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! (90 reviews)
Opens in a new windowTikiBar 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! (19 reviews)
Opens in a new window100' 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! (23 reviews)
Opens in a new windowIslamorada 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! (47 reviews)
Opens in a new windowKeys 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)
Opens in a new windowPrivate 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! (72 reviews)
Opens in a new windowPrivate Beachfront Paradise
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! (54 reviews)
Opens in a new windowVenetian Shores Escape! Heated Pool, 3BR, 70ft Dock, Dog-Friendly!
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 business-friendly vacation home in Islamorada. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Robbie’s of Islamorada ...
9.4/10 Exceptional! (65 reviews)
Opens in a new windowWOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
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 ...
Opens in a new windowBest Location in Islamorada!! Beach access - Boat trailer parking!
Best location in downtown Islamorada. 2 Houses with Beach access!

Best location in downtown Islamorada. 2 Houses with Beach access!

Stay at this vacation home in Islamorada. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Keys History & Discovery Center and Islamorada ...
Opens in a new windowBest location in downtown Islamorada. 2 Houses with Beach access!
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.