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Big Pine Key Vacation Rentals

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Put your feet up in paradise at a sunny vacation home on Big Pine Key

On Florida's Big Pine Key, the lodging options are enviable the world over. Here you can have a beach bungalow within earshot of lapping waves, or a jungle retreat where tiny deer may stop by. All you need now is the perfect book to relax with.

Save up to 32%

Best Vacation Home Deals in Big Pine Key

May 1 - May 8

-17%

~~$908~~

$750 per night

House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Big Pine Key with Private Pool

4.6

"Outstanding" (60 ratings)

Big Pine Key, Monroe County, Florida, United States

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Vrbo

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Jun 24 - Jul 1

-32%

~~$562~~

$381 per night

House ∙ 12 guests ∙ 3 bedrooms

Vacation Home in Big Pine Key with Yard & Grill

3.9

"Good" (22 ratings)

Big Pine Key, Monroe County, Florida, United States

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Apr 1 - Apr 8

-17%

~~$302~~

$249 per night

Resort ∙ 4 guests ∙ 1 bedroom

Amusement Park in Big Pine Key with Pool & Grill

Big Pine Key, Monroe County, Florida, United States

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Find a vacation home matching your needs among the 282 unique options from different vacation rental websites in Big Pine Key. By directly analyzing these properties, HomeToGo brings you the most economical offers as well as the most popular accommodations in Big Pine Key.

Book Vacation Rental Offers with the Highest User Rating

Top-Rated Rentals and Accommodations in Big Pine Key

Sep 16 - Sep 23

$152 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Overnight Parking

4.9

"Excellent" (209 ratings)

Big Pine Key, Monroe County, Florida, United States

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Sep 23 - Sep 30

-42%

~~$325~~

$190 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Incredible Views

4.8

"Excellent" (163 ratings)

Big Pine Key, Monroe County, Florida, United States

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Aug 19 - Aug 26

-15%

~~$266~~

$225 per night

House ∙ 6 guests ∙ 2 bedrooms

Lovely House in Cudjoe Key with Pool & Grill + Ocean Views

4.8

"Excellent" (66 ratings)

Big Pine Key, Monroe County, Florida, United States

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Recommended Vacation Rentals in Big Pine Key

Find your perfect vacation rental in Big Pine Key: from $143 per night

Aug 6 - Aug 13

$400 per night

House ∙ 8 guests ∙ 2 bedrooms

House in Big Pine Key + Ocean Views

Big Pine Key, Monroe County, Florida, United States

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Mar 2 - Mar 9

$450 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Big Pine Key with Pool, Grill & Yard

Big Pine Key, Monroe County, Florida, United States

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Sep 9 - Sep 16

$700 per night

House ∙ 8 guests ∙ 3 bedrooms

House in Big Pine Key with Fantastic Pool

4.3

"Very good" (8 ratings)

Big Pine Key, Monroe County, Florida, United States

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May 27 - Jun 3

$249 per night

Resort ∙ 4 guests ∙ 1 bedroom

Amusement Park in Big Pine Key

Big Pine Key, Monroe County, Florida, United States

Details

Vrbo

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Mar 9 - Mar 16

-40%

~~$444~~

$266 per night

Bed & Breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Big Pine Key with Grill

Big Pine Key, Monroe County, Florida, United States

Free cancellation

Details

Expedia

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Jan 6 - Jan 13

$205 per night

Bed & Breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Big Pine Key with Patio, Grill & Yard

4.6

"Outstanding" (50 ratings)

Big Pine Key, Monroe County, Florida, United States

Details

HomeToGo

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Mar 10 - Mar 17

$266 per night

Bed & Breakfast ∙ 2 guests ∙ 1 bedroom

Charming Bed And Breakfast in Big Pine Key with Patio & Grill

Big Pine Key, Monroe County, Florida, United States

Details

HomeToGo

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Jan 6 - Jan 13

$235 per night

Bed & Breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Big Pine Key with Yard, Grill & Patio + Ocean Views

4.6

"Outstanding" (50 ratings)

Big Pine Key, Monroe County, Florida, United States

Details

HomeToGo

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Aug 12 - Aug 19

$523 per night

Villa ∙ 8 guests ∙ 4 bedrooms

Lovely Villa in Big Pine Key

Big Pine Key, Monroe County, Florida, United States

Free cancellation

Details

FlipKey

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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Big Pine Key

Jan 6 - Jan 13

$205 per night

Bed & Breakfast ∙ 2 guests ∙ 1 bedroom

Bed & Breakfast in Big Pine Key with Patio, Grill & Yard

4.6

"Outstanding" (50 ratings)

Big Pine Key, Monroe County, Florida, United States

Details

HomeToGo

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Jan 27 - Feb 3

$205 per night

Bed & Breakfast ∙ 4 guests ∙ 1 bedroom

Bed And Breakfast in Big Pine Key with Patio, Yard & Grill

4.6

"Outstanding" (102 ratings)

Big Pine Key, Monroe County, Florida, United States

Details

Expedia

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Mar 9 - Mar 16

$266 per night

Bed & Breakfast ∙ 2 guests ∙ 1 bedroom

Charming Bed And Breakfast in Big Pine Key with Patio & Grill

Big Pine Key, Monroe County, Florida, United States

Details

HomeToGo

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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Big Pine Key and book a vacation rental with air conditioning.

