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 Tavernier
4.83 out of 5 average rating, 255 reviewsBreathtaking Oceanfront Views at Tropical Daze
Apr 3 – 10
Apartment in Key Largo
4.98 out of 5 average rating, 125 reviewsKey Largo Kawama Lagoon Free Cancel Deutsch Spain
Sep 3 – 10
Apartment in Key Largo
4.89 out of 5 average rating, 205 reviewsSeaside Vista - Ocean Front 2/1 with dockage
Nov 18 – 25
Apartment in Key Largo
5.0 out of 5 average rating, 21 reviewsStudio apartment in Calusa Resort & Campgrounds
Nov 12 – 19
Apartment in Tavernier
5.0 out of 5 average rating, 13 reviewsTurtles Nest 2 Ocean Point condo
Jan 10 – 17
Apartment in Marathon
5.0 out of 5 average rating, 8 reviewsGated Oceanfront Heated Pool
Aug 24 – 31
Apartment in Tavernier
4.84 out of 5 average rating, 32 reviewsSerene Oceanfront Keys Condo
Jan 17 – 24
Apartment in Tavernier
5.0 out of 5 average rating, 8 reviewsModern-Coastal Suite with Vast Ocean views
Jul 26 – Aug 2
Waterfront house rentals
Home in Islamorada
4.91 out of 5 average rating, 107 reviewsSUPERHOST WATERFRONT PARADISE HOME- DOCK32 FT BOAT
Nov 27 – Dec 4
Home in Tavernier
4.87 out of 5 average rating, 208 reviewsClean Houseboat w/ Great Wi-Fi,Luxury on the water
Oct 29 – Nov 5
Home in Marathon
4.97 out of 5 average rating, 117 reviewsMarathon one-level home on the Marina - with slip!
May 22 – 29
Home in Key Colony Beach
4.96 out of 5 average rating, 134 reviewsBeautiful open plan remodeled home in Key Colony
Oct 23 – 30
Home in Key Largo
4.96 out of 5 average rating, 135 reviewsKey Largo Waterfront Home with Tiki & Boat Dock
Oct 8 – 15
Home in Key Largo
4.88 out of 5 average rating, 163 reviewsOutdoor Paradise - Beach, Boats, Snorkeling & Sun!
Aug 3 – 10
Home in Islamorada
4.94 out of 5 average rating, 17 reviews3 Lux Ensuites Walk/Boat Island!
Mar 22 – 29
Home in Key Largo
5.0 out of 5 average rating, 50 reviewsThe Paradise 2
Mar 20 – 27
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
4.96 out of 5 average rating, 159 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Sep 29 – Oct 6
Condo in Tavernier
4.93 out of 5 average rating, 133 reviewsIt's Tiki Time! Top Floor SeaView Mid-Mod 1 Br/1Ba
Jan 24 – 31
Condo in Tavernier
4.91 out of 5 average rating, 110 reviews500 Burton Drive Tavernier, Key Largo
Jan 19 – 26
Condo in Key Largo
4.98 out of 5 average rating, 115 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Nov 7 – 14
Condo in Tavernier
4.87 out of 5 average rating, 125 reviewsReel Large END Unit in Ocean Point Suites
Nov 7 – 14
Condo in Key Largo
4.97 out of 5 average rating, 146 reviewsKEYS BEACH RETREAT WITH CAPTIVATING WATERVIEW!
Nov 13 – 20
Condo in Tavernier
4.8 out of 5 average rating, 130 reviewsTROPICAL PARADISE Ocean Condo - Cabana Daydreamin'
Nov 14 – 21
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
- Rentals with beach access Islamorada
- Rentals with outdoor seating Islamorada
- Fitness-friendly rentals Islamorada
- Beach house rentals Islamorada
- Rentals with breakfast Islamorada
- Pet-friendly rentals Islamorada
- Beachfront rentals Islamorada
- Rentals with a fireplace Islamorada
- Family-friendly rentals Islamorada
- Cottage rentals Islamorada
- Rentals with a hot tub Islamorada
- Rentals with a washer and dryer Islamorada
- Rentals with a patio Islamorada
- Rentals with a kayak Islamorada
- Rentals with pools Islamorada
- Rentals with a fire pit Islamorada
- Monthly Rentals Islamorada
- Townhouse rentals Islamorada
- Apartment rentals Islamorada
- Condo rentals Islamorada
- House rentals Islamorada
- Villa rentals Islamorada
- Kid-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