Big Pine Key Vacation Rentals

Compare 395 available properties from 16 providers
Big Pine Key
Save up to 28%

Best Vacation Home Deals in Big Pine Key

-28%
e.g. 9/7 - 9/14
House ∙ 12 guests ∙ 6 bedrooms
Little Torch Key, Monroe County, Florida, United States
from $725 $1,005
RedAwning
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Find a vacation home matching your needs among the 395 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

Rent a vacation accommodation in Big Pine Key: from $84 per night

House ∙ 8 guests ∙ 3 bedrooms
Ramrod Key, Monroe County, Florida, United States
from $137
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Summerland Key, Monroe County, Florida, United States
from $366
VRBO
5.0
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House ∙ 6 guests ∙ 2 bedrooms
Little Torch Key, Monroe County, Florida, United States
from $352
VRBO
5.0
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House ∙ 8 guests ∙ 3 bedrooms
Summerland Key, Monroe County, Florida, United States
from $619
VRBO
4.7
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House ∙ 8 guests ∙ 4 bedrooms
Little Torch Key, Monroe County, Florida, United States
from $538
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Summerland Key, Monroe County, Florida, United States
from $557
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Summerland Key, Monroe County, Florida, United States
from $147
VRBO
5.0
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Mobile home ∙ 5 guests ∙ 2 bedrooms
Summerland Key, Monroe County, Florida, United States
from $146
VRBO
5.0
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Private room ∙ 3 guests
Big Pine Key, Monroe County, Florida, United States
from $194
Booking.com
4.5
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Vacation Houses With Pools

Pool
House ∙ 8 guests ∙ 3 bedrooms
Big Pine Key, Monroe County, Florida, United States
from $443
VRBO
5.0
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Pool
House ∙ 9 guests ∙ 4 bedrooms
Big Pine Key, Monroe County, Florida, United States
from $710
VRBO
5.0
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Pool
House ∙ 6 guests ∙ 2 bedrooms
Summerland Key, Monroe County, Florida, United States
from $688
VRBO
4.9
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 7 guests ∙ 2 bedrooms
Big Pine Key, Monroe County, Florida, United States
from $200
VRBO
5.0
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Fishing
House ∙ 8 guests ∙ 3 bedrooms
Big Pine Key, Monroe County, Florida, United States
from $156
VRBO
4.8
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Fishing
House ∙ 6 guests ∙ 3 bedrooms
Summerland Key, Monroe County, Florida, United States
from $443
VRBO
5.0
View deal
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 6 guests ∙ 2 bedrooms
Big Pine Key, Monroe County, Florida, United States
from $167
VRBO
4.8
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Pet-friendly
House ∙ 3 guests ∙ 1 bedroom
Summerland Key, Monroe County, Florida, United States
from $248
VRBO
4.2
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Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
Summerland Key, Monroe County, Florida, United States
from $231
VRBO
4.5
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Popular Rental Amenities in Big Pine Key

  • Kitchen (237)
  • AC (231)
  • TV (231)
  • No smoking (215)
  • Microwave (213)
  • Internet (202)
  • Parking (180)
  • Dishwasher (162)
  • Grill (152)
  • Washer (143)
  • Pool (124)
  • Fishing (115)
Filters are provided so you can find the perfect property in Big Pine Key. In Big Pine Key, 180 accommodations provide "TVs". So, if you want to tune out with some TV time, select the TVs 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 yard as 38 of the accommodations there offer "yards."

The Weather in Big Pine Key

77°
66°
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68°
81°
70°
86°
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77°
90°
79°
91°
81°
91°
81°
90°
79°
86°
77°
81°
72°
81°
72°
Jan.
Feb.
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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 July while the driest month is February.

Accommodations in Big Pine Key

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 395 properties
Food & Drinks

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.

Art & Culture

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.

Local Attractions

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.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Big Pine Key VRBO Vacation Rentals in Big Pine Key HomeAway Vacation Rentals in Big Pine Key TripAdvisor 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 Wimdu Vacation Rentals in Big Pine Key 9flats.com Vacation Rentals in Big Pine Key VaycayHero Vacation Rentals in Big Pine Key PerfectPlaces.com 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 Bedycasa Vacation Rentals in Big Pine Key Novasol Vacation Rentals in Big Pine Key HomeEscape Vacation Rentals in Big Pine Key

Vacation Destinations Near Big Pine Key