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162 Islamorada Pet Friendly Rentals

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Compare Islamorada pet friendly rentals from 11 rental sites including HomeAway, TripAdvisor, Tripz and more, ranging from $25 to $2889 a night.
$221/night

Best Boating-Canal home-Cozy Keys Bungalow- Dockage-Wifi-Clean

  • 3
  • 3
$221
HomeAway
$221
VRBO
$221
VacationRentals
$125/night

Sands of Islamorada

  • 1
  • 1
$125
Booking.com
$834/night

Luxury Waterfront Tropical Sunset Paradise

  • 4
  • 5
$834
TripAdvisor
$307/night

Wonderful Views-Waterfront-Great Dockage! WiFi 3 Bedroom, Quiet

  • 4
  • 2
$307
HomeAway
$307
VRBO
$307
VacationRentals
$319/night

Casa Morada

  • 1
  • 1
$319
Booking.com
$268/night

Luxurious Condo-Exclusive Bay Harbour w/Boat Slip & Marina, Pool, Tennis courts

  • 3
  • 3
$268
TripAdvisor
$200/night

Islamorada's Perfect Winter's Getaway

  • 3
  • 2
$200
HomeAway
$200
VRBO
$200
VacationRentals
$221/night

"Islamorada Sol" Beautiful Home with Dock & Beach

  • 4
  • 2
$221
HomeAway
$221
VRBO
$221
VacationRentals
$285/night

"ENCHANTED TROPICAL COTTAGE" BOAT DOCK MINUTES TO OCEAN/BAY KAYAKS/BIKES/HOT TUB

  • 2
  • 2
$285
HomeAway
$285
VRBO
$285
VacationRentals
Listed on 4 Sites
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
$857/night

Islamorada - Private oceanfront estate | Heated Pool | Your hammock awaits!

  • 4
  • 5
$857
HomeAway
$857
VRBO
$857
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
$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
$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
$260/night

Where Canals Converge. Heated Pool. Pet Friendly, OPEN SEPT. /OCT. 2017

  • 4
  • 3
$260
VRBO
$260
VacationRentals
$260
OwnersDirect
Listed on 4 Sites
$141/night

** Summer Promo** Direct Ocean Access Home with Private Dock - Perfect for

  • 3
  • 3
$141
TripAdvisor
$213/night

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

  • 1
  • 2
$213
HomeAway
$213
VRBO
$213
VacationRentals
Listed on 4 Sites
$117/night

RIOLO VILLA

  • 2
  • 2
$117
TripAdvisor
$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
$257/night

Secluded Stunning Oceanview Townhome

  • 2
  • 3
$257
HomeAway
$257
VRBO
$257
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
$161/night

** Summer Promo** Direct Ocean Access Home with Private Dock - Perfect for Boaters!

  • 3
  • 3
$161
HomeAway
$161
VRBO
$161
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
$400/night

Beautiful Bay Harbour with 30 Foot Deep Dockage VR #135

  • 3
  • 3
$400
HomeAway
$400
VRBO
$400
VacationRentals
Listed on 4 Sites
$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
$299/night

CONCH BAR SOUTH

  • 4
  • 3
$299
TripAdvisor
$400/night

The Osprey Condo At Bay Harbour VR #213

  • 3
  • 3
$400
HomeAway
$400
VRBO
$400
VacationRentals
Listed on 4 Sites
$127/night

BAYSIDE BREEZE

  • 3
  • 2
$127
TripAdvisor

Information about Islamorada

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