Waterfront vacation rentals in Cudjoe Key
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Cudjoe Key
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cudjoe Key waterfront rentals
Waterfront apartment rentals
Rental unit in Marathon
5 out of 5 average rating, 9 reviews"O" Fish Ally Paradise @Ocean Isle Fishing Village
Rental unit in Big Pine Key
5 out of 5 average rating, 8 reviewsNew Deluxe Duplex Unit, 2 Queen Beds, Unit H-5
Rental unit in Key West
5 out of 5 average rating, 4 reviewsPartial ocean view studio with king bed
Rental unit in Tavernier
4.98 out of 5 average rating, 43 reviewsTurtles Nest 2 Ocean Point condo
Rental unit in Key West
4.95 out of 5 average rating, 19 reviewsKey West Condo with Pool & Boat Slip Access
Rental unit in Marathon
5 out of 5 average rating, 10 reviews#1 Island Hideaway 89 - OCEAN FRONT
Rental unit in Marathon
5 out of 5 average rating, 7 reviewsBest Catch on Grouper LN at Ocean Isles
Rental unit in Tavernier
4.95 out of 5 average rating, 171 reviewsBoho FL Keys Condo
Waterfront house rentals
Home in Cudjoe Key
4.84 out of 5 average rating, 37 reviewsKeys getaway
Home in Marathon
4.9 out of 5 average rating, 145 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Home in Cudjoe Key
4.89 out of 5 average rating, 18 reviewsPelican's Roost, Waterfront comfort at Venture Out
Home in Marathon
4.98 out of 5 average rating, 53 reviewsWaterfront Oasis: Pool, Tiki Lounge, Dock & BBQ
Home in Key Colony Beach
4.91 out of 5 average rating, 127 reviewsThe Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Big Pine Key
4.9 out of 5 average rating, 68 reviewsFishermen's Paradise | Pool, dock, gorgeous home
Home in Cudjoe Key
5 out of 5 average rating, 9 reviewsBlue Heaven in Cudjoe Key #99
Home in Cudjoe Key
5 out of 5 average rating, 10 reviewsBlue Palms Retreat
Waterfront condo rentals
Condo in Key West
4.83 out of 5 average rating, 255 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Condo in Tavernier
4.88 out of 5 average rating, 137 reviewsReel Large END Unit in Ocean Point Suites
Condo in Duck Key
5 out of 5 average rating, 22 reviewsOceanfront and Sunrise Views!
Condo in Marathon
4.95 out of 5 average rating, 20 reviewsParadise Palms 1B/2B Desk; Pool; Balcony
Condo in Key West
4.86 out of 5 average rating, 149 reviewsAnchor Drop modern elegance upgrades throughout vi
Condo in Key West
4.88 out of 5 average rating, 156 reviewsSpacious Updated Waterfront Condo, 2/2 Pool, Dock
Condo in Tavernier
4.86 out of 5 average rating, 264 reviewsCondo in the Keys, Peaceful ocean view retreat!
Condo in Tavernier
4.83 out of 5 average rating, 141 reviewsBright & Sunny Suite w/ Magnificent Ocean Views
Quick stats about waterfront rentals in Cudjoe Key
Total rentals
150 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.7K reviews
Family-friendly rentals
120 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
120 properties have a pool
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