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245 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 11 rental sites including HomeAway, TripAdvisor, Booking.com and more, from $53 a night.

Islander Bayside Townhomes and BoatSlips

  • 1
  • 2
$319
Booking.com

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

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

Postcard Inn Beach Resort & Marina

  • 2
  • 1
Booking.com

RELAX in your PRIVATE Oceanfront Cottage!

  • 1
  • 1
$220
HomeAway
$220
VRBO
Listed on 4 Sites

La Siesta Resort & Marina

  • 1
  • 1
$193
Booking.com

Mitchell's Bayview Villa - Islamorada House on the Bay

  • 2
  • 2
$242
HomeAway
$242
VRBO
Listed on 4 Sites

Amara Cay Resort

  • 1
  • 1
$184
Booking.com

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

  • 2
  • 1
$239
HomeAway
$239
VRBO
Listed on 4 Sites

Cheeca Lodge & Spa

  • 1
  • 1
$249
Booking.com

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

  • 5
  • 4
$655
HomeAway
$655
VRBO
Listed on 4 Sites

Casa Morada

  • 1
  • 1
$319
Booking.com

Sunset Villas: Bayfront Beach Compound

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

Sands of Islamorada

  • 1
  • 2
$155
Booking.com

**Summer Promo** Ocean Front Keys Home with Private Beach - Great for Kite Surfing!

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

Coconut Cove Resort & Marina

  • 1
  • 1
$245
Booking.com

3/2 Waterfront Home w/boat dock near Key Largo & Islamorada

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

Smugglers Cove Resort and Marina

  • 1
  • 1
$129
Booking.com

Key Largo Upstairs Apartment Fisherman's Paradise!!!

  • 2
  • 1
$125
HomeAway
$125
VRBO
Listed on 4 Sites

Fiesta Key RV Resort Villa 12

  • 1
  • 1
Booking.com

Venetian Tropics weekly Pvt home w/heated Pool, 2or3 bedroom /70ft dock w/canal

  • 3
  • 4
$572
HomeAway
$572
VRBO
Listed on 4 Sites

Chesapeake Beach Resort

  • 1
  • 1
$143
Booking.com

**Summer Promo** Amazing views from this Oceanside Home near Pennekamp, dining and shopping!

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

Blue Water Retreat Home

  • 3
  • 3
Booking.com

**Summer Promo** Luxurious Ocean View Condo w/Heated Pool & Jacuzzi

  • 2
  • 2
$215
HomeAway
$215
VRBO
Listed on 4 Sites

Villa Riolo Home

  • 2
  • 2
Booking.com

Matecumbe Jewel Home

  • 3
  • 2
Booking.com

Conch On Inn Motel

  • 1
  • 1
$109
Booking.com

Little Bay - Lower Duplex Cabin

  • 2
  • 2
$437
Booking.com

Sunshine Place Cabin

  • 1
  • 1
$214
Booking.com

Relaxing Home in the Florida Keys

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

Casa Thorn B&B

  • 1
  • 1
$189
Booking.com

Beutifiul Florida Keys Home

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

Little Bay - Upper Duplex Cabin

  • 2
  • 2
$437
Booking.com

Water front 3/2 Dock and boat ramp Key Largo mm95

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

Ocean Oasis

  • 5
  • 1
Booking.com

Direct Access to Tavernier Creek! Private Pool & Dock, Private Balcony on Master BR, Great Location

  • 4
  • 3
$393
HomeAway
$393
VRBO
Listed on 4 Sites

Islamorada Information

Other Rentals in Islamorada

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