
Villa holiday rentals in Islamorada
Find and book unique villas on Airbnb
Top-rated villa rentals in Islamorada
Guests agree: these villas 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 villa rentals in Islamorada
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada

Villa 5034 on Duck Key BOAT SLIP available

Sunset Villa in Duck Key

Duck Key *Bliss* Private Pool & Patio

Villa 5086 on Duck Key BOAT SLIP available

Waterfront villa for families * Family friendly*

Villa 5028 on Duck Key BOAT SLIP available

Villa 5008 on Duck Key - Boat Slip Available
Luxury villa rentals

Villa Sombrero

Isla Guava: FREE Boat Dockage Sept-Oct Only!

Harbor hideaway 50’dock 3Br/2Ba All amenities

Florida Keys Sanctuary

New Paradise On Somư Beach

Waterfront Villa (38) w/ sunset views & boat slip

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Oceanfront/2 Pools/Lagoon/Tennis/Picketball/Marina
Villa rentals with a pool

2BR water view with private pool, balcony & kayak

Indigo Reef water view Villa- #1 Guest Favorite

Dolphin 1-Bedroom Villa

Luxury Waterfront Villa, Marathon, Florida Keys

Refreshed & Elevated Indigo Reef Luxury Villa 15,

Villa in Key Largo – Gym, Pool + Beach

(#4)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

Spacious Villa w/ Boat Slip
Quick stats about villa rentals in Islamorada
Total rentals
60 properties
Nightly prices starting at
€ 249 before taxes and fees
Total number of reviews
390 reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
50 properties have a pool
Destinations to explore
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- Rentals with an EV charger Islamorada
- Pet-friendly rentals Islamorada
- Luxury rentals Islamorada
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- Rentals with pools Islamorada
- Rentals with a kayak Islamorada
- Flat rentals Islamorada
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- Family-friendly rentals Islamorada
- Rentals with a firepit Islamorada
- Townhouse rentals Islamorada
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- Rentals with a hot tub Islamorada
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- Rentals with beach access Islamorada
- Beach house rentals Islamorada
- Rentals with a patio Islamorada
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- Villa rentals Monroe County
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- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Coral Castle
- Cannon Beach
- Cocoa Plum Beach
- Calusa Beach & Loggerhead Beach
- Conch Key
- Theater of the Sea
- Everglades Alligator Farm
- Far Beach
- Monkey Jungle
- Sea Oats Beach
- Horseshoe Beach
- Long Key State Park
- EAA Air Museum
- Windley Key Fossil Reef Geological State Park
- Bahia Honda State Park
- Keys' Meads
- Sandspur Beach
- Long Beach
- Schnebly Redland's Winery & Brewery