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Search results; Over 1,000 homes in Cudjoe Key

Guest favourite
Home in Cudjoe Key
106- Newly Renovated House with Oceanview and Pool
2 bedrooms, 2 beds, 3 private bathrooms
15–20 Jul
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4.92 out of 5 average rating, 197 reviews
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 201 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
4.97 out of 5 average rating, 86 reviews, 2 bedrooms, 4 beds, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Cudjoe Key
Aug. Discount, Waterfront Retreat/Pool/golf cart
4.96 out of 5 average rating, 27 reviews, 2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
Guest favourite
Home in Cudjoe Key
Betty's Place
4.91 out of 5 average rating, 115 reviews, 2 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
4.83 out of 5 average rating, 111 reviews, 5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
Superhost
Home in Cudjoe Key
Ocean~View w/ Dock, Pool, Kayaks, King Bed
4.92 out of 5 average rating, 92 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4.95 out of 5 average rating, 114 reviews, 4 bedrooms, 6 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Cudjoe Key
Keys Island Villa - Venture Out Home 354
4.94 out of 5 average rating, 85 reviews, 2 bedrooms, 2 beds, 2 bathrooms
25–30 Jul
Home in Cudjoe Key
Paradise Found
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
4.88 out of 5 average rating, 155 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
23–28 Sept
Guest favourite
Home in Cudjoe Key
New Construction. $299 per night.
5.0 out of 5 average rating, 17 reviews, 2 bedrooms, 2 bathrooms
15–20 Jul
Superhost
Tiny home in Summerland Key
Cottage
4.92 out of 5 average rating, 65 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
Guest favourite
Home in Cudjoe Key
103- Newly Renovated House with Oceanview and Pool
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 3 bathrooms
15–20 Jul
Guest favourite
Villa in Summerland Key
6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW
5.0 out of 5 average rating, 8 reviews, 6 bedrooms, 10 beds, 6 bathrooms
7–12 Sept
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
4.97 out of 5 average rating, 33 reviews, 1 bedroom, 4 beds, 1 bathroom
15–20 Jul