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Search results; Over 1,000 homes in Cudjoe Key

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Guest favourite
Cottage in Cudjoe Key
Beautiful Cottage & Amenities in Gated Community
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Sept
,
4.97 out of 5 average rating, 129 reviews
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Superhost
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 208 reviews
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Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 8 reviews
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Featured hotel
Hotel in Summerland Key
Waterfront two bedroom cottage
1 bedroom, 2 king beds
14–19 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Cudjoe Key
Waterfront, Dock, Pool, Pickleball, near Key West!
2 bedrooms, 3 beds
6–11 Sept
4.99 out of 5 average rating, 74 reviews
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Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds
7–12 Sept
4.8 out of 5 average rating, 69 reviews
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Guest favourite
Home in Cudjoe Key
Relaxing Home in the Keys
2 bedrooms, 2 beds
1–6 Sept
4.88 out of 5 average rating, 58 reviews
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Featured hotel
Room in Key West
One queen bed
6–11 Sept
4.83 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Cudjoe Key
Jan. Disc, Waterfront Retreat/Dock/Pool/golf cart,
2 bedrooms, 3 beds
4–9 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom, 4 beds
1–6 Sept
4.97 out of 5 average rating, 36 reviews
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Guest favourite
Home in Cudjoe Key
Heron House at Venture Out Resort
2 bedrooms, 5 beds
5–10 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds
9–14 Nov
4.88 out of 5 average rating, 8 reviews
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Top guest favourite
Home in Cudjoe Key
Rise And Shine On The Water
2 bedrooms, 3 beds
16–21 Sept
4.91 out of 5 average rating, 75 reviews
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Guest favourite
Home in Cudjoe Key
Betty's Place
2 bedrooms, 3 beds
18–23 Sept
4.92 out of 5 average rating, 119 reviews
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Guest favourite
Home in Cudjoe Key
Yellow Home - Receive $400 towards a Boat Rental!
3 bedrooms, 3 beds
13–18 Sept
4.88 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
2 bedrooms, 4 beds
18–23 Oct
4.97 out of 5 average rating, 94 reviews
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Home in Cudjoe Key
NEW Listing•Solace by the Sea•37’Dock•Ocean Views
2 bedrooms, 3 beds
6–11 Sept
New place to stay
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Top guest favourite
Home in Marathon
70ft Dock, Bikes, Beach, Spacious, VACA23-16
3 bedrooms, 5 beds
13–20 Sept
4.94 out of 5 average rating, 204 reviews
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Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
30 Sept – 5 Oct
4.94 out of 5 average rating, 36 reviews