Dog Friendly Vacation Rentals in Islamorada - FlipKey

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101 pet friendly house rentals in Islamorada

164 Plantation Shores Drive

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

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$201

Islamorada Tropical Canalfront Paradise

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 13 minutes

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$302

Incredible Luxury Home with Waterfront!! Paradise

Islamorada house

5 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 3 hours 13 minutes

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$1,390

Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated

Responds fast! avg. 28 minutes

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$606

LITTLE BAY - Upper Duplex

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

“Classic Islamorada - Amazing Property” Little Bay was a perfect property for us! The setting is idyllic and classic keys - Huge backyard on the Bay with excellent dock area, hammocks and view of the bay. Covered porch was the full width of the house

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$357

LYONS LANDING

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 10

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$261

SANCTUARY IN PARADISE

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

“A truly perfect setting” This is a spectacular area to scuba dive, snorkel, catch lobster, fish, jet ski, boat or just hang out at the beach. The kitchen in the upstairs is equipped to feed whatever you catch to a crowd and was great to work from.

Responds fast! avg. 41 minutes

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Price per night from

$572

152 Valencia Drive

Islamorada house

4 bedrooms / 5 bathrooms / sleeps 8

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$267

SUNSHINE PLACE

Islamorada villa

1 bedroom / 1 bathroom / sleeps 3

“a jewel worth the search” Dog friendly, spacious location for relaxing or as a base for exploring the upper/middle keys. The property is shoehorned between two resorts, but surprising quiet and even secluded, in a way. Plenty of people-watching avai

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$180

FLAMINGO COTTAGE

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

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$100

102 Columbus

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 4

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$126

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 40 minutes

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$654

SUNRISE ON SUNSET

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 15

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$300

LITTLE BAY - Lower Duplex

Islamorada villa

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful House in the heart of Islamorada” My kids and I stayed on the property and rented the lower duplex. We had an amazing time and the dock for our boat was perfect. The kids and I went paddleboarding right off the back of our house and the dog

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$357

Paradise Beach Sandy Oceanfront

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 1 minutes

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$786

MY PARADISE

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

“My Paradise from architect's perspective” My wife and I spend a month at My Paradise and, as an architect, there are certain aspects that bear mention. First, if the weather is mild, you can open the wall of folding glass doors and unite the main inte

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$261

Beautiful Bayside View with Swimming Pool

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 13 minutes

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$819

BLUE WATER RETREAT

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

“Blue Water = Everything that you want” This place delivers. You never really know what you are going to get from looking at a website and photos. I just stayed there July/2013 and this place is great, everything is new and clean. Most of all the hous

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$183

Alligator Reef - Conch Home

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

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$733

MANATEE MANOR

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$198

RIOLO VILLA

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

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$122

ANTIGUA PLACE

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

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$173

San Roc - Private 150 Ft Oceanfront 2.5 Acre Millionaire Row Estate, Pool, Spa,

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 1 minutes

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$817

Blue Dolphin Private Oceanfront 1.8 acre Estate on Millionaire's Row with Pool

Islamorada house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 1 minutes

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$786

BEAUTIFUL BAY HARBOUR CONDO W/ BOAT DOCK! OFFSEASON RATES FOR OCT AND NOV!

Islamorada condo

3 bedrooms / 3 bathrooms / sleeps 8

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$409

Fabulous 2 level home - 3/2 each Level - Waterfront Pool Home in Islamorada!

Islamorada house

3 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 44 minutes

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Price per night from

$252

Conch&Lobster

Islamorada house

5 bedrooms / 5 bathrooms / sleeps 14

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Price per night from

$915

Relaxation in the Keys! MM 74 1/2

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$201

Little Bay Lower Level

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$409

7 Bed, 6 Bath resort-like pool home. Boat dockage. Pets. Great for large groups!

Islamorada house

7 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 13 minutes

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Price per night from

$458

MOSAIC HOUSE

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$200

Beautiful Pool home near Snake Creek in Islamorada with Boat Slip!! New Listing!

Islamorada house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$381

Recently Remodeled Beautiful Pool Home with Private Dock with Beach Access

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

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$287

Beautiful Pool Home with Private Dock with Beach Access

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$287

Wake up in Paradise! Florida Keys - Islamorada (6 month minimum rental)

Islamorada condo

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$111

Oceanfront Islamorada Home with Private Beach - Great for Kite Surfing!

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 16 minutes

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Price per night from

$505

Little Bay Upper Level

Islamorada house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$409

Little Bay Compound

Islamorada house

5 bedrooms / 6 bathrooms / sleeps 18

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Price per night from

$1,104

Viewing 38 of 101
rentals in Islamorada

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