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Big Pine Key Vacation Rentals

Find 244 available offers from 7 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+

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 243 properties

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
May 11 - May 18
-30%
$215
$151 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Big Pine Key with Patio, Grill & Pool

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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Cottage  Big Pine Key
May 11 - May 18
-28%
$245
$177 per night
Cottage ∙ 8 guests ∙ 1 bedroom

Cottage in Big Pine Key with Grill, Patio & Pool

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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House  Big Pine Key
Apr 27 - May 4
$213 per night
House ∙ 4 guests ∙ 1 bedroom

House in Big Pine Key with Nice Pool

4.7
Excellent (90 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
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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  Big Pine Key
Oct 19 - Oct 26
-32%
$699
$475 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Big Pine Key with Grill & Patio + Water Views

5.0
Outstanding (6 ratings)
Big Pine Key, Monroe County, Florida, United States
Internet
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Cottage  Big Pine Key
May 4 - May 11
-25%
$305
$228 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Nice Cottage in Big Pine Key with Grill, Pool & Patio

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
Internet
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House  Big Pine Key
Feb 24 - Mar 2
$500 per night
House ∙ 8 guests ∙ 2 bedrooms

House in Big Pine Key + Ocean Views

Big Pine Key, Monroe County, Florida, United States
Internet
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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.

Cottage  Big Pine Key
Sep 21 - Sep 28
-24%
$234
$177 per night
Cottage ∙ 8 guests ∙ 1 bedroom

Lovely Cottage in Big Pine Key with Patio, Pool & Grill

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
Kitchen
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Mobile home  Big Pine Key
Nov 9 - Nov 16
-37%
$368
$234 per night
Mobile home ∙ 4 guests ∙ 1 bedroom

Charming Mobile Home in Big Pine Key with Pool + Next to Beach

4.3
Very good (115 ratings)
Big Pine Key, Monroe County, Florida, United States
Kitchen
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Cottage  Big Pine Key
Sep 14 - Sep 21
-21%
$247
$194 per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Big Pine Key with Grill, Pool & Patio

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
Kitchen
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Best Vacation Home Deals in Big Pine Key

Save up to 48%

Cottage Big Pine Key
May 4 - May 11
-24%
$335
$253 per night
Cottage ∙ 6 guests ∙ 1 bedroom

Cottage in Big Pine Key with Patio, Grill & Pool

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
May 11 - May 18
-48%
$291
$151 per night
Cottage ∙ 8 guests ∙ 1 bedroom

Nice Cottage in Big Pine Key with Grill, Patio & Pool

4.2
Very good (92 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
May 11 - May 18
-27%
$265
$194 per night
Cottage ∙ 6 guests ∙ 1 bedroom

Pleasant Cottage in Big Pine Key with Grill, Patio & Pool

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
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Find a vacation home matching your needs among the 244 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.

Recommended Vacation Rentals in Big Pine Key

Find your perfect vacation rental in Big Pine Key: from $151 per night

House Big Pine Key
Apr 6 - Apr 13
$355 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Big Pine Key with Yard, Patio & Grill + Amazing Views

5.0
Outstanding (12 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Jan 4 - Jan 11
$450 per night
House ∙ 8 guests ∙ 3 bedrooms

House in Big Pine Key with Grill, Pool & Patio + Spectacular Views

5.0
Outstanding (63 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Aug 17 - Aug 24
$686 per night
House ∙ 9 guests ∙ 4 bedrooms

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

5.0
Outstanding (60 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
May 25 - Jun 1
$186 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Wonderful Cottage in Big Pine Key with Patio, Grill & Pool

4.6
Excellent (17 ratings)
Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
Sep 7 - Sep 14
-28%
$245
$177 per night
Cottage ∙ 6 guests ∙ 1 bedroom

Cottage in Big Pine Key with Patio, Grill & Pool

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Apr 13 - Apr 20
$590 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Big Pine Key with Patio, Pool & Grill + Ocean View

5.0
Outstanding (3 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Apr 6 - Apr 13
$540 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Big Pine Key with Grill

5.0
Outstanding (2 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
Oct 19 - Oct 26
$523 per night
House ∙ 4 guests ∙ 2 bedrooms

Charming House in Big Pine Key with Patio & Yard

5.0
Outstanding (2 ratings)
Big Pine Key, Monroe County, Florida, United States
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House Big Pine Key
May 4 - May 11
$192 per night
House ∙ 4 guests ∙ 1 bedroom

House in Big Pine Key with Grill & Pool

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
Apr 6 - Apr 13
$424 per night
House ∙ 2 guests ∙ 1 bedroom

Beautiful House in Big Pine Key + Ocean Views

Big Pine Key, Monroe County, Florida, United States
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Cottage Big Pine Key
Sep 7 - Sep 14
-26%
$238
$177 per night
Cottage ∙ 7 guests ∙ 1 bedroom

Nice Cottage in Big Pine Key with Pool, Grill & Patio

4.1
Very good (62 ratings)
Big Pine Key, Monroe County, Florida, United States
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Mobile home Big Pine Key
Nov 9 - Nov 16
-37%
$364
$230 per night
Mobile home ∙ 5 guests ∙ 1 bedroom

Mobile Home in Big Pine Key with Pool

4.3
Very good (115 ratings)
Big Pine Key, Monroe County, Florida, United States
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Top-Rated Rentals and Accommodations in Big Pine Key

Book Vacation Rental Offers with the Highest User Rating

Bed and breakfast Big Pine Key
Sep 23 - Sep 30
$399 per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

B&B in Big Pine Key with Patio & Grill

5.0
Outstanding (5 ratings)
Big Pine Key, Monroe County, Florida, United States
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Resort Big Pine Key
Mar 26 - Apr 2
-29%
$299
$214 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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Motel Big Pine Key
May 4 - May 11
-39%
$269
$164 per night
Motel ∙ 4 guests ∙ 1 bedroom

Wonderful Motel in Big Pine Key

5.0
Outstanding
Big Pine Key, Monroe County, Florida, United States
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Popular Rental Amenities in Big Pine Key

  • Pet-friendly (82)
  • Pool (126)
  • Fishing (131)
  • WiFi (245)
  • Air conditioning (247)
  • Kitchen (226)
  • Balcony/patio (171)
  • TV (230)
  • Washing machine (152)
  • Grill (182)
  • Microwave (210)
  • Parking (8)

Filters are provided so you can find the perfect property in Big Pine Key. In Big Pine Key, 79 accommodations provide "Pets allowed". So, if you are looking for a pet-friendly rental, select the Pets allowed filter to compare these properties. It is also possible to look for a property in Big Pine Key if you need a crib for your baby as 10 of the accommodations there offer "Crib."

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

Tue, 20 Feb
68°
64°

0%

6 h

16 mi/h

Wed, 21 Feb
68°
66°

0%

6 h

16 mi/h

Thu, 22 Feb
69°
68°

5%

6 h

6 mi/h

Fri, 23 Feb
71°
71°

10%

5 h

12 mi/h

Sat, 24 Feb
69°
68°

0%

4 h

18 mi/h

Sun, 25 Feb
69°
68°

10%

6 h

13 mi/h

Mon, 26 Feb
71°
71°

5%

5 h

14 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 140 m² and an average price of $363 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 $360 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 243 rentals
💳 Possible discounts up to 47%
🌙 Nightly prices starting at $151
⭐ Popular amenities Pets allowed, Pool and Fishing
🐾 Pet friendly homes 79 homes
🏊 Vacation rentals with pools 119 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 $151 per night. If you’re interested in a house rental, the average price is $363 per night. A cabin Big Pine Key will cost on average $360 per night.

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

Currently there are 243 vacation homes from 7 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 119 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 79 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 $151 per night.

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