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Big Pine Key Vacation Rentals

Find 282 available offers from 6 partners
Big Pine Key
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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Resort
Distance to center
Max. 1 km
Max. 2 km
Max. 5 km
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

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.

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Save up to 32%

Best Vacation Home Deals in Big Pine Key

House 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
Details
Vrbo
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House Big Pine Key
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
Details
Vrbo
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Resort Big Pine Key
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

House 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
Details
Vrbo
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House Big Pine Key
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
Details
Vrbo
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House Big Pine Key
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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Vrbo
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Recommended Vacation Rentals in Big Pine Key

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

House Big Pine Key
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
Details
Vrbo
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House Big Pine Key
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
Details
Vrbo
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House Big Pine Key
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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Resort Big Pine Key
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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Bed & Breakfast Big Pine Key
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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Bed & Breakfast 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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Bed & Breakfast Big Pine Key
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
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Bed & Breakfast Big Pine Key
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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Villa Big Pine Key
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
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Find Fantastic yet Inexpensive Offers

Budget-friendly Vacation Rentals in Big Pine Key

Bed & Breakfast 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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Bed & Breakfast Big Pine Key
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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Bed & Breakfast Big Pine Key
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.

House Air conditioning Big Pine Key
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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Vrbo
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House Air conditioning Big Pine Key
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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House Air conditioning Big Pine Key
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.

House Internet Big Pine Key
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
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House Internet Big Pine Key
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
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House Internet Big Pine Key
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
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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.

Mobile home Kitchen Big Pine Key
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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Resort Kitchen Big Pine Key
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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House Kitchen Big Pine Key
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°

0%

10 h

17 mi/h

Thu, 23 Mar
73°
73°

10%

8 h

17 mi/h

Fri, 24 Mar
75°
73°

10%

2 h

13 mi/h

Sat, 25 Mar
77°
75°

15%

6 h

10 mi/h

Sun, 26 Mar
75°
75°

0%

10 h

13 mi/h

Mon, 27 Mar
75°
75°

10%

10 h

14 mi/h

Tue, 28 Mar
77°
75°

5%

7 h

7 mi/h

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:

Booking.com Vacation Rentals in Big Pine Key TripAdvisor Vacation Rentals in Big Pine Key Vrbo Vacation Rentals in Big Pine Key VacationRentals.com Vacation Rentals in Big Pine Key HouseTrip Vacation Rentals in Big Pine Key FlipKey Vacation Rentals in Big Pine Key Homestay.com Vacation Rentals in Big Pine Key Only-apartments Vacation Rentals in Big Pine Key Interhome Vacation Rentals in Big Pine Key Novasol Vacation Rentals in Big Pine Key HomeEscape Vacation Rentals in Big Pine Key

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