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

Stay at this vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Robbie’s of Islamorada and Indian Key Historic ...
10/10 Exceptional! (99 reviews)
Opens in a new windowTikiBar with TV &Stereo, PrivateSpa, Heated Pool, Hammock,SUP’s, Kayaks,Bikes,FP
Oceanfront Keys Escape | Private Beach & Pool | 3 Acres

Oceanfront Keys Escape | Private Beach & Pool | 3 Acres

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! (52 reviews)
Opens in a new windowOceanfront Keys Escape | Private Beach & Pool | 3 Acres
Villa located on the water
Free marina, and trailer parking.

Villa located on the water Free marina, and 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 ...
9.8/10 Exceptional! (60 reviews)
Opens in a new windowVilla located on the water Free marina, and trailer parking.
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 ...
9.8/10 Exceptional! (64 reviews)
Opens in a new windowPrivate Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock
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 3 outdoor pickleball courts. Popular attractions Sunset Drive Beach and Anne's ...
9.8/10 Exceptional! (28 reviews)
Opens in a new windowIslamorada Boaters Paradise with 70' Dock and private beach access..
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! (84 reviews)
Opens in a new windowPrivate Beachfront Paradise
CHARMING WATERFRONT OCEANSIDE CANAL HOME-LARGE PROTECTED DOCKAGE-WiFi-SMART TVs.

CHARMING WATERFRONT OCEANSIDE CANAL HOME-LARGE PROTECTED DOCKAGE-WiFi-SMART TVs.

Book a stay at this business-friendly vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Robbie’s of Islamorada ...
9.6/10 Exceptional! (90 reviews)
Opens in a new windowCHARMING WATERFRONT OCEANSIDE CANAL HOME-LARGE PROTECTED DOCKAGE-WiFi-SMART TVs.
Venetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!

Venetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!

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! (63 reviews)
Opens in a new windowVenetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!
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 a beach locale and concierge services. Popular attractions Robbie’s of Islamorada and Sunset Drive ...
Opens in a new windowIsland Beach House Oasis Your Memory Maker awaits
Islamorada🌴 2 private homes on open water with beach and pool

Islamorada🌴 2 private homes on open water with beach and pool

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 ...
Opens in a new windowIslamorada🌴 2 private homes on open water with beach and pool
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.