
Beachfront holiday rental in Islamorada
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation in Islamorada
Guests agree: These beachfront homes 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 Islamorada beachfront rentals
Pet-friendly beachfront home rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Charming Beach House directly ON the beach

Sale! Lux Home, Walk to Beach, 90' Dock, Pool

2 BR/2 BA Oasis w Kayak, Pool, Beach & Dock Rental

Relaxing Town home with great water views

New Private 4/3 Single Family - Kayaks & Bicycles+

Vibrant Beachfront Villa

Scenic Resort w/ Outdoor Pool | Florida Keys Stay
Beachfront home rentals with a pool

Condo W/ Pool, Beach, Pickleball, Marina & More!

Deluxe Oceanfront 1/1 sleeps 4. Cafe & Pool Bar.

Grouper Getaway @ Ocean Isles Fishing Village

Mariner's Club 522 - Don't worry Beach Happy!

Den Suite Two Balconies- Islamorada

Panoramic Ocean Views, Ocean Pointe Condo

Beach Front

Islamorada Home 2 Sandy Beaches+Pool+Bike+Kayak
Private beachfront home rentals

Fabulous Florida Keys Waterfront Vacation Home

Enjoy the Floirda Keys 28 nights minimum

Bayside Townhome in Islamorada with Boat Slip

Private Beach in Marathons Key Colony Beach

SeaEsta! Bring your boat & 1 block to the beach!

Villa 5028 on Duck Key BOAT SLIP available

Corner townhouse w/saltwater lagoon views

Cottage w/ Bay View FREE Kayaks, Snorkel & More
Quick stats about beachfront rentals in Islamorada
Total rentals
260 properties
Nightly prices starting at
$121ย AUD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
130 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
240 properties have a pool
Destinations to explore
- Seminoleย Holiday rentals
- Central Floridaย Holiday rentals
- Miamiย Holiday rentals
- Orlandoย Holiday rentals
- Saint Johns Riverย Holiday rentals
- Gold Coastย Holiday rentals
- Miami Beachย Holiday rentals
- Havanaย Holiday rentals
- Fort Lauderdaleย Holiday rentals
- Tampaย Holiday rentals
- Kissimmeeย Holiday rentals
- Four Cornersย Holiday rentals
- Resort rentalsย Islamorada
- Rentals with a washing machine and dryerย Islamorada
- Beach house rentalsย Islamorada
- Rentals with beach accessย Islamorada
- Rentals with poolsย Islamorada
- House rentalsย Islamorada
- Rentals with a fireplaceย Islamorada
- Rentals with a patioย Islamorada
- Rentals with outdoor seatingย Islamorada
- Condo rentalsย Islamorada
- Rentals with breakfastย Islamorada
- Rentals with a fire pitย Islamorada
- Waterfront rentalsย Islamorada
- Rentals with an EV chargerย Islamorada
- Rentals with a kayakย Islamorada
- Villa rentalsย Islamorada
- Luxury rentalsย Islamorada
- Rentals with a hot tubย Islamorada
- Apartment rentalsย Islamorada
- Pet-friendly rentalsย Islamorada
- Family-friendly rentalsย Islamorada
- Fitness-friendly rentalsย Islamorada
- Townhouse rentalsย Islamorada
- Beachfront rentalsย Monroe County
- Beachfront rentalsย Florida
- Beachfront rentalsย United States
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Theater of the Sea
- Conch Key
- Far Beach
- Everglades Alligator Farm
- Monkey Jungle
- Horseshoe Beach
- Sea Oats Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Sandspur Beach
- Keys' Meads
- Long Beach
- Schnebly Redland's Winery & Brewery