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Big Pine Key Vacation Rentals

Find 366 available house rentals from 9 partners
Anytime
1 guest
Anytime
1 guest

Top 15 Recommended vacation rentals in Big Pine Key

Find your perfect vacation rental in Big Pine Key from just $149 per night!

House Big Pine Key
Nov 28 - Dec 5
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home with Yard, Pool & Patio | Nature View | Good for Workation

Big Pine Key, Monroe County, Florida, United States
$223
per night
Excellent(107 ratings)
$223
per night
View deal
House Big Pine Key
Jan 11 - Jan 18
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home with 3 Rooms for 8 Persons

Big Pine Key, Monroe County, Florida, United States
$592
per night
$592
per night
View deal
Cottage Big Pine Key
-35%
Jan 25 - Feb 1
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Barbeque, Pool & Terrace | Water View

Big Pine Key, Monroe County, Florida, United States
$312$192
per night
Very good(171 ratings)
$312$192
per night
View deal
Motel Big Pine Key
-22%
Jan 5 - Jan 12
Motel ∙ 4 guests ∙ 1 bedroom

Charming Motel for 4 Persons

Big Pine Key, Monroe County, Florida, United States
$335$217
per night
Very good
$335$217
per night
View deal
Cottage Big Pine Key
-38%
May 13 - May 20
Cottage ∙ 8 guests ∙ 1 bedroom

Cottage with Grill, Terrace & Pool

Big Pine Key, Monroe County, Florida, United States
$259$183
per night
Very good(171 ratings)
$259$183
per night
View deal
Cottage Big Pine Key
-38%
May 3 - May 10
Cottage ∙ 6 guests ∙ 1 bedroom

Cottage with Patio, Barbecue & Pool | Water View | Pet-Friendly

Big Pine Key, Monroe County, Florida, United States
$277$174
per night
Very good(171 ratings)
$277$174
per night
View deal
Mobile home Big Pine Key
-43%
Apr 26 - May 3
Mobile home ∙ 4 guests ∙ 1 bedroom

Pleasant Mobile Home with Pool | Beach Nearby | Pets Are Welcome

Big Pine Key, Monroe County, Florida, United States
$317$213
per night
Very good(142 ratings)
$317$213
per night
View deal
House Big Pine Key
Dec 20 - Dec 27
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Charming Vacation Home with Barbeque, Pool & Patio

Big Pine Key, Monroe County, Florida, United States
$382
per night
Good(11 ratings)
$382
per night
View deal
House Big Pine Key
Mar 24 - Mar 31
House ∙ 4 guests ∙ 3 bedrooms

Child-Friendly Nice Vacation Home with Garden & Patio

Big Pine Key, Monroe County, Florida, United States
$641
per night
Outstanding(2 ratings)
$641
per night
View deal
House Big Pine Key
Jun 9 - Jun 16
House ∙ 2 guests ∙ 1 bedroom

Vacation Home with Yard & Grill | Dogs Allowed

Big Pine Key, Monroe County, Florida, United States
$303
per night
$303
per night
View deal
House Big Pine Key
Dec 20 - Dec 27
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with Barbeque

Big Pine Key, Monroe County, Florida, United States
$692
per night
Outstanding(9 ratings)
$692
per night
View deal
Bed and breakfast Big Pine Key
-33%
Mar 9 - Mar 16
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed and Breakfast with Garden, Grill & Patio | Beach View

Big Pine Key, Monroe County, Florida, United States
$547$415
per night
$547$415
per night
View deal
Cabin Big Pine Key
-24%
Mar 8 - Mar 15
Cabin ∙ 2 guests ∙ 1 bedroom

Cabin with Patio, BBQ & Garden

Big Pine Key, Monroe County, Florida, United States
$633$453
per night
$633$453
per night
View deal
Cottage Big Pine Key
-33%
Jan 25 - Feb 1
Cottage ∙ 6 guests ∙ 1 bedroom

Cottage with Patio, Pool & Grill | Water View

Big Pine Key, Monroe County, Florida, United States
$285$183
per night
Very good(171 ratings)
$285$183
per night
View deal
Cottage Big Pine Key
-47%
Jan 12 - Jan 19
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Terrace, Pool & Grill | Water View

Big Pine Key, Monroe County, Florida, United States
$225$157
per night
Very good(171 ratings)
$225$157
per night
View deal

Vacation rentals and apartments with air conditioning

Mobile home  Big Pine Key
Apr 26 - May 3
-44%
$313
$208
per night
Mobile home ∙ 4 guests ∙ 1 bedroom

Mobile Home with Pool | Next to the Beach

4.3
Very good(141 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
View deal
Cottage  Big Pine Key
Dec 18 - Dec 25
-43%
$252
$200
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Pool, Grill & Patio | Water View

