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Big Pine Key Vacation Rentals

Find 216 available offers from 6 partners
Big Pine Key
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Resort
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
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.

Show all 216 properties

Best Vacation Home Deals in Big Pine Key

Save up to 55%

House Big Pine Key
Nov 11 - Nov 18
-55%
$355
$160 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Big Pine Key with Yard & Grill + Amazing Views
5.0
Outstanding (10 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Oct 28 - Nov 4
-24%
$450
$343 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in Big Pine Key with Pool, Grill & Yard
4.0
Very good (5 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
Oct 8 - Oct 15
-39%
$268
$165 per night
Cottage ∙ 6 guests ∙ 1 bedroom
Cottage in Big Pine Key with Patio, Grill & Pool
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
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Find a vacation home matching your needs among the 216 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.

Top-Rated Rentals and Accommodations in Big Pine Key

Book Vacation Rental Offers with the Highest User Rating

House Big Pine Key
Oct 22 - Oct 29
$858 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in Big Pine Key with Private Pool
4.7
Excellent (94 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
Dec 2 - Dec 9
$226 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Wonderful Cottage in Big Pine Key with Grill & Pool
4.7
Excellent (10 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Oct 21 - Oct 28
$523 per night
House ∙ 4 guests ∙ 2 bedrooms
Charming House in Big Pine Key with Yard
5.0
Outstanding (2 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 $132 per night

House Big Pine Key
Oct 21 - Oct 28
$500 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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House Big Pine Key
Nov 11 - Nov 18
$550 per night
House ∙ 8 guests ∙ 3 bedrooms
House in Big Pine Key
Big Pine Key, Monroe County, Florida, United States
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Bed and breakfast Big Pine Key
Feb 22 - Feb 29
$280 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
Bed And Breakfast in Big Pine Key + Ocean View
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Oct 4 - Oct 11
$702 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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Cottage Big Pine Key
Sep 21 - Sep 28
-37%
$245
$155 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Big Pine Key with Patio, Grill & Pool
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
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Bed and breakfast Big Pine Key
Oct 14 - Oct 21
-17%
$470
$391 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom
Bed & Breakfast in Big Pine Key with Patio & Grill + Ocean View
5.0
Outstanding (5 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
May 10 - May 17
-29%
$274
$195 per night
Cottage ∙ 4 guests ∙ 1 bedroom
Cottage in Big Pine Key with Grill, Pool & Patio
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
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Bed and breakfast Big Pine Key
Jan 27 - Feb 3
$205 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed & Breakfast in Big Pine Key with Patio, Grill & Yard
4.6
Excellent (135 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
Oct 4 - Oct 11
-32%
$269
$183 per night
Cottage ∙ 6 guests ∙ 1 bedroom
Wonderful Cottage in Big Pine Key with Patio, Grill & Pool
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
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Budget-friendly Vacation Rentals in Big Pine Key

Find Fantastic yet Inexpensive Offers

House Big Pine Key
Dec 30 - Jan 6
$405 per night
House ∙ 4 guests ∙ 1 bedroom
Vacation Home in Big Pine Key with Pool + Water View
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
Oct 8 - Oct 15
-42%
$245
$142 per night
Cottage ∙ 6 guests ∙ 1 bedroom
Cottage in Big Pine Key with Pool, Grill & Patio
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
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Resort Big Pine Key
Oct 7 - Oct 14
-33%
$299
$199 per night
Resort ∙ 4 guests ∙ 1 bedroom
Amusement Park in Big Pine Key with Pool & Grill
5.0
Outstanding (1 rating)
Big Pine Key, Monroe County, Florida, United States
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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.

Cottage  Big Pine Key
Oct 4 - Oct 11
-37%
$268
$170 per night
Cottage ∙ 6 guests ∙ 1 bedroom
Cottage in Big Pine Key with Patio, Grill & Pool
4.1
Very good (70 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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Bed and breakfast  Big Pine Key
Sep 21 - Sep 28
$192 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Pleasant Bed & Breakfast in Big Pine Key
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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Bed and breakfast  Big Pine Key
Feb 9 - Feb 16
$413 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom
Bed And Breakfast in Big Pine Key with Grill & Patio
5.0
Outstanding (5 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Big Pine Key with their own private patios and balconies.

