
Vacation rentals in Islamorada
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Islamorada
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Islamorada vacation rentals
Other great vacation rentals in Islamorada

Houseboat in Islamorada
4.86 out of 5 average rating, 28 reviews2/1 Aqua Lodge with Full Kitchen

Home in Islamorada
5 out of 5 average rating, 4 reviewsRest & Relaxation @ exclusive discounted pricing
Guest favourite

Home in Islamorada
5 out of 5 average rating, 8 reviewsTheSandbar: Oceanfront,Pool,Free Dockage,Gameroom

Home in Marathon
5 out of 5 average rating, 4 reviewsThe Roseate House at Grassy Key

Home in Islamorada
5 out of 5 average rating, 3 reviewsOceanView Private Beach Pool Islamorada w/ Marina
Top guest favourite

Townhouse in Islamorada
5 out of 5 average rating, 11 reviewsNEW Oceanfront, Gameroom, Dockage - Paradise Palms

Houseboat in Islamorada
4.55 out of 5 average rating, 11 reviewsPerfect escape to the ocean
Top guest favourite

Home in Key Colony Beach
5 out of 5 average rating, 19 reviewsBohemian Beach Bungalow
Quick stats about vacation rentals in Islamorada
Total rentals
880 properties
Nightly prices starting at
$54 CAD before taxes and fees
Total number of reviews
7.6K reviews
Family-friendly rentals
610 properties are a good fit for families
Pet-friendly rentals
420 properties allow pets
Rentals with a pool
610 properties have a pool
Destinations to explore
- Florida Keys Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Bay Vacation rentals
- Central Florida Vacation rentals
- St Petersburg Vacation rentals
- Kissimmee Vacation rentals
- Tampa Vacation rentals
- Rentals with beach access Islamorada
- Luxury rentals Islamorada
- Rentals with a hot tub Islamorada
- Rentals with pools Islamorada
- Rentals with a washer and dryer Islamorada
- Condo rentals Islamorada
- Townhouse rentals Islamorada
- Bungalow rentals Islamorada
- Beach house rentals Islamorada
- House rentals Islamorada
- Rentals with a firepit Islamorada
- Rentals with outdoor seating Islamorada
- Apartment rentals Islamorada
- Rentals with an EV charger Islamorada
- Beachfront rentals Islamorada
- Rentals with a kayak Islamorada
- Pet-friendly rentals Islamorada
- Kid-friendly rentals Islamorada
- Fitness-friendly rentals Islamorada
- Waterfront rentals Islamorada
- Villa rentals Islamorada
- Rentals with a fireplace Islamorada
- Family-friendly rentals Islamorada
- Rentals with a patio Islamorada
- Rentals with breakfast Islamorada
- 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
- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Bahia Honda State Park
- Coral Castle
- Biscayne National Park
- Cannon Beach
- Conch Key
- Calusa Beach & Loggerhead Beach
- Everglades Alligator Farm
- Theater of the Sea
- Long Beach
- Cocoa Plum Beach
- EAA Air Museum
- Monkey Jungle
- Far Beach
- Horseshoe Beach
- Windley Key Fossil Reef Geological State Park
- Long Key State Park
- Keys' Meads