Sep 2 - Sep 9

-38%

~~$237~~

$148 per night

House ∙ 4 guests ∙ 1 bedroom

House in Big Pine Key with Nice Pool

4.5

"Outstanding" (60 ratings)

Big Pine Key, Monroe County, Florida, United States

Air conditioning

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Mar 2 - Mar 9

$684 per night

House ∙ 9 guests ∙ 4 bedrooms

Beautiful Vacation Home in Big Pine Key with Large Pool + Satellite View

5.0

"Excellent" (51 ratings)

Big Pine Key, Monroe County, Florida, United States

Air conditioning

Details

Vrbo

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Apr 29 - May 6

$400 per night

House ∙ 8 guests ∙ 2 bedrooms

House in Big Pine Key + Ocean Views

Big Pine Key, Monroe County, Florida, United States

Air conditioning

Details

Vrbo

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Big Pine Key accommodation with high-speed internet.

Dec 9 - Dec 16

$250 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Big Pine Key

4.8

"Excellent" (15 ratings)

Big Pine Key, Monroe County, Florida, United States

Internet

Details

Vrbo

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Sep 9 - Sep 16

$700 per night

House ∙ 8 guests ∙ 3 bedrooms

House in Big Pine Key with Fantastic Pool

4.3

"Very good" (8 ratings)

Big Pine Key, Monroe County, Florida, United States

Internet

Details

Vrbo

View deal

Mar 2 - Mar 9

$450 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Big Pine Key with Pool, Grill & Yard

Big Pine Key, Monroe County, Florida, United States

Internet

Details

Vrbo

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Big Pine Key rental with full kitchen.

May 19 - May 26

-43%

~~$458~~

$262 per night

Mobile home ∙ 4 guests ∙ 1 bedroom

Mobile Home in Big Pine Key with Pool

4.4

"Very good" (224 ratings)

Big Pine Key, Monroe County, Florida, United States

Kitchen

Details

Expedia

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May 9 - May 16

$249 per night

Resort ∙ 4 guests ∙ 1 bedroom

Amusement Park in Big Pine Key

Big Pine Key, Monroe County, Florida, United States

Kitchen

Details

Vrbo

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May 1 - May 8

-17%

~~$909~~

$750 per night

House ∙ 10 guests ∙ 5 bedrooms

Vacation Home in Big Pine Key with Private Pool

4.6

"Outstanding" (60 ratings)

Big Pine Key, Monroe County, Florida, United States

Kitchen

Details

Vrbo

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Popular Rental Amenities in Big Pine Key

Internet (236)
Air conditioning (229)
TV (226)
Kitchen (220)
Microwave (205)
No smoking (191)
Washer (187)
Dishwasher (171)
Grill (168)
No pets (128)
Yard (113)
Pet allowed (96)

Filters are provided so you can find the perfect property in Big Pine Key. In Big Pine Key, 236 accommodations provide "Internet". So, if you can't imagine a vacation without internet, select the Internet filter to compare these properties. It is also possible to look for a property in Big Pine Key if you want a rental with a fireplace as 29 of the accommodations there offer "Wheelchair accessible."

The Weather in Big Pine Key

max. Min. 77° 66° 10 days 10	max. Min. 79° 68° 6 days 6	max. Min. 81° 70° 7 days 7	max. Min. 86° 75° 6 days 6	max. Min. 88° 77° 10 days 10	max. Min. 90° 79° 13 days 13	max. Min. 91° 81° 14 days 14	max. Min. 91° 81° 14 days 14	max. Min. 90° 79° 16 days 16	max. Min. 86° 77° 11 days 11	max. Min. 81° 72° 10 days 10	max. Min. 81° 72° 10 days 10
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

- Rainy days

You can see our climate diagram above. In the next 6 months, July will have higher average temperatures. Conversely, January is the coolest month in Big Pine Key, with temperatures going under 66° The rainiest month is September while the driest month is February.

