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Big Pine Key Vacation Rentals

1 - 42 of 71 rentals
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The Ocean is Calling  - Marathon, FL Vacation Rental

The Ocean is Calling

Marathon, FL
5 Bed 3 Bath Sleeps 12
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Turtle Key Complex - Islamorada, FL Vacation Rental

Turtle Key Complex

Islamorada, FL
6 Bed 6 Bath Sleeps 22 (20 Adults Max)
- - - - - - - - - - - - - - - - -
Breezy Palms & Tropical Charm - Key Colony Beach, FL Vacation Rental
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Leatherback Cottage - Upper Unit - Islamorada, FL Vacation Rental
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Kemp's Cottage - Islamorada, FL Vacation Rental

Kemp's Cottage

Islamorada, FL
1 Bed 1 Bath Sleeps 2
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Ocean Oasis - Islamorada, FL Vacation Rental

Ocean Oasis

Islamorada, FL
4 Bed 3 Bath Sleeps 10
- - - - - - - - - - - - - - - 560 590
Bay Point Serenity - Key West, FL Vacation Rental

Bay Point Serenity

Key West, FL
3 Bed 3 Bath Sleeps 8
240 240 240 255 195 195 195 195 195 195 195 195 195 195 195 195 195
Sweet Serenity - Key Largo, FL Vacation Rental

Sweet Serenity

Key Largo, FL
3 Bed 2 Bath Sleeps 8
65 65 65 65 65 65 65 65 65 65 65 65 65 65 65 65 65
Pelico Paradise - Sugarloaf Key, FL Vacation Rental

Pelico Paradise

Sugarloaf Key, FL
5 Bed 3.5 Bath Sleeps 10
- - - - 190 195 190 - - - 195 225 225 225 225 260 -
Dolphin Retreat - Marathon, FL Vacation Rental

Dolphin Retreat

Marathon, FL
3 Bed 3 Bath Sleeps 8
190 235 235 195 180 180 180 180 220 220 180 180 180 180 180 220 220
Hemingway Hideaway - Key West, FL Vacation Rental

Hemingway Hideaway

Key West, FL
3 Bed 3 Bath Sleeps 6
- - - - - - - - - - - - 220 230 220 - -
Million Dollar View - Marathon, FL Vacation Rental

Million Dollar View

Marathon, FL
4 Bed 3 Bath Sleeps 8
- - - - - - - - - - - - - - - - 455
Ninth Street Cabana - Key Colony Beach, FL Vacation Rental

Ninth Street Cabana

Key Colony Beach, FL
3 Bed 2.5 Bath Sleeps 10
225 225 225 240 240 240 240 240 195 - - - - - - 225 240
Bright Key West Beauty - Key West, FL Vacation Rental

Bright Key West Beauty

Key West, FL
2 Bed 2.5 Bath Sleeps 5
275 235 - - - - - - - 190 225 225 225 215 - - -
Key Lime on Fifth Street - Key Colony Beach, FL Vacation Rental
135 135 135 145 135 135 135 135 115 - - - - - - - 115
Marathon Waterfront Recreational Paradise - Marathon, FL Vacation Rental
- - 460 485 - - - - - - - - - - - - 495
Hawksbill Cottage - Islamorada, FL Vacation Rental

Hawksbill Cottage

Islamorada, FL
1 Bed 1 Bath Sleeps 3 (2 Adults Max)
- - - - - - - - - - - - - - - - -
The Atlantic Lookout  - Marathon, FL Vacation Rental

The Atlantic Lookout

Marathon, FL
2 Bed 2 Bath Sleeps 6
175 175 175 185 170 170 170 170 170 160 - - - - - - -
Green Turtle Cottage - Islamorada, FL Vacation Rental

Green Turtle Cottage

Islamorada, FL
2 Bed 1 Bath Sleeps 6 (4 Adults Max)
- - - - - - - - - - - - - - - - -
No Worries on Ninth Street - Key Colony Beach, FL Vacation Rental
- 145 155 160 155 145 - - - - - - - - - - -
Summer Sea Luxury - Islamorada, FL Vacation Rental

Summer Sea Luxury

Islamorada, FL
1 Bed 1 Bath Sleeps 4
90 90 90 99 99 99 99 99 99 99 99 99 99 99 99 99 99
Fisherman's Prime - Marathon, FL Vacation Rental

Fisherman's Prime

Marathon, FL
2 Bed 2 Bath Sleeps 6
160 - - - - - - - 155 - - - - - - - 165
Ninth Street Getaway - Key Colony Beach, FL Vacation Rental
- - 130 160 160 160 160 160 160 160 160 160 160 160 160 160 160
Boater's Dream Come True - Marathon, FL Vacation Rental

Boater's Dream Come True

Marathon, FL
4 Bed 2.5 Bath Sleeps 12
- - - - - - 220 230 195 - - - - - - - 190
Perfect Diver's and Fisherman's Pad - Marathon, FL Vacation Rental
- - - - - - 115 120 99 - - - - - - - 99
Duck Key Retreat - Marathon, FL Vacation Rental

Duck Key Retreat

Marathon, FL
3 Bed 2.5 Bath Sleeps 6
- - - - - - - - - - - - - - - - -
Landings of Largo Gem - Key Largo, FL Vacation Rental

Landings of Largo Gem

Key Largo, FL
2 Bed 2 Bath Sleeps 7 (4 Adults Max)
65 70 70 65 65 65 65 65 70 70 65 65 65 65 65 70 70
White Sands in Paradise - Islamorada, FL Vacation Rental

