Dog Friendly Vacation Rentals in Big Pine Key - FlipKey

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81 pet friendly apartments in Big Pine Key

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$111

New Listing! Beautiful Canal front , Key Deer and jacuzzi.

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$225

Lower Keys Retreat.....

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 26 minutes

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Price per night from

$247

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$123

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$230

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$126

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$125

Breeze Swept

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$225

Palmetto Retreat

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$140

Gorgeous 4/2 Canal Front Home

Big Pine Key villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 27 minutes

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Price per night from

$511

Sharkys Island Paradise

Big Pine Key house

5 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$256

Water's Edge

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$147

Great rentals within 20 miles that match your search

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$561

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$127

Island Chalet

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$140

Villa Sombrero, Marathon

Marathon house

5 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$640

Ocean Side View on Canal, Great for Fishing, Near Sombrero Beach & Restaurants

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$673

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$748

Conch Out

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$169

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

$281

Paradise with or without a boat Clean Waterfront Beach Near Pet free

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 50 minutes

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Price per night from

$365

5 Pirate's Hideaway Canal Front Home with Seawall & Kayaks

Little Torch Key house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$241

Catch of the Day!

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$123

PARADISE OCEAN FRONT HOME

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 44 minutes

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Price per night from

$1,008

Hogfish Retreat

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$174

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$1,681

Coconut Cay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$179

Ocean View Estate with Private Pool 15 minutes from Key West

Cudjoe Key house

4 bedrooms / 2 bathrooms / sleeps 10

“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$589

Latitude Adjustment

Little Torch Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$155

Oceanside, pet friendly, smart home with plenty of paddle equipment

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$219

Keys Life

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$203

Charming House on deep clear canal

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$168

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$213

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$376

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 41 minutes

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Price per night from

$414

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$325

Pelican Perch

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$157

Sailfish Manor

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 9

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Price per night from

$306

Viewing 38 of 81
rentals in Big Pine Key

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