House  Big Pine Key
Sep 21 - Sep 28
-16%
$205
$171 per night
House ∙ 6 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Overnight Parking
4.9
Outstanding (250 ratings)
Big Pine Key, Monroe County, Florida, United States
Balcony
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House  Big Pine Key
Oct 14 - Oct 21
-25%
$400
$299 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in Cudjoe Key with Pool & Grill + Ocean Views
5.0
Outstanding (3 ratings)
Big Pine Key, Monroe County, Florida, United States
Balcony
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House  Big Pine Key
Nov 18 - Nov 25
-24%
$372
$283 per night
House ∙ 6 guests ∙ 2 bedrooms
House in Cudjoe Key with Grill & Pool + Canal View
4.2
Very good (27 ratings)
Big Pine Key, Monroe County, Florida, United States
Balcony
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Big Pine Key by booking a vacation home with a fireplace.

House  Big Pine Key
Jan 22 - Jan 29
-22%
$642
$499 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Cudjoe Key with Botanical Garden + Ocean View
4.2
Very good (114 ratings)
Big Pine Key, Monroe County, Florida, United States
Fireplace
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House  Big Pine Key
Oct 6 - Oct 13
-22%
$450
$350 per night
House ∙ 8 guests ∙ 3 bedrooms
Beautiful House in Ramrod Key with Grill + Great View
5.0
Outstanding (2 ratings)
Big Pine Key, Monroe County, Florida, United States
Fireplace
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House  Big Pine Key
Nov 25 - Dec 2
-42%
$650
$375 per night
House ∙ 6 guests ∙ 2 bedrooms
Charming House in Cudjoe Key with Cool Pool
5.0
Outstanding (188 ratings)
Big Pine Key, Monroe County, Florida, United States
Fireplace
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Popular Rental Amenities in Big Pine Key

  • Pet-friendly (71)
  • Pool (91)
  • Fishing (108)
  • WiFi (206)
  • Air conditioning (207)
  • Kitchen (182)
  • Balcony/patio (61)
  • TV (198)
  • Washing machine (122)
  • Grill (155)
  • Microwave (172)
  • Parking (7)

Filters are provided so you can find the perfect property in Big Pine Key. In Big Pine Key, 72 accommodations provide "Pets allowed". So, if you travel with your pet, select the Pets allowed 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 47 of the accommodations there offer "Fireplace."

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

Thu, 28 Sep
84°
82°

10%

1 h

13 mi/h

Fri, 29 Sep
84°
84°

15%

5 h

17 mi/h

Sat, 30 Sep
86°
84°

15%

7 h

21 mi/h

Sun, 1 Oct
86°
82°

15%

3 h

24 mi/h

Mon, 2 Oct
86°
80°

15%

4 h

18 mi/h

Tue, 3 Oct
82°
80°

0%

10 h

10 mi/h

Wed, 4 Oct
82°
82°

0%

11 h

9 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 142 m² and an average price of $350 a night. Furthermore, these accommodations are a great choice for large groups, as most can accommodate 7 vacationers. Cabin represent the other most common accommodation option in Big Pine Key. The average size of cabin in Big Pine Key is 197 m², and the average price is $356 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 available 216 homes
💳 Possible discounts up to 54%
🌙 Nightly prices starting at $132
⭐ Popular amenities Pets allowed, Pool and Fishing
🐾 Pet friendly homes 71 homes
🏊 Vacation rentals with pools 92 homes

Frequently Asked Questions

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

The average accommodation in Big Pine Key is priced at $132 per night. If you’re interested in a house rental, the average price is $350 per night. A cabin Big Pine Key will cost on average $356 per night.

How many vacation rentals are available to book in Big Pine Key?

Currently there are 216 vacation homes from 6 providers in Big Pine Key.

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

Three most popular amenities for vacation home rentals in Big Pine Key include accommodations with: Pool, Pets allowed, and Fishing.

How many vacation homes with pools are in Big Pine Key?

Discover 92 vacation rentals available in Big Pine Key for renting.

Are pets allowed in vacation homes in Big Pine Key?

Finding a vacation home in Big Pine Key that allows pets is possible, with 71 pet-friendly available.

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

Big Pine Key has its warmest time of year around July and August, with average prices of $132 per night.

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