Waterfront vacation rentals in Islamorada
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Islamorada
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 Islamorada 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 Tavernier
4.95 out of 5 average rating, 154 reviewsBoho FL Keys Condo
Apartment in Key Largo
4.9 out of 5 average rating, 212 reviewsSeaside Vista - Ocean Front 2/1 with dockage
Apartment in Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
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
Apartment in Tavernier
5.0 out of 5 average rating, 24 reviewsTurtles Nest 2 Ocean Point condo
Apartment in Key Largo
4.93 out of 5 average rating, 15 reviewsNewly decorated townhouse w/saltwater lagoon views
Waterfront house rentals
Home in Tavernier
4.87 out of 5 average rating, 210 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
Home in Marathon
4.9 out of 5 average rating, 137 reviewsWaterfront Cozy Modern Retreat w/Deep Canal
Home in Marathon
4.91 out of 5 average rating, 160 reviewsBeachfront Villa - Florida Keys
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 Key Largo
4.97 out of 5 average rating, 33 reviewsTreetops
Home in Key Largo
5.0 out of 5 average rating, 55 reviewsThe Paradise 2
Waterfront condo rentals
Condo in Tavernier
4.87 out of 5 average rating, 262 reviewsCondo in the Keys, Peaceful ocean view retreat!
Condo in Tavernier
4.98 out of 5 average rating, 146 reviewsOcean Views at Ocean Pointe
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
4.91 out of 5 average rating, 113 reviews500 Burton Drive Tavernier, Key Largo
Condo in Key Largo
4.98 out of 5 average rating, 120 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Condo in Tavernier
4.87 out of 5 average rating, 128 reviewsReel Large END Unit in Ocean Point Suites
Condo in Tavernier
4.8 out of 5 average rating, 135 reviewsTROPICAL PARADISE Ocean Condo - Cabana Daydreamin'
Condo in Key Largo
4.91 out of 5 average rating, 105 reviewsRelaxing Spacious Waterfront Key Largo #1 Sunsets!
Quick stats about waterfront rentals in Islamorada
Total rentals
290 properties
Rentals with a pool
200 properties have a pool
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
240 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
$60 before taxes and fees
Destinations to explore
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- Naples Vacation rentals
- Varadero Vacation rentals
- West Palm Beach Vacation rentals
- Havana Vacation rentals
- Sarasota Vacation rentals
- Nassau Vacation rentals
- Anna Maria Island Vacation rentals
- Waterfront rentals Miami
- Waterfront rentals United States
- Waterfront rentals Miami Beach
- Waterfront rentals Florida
- Waterfront rentals Fort Lauderdale
- Beach house rentals Islamorada
- Apartment rentals Islamorada
- Bungalow rentals Islamorada
- Kid-friendly rentals Islamorada
- Condo rentals Islamorada
- Villa rentals Islamorada
- Fitness-friendly rentals Islamorada
- Monthly Rentals Islamorada
- Rentals with a washer and dryer Islamorada
- Rentals with a fire pit Islamorada
- Pet-friendly rentals Islamorada
- House rentals Islamorada
- Rentals with a fireplace Islamorada
- Rentals with breakfast Islamorada
- Townhouse rentals Islamorada
- Rentals with a kayak Islamorada
- Beachfront rentals Islamorada
- Rentals with a patio Islamorada
- Rentals with beach access Islamorada
- Rentals with outdoor seating Islamorada
- Rentals with a hot tub Islamorada
- Rentals with pools Islamorada
- Family-friendly rentals Islamorada
- Waterfront 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