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
View deal
Cottage  Big Pine Key
May 10 - May 17
-39%
$312
$192
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Barbeque, Pool & Terrace | Water View

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
Air conditioning
View deal
See all offers

Apartments With Balconies or Patios

Cottage  Big Pine Key
Sep 7 - Sep 14
-37%
$303
$191
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Patio, BBQ & Pool | Water View

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
Balcony/Patio
View deal
Cottage  Big Pine Key
May 6 - May 13
-39%
$245
$188
per night
Cottage ∙ 8 guests ∙ 1 bedroom

Charming Cottage with Pool, Grill & Patio | Water View | Dogs Allowed

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
Balcony/Patio
View deal
Cottage  Big Pine Key
May 10 - May 17
-39%
$294
$166
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Nice Cottage with Barbecue, Terrace & Pool | Water View

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in Big Pine Key

Save up to 32%

Bed and breakfast Big Pine Key
Feb 1 - Feb 8
-31%
$644
$453
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Beautiful B&B with Yard, Terrace & Hot Tub | Pets Are Welcome

5.0
Outstanding
Big Pine Key, Monroe County, Florida, United States
View deal
Cottage Big Pine Key
Sep 1 - Sep 8
-31%
$344
$192
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Barbeque, Patio & Pool

4.2
Very good(173 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
Cottage Big Pine Key
May 16 - May 23
-32%
$252
$166
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with BBQ, Pool & Terrace

4.2
Very good(173 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal

Choose among 366 vacation homes listed in Big Pine Key and discover a welcoming spot for a relaxing vacation. HomeToGo instantaneously presents you with the best offers by comparing all of the listed vacation homes in Big Pine Key from 9 different providers.

Budget-friendly Vacation Rentals in Big Pine Key

Find Fantastic yet Inexpensive Offers

Mobile home Big Pine Key
Mar 22 - Mar 29
$360
per night
Mobile home ∙ 2 guests ∙ 1 bedroom

Mobile Home with Pool

4.3
Very good(141 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
Cottage Big Pine Key
Dec 18 - Dec 25
-46%
$344
$192
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Pleasant Cottage with Pool, Patio & BBQ | Water View

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
Mobile home Big Pine Key
Jan 4 - Jan 11
$328
per night
Mobile home ∙ 4 guests ∙ 1 bedroom

Mobile Home with Pool | Close to the Beach

4.3
Very good(141 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in Big Pine Key

Book Vacation Rental Offers with the Highest User Rating

Cottage Big Pine Key
Mar 29 - Apr 5
$154
per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with Patio, Pool & Grill

4.5
Excellent(164 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
House Big Pine Key
Jun 21 - Jun 28
$833
per night
House ∙ 12 guests ∙ 5 bedrooms

House with Terrace, Grill & Private Pool

4.9
Outstanding(88 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
Cottage Big Pine Key
Mar 15 - Mar 22
$201
per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with Pool | Dogs Allowed

4.7
Excellent(22 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal

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Popular Rental Amenities in Big Pine Key

  • Pet-friendly (184)
  • Pool (157)
  • Fishing (203)
  • WiFi (348)
  • Air conditioning (360)
  • Kitchen (323)
  • Balcony/patio (183)
  • TV (334)
  • Washing machine (168)
  • Grill (217)
  • Microwave (303)
  • Parking (11)

Many travelers spend more time comparing vacation rentals including pools. Nearly half of the accommodations have a pool for guests. Additionally, more House rental have pools than any other property type. They are an excellent choice if you go in a group of 5, as that is the number of people they can accommodate on average. You can also compare and find a property offering a pool near the water, which is the case for more than a quarter of the rentals in this destination.

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.

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 366 rentals
💳 Possible discounts up to 32%
🌙 Nightly prices starting at $149
⭐ Popular amenities Pets allowed, Pool and Fishing
🐾 Pet friendly homes 182 homes
🏊 Vacation rentals with pools 155 homes
11,275 reviews
Big Pine Key vacation rentals have an average rating of 4.5/5 on 11,275 reviews left by travelers.

Frequently Asked Questions

What is the typical nightly price for a vacation home in Big Pine Key?

The average accommodation in Big Pine Key is priced at $149 per night. $400 is the average nightly price for house rentals in Big Pine Key. Cottages in Big Pine Key cost $322 per night on average.

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

Currently there are 366 rentals available for booking for your vacation.

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

Usually travelers search for Pool, Pets allowed, and Fishing when booking a vacation rental in Big Pine Key.

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

There are 155 rentals from 9 providers in Big Pine Key.

Are pets allowed in vacation homes in Big Pine Key?

Finding a rental in Big Pine Key that allows pets is definitely possible, with 182 pet-friendly available.

What's the best month to travel to Big Pine Key?

July and August are typically the warmest months in Big Pine Key with temperatures around 91 °F. January and February in Big Pine Key are the coldest, with 66 °F on average.

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