Waterfront vacation rentals in Cudjoe Key
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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
Apartment in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
Dec 10 – 17
Apartment in Key West
4.92 out of 5 average rating, 175 reviewsKW Luxury 2/2 Beachfront resort Tropical Oasis
Dec 8 – 15
Apartment in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
Dec 3 – 10
Apartment in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
Aug 12 – 19
Apartment in Key Colony Beach
4.84 out of 5 average rating, 79 reviewsBeachside Unit 22 - Private Beach on Atlantic
Jan 14 – 21
Apartment in Key West
4.89 out of 5 average rating, 46 reviewsPenthouse in Paradise
Aug 16 – 23
Apartment in Marathon
4.95 out of 5 average rating, 38 reviewsDock POOL Kayaks Bikes Beach2mi WalkToStores
Feb 12 – 19
Apartment in Marathon
5.0 out of 5 average rating, 5 reviewsMarathon Studio on Lovely Resort w/Amenities
Dec 25 – Jan 1
Waterfront house rentals
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Apr 12 – 19
Home in Cudjoe Key
4.95 out of 5 average rating, 19 reviewsConch Cabana in Paradise 23 miles outside Key West
Jan 13 – 20
Home in Cudjoe Key
4.83 out of 5 average rating, 6 reviewsSailfish Haven
Sep 11 – 18
Home in Cudjoe Key
4.87 out of 5 average rating, 45 reviews*Emerald Seas*-Florida Keys Ocean Front Paradise!
Mar 3 – 10
Home in Cudjoe Key
4.82 out of 5 average rating, 49 reviewsSpanish Queen @Venture Out
Jan 6 – 13
Home in Cudjoe Key
4.86 out of 5 average rating, 28 reviewsKeys Island Villa - Venture Out Home 354
Oct 8 – 15
Home in Cudjoe Key
4.83 out of 5 average rating, 12 reviewsRise-N-Shine
Feb 9 – 16
Home in Cudjoe Key
4.92 out of 5 average rating, 12 reviewsWaterfront 35’ Dock,80’ pool,20 min Key West
Mar 15 – 22
Waterfront condo rentals
Condo in Key West
4.89 out of 5 average rating, 148 reviewsLarge waterfront 2/2 end unit with boat slip
Mar 22 – 29
Condo in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Apr 24 – May 1
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Mar 10 – 17
Condo in Key Colony Beach
5.0 out of 5 average rating, 27 reviewsSea-Esta Condo beach and pool
Nov 9 – 16
Condo in Key West
4.96 out of 5 average rating, 76 reviewsHidden Beach unit 1 The Perfect Place to stay
Dec 1 – 8
Condo in Key West
5.0 out of 5 average rating, 29 reviewsGorgeous Ocean View in Paradise
Aug 31 – Sep 7
Condo in Marathon
5.0 out of 5 average rating, 7 reviewsOcean Potion NEW 1B/2B 3Balconies Ocean View
Jan 8 – 15
Condo in Key West
5.0 out of 5 average rating, 7 reviewsPremium Ocean View Residence
Jul 4 – 11
Quick stats about waterfront rentals in Cudjoe Key
Total rentals
110 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
2.3K reviews
Nightly prices starting at
$110 before taxes and fees
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