Waterfront vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Key West waterfront rentals
Waterfront apartment rentals
Apartment in Key Largo
4.98 out of 5 average rating, 127 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
Apartment in Key Largo
4.75 out of 5 average rating, 187 reviewsHideaway with Picturesque Canal View Apt 3
Apartment in Key Largo
4.93 out of 5 average rating, 111 reviews2/1 Oceanfront Apartment with Dockage
Apartment in Tavernier
4.95 out of 5 average rating, 154 reviewsBoho FL Keys Condo
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Apartment in Key West
4.94 out of 5 average rating, 16 reviewsOceanfront Condo in Key West
Apartment in Key Largo
5.0 out of 5 average rating, 21 reviewsStudio apartment in Calusa Resort & Campgrounds
Apartment in Marathon
5.0 out of 5 average rating, 10 reviewsGated Oceanfront Heated Pool
Waterfront house rentals
Home in Marathon
4.9 out of 5 average rating, 137 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Home in Key Colony Beach
4.91 out of 5 average rating, 117 reviewsThe Snapper House 3/2.5 45' dock sleeps 8+ pets OK
Home in Marathon
4.99 out of 5 average rating, 109 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Marathon
4.98 out of 5 average rating, 121 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, 54 reviewsThe Paradise 2
Home in Key Colony Beach
4.95 out of 5 average rating, 80 reviewsWaterfront Home 37.5-ft dock, Cabana Club Included
Waterfront condo rentals
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Condo in Tavernier
4.96 out of 5 average rating, 161 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Condo in Key Largo
4.98 out of 5 average rating, 119 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Condo in Tavernier
4.93 out of 5 average rating, 138 reviewsIt's Tiki Time in the Keys! Mid-Mod 1 Br/1Ba
Condo in Tavernier
4.98 out of 5 average rating, 146 reviewsOcean Views at Ocean Pointe
Condo in Key Largo
4.97 out of 5 average rating, 149 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
Condo in Tavernier
4.91 out of 5 average rating, 112 reviews500 Burton Drive Tavernier, Key Largo
Condo in Tavernier
4.87 out of 5 average rating, 127 reviewsReel Large END Unit in Ocean Point Suites
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
ﺩ.ﺇ220 before taxes and fees
Destinations to explore
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Waterfront rentals United States
- Hotel rentals Key West
- Rentals with a hot tub Key West
- Family-friendly rentals Key West
- Rentals with outdoor seating Key West
- Apartment rentals Key West
- Bungalow rentals Key West
- Beachfront rentals Key West
- Kid-friendly rentals Key West
- Rentals with a fire pit Key West
- Pet-friendly rentals Key West
- Rentals with a kayak Key West
- Rentals with breakfast Key West
- Beach condo rentals Key West
- Cottage rentals Key West
- Villa rentals Key West
- Rentals with an EV charger Key West
- Townhouse rentals Key West
- Rentals with an accessible height toilet Key West
- Rentals with a patio Key West
- House rentals Key West
- Mansion rentals Key West
- Fitness-friendly rentals Key West
- Condo rentals Key West
- Boat rentals Key West
- Rentals with beach access Key West
- Rentals with a washer and dryer Key West
- Rentals with an accessible height bed Key West
- Beach house rentals Key West
- Monthly Rentals Key West
- Rentals with pools 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