Search Islamorada pet friendly vacation rentals

Our top choices for a great stay

TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP

TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP

Book a stay at this family-friendly vacation home in Islamorada. Enjoy free WiFi, a water park, and a garden. Popular attractions Robbie’s of Islamorada and ...
10/10 Exceptional! (89 reviews)
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TikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
100' Beach,3 acres,Pool,Bikes,Kayaks,EV charger

100' Beach,3 acres,Pool,Bikes,Kayaks,EV charger

Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Islamorada Brewery & Distillery ...
10/10 Exceptional! (18 reviews)
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100' Beach,3 acres,Pool,Bikes,Kayaks,EV charger
Islamorada Boaters Paradise with 70' Dock and private beach access..

Islamorada Boaters Paradise with 70' Dock and private beach access..

Stay at this vacation home in Islamorada. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Sunset Drive Beach and Anne's Beach are ...
10/10 Exceptional! (22 reviews)
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Islamorada Boaters Paradise with 70' Dock and private beach access..
Keys Villa - Secluded tropical paradise located on the water!

Keys Villa - Secluded tropical paradise located on the water!

Stay at this vacation home in Islamorada. Enjoy free WiFi, a water park, and a garden. Popular attractions Islamorada Brewery & Distillery and Keys History & ...
9.6/10 Exceptional! (45 reviews)
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Keys Villa - Secluded tropical paradise located on the water!
Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock

Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock

Stay at this vacation home in Islamorada. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Sunset Drive Beach and Robbie’s of Islamorada ...
9.6/10 Exceptional! (58 reviews)
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Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock
Private Beachfront Paradise

Private Beachfront Paradise

Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Sunset Drive Beach and Anne's ...
9.6/10 Exceptional! (70 reviews)
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Private Beachfront Paradise
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Rain Barrel Village and Islamorada ...
9.4/10 Exceptional! (51 reviews)
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Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Book a stay at this family-friendly vacation home in Islamorada. Enjoy free WiFi, a water park, and a garden. Popular attractions Robbie’s of Islamorada and ...
9.4/10 Exceptional! (61 reviews)
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WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
Island Beach House Oasis Your Memory Maker awaits

Island Beach House Oasis Your Memory Maker awaits

Book a stay at this beach vacation home in Islamorada. Enjoy private pools, a beach locale, and concierge services. Popular attractions Robbie’s of Islamorada ...
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Island Beach House Oasis Your Memory Maker awaits
Best Location in Islamorada!! Beach access - Boat trailer parking!

Best Location in Islamorada!! Beach access - Boat trailer parking!

Stay at this vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Islamorada Brewery & Distillery and Keys History ...
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Best Location in Islamorada!! Beach access - Boat trailer parking!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.