Waterfront holiday rentals in Key West
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Key West
Guests agree: these waterfront rentals 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 waterfront rentals in Key West
Waterfront apartment rentals
Flat in Key Largo
4.75 out of 5 average rating, 187 reviewsHideaway with Picturesque Canal View Apt 3
Flat in Key Largo
4.98 out of 5 average rating, 128 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
Flat in Tavernier
4.95 out of 5 average rating, 155 reviewsBoho FL Keys Condo
Flat in Key Largo
4.9 out of 5 average rating, 212 reviewsSeaside Vista - Ocean Front 2/1 with dockage
Flat in Tavernier
4.83 out of 5 average rating, 256 reviewsBreathtaking Oceanfront Views at Tropical Daze
Flat in Key West
4.94 out of 5 average rating, 17 reviewsOceanfront Condo in Key West
Flat in Key Largo
5.0 out of 5 average rating, 21 reviewsStudio apartment in Calusa Resort & Campgrounds
Flat in Marathon
5.0 out of 5 average rating, 10 reviewsGated Oceanfront Heated Pool
Waterfront house rentals
Home in Marathon
4.91 out of 5 average rating, 160 reviewsBeachfront Villa - Florida Keys
Home in Marathon
4.9 out of 5 average rating, 137 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Home in Key Colony Beach
4.81 out of 5 average rating, 134 reviewsWaterview from three sides, Cabana Club, 30' Docks
Home in Marathon
4.99 out of 5 average rating, 110 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Marathon
4.98 out of 5 average rating, 122 reviewsMarathon one-level home on the Marina - with slip!
Home in Upper Sugarloaf Key
4.88 out of 5 average rating, 50 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Home in Key Colony Beach
5.0 out of 5 average rating, 66 reviews“La casa azul” step 3’ to a private pool
Home in Key Largo
5.0 out of 5 average rating, 55 reviewsThe Paradise 2
Waterfront apartment rentals
Apartment in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Apartment in Key West
4.83 out of 5 average rating, 246 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Apartment in Tavernier
4.95 out of 5 average rating, 110 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Apartment in Tavernier
4.96 out of 5 average rating, 162 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apartment in Key Largo
4.98 out of 5 average rating, 120 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Apartment in Tavernier
4.91 out of 5 average rating, 113 reviews500 Burton Drive Tavernier, Key Largo
Apartment in Tavernier
4.98 out of 5 average rating, 146 reviewsOcean Views at Ocean Pointe
Apartment in Tavernier
4.93 out of 5 average rating, 138 reviewsIt's Tiki Time in the Keys! Mid-Mod 1 Br/1Ba
Quick stats about waterfront rentals in Key West
Total rentals
310 properties
Rentals with a pool
270 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
6.2K reviews
Nightly prices starting at
£47 before taxes and fees
Destinations to explore
- Varadero Holiday rentals
- Havana Holiday rentals
- Naples Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Boca Raton Holiday rentals
- West Palm Beach Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Waterfront rentals United States
- Rentals with a hot tub Key West
- Boat rentals Key West
- Cottage rentals Key West
- Rentals with an EV charger Key West
- Townhouse rentals Key West
- Family-friendly rentals Key West
- Family-friendly rentals Key West
- Rentals with a kayak Key West
- Rentals with outdoor seating Key West
- Beachfront rentals Key West
- Hotel rentals Key West
- Rentals with a firepit Key West
- Pet-friendly rentals Key West
- Mansion rentals Key West
- Rentals with breakfast Key West
- Rentals with pools Key West
- Villa rentals Key West
- House rentals Key West
- Rentals with an accessible-height toilet Key West
- Monthly Rentals Key West
- Rentals with an accessible-height bed Key West
- Beach house rentals Key West
- Beach apartment rentals Key West
- Apartment rentals Key West
- Rentals with beach access Key West
- Rentals with a washing machine and dryer Key West
- Flat rentals Key West
- Bungalow rentals Key West
- Fitness-friendly rentals Key West
- Rentals with a patio Key West
- Waterfront rentals Florida
- Waterfront rentals Florida Keys
- Waterfront rentals Marco Island
- Waterfront rentals Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom