House holiday rentals in Cudjoe Key
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Top-rated house rentals in Cudjoe Key
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Cudjoe Key
House rentals with a pool
Home in Key Colony Beach
4.81 out of 5 average rating, 132 reviewsWaterview from three sides, Cabana Club, 30' Docks
17–24 Feb
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
30 Sept – 7 Oct
Home in Cudjoe Key
4.82 out of 5 average rating, 49 reviewsSpanish Queen @Venture Out
26 Nov – 3 Dec
Home in Cudjoe Key
4.88 out of 5 average rating, 72 reviewsIsland Oasis ~ YOUR Paradise Awaits!
9–16 Sept
Home in Cudjoe Key
4.92 out of 5 average rating, 12 reviewsWaterfront 35’ Dock,80’ pool,20 min Key West
13–20 Dec
Home in Cudjoe Key
4.82 out of 5 average rating, 11 reviewsRise-N-Shine
7–14 Apr
Home in Cudjoe Key
5.0 out of 5 average rating, 3 reviewsLatitudes-Ocean Front Pool
9–16 Nov
Home in Cudjoe Key
5.0 out of 5 average rating, 11 reviewsSea Turtle Cove
16–23 Sept
Weekly house rentals
Home in Marathon
4.97 out of 5 average rating, 34 reviewsThe Gulf Cottage at Marathon Key
16–23 May
Home in Summerland Key
4.97 out of 5 average rating, 63 reviewsWaterfront Anchor House with Boat Basin & Ramp!
8–15 Dec
Home in Cudjoe Key
4.9 out of 5 average rating, 30 reviewsWaterfront Venture Out Home
16–23 Jun
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
7–14 Dec
Home in Cudjoe Key
4.84 out of 5 average rating, 25 reviewsLower Keys Paradise
24 Feb – 3 Mar
Home in Marathon
4.94 out of 5 average rating, 35 reviewsGorgeous Ocean View Home!
5–12 Sept
Home in Upper Sugarloaf Key
4.86 out of 5 average rating, 64 reviewsBungalows at Sugarloaf Beach - The Hemingway
27 Jul – 3 Aug
Home in Cudjoe Key
4.88 out of 5 average rating, 17 reviewsPelican's Roost, Waterfront comfort at Venture Out
29 Jan – 5 Feb
Private house rentals
Home in Big Pine Key
4.89 out of 5 average rating, 63 reviewsFishermen`s Paradise
4–11 Dec
Home in Marathon
4.97 out of 5 average rating, 36 reviewsWaterfront Private Home w/Pool-Family&Pet Friendly
29 Sept – 6 Oct
Home in Marathon
5.0 out of 5 average rating, 24 reviewsCoral Lagoon #23- Private Home with Boat Slip
18–25 Aug
Home in Key Colony Beach
5.0 out of 5 average rating, 65 reviews“La casa azul” step 3’ to a private pool
2–9 Jul
Home in Key Colony Beach
4.98 out of 5 average rating, 50 reviewsCaptain’s Quarters Ahoy Mateys! Florida, Keys
15–22 Apr
Home in Marathon
5.0 out of 5 average rating, 10 reviewsCanal Front, Boat Dock, Updated!
6–13 Aug
Home in Big Pine Key
4.82 out of 5 average rating, 62 reviewsKey home with open water access!!
2–9 Oct
Home in Key Colony Beach
5.0 out of 5 average rating, 96 reviewsABeachBungalow-60’dock w/ access to pool and beach
22 Feb – 1 Mar
Quick stats about house rentals in Cudjoe Key
Total rentals
150 properties
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
£104 before taxes and fees
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