White Sands in Paradise

Islamorada, FL
2 Bed 2 Bath Sleeps 6
225 195 - - - - - - - - 190 190 - - - - -
Sombrero Beach Place - Marathon, FL Vacation Rental

Sombrero Beach Place

Marathon, FL
2 Bed 2 Bath Sleeps 5
155 155 155 160 155 155 155 155 155 155 145 - - - - - -
Waterfront Playground - Key Largo, FL Vacation Rental

Waterfront Playground

Key Largo, FL
3 Bed 2.5 Bath Sleeps 8
99 99 99 99 99 99 99 99 99 99 99 99 99 99 99 99 99
Captain's Haven - Key Colony Beach, FL Vacation Rental

Captain's Haven

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 9
- - - - - - - - - - - - - - - - -
Oasis in the Keys - Marathon, FL Vacation Rental

Oasis in the Keys

Marathon, FL
3 Bed 2.5 Bath Sleeps 8
- - - - - 250 265 265 265 265 265 265 265 265 265 265 265
Dockside Delight - Key Colony Beach, FL Vacation Rental

Dockside Delight

Key Colony Beach, FL
3 Bed 3 Bath Sleeps 6
- - 155 195 185 185 185 185 185 185 185 185 185 185 185 185 185
Tropical Treasure - Key Colony Beach, FL Vacation Rental

Tropical Treasure

Key Colony Beach, FL
3 Bed 2 Bath Sleeps 8
- - - - - - - - - 175 195 195 195 195 190 - -
Ninth Street Suite - Key Colony Beach, FL Vacation Rental
- - - 140 150 150 150 150 150 150 150 140 - - - - -
The Fish Wrangler - Marathon, FL Vacation Rental

The Fish Wrangler

Marathon, FL
2 Bed 2 Bath Sleeps 6
- - - - 160 170 170 170 145 - - - - - - - -
Canal-side Charisma - Key Colony Beach, FL Vacation Rental
- 99 - - - - - - - - - - - - - - -
Comfort in the Keys - Key Colony Beach, FL Vacation Rental
- - - - - - - 145 155 155 155 155 155 155 155 155 155
Tropical Charm - Key Colony Beach, FL Vacation Rental

Tropical Charm

Key Colony Beach, FL
3 Bed 3.5 Bath Sleeps 8
- - - - - - - - - - - - - - - - -
Downhome Cabin by the Canal - Key Colony Beach, FL Vacation Rental
185 185 185 195 195 195 195 195 195 195 195 195 195 195 195 195 195
Seventh Street on the Water - Key Colony Beach, FL Vacation Rental
- 99 99 - - - - - - - 99 99 99 99 99 99 99
Eleventh Street Legacy - Key Colony Beach, FL Vacation Rental
- - - - - - - - - - - - - - 145 155 155
Page 1 of 2

About Big Pine Key

What do you think of when you hear someone mention the beautiful Florida Keys? Sunshine and palm trees? Seafood and Key lime pie? What about Key deer and sweeping ocean views? Big Pine Key, as its name suggests, is big on character and charm, and it fits right in with the grace and glamor you expect from South Florida destinations. The best part is that you can stay in a stunning vacation home that allows you to enjoy the true beauty of this area!

Where is Big Pine Key, FL?

Situated off of mile marker 30 on U.S. 1, Big Pine Key is a roughly 5,000-person community in Monroe County in the lower Florida Keys. U.S. 1, also known as the Overseas Highway, is the only way to access the island unless you're traveling by sea. Recognized as one of the larger keys, the community is named after its native pines. 

Big Pine Key is one of the 1,700 islands (many of which are uninhabitable) that compose the Florida Keys, and it shares several features with these other islands - namely its beauty and diversity. Big Pine Key, however, separates itself from the other island communities in that it is home to the endangered species of Key deer, which are about the size of a medium dog. Found all around the island, these knee-high animals are friendly and adorable and add a surprising touch to the island. 

Things to Do in Big Pine Key

The National Key Deer Refuge is an 8,500-acre refuge of mostly undeveloped pinelands. Home to hundreds of species of flora and fauna, including more than 20 endangered and threatened plant and animal species, the refuge offers the opportunity for you explore the nature specific to this area of Florida. Visitors are invited to fish and engage in environmental education. 

Blue Hole is another area that boasts an opportunity for exploration. The only freshwater lake in the Florida Keys, this spot is an abandoned rock quarry that is home to lots of wildlife, including alligators, birds, snakes, and green iguanas. Hike around this area for a chance to spot a colorful bird or bright iguana. 

Snorkeling and diving are favorite pastimes around these parts. There are several places that will accommodate day and night dive and snorkel trips for those less-experienced travelers. The 210-foot wreck of Adolphus Busch, Sr. is easily accessible from Big Pine Key, as is the Looe Key coral reef, part of the Florida Keys National Marine Sanctuary. In fact, every year, an underwater music festival is held at the coral reef. Attendees are invited to explore the last living coral reef in the continental United States as they sway and swim to a sub-sea concert. 

Day Trips from Big Pine Key

Just a little more than two dozen miles away lies the island chain of Marathon. With its mangrove and coral reefs, it boasts diverse landscapes and wildlife befitting of a gorgeous Sunshine State destination. 

Fewer than 30 miles away sits the renowned Key West. Characterized by a lively arts culture and tons of outdoor activities, this ecotourist-friendly city will wow you with its beauty and charm.

When Florida is calling your name and you just can't shake that desire for a tropical getaway, give Big Pine Key and our beautiful vacation rentals a try. You'll find yourself leaving with more than just a nice tan: you'll take with you a lifetime of fun-in-the-sun memories.

Photo credit: Thomas James Caldwell via Flickr

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