Dog Friendly Vacation Rentals in Florida Keys - FlipKey

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408 pet friendly house rentals in Florida Keys

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 28 minutes

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Price per night from

$93

3BR Oasis in the Keys w/ Kayaks & Bikes - Sweeping Ocean Views in Every Room!

Marathon house

3 bedrooms / 2 bathrooms / sleeps 8

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$303

Waterfront Keys Home - Spectacular View, 37' Dock

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful location” My husband, son, and I had a fantastic vacation here. The private boat dock and Bay Area was perfect for our needs. We were out in the gulf in a few minutes and could reach the Atlantic via Vaca Pass or 7 Mile bridge in just a sh

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$143

WOW – waterfront, boat lift, private heated pool, walk to beach and shops!

Marathon house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$263

Canal-Front 3BR w/ Private Pool, Boat Slip, Tiki Hut & Kayaks - Near Beach

Marathon house

3 bedrooms / 2 bathrooms / sleeps 6

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$211

Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect” Very clean, comfortable, and we'll equiped. The view from the canal out over the open water was awesome. The dock was the perfect spot for our sailboat and gave us easy access to our daily sailing adventures. The owner was very informative an

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$184

PARADISE OCEAN FRONT HOME

Marathon house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 30 minutes

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$287

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 8 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 8

“Beautiful Keys Home” Beautiful home, very clean, well decorated (wife and MIL wanted to take it home with them), boat dock, quiet and "out-of-the-way" with easy access to any of the tourist destinations. We had a restful and peaceful week - just what

Responds fast! avg. 2 hours 11 minutes

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$258

Houseboat Trawler MV Coconuts: Once in a Lifetime Vacation With Pool Access

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

“Nice alternatif for hotel” We were on the boat with only 2 people, so plenty of place ! We liked the marina and the boat very well. Something completely different than an hotelroom ... We had perfect weather so we used the different terraces on the b

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$184

Gorgeous Spa Villa, Marina in Florida Keys

Duck Key villa

2 bedrooms / 3 bathrooms / sleeps 6

“Beautiful holiday house in a gorgeous location” Really lovely place, perfect for families. Couldn't use the hot tub as water too hot and full of chemicals.

Responds fast! avg. 2 hours 6 minutes

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$201

Key Largo Kampground Vacation

Key Largo house

1 bedroom / 1 bathroom / sleeps 3

“Great location and pleasantly surprised!” Romberto's Camprground vacation was definitely more than i expected. There was ample room for my husband and I, the folks were nice and the area was quiet and clean. The marina was convenient (small boats only

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$143

2 Great Waterfront FL Keys Homes - 1 Low Price

Marathon house

4 bedrooms / 4 bathrooms / sleeps 12

“Excellent Stay!” We rented out both sides for the week and we couldn't have asked for a better location! Great fishing, lobstering, and diving. We took the boat out almost everyday right from the house. Just enough room for our 9 people plus 1 baby. I

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$371

Villa Sombrero, Marathon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 10

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$458

75130 Overseas Highway

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful Sunsets in Islamorada” There is a great view from the roof top deck for sunsets. The screen porch was great at night to keep the bugs away. The beach was very nice too. The setup is good for two couples or a small family. Also the staff f

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Price per night from

$190

Duck Key Paradise

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 12 minutes

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Price per night from

$315

Key Colony Beach Home

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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$205

Family Retreat ocean front home with private pool

Cudjoe Key house

6 bedrooms / 4 bathrooms / sleeps 18

“What an awesome way, to celebrate my birthday!” This property was very clean, spacious and perfect for our large party. Every morning you would find me on the lanai, enjoying the Cudjoe Bay view, with my computer on my lap and a cup of coffee at my

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$571

Southard Square Hideaway

Stock Island condo

1 bedroom / 1 bathroom / sleeps 4

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$90

Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise

Conch Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$189

Private and Immaculate 2 Bedroom Home with Private Fenced Yard

Key West house

2 bedrooms / 1 bathroom / sleeps 4

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$138

Brand New 3 Story Key Largo Home

Key Largo house

5 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 2 hours 28 minutes

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Price per night from

$407

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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Price per night from

$1,390

A Touch Of Havana In Key West

Key West condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$352

Million $$ Pool Home

Key Colony Beach house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$408

164 Plantation Shores Drive

Islamorada house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$201

Waterfront luxury Villa (54) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

“Beautiful condo in a beautiful setting” Sitting on the front porch watching the sunset was one of the highlights of the trip. And the pool was the best we've ever swam in.

Responds fast! avg. 1 hour 31 minutes

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Price per night from

$315

Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$480

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$110

A quiet spot in paradise close to fishing with dockage included (#4)

Conch Key villa

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$189

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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Price per night from

$357

Seas the Day in this Waterfront Home on Oceanside MM90

Tavernier house

5 bedrooms / 3 bathrooms / sleeps 14

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Price per night from

$201

Waterfront house w/ covered patio, private pool, & 75 ft. dock - dogs welcome!

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 8 minutes

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Price per night from

$136

Welcome Aboard! Relax, unwind, enjoy the water! in key west

Key West yacht

4 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$286

Paradise In Marathon, FL Keys Large Oceanside Home

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful property. We had a great stay!” Super close to publix and boat ramp ($30 fee in and out) so convenient. Very nice accommodations. Wonderful to have the boat right out back

Responds fast! avg. 3 hours 25 minutes

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Price per night from

$401

Dog-friendly, tropical escape with central location, hot tub, and shared pool

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 8 minutes

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Price per night from

$177

KEY LARGO YACHT CLUB 8

Key Largo apartment

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$140

Quilted Giraffe

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$400

Waterfront in Key Largo, Terrific 1/1 Apt, 2nd Floor, Pet Friendly, Sleeps 4

Key Largo apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 18 minutes

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Price per night from

$75

Viewing 38 of 408
rentals in Florida Keys

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