Check In
→
Check Out
Trip DatesTap to select your trip dates
Apply Filters
Show Filters
Pet Friendly
Sort by Best Match

244 Islamorada Pet Friendly Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare Islamorada pet friendly rentals from 13 rental sites including HomeAway, TripAdvisor, Booking.com and more, ranging from $25 to $2889 a night.
$125/night

Sands of Islamorada

  • 1
  • 1
$125
Booking.com
$150/night

Relaxing Home in the Florida Keys

  • 2
  • 2
$150
HomeAway
$150
VRBO
$150
VacationRentals
Listed on 4 Sites
$379/night

Casa Morada

  • 1
  • 1
$379
Booking.com
Contact Owner

*Ocean Front, Pool, Private 3 Acres @ Southern Comfort****

  • 5
  • 6
Contact Owner
HomeAway
Contact Owner
VRBO
Contact Owner
VacationRentals
Listed on 4 Sites
Contact Owner

*****Oceanfront, Boat Basin @ Blue Harbor******

  • 4
  • 3
Contact Owner
HomeAway
Contact Owner
VRBO
Contact Owner
VacationRentals
Listed on 4 Sites
Contact Owner

***Ocean Front, Beach, Pool" @ "Turtle Nest"

  • 4
  • 5
Contact Owner
HomeAway
Contact Owner
VRBO
Contact Owner
VacationRentals
Listed on 4 Sites
$100/night

Perfect Place For Seasonal Renters To Injoy The Fabulous Florida Keys

  • 3
  • 3
$100
HomeAway
$100
VRBO
$100
VacationRentals
Listed on 4 Sites
$200/night

Water front home with pool and dock three min from Atlantic Ocean

  • 4
  • 2
$200
HomeAway
$200
VRBO
$200
VacationRentals
Listed on 4 Sites
$199/night

Water Front 3/3 Family and Boat Friendly Home, Great Views

  • 3
  • 3
$199
HomeAway
$199
VRBO
$199
VacationRentals
Listed on 4 Sites
$471/night

Gorgeous Oceanfront Home with heated pool, 350' pier, free wifi and more

  • 3
  • 3
$471
HomeAway
$471
VRBO
$471
VacationRentals
Listed on 4 Sites
$239/night

Fisherman's Dream On Florida Bay, Large Yard and Boat Basin

  • 2
  • 1
$239
HomeAway
$239
VRBO
$239
VacationRentals
Listed on 4 Sites
$83/night

Completely Remodeled 2 Bedroom, 2 Bath Florida Keys Condo On the Atlantic Ocean

  • 2
  • 2
$83
HomeAway
$83
VRBO
$83
VacationRentals
Listed on 4 Sites
$500/night

Private Beachfront Paradise

  • 4
  • 3
$500
HomeAway
$500
VRBO
$500
VacationRentals
Listed on 4 Sites
$196/night

Where Canals Converge. Heated Pool. Pet Friendly, OPEN JAN. --MARCH, 2018

  • 4
  • 3
$196
HomeAway
$196
VRBO
$196
VacationRentals
Listed on 4 Sites
$213/night

Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

  • 1
  • 2
$213
HomeAway
$213
VRBO
$213
VacationRentals
Listed on 4 Sites
$200/night

Renovated canal front home with ocean views from 2nd floor pool. 80' of dock

  • 3
  • 3
$200
HomeAway
$200
VRBO
$200
VacationRentals
Listed on 4 Sites
$93/night

Deep Water Canal House In Plantation Key Colony MM 89

  • 2
  • 1
$93
HomeAway
$93
VRBO
$93
VacationRentals
Listed on 4 Sites
$375/night

Private Beach Front, docks & Boat Basin, Sleeps 10+, Hot Tub, Fire Pit, 2Tikihut

  • 4
  • 2
$375
HomeAway
$375
VRBO
$375
VacationRentals
Listed on 4 Sites
$96/night

Key Largo Waterfront w/ Boat Slip-Newly Remodeled!! Buttonwood-Gated

  • 2
  • 3
$96
HomeAway
$96
VRBO
$96
VacationRentals
Listed on 4 Sites
$257/night

Secluded Stunning Oceanview Townhome

  • 2
  • 3
$257
HomeAway
$257
VRBO
$257
VacationRentals
Listed on 4 Sites
$90/night

