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Search results; Over 1,000 homes in Cudjoe Key

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Top guest favourite
Home in Cudjoe Key
Oceanfront Cottage with Open Water Views
2 bedrooms, 2 beds, 2 private bathrooms
20–25 Sept
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5.0 out of 5 average rating, 47 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
24–29 Oct
4.96 out of 5 average rating, 209 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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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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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, 7 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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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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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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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
Keys Island Villa - Venture Out Home 354
2 bedrooms, 2 beds
7–12 Sept
4.95 out of 5 average rating, 91 reviews
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Superhost
Home in Cudjoe Key
Oceanfront w/ Dock, Swimming pool, Hot Tub, Kayaks
2 bedrooms, 4 beds
12–17 Sept
4.92 out of 5 average rating, 97 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
Cottage in Cudjoe Key
Beautiful Cottage & Amenities in Gated Community
2 bedrooms, 3 beds
11–16 Sept
4.97 out of 5 average rating, 129 reviews
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Guest favourite
Home in Cudjoe Key
Waterfront Sanctuary in the Keys!
2 bedrooms, 2 beds
31 Oct – 5 Nov
4.89 out of 5 average rating, 158 reviews
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Guest favourite
Home in Cudjoe Key
Blue Heaven Waterfront Home
2 bedrooms, 3 beds
5–10 Sept
4.89 out of 5 average rating, 18 reviews
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Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
1 bedroom, 4 beds
2–7 Sept
4.97 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Cudjoe Key
Tiki Time in Cudjoe Key 136
2 bedrooms, 2 beds
13–18 Sept
4.97 out of 5 average rating, 58 reviews
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Guest favourite
Home in Summerland Key
Waterfront Anchor House with Boat Basin & Ramp!
4 bedrooms, 6 beds
7–12 Sept
4.95 out of 5 average rating, 116 reviews
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Guest favourite
Villa in Summerland Key
6BR Villa + Bungalow | Pool & Tiki | 30 Min to KW
6 bedrooms, 7 beds
7–12 Sept
5.0 out of 5 average rating, 12 reviews