Choose from 251 vacation rentals located in Big Pine Key, Florida. Top filters in Big Pine Key include Air conditioner, Internet / Wifi, and Kitchen or Kitchenette. Prices range from $108 to $6,636 per night. Our most popular vacation rental types near Big Pine Key are Apartment and Hotel.

Top vacation rentals in Big Pine Key

On the beach
4.4
Excellent(162 Reviews)
Direct Oceanfront Cottage-Sunrise View- #2,
Cottage
 in Little Torch Key
4 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen or Kitchenette
Most favorited

Enjoy the best of Big Pine Key in our Cottage, Direct Oceanfront Cottage-Sunrise View- #2,. A stunning property with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
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Beachfront
Fishing, Sea view, Sports
4.2
Excellent(399 Reviews)
Parmer's Resort
Resort
 in Little Torch Key
1 sofa bed, 1 queen bed
Garden · Pool · Pets allowed

This Resort in Big Pine Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Property view
4.1
Excellent(130 Reviews)
Old Wooden Bridge Resort & Marina
Nature lodge
 in Big Pine Key
Pool · Pets allowed · Kitchen or Kitchenette

Experience the best of Big Pine Key with this Nature lodge available for $169. This property is equipped with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
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Beachfront
Sea view
4.7
Outstanding(8 Reviews)
Deer Run on the Atlantic
Bed and Breakfast
 in Big Pine Key
1 king bed
Garden · Pets allowed · Kitchen or Kitchenette

Experience the best of Big Pine Key with this Bed and Breakfast available for $122. This property is equipped with amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
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Search by amenity

Vacation rentals with air conditioning in Big Pine Key

Outdoor dining
4.6
Outstanding(95 Reviews)
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS
House
 in Little Torch Key
8 guests · 4 bedrooms · 2 baths
Pets allowed · Kitchen or Kitchenette · Air conditioner
Most favorited

This House for $1,070 in Big Pine Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Miscellaneous
5.0
Outstanding(71 Reviews)
Waterfront Beach House with Dock & Heated Pool!
House
 in Little Torch Key
20 guests · 8 bedrooms · 5 baths
Garden · Pool · Pets allowed

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Big Pine Key, at $1,463 per night for your next great vacation.

$$$$
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Cayo Loco
House
 in Little Torch Key
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This House for $337 in Big Pine Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Property view
3.6
Good(190 Reviews)
Big Pine Key Motel
Motel
 in Big Pine Key
2 queen beds
Kitchen or Kitchenette · Air conditioner · Internet / Wifi

This Motel in Big Pine Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
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Big Pine Key

Big Pine Key travel guide

Let us help you plan your perfect Big Pine Key vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Big Pine Key, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Big Pine Key?

  • Air conditioner
  • Internet / Wifi
  • Kitchen or Kitchenette

What is the price range for rentals in Big Pine Key?

Vacation rentals in Big Pine Key have a price range between $108-$6,636. The average price for rentals in Big Pine Key is $279 per night.

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