Newly Renovated Stilt Home In Key Largo!!! Island Paradise Getaway

  • 3
  • 1
$90
HomeAway
$90
VRBO
$90
VacationRentals
Listed on 4 Sites
$100/night

Cute Canal Front Cottage

  • 2
  • 1
$100
HomeAway
$100
VRBO
$100
VacationRentals
Listed on 4 Sites
$227/night

Mitchell's Bayview Villa - Islamorada House on the Bay

  • 2
  • 2
$227
HomeAway
$227
VRBO
$227
VacationRentals
Listed on 4 Sites
$105/night

**Ready After Irma** Amazing views from this Oceanside Home near Pennekamp, dining and shopping!

  • 2
  • 2
$105
HomeAway
$105
VRBO
$105
VacationRentals
Listed on 4 Sites
$533/night

Green Flash at Sunset! Monthly Only!

  • 4
  • 4
$533
HomeAway
$533
VRBO
$533
VacationRentals
Listed on 4 Sites
$571/night

Sanctuary in Paradise Featured on H G T V

  • 4
  • 4
$571
HomeAway
$571
VRBO
$571
VacationRentals
Listed on 4 Sites
$150/night

Just redone by HGTV!

  • 3
  • 2
$150
HomeAway
$150
VRBO
$150
VacationRentals
Listed on 4 Sites
$120/night

Spectacular direct Bay front views! Corner unit

  • 2
  • 3
$120
HomeAway
$120
VRBO
$120
VacationRentals
$400/night

Beautiful Bay Harbour with 30 Foot Deep Dockage VR #135

  • 3
  • 3
$400
HomeAway
$400
VRBO
$400
VacationRentals
Listed on 4 Sites
$250/night

Ocean Front Heated Pool w/Stunning ocean views, Tiki Hut Bar, 90' of Dockage

  • 3
  • 3
$250
HomeAway
$250
VRBO
$250
VacationRentals
$134/night

Captain Shawn's Backyard on Deep Water Canal 'Bring Your Boat'

  • 2
  • 2
$134
HomeAway
$134
VRBO
$134
VacationRentals
$466/night

Islamorada estate on Lower Matecumbe Key with Pool and ample dockage sleeps 8

  • 4
  • 2
$466
HomeAway
$466
VRBO
$466
VacationRentals
Listed on 4 Sites
$250/night

Beautiful Venetian Shores, Cozy home, Heated pool, Tiki, Boat Lift, Fish & Dive

  • 3
  • 3
$250
HomeAway
$250
VRBO
$250
VacationRentals
Listed on 4 Sites
$400/night

The Osprey Condo At Bay Harbour VR #213

  • 3
  • 3
$400
HomeAway
$400
VRBO
$400
VacationRentals
Listed on 4 Sites
$273/night

Key West Style Oceanfront Retreat!

  • 3
  • 3
$273
HomeAway
$273
VRBO
$273
VacationRentals
Listed on 4 Sites
$185/night

Mitchell's Keys Villa - Private, Secluded House on the Bay

  • 2
  • 1
$185
HomeAway
$185
VRBO
$185
VacationRentals
Listed on 4 Sites

Information about Islamorada

Other Rentals in Islamorada

Islamorada Vacation Rentals
Islamorada Apartment Rentals
Islamorada Cottage Rentals
Islamorada House Rentals
Islamorada Villa Rentals
Islamorada Booking.com Rentals
Islamorada FlipKey Rentals
Islamorada Beach Rentals

Destinations Close to Islamorada

Key Largo Pet Friendly Rentals
Marathon Pet Friendly Rentals
Key Colony Beach Pet Friendly Rentals
Tavernier Pet Friendly Rentals
Plantation Key Colony Pet Friendly Rentals
Lower Matecumbe Beach Pet Friendly Rentals
Plantation Key Pet Friendly Rentals
Anglers Park Pet Friendly Rentals
Biscayne National Park Pet Friendly Rentals

Top Destinations in Florida

Miami Beach Pet Friendly Rentals
Clearwater Beach Pet Friendly Rentals
Destin Pet Friendly Rentals
Panama City Beach Pet Friendly Rentals
Key West Pet Friendly Rentals
Tampa Pet Friendly Rentals
Fort Lauderdale Pet Friendly Rentals
Fort Myers Beach Pet Friendly Rentals
Orlando Pet Friendly Rentals
Kissimmee Pet Friendly Rentals

© 2017 Tripping.com