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Popular Big Pine Key Vacation Rentals

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House Big Pine Key
$173 per night
House ∙ 4 guests ∙ 2 bedrooms
Big Pine Key, Monroe County, Florida, United States
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Vrbo
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House Big Pine Key
$245 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Big Pine Key, Monroe County, Florida, United States
Details
Vrbo
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House Big Pine Key
$158 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (27 ratings)
Big Pine Key, Monroe County, Florida, United States
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Vrbo
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House Big Pine Key
$178 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Big Pine Key, Monroe County, Florida, United States
Details
Vrbo
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House Big Pine Key
$174 per night
House ∙ 6 guests ∙ 3 bedrooms
Big Pine Key, Monroe County, Florida, United States
Details
Vrbo
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House Big Pine Key
$198 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
"Excellent" (6 ratings)
Big Pine Key, Monroe County, Florida, United States
Details
Vrbo
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House Big Pine Key
$305 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (15 ratings)
Big Pine Key, Monroe County, Florida, United States
Details
Vrbo
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House Big Pine Key
$357 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (3 ratings)
Big Pine Key, Monroe County, Florida, United States
Details
Vrbo
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House Big Pine Key
$209 per night
House ∙ 4 guests ∙ 2 bedrooms
Big Pine Key, Monroe County, Florida, United States
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Vrbo
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Vacation rentals and apartments with air conditioning

House Air conditioning Big Pine Key
$159 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (27 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
Details
Vrbo
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House Air conditioning Big Pine Key
$246 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
Details
Vrbo
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House Air conditioning Big Pine Key
$253 per night
House ∙ 8 guests ∙ 3 bedrooms
4.7
"Outstanding" (16 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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Vrbo
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Vacation rentals with Wi-Fi

House Internet Big Pine Key
$237 per night
House ∙ 8 guests ∙ 2 bedrooms
Big Pine Key, Monroe County, Florida, United States
Internet
Details
Vrbo
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House Internet Big Pine Key
$640 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
"Excellent" (2 ratings)
Big Pine Key, Monroe County, Florida, United States
Internet
Details
Vrbo
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Details
House Internet Big Pine Key
$178 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Big Pine Key, Monroe County, Florida, United States
Internet
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Vrbo
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Apartments and vacation rentals with a kitchen

House Kitchen Big Pine Key
$319 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (22 ratings)
Big Pine Key, Monroe County, Florida, United States
Kitchen
Details
Vrbo
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Details
House Kitchen Big Pine Key
$306 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (15 ratings)
Big Pine Key, Monroe County, Florida, United States
Kitchen
Details
Vrbo
Details
Details
House Kitchen Big Pine Key
$199 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
"Excellent" (6 ratings)
Big Pine Key, Monroe County, Florida, United States
Kitchen
Details
Vrbo
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Frequently Asked Questions

How much does it cost to stay in Big Pine Key?

Vacation rentals in Big Pine Key are priced starting at $145 per night.

Is it possible to find vacation rentals in Big Pine Key?

You can find 270 available vacation rentals in Big Pine Key.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Big Pine Key Information

About Big Pine Key

Big Pine Key is located in the Lower Keys of Florida. Popular activities include snorkeling, fishing, and sailing. Many rentals have oceanfront views and boat docks. Big Pine Key is also within driving distance of other popular Florida destinations, such as Key West, Key Largo, and Miami.

Things to Do in Big Pine Key

Big Pine Key has a variety of outdoor activities. Go hiking on the Pinewood Nature Trail, flat fishing with a private guide, or relax on the beach in Bahia Honda State Park. Bahia Honda State Park is over 500 acres. At the beach you can go on a snorkeling tour through the Looe Key National Marine Sanctuary, walk along the historic bridge, and rent a kayak for the day. While staying in Big Pine Key, you can also check out the artwork at the Artists in Paradise Gallery. For authentic food, have a meal at Coco’s Kitchen. If you’re looking for live music and classic American food, try dining at Springer’s Bar and Grill.

Day Trips Near Big Pine Key

Take a day trip to Key West, Florida. Key West is approximately a 40-minute drive from Big Pine Key. A popular way to explore Key West is to take a boat tour with a company such as Danger Charters. You can go on a half-day or full-day excursion to go snorkeling through the Florida Keys Reef, sailing, kayaking, and more. Another fun day trip from Big Pine Key is to Key Largo, Florida. Key Largo is an hour and a half drive from Big Pine Key. In Key Largo you can visit the Jacobs Aquatic Center, swim with dolphins, or go fishing for over 600 types of fish. A day trip that’s a bit further away is Miami, Florida. Miami is about a three-hour drive from Big Pine Key. The Miami Children’s Museum is a great place for a family trip since it has lots of hands-on exhibits.

Big Pine Key Accommodation

Stay in a waterfront home on the canal next to the Key Deer National Refuge or stay in a large modern home with a pool, boat dock, and oceanfront views. Some rentals even have unique amenities such as a Tiki Hut and a fish cleaning table. You can also stay in Captain Pip’s Marina & Hideaway, which is a waterfront hotel, or Big Pine Key Motel, which has boat parking available. Wherever you choose to stay, Tripping can help you compare all of the rentals in the area by price, ratings, reviews, and more. Book your Big Pine Key vacation rental today!

Transportation in Big Pine Key

For day trips, you can take a bus or rent a car. Greyhound has a bus stop in Big Pine Key at 29975 Overseas Highway. There are also several car rental companies, such as Dollar Rent a Car and Alamo Rent A Car.

Popular Day Trips Near Big Pine Key

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