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221 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 10 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $25 a night.

Casa Morada

  • 1
  • 1
$319
Booking.com

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

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

Sands of Islamorada

  • 1
  • 1
$155
Booking.com

Oceanfront 2BR w/ Private Beach – Close to Top-Rated Scuba & Snorkeling

  • 2
  • 2
$177
HomeAway
$177
VRBO

Relaxing Home in the Florida Keys

  • 2
  • 2
$150
HomeAway
$150
VRBO
Listed on 4 Sites

WaterfrontHome w/boat dock Islamorada area. Special rates for 2 or more months!

  • 3
  • 3
$196
HomeAway
$196
VRBO
Listed on 4 Sites

Dog-friendly, oceanfront home w/ private pool, hot tub, & private beach

  • 5
  • 4
$711
HomeAway
$711
VRBO
Listed on 4 Sites

Mitchell's Bayview Villa - Islamorada House on the Bay

  • 2
  • 2
$227
HomeAway
$227
VRBO
Listed on 4 Sites

Sunset Villas: Bayfront Beach Compound

  • 5
  • 6
$749
HomeAway
$749
VRBO
Listed on 4 Sites

The ISLAMORADA ART HOUSE ~ MONTHLY RENTALS "UPSCALE VALUE" MODERN 3 B

  • 3
  • 2
$116
HomeAway
$116
VRBO
Listed on 4 Sites

Water front 2/2 Dock and boat ramp Key Largo mm95

  • 2
  • 2
$199
HomeAway
$199
VRBO
Listed on 4 Sites

Beutifiul Florida Keys Home

  • 3
  • 2
$120
HomeAway
$120
VRBO
Listed on 4 Sites

Waterfront 3BR w/ Private Beach & Dock - Near Epic Diving & Everglades

  • 3
  • 2
$406
HomeAway
$406
VRBO

Beach House In Key Largo, FL Sleeps 7

  • 2
  • 1
$130
HomeAway
$130
VRBO
Listed on 4 Sites

Gorgeous Waterfront Paradise, Deep Water Canal And Lift For Your Boat

  • 3
  • 3
Contact Owner
HomeAway
$232
VRBO
Listed on 4 Sites

Beautiful Bay Harbour Condo w/ Boat Dock! Summer dates available!

  • 3
  • 4
$357
HomeAway
$357
VRBO
Listed on 4 Sites

Sanctuary in Paradise Featured on H G T V

  • 4
  • 4
$571
HomeAway
$571
VRBO
Listed on 4 Sites

Lovely Beach Cottage in Beautiful Islamorada, Pool & Private Beach Access

  • 4
  • 3
$283
HomeAway
$283
VRBO
Listed on 4 Sites

Exclusive Private Beach, Water- Sand -Pool - Sunsets

  • 3
  • 3
$1,000
HomeAway
$1,000
VRBO
Listed on 4 Sites

DIRECT OCEANFRONT JEWEL, Private-Heated Salt Pool, 70 Ft Dock, Close to Everything

  • 4
  • 3
$400
HomeAway
$400
VRBO
Listed on 4 Sites

Sunset Reef - 4 bdrm, Bayside Private Gated Estate, Pool, Spa, Deep Water Dock

  • 4
  • 5
$785
HomeAway
$785
VRBO
Listed on 4 Sites

RAVISHING HOME IN THE FLORIDA KEYS! RELAXING GETAWAY!

  • 3
  • 2
$166
HomeAway
$166
VRBO
Listed on 4 Sites

House is perfect from the storm!! Heated Pool Legal rental

  • 5
  • 3
$500
HomeAway
$500
VRBO
Listed on 4 Sites

Keys Kottage; Remodeled Villa in Native Hammock on Florida Bay

  • 2
  • 2
$213
HomeAway
$213
VRBO
Listed on 4 Sites

Brand NEW Comfortable Clean House Boat, Amazing Vacation "Baycation"

  • 2
  • 1
$300
HomeAway
$300
VRBO
Listed on 4 Sites

Picturesque Bay View Home with Breathtaking Sunsets in Hammer Point

  • 2
  • 2
$228
HomeAway
$228
VRBO
Listed on 4 Sites

Fabulous Bayharbour Condo with boat dock! May is available!

  • 3
  • 3
$357
HomeAway
$357
VRBO
Listed on 4 Sites

Beautiful Bay Harbour Condo! Now booking Summer dates! Bring your boat!

  • 3
  • 3
$357
HomeAway
$357
VRBO
Listed on 4 Sites

Private 150 Ft Oceanfront 2. 5 Acre Millionaire Row Estate, Pool, Spa, Dock

  • 4
  • 3
$685
HomeAway
$685
VRBO
Listed on 4 Sites

Gated Private Oceanfront 1. 8 acre Estate on Millionaire's Row with Heated Pool

  • 5
  • 4
$685
HomeAway
$685
VRBO
Listed on 4 Sites

Lovely Waterfront 4BR/4Bath, Home with Large Dock & Deep Water Canal !

  • 4
  • 4
$156
HomeAway
$156
VRBO
Listed on 4 Sites

Ocean Front Estate with Natural Sandy Beach under Coconut Palms

  • 4
  • 4
$714
HomeAway
$714
VRBO
Listed on 4 Sites

Waterfront Elegance in the Keys - Large Heated Pool, Elevator, Dock

  • 4
  • 4
$366
HomeAway
$366
VRBO
Listed on 4 Sites

Relax & Rejuvenate by the Sea!

  • 2
  • 2
$151
HomeAway
$151
VRBO
Listed on 4 Sites

DOCK OF THE BAY!!!! Total Beauty

  • 2
  • 2
$230
HomeAway
$230
VRBO
Listed on 4 Sites

Luxury Bay Harbor Condo With Boat Slip And View VR #098

  • 2
  • 2
$285
HomeAway
$285
VRBO
Listed on 4 Sites

Islamorada Information

Other Rentals in Islamorada

Islamorada Vacation Rentals
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Islamorada Booking.com Rentals
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