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Houses Big Pine Key

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138 houses

Charming Elevated Waterfront Home

Big Pine Key house

1 bedroom / 1 bathroom / sleeps 4

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$172

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$114

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

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 39 minutes

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$230

Waterfront Home in The Fabulous Florida Keys!

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$287

Lower Keys Retreat.....

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 27 minutes

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$252

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 4

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$125

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms / 2 bathrooms / sleeps 10

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$236

Our Island Thing

Big Pine Key house

4 bedrooms / 2 bathrooms / sleeps 8

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$243

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms / 1 bathroom / sleeps 6

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$128

Hideaway Bay

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$127

PRIME TIME - Tropically Themed Canal Front Duplex On Big Pine Key, Quick Access

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 49 minutes

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$119

Large Home near Beach & Key West

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 58 minutes

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Price per night from

$487

PRIME TIME 2 - Charming Canal Front Duplex, Quick Trip To South Pine Channel And

Big Pine Key house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 49 minutes

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$115

Upscale ocean front home & easy canal boat access to Gulf or Atlantic ocean

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$230

Palmetto Retreat

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$143

Water's Edge

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

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$151

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!

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$573

Family Retreat-Ocean front home with private pool

Cudjoe Key house

6 bedrooms / 4 bathrooms / sleeps 14

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$688

Fandango

Cudjoe Key house

5 bedrooms / 3 bathrooms / sleeps 14

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$688

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$130

OCEANFRONT LUXURY "Mar Azul"

Marathon house

3 bedrooms / 3 bathrooms / sleeps 7

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$500

OUTSTANDING Oceanfront House with Pool and Deep water dockage!!

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$736

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$176

Angelfish Cove

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$159

Blue Lagoon

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$231

Bow Channel Manor

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

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$234

Casa Turquesa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$257

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$334

Cove Isles

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$161

Lafitte Landing

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$120

Manatee Bay

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$128

Mango House

Little Torch Key house

2 bedrooms / 1 bathroom / sleeps 4

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$110

Owl's Nest

Ramrod Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$154

Margarita Villa

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$161

Palm Villa

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$208

Quiet Waters

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$140

Pirate's Cove

Cudjoe Key house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$100

South Point Shores

Sugarloaf house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$178

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