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Dog Friendly Vacation Rentals in Florida Keys - FlipKey

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460 pet friendly house rentals in Florida Keys

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$76

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Price per night from

$287

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$288

Oceanfront duplex with spectacular views, beach, and dock

Layton house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 minutes

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Price per night from

$502

PARADISE OCEAN FRONT HOME

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$329

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

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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$184

Duck Key Paradise

Duck Key house

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$568

75130 Overseas Highway

Matecumbe Key house

2 bedrooms / 2 bathrooms / sleeps 4

“The view and location was excellent.” The house had most of the amenities I would expect at a beach location. You can't beat the sunsets over the bay! We snorkeled at Key Largo and took a day trip into key West, so the location was perfect. The area had the best restaurants. We tried them all. Only complaints were: no outdoor grill, no wine glasses, sheets kept pulling off the bed and rusted beach chairs.

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$213

Villa Sombrero, Marathon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$654

Brand New 3 Story Key Largo Home

Key Largo house

5 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 1 hour 17 minutes

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Price per night from

$407

Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$539

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). There was a small leak in the bathroom in the overhead skylight but it was almost negligible unless it was pouring. we will definitely be back.

Responds fast! avg. 2 hours 59 minutes

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Price per night from

$145

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 28 minutes

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Price per night from

$212

Key Colony Beach Home

Key Colony Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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$205

Southard Square Hideaway

Key West condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$90

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 2 hours 52 minutes

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Price per night from

$654

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$114

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 39 minutes

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Price per night from

$115

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

$225

Spacious Top Floor Condo w/ Water View!!

Marathon apartment

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$373

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

$321

TWICE THE CHARM

Key Largo house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$183

Sunset Bay (weekly rental)

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$333

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 28 minutes

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Price per night from

$212

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 43 minutes

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Price per night from

$1,145

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

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 3 minutes

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Price per night from

$346

LYONS LANDING

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$262

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

Stock Island house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 minutes

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Price per night from

$355

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 the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)

Responds fast! avg. 34 minutes

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Price per night from

$637

East Sister Rock Island

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$1,558

Oceanfront Oasis - Pinch me am I dreaming!!!

Islamorada house

5 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 30 minutes

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Price per night from

$4,028

Waterfront luxury Villa (34) with sunset views and boat slip

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$1,145

Fandango

Cudjoe Key house

5 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 2 hours 52 minutes

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Price per night from

$658

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. 1 hour 25 minutes

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Price per night from

$80

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. 43 minutes

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Price per night from

$404

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 and was a great place to hang out morning and evening. The property had everything that we needed, was centrally located and have plans to visit again! Service provided by rental agency was top notch and very attentive - they showed us around, accepted packages on our behalf and were friendly and helpful throughout our entire rental experience - from planning to checkout. This is definitely on our To Re-Do List.

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Price per night from

$429

152 Valencia Drive

Islamorada house

4 bedrooms / 5 bathrooms / sleeps 8

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Price per night from

$267

Large, Dog-Friendly Home on Three Secluded Acres W/ Balconies, Deck, & Views

Sugarloaf Key house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 minutes

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Price per night from

$450

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rentals in Florida Keys

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