Waterfront vacation rentals in Monroe County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Monroe County
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 Monroe County waterfront rentals
Waterfront apartment rentals
Apartment in Key Largo
4.92 out of 5 average rating, 230 reviewsWaterfront Studio 2| Couples Oasis | Kayaks | Pool
Jan 1 – 8
Apartment in Tavernier
4.95 out of 5 average rating, 149 reviewsBoho FL Keys Condo
Dec 7 – 14
Apartment in Key Largo
4.98 out of 5 average rating, 125 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
Sep 1 – 8
Apartment in Key Largo
4.89 out of 5 average rating, 206 reviewsSeaside Vista - Ocean Front 2/1 with dockage
Nov 21 – 28
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Dec 4 – 11
Apartment in Coconut Grove
4.94 out of 5 average rating, 143 reviewsStunning Corner Water/City View Free Pkg/Pool
Feb 7 – 14
Apartment in Key West
4.89 out of 5 average rating, 136 reviewsKey West Beachside 1400sf, 2 Bedroom Condo
Oct 6 – 13
Apartment in Miami
4.97 out of 5 average rating, 127 reviews0142 Skyline Serenity Apartment 1B/1B
Aug 23 – 30
Waterfront house rentals
Home in Cudjoe Key
4.97 out of 5 average rating, 123 reviewsCudjoe Key Home with a View
Aug 29 – Sep 5
Home in Marathon
4.9 out of 5 average rating, 136 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Apr 5 – 12
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Aug 24 – 31
Home in Tavernier
4.87 out of 5 average rating, 208 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
Aug 22 – 29
Home in Key Largo
4.96 out of 5 average rating, 135 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
Sep 26 – Oct 3
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
Feb 27 – Mar 6
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Aug 31 – Sep 7
Home in Upper Sugarloaf Key
4.87 out of 5 average rating, 45 reviewsBungalows at Sugarloaf Beach - The Lighthouse
Sep 23 – 30
Waterfront condo rentals
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Aug 22 – 29
Condo in Tavernier
4.95 out of 5 average rating, 108 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Aug 25 – Sep 1
Condo in Tavernier
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apr 25 – May 2
Condo in Tavernier
4.93 out of 5 average rating, 134 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Jul 12 – 19
Condo in Tavernier
4.98 out of 5 average rating, 142 reviewsOcean Views at Ocean Pointe
Sep 2 – 9
Condo in Key West
4.88 out of 5 average rating, 147 reviewsLarge waterfront 2/2 end unit with boat slip
Sep 9 – 16
Condo in Key Largo
4.97 out of 5 average rating, 147 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
Nov 21 – 28
Condo in Miami
4.88 out of 5 average rating, 219 reviewsPenthouse in Brickell Miami + Free Parking
Aug 18 – 25
Destinations to explore
- Waterfront rentals Miami
- Waterfront rentals United States
- Waterfront rentals Miami Beach
- Waterfront rentals Florida
- Waterfront rentals Fort Lauderdale
- Rentals with a home theater Monroe County
- Smoking-friendly rentals Monroe County
- Rentals with a sauna Monroe County
- Rentals with beach access Monroe County
- Rentals with an accessible height bed Monroe County
- Rentals with breakfast Monroe County
- Rentals with lake access Monroe County
- Serviced apartment rentals Monroe County
- Private suite rentals Monroe County
- Boat rentals Monroe County
- Beachfront rentals Monroe County
- Family-friendly rentals Monroe County
- Wheelchair accessible rentals Monroe County
- Rentals with a fireplace Monroe County
- Ski-in/ski-out rentals Monroe County
- Rentals with pools Monroe County
- Rentals with an EV charger Monroe County
- Rentals with a washer and dryer Monroe County
- Tiny house rentals Monroe County
- RV rentals Monroe County
- Apartment rentals Monroe County
- Loft rentals Monroe County
- Campsite rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with a patio Monroe County
- Rentals with a hot tub Monroe County
- Kid-friendly rentals Monroe County
- Rentals with an accessible height toilet Monroe County
- Villa rentals Monroe County
- House rentals Monroe County
- Pet-friendly rentals Monroe County
- Townhouse rentals Monroe County
- Monthly Rentals Monroe County
- Farmstay rentals Monroe County
- Bed and breakfasts Monroe County
- Rentals with outdoor seating Monroe County
- Hotel rentals Monroe County
- Rentals with a fire pit Monroe County
- Rentals with a kayak Monroe County
- Houseboat rentals Monroe County
- Condo rentals Monroe County
- Cottage rentals Monroe County
- Guesthouse rentals Monroe County
- Luxury rentals Monroe County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes