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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
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
24–29 Sept
4.97 out of 5 average rating, 200 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
12–17 Jul
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
27 Aug – 1 Sept
4.83 out of 5 average rating, 110 reviews
Guest favourite
Home in Cudjoe Key
Latitudes-Ocean Front Pool
6 bedrooms, 6 beds
1–8 Aug
4.75 out of 5 average rating, 20 reviews
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds
27 Aug – 1 Sept
4.96 out of 5 average rating, 85 reviews
Home in Cudjoe Key
Paradise Found
2 bedrooms, 3 beds
3–8 Jul
New place to stay
Guest favourite
Home in Cudjoe Key
101- Oceanside House with Pool
2 bedrooms, 2 king beds
5–10 Jul
4.89 out of 5 average rating, 257 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Home in Cudjoe Key
Tree Top Paradise
2 bedrooms, 2 queen beds
1–6 Aug
4.71 out of 5 average rating, 83 reviews
Guest favourite
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
5–10 Jul
4.95 out of 5 average rating, 58 reviews
Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms, 2 beds
12–17 Jul
5.0 out of 5 average rating, 38 reviews
Villa in Cudjoe Key
Beachfront • Heated Pool • Hot Tub • Oceanview
4 bedrooms, 7 beds
9–14 Aug
New place to stay
Top guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
2 bedrooms, 3 beds
5–10 Jul
4.99 out of 5 average rating, 74 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
12–17 Jul
4.96 out of 5 average rating, 28 reviews
Guest favourite
Cottage in Cudjoe Key
Conch Cabana in Paradise 23 miles outside Key West
2 bedrooms, 3 beds
6–11 Jul
4.91 out of 5 average rating, 35 reviews
Superhost
Home in Cudjoe Key
Ocean~View w/ Dock, Pool, Kayaks, King Bed
2 bedrooms, 4 beds
23–28 Aug
4.92 out of 5 average rating, 91 reviews