7-Day Weather Forecast in Big Pine Key

Wed, 22 Mar

73°

71°

Thu, 23 Mar

73°

Fri, 24 Mar

75°

73°

Sat, 25 Mar

77°

75°

Sun, 26 Mar

75°

Mon, 27 Mar

75°

Tue, 28 Mar

77°

75°

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Accommodations for your vacation in Big Pine Key

Vacationers who are searching for house rental in Big Pine Key have many different options, as they are the most typical vacation accommodation type in this destination. Additionally, these accommodations have a median size of 138 m² and an average price of $359 a night. Furthermore, these accommodations are a great choice for large groups, as most can accommodate 7 vacationers. Bed & Breakfast represent the other most common accommodation option in Big Pine Key. The average size of bed & breakfast in Big Pine Key is 197 m², and the average price is $384 per night.

Where to find the best food in Big Pine Key?

Laid-back vibes

No Name Pub is the kind of lazy hideaway bar everyone daydreams of when planning a Keys getaway. Grab a picnic table outside, or a barstool under the dollar bill-covered ceiling inside, and slowly sip on an ice-cold beer to go with their famous pub chili.

For the freshest fish and seafood, Keys Cuisine is a true catch. Their conch salad and sandwich screams authentic Florida Keys, and the fried hogfish is a specialty. This place is the real deal, right down to their casual, little Keys-esque roadside shack.

What are the best places to discover the arts and culture of Big Pine Key?

Preserving paradise

Visit community-run Grimal Grove, around since 1955, to support their farm-to-table fruit farm and park. For foodies it's heaven on Earth, with their on-site shop and various events held throughout the year. The Tropical Fruit Fiesta each June will make your Keys trip complete.

Take the surreal overseas highway across the seven-mile bridge to non-profit Crane Point Museum & Nature Center. See the George Adderley House Museum showcasing a 1903 property built in the old local style. Then hit the bird rehab center at the Marathon Wild Bird Center.

Where are the unique attractions in Big Pine Key?

Island wildlife

At the Caribbean-like Coupon Bight Aquatic Preserve, look for coral, colorful fish, exotic shells, seagrass and jellyfish from a kayak; rentals are available from Big Pine Kayak Adventures. Bring a snorkel along for an even closer look at the ocean's treasures.

The Florida Keys are the exclusive home of a pretty and petite species of deer called the key deer, the smallest in North America. At National Key Deer Wildlife Refuge, try to spot one from their viewing platforms, where you'll also see other Floridian critters.

Information about vacation rentals in Big Pine Key

🏡 Vacation rentals	282 properties
💳 Possible discounts	up to 42%
🌙 Nightly prices starting at	$143
⭐ Popular amenities	Internet, Air conditioning and TV
🐾 Pet friendly accommodations	97 properties
🏊 Vacation rentals with pools	75 properties

Frequently Asked Questions

What is the typical price per night for a vacation rental in Big Pine Key?

The nightly price of accommodations in Big Pine Key starts at $143. If you are looking for a house rental, the nightly price is $359 on average. A bed & breakfast Big Pine Key will cost on average $384 per night.

How many vacation rentals are available for booking in Big Pine Key?

There are 282 rentals from 6 providers in Big Pine Key.

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

Travelers search for Air conditioning, Internet, and TV when booking a vacation rental in Big Pine Key.

How many vacation rentals with a pool are there in Big Pine Key?

Choose from 75 vacation rentals available in Big Pine Key for renting.

Are pets allowed in vacation homes in Big Pine Key?

Sure, currently there are 97 vacation homes in Big Pine Key that allow pets , with an average nightly price of $385.

What's the best time of year to travel to Big Pine Key?

If you are choosing a vacation home in Big Pine Key, keep in mind that rainy season is typically in September or July, with February often being the driest.

We list offers from thousands of providers, including:

Big Pine Key Vacation Rentals

Choose the perfect vacation rental

Put your feet up in paradise at a sunny vacation home on Big Pine Key

Best Vacation Home Deals in Big Pine Key

Top-Rated Rentals and Accommodations in Big Pine Key

Recommended Vacation Rentals in Big Pine Key

Budget-friendly Vacation Rentals in Big Pine Key

Vacation rentals and apartments with air conditioning

Vacation rentals with Wi-Fi

Apartments and vacation rentals with a kitchen

Popular Rental Amenities in Big Pine Key

The Weather in Big Pine Key

7-Day Weather Forecast in Big Pine Key

Accommodations for your vacation in Big Pine Key

Laid-back vibes

Preserving paradise

Island wildlife

Information about vacation rentals in Big Pine Key

Frequently Asked Questions

What is the typical price per night for a vacation rental in Big Pine Key?

How many vacation rentals are available for booking in Big Pine Key?

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

How many vacation rentals with a pool are there in Big Pine Key?

Are pets allowed in vacation homes in Big Pine Key?

What's the best time of year to travel to Big Pine Key?

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