
Villa vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islamorada villa rentals
Private villa rentals

The Nest Villa & Marina in the heart of Islamorada

Villa 5034 on Duck Key BOAT SLIP available

Key Largo 3BR Villa | Pool, Kayaks & Resort Perks

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
Luxury villa rentals

Indigo Reef water view Villa- #1 Guest Favorite

Villa Sombrero

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

Florida Keys Sanctuary

3 EnSuite Bedrooms,FREE boat dockage Sept-Oct only

Islamorada house with best location. Lic # 24-0055

New Paradise On Sombrero Beach

Waterfront Villa (38) w/ sunset views & boat slip
Villa rentals with a pool

2BR water view with private pool, balcony & kayak

Dolphin 1-Bedroom Villa

Luxury Waterfront Villa, Marathon, Florida Keys

Refreshed & Elevated Indigo Reef Luxury Villa 15,

"Keepin’ It Reel" Waterfront, 4BD/3BA FL Keys Home

Spacious Villa w/ Boat Slip

Discount to Jan 31! Outdoor TV! Lots of Amenities!

Scenic Resort w/ Outdoor Pool | Florida Keys Stay
Quick stats about villa rentals in Islamorada
Total rentals
60 properties
Nightly prices starting at
G$60,669 GYD 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
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- Family-friendly rentals Islamorada
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- Villa rentals Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Biscayne National Park
- Coral Castle
- Cannon Beach
- Calusa Beach & Loggerhead Beach
- Cocoa Plum Beach
- Conch Key
- Theater of the Sea
- Far Beach
- Everglades Alligator Farm
- Monkey Jungle
- Sea Oats Beach
- Long Key State Park
- Horseshoe Beach
- 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