive $400 towards a Boat Rental!
4.87 out of 5 average rating, 38 reviews, 3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
Guest favourite
Home in Cudjoe Key
Betty's Place
4.92 out of 5 average rating, 112 reviews, 2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
4.99 out of 5 average rating, 73 reviews, 2 bedrooms, 3 beds, 1 bathroom
5–10 Jul
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
4.88 out of 5 average rating, 153 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug