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Big Pine Key Vacation Rentals

Find 367 available offers from 9 partners
Anytime
1 guest
Anytime
1 guest

Recommended vacation rentals in Big Pine Key

Find your perfect vacation rental in Big Pine Key from just $138 per night!

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
$307$228
per night
Very good
$307$228
per night
View deal
House Big Pine Key
Dec 20 - Dec 27
House ∙ 9 guests ∙ 4 bedrooms

Children-Friendly Ample Vacation Home with BBQ & Private Pool

Big Pine Key, Monroe County, Florida, United States
$857
per night
Outstanding(68 ratings)
$857
per night
View deal
House Big Pine Key
Jan 5 - Jan 12
House ∙ 8 guests ∙ 3 bedrooms

House with Patio, Private Pool & Barbecue | Nature View

Big Pine Key, Monroe County, Florida, United States
$594
per night
Outstanding(68 ratings)
$594
per night
View deal
House Big Pine Key
-35%
Nov 7 - Nov 14
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with BBQ & Terrace

Big Pine Key, Monroe County, Florida, United States
$832$515
per night
Outstanding(20 ratings)
$832$515
per night
View deal
House Big Pine Key
-47%
May 17 - May 24
House ∙ 10 guests ∙ 3 bedrooms

Child-Friendly House with Patio | Good for Workation | Dogs Allowed

Big Pine Key, Monroe County, Florida, United States
$821$457
per night
Outstanding(6 ratings)
$821$457
per night
View deal
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
$141
per night
Excellent(107 ratings)
$141
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
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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
$332$222
per night
Very good(171 ratings)
$332$222
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
$306$174
per night
Very good(171 ratings)
$306$174
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
$306$174
per night
Very good(171 ratings)
$306$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
$451$256
per night
Very good(142 ratings)
$451$256
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
$644
per night
Outstanding(2 ratings)
$644
per night
View deal
House Big Pine Key
Jul 5 - Jul 12
House ∙ 10 guests ∙ 4 bedrooms

House with BBQ, Private Pool & Terrace

Big Pine Key, Monroe County, Florida, United States
$1,071
per night
Outstanding(1 rating)
$1,071
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
$326
per night
$326
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
$699
per night
Outstanding(9 ratings)
$699
per night
View deal

Vacation rentals and apartments with air conditioning

Mobile home  Big Pine Key
Apr 26 - May 3
-44%
$445
$255
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
Bed and breakfast  Big Pine Key
Jan 15 - Jan 22
$507
per night
Bed and breakfast ∙ 4 guests ∙ 1 bedroom

Charming Bed & Breakfast with Patio, BBQ & Garden | Beach View | Pets Allowed

Big Pine Key, Monroe County, Florida, United States
Air conditioning
View deal
Cottage  Big Pine Key
Dec 18 - Dec 25
-43%
$286
$166
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
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Apartments With Balconies or Patios

Cottage  Big Pine Key
Sep 7 - Sep 14
-37%
$325
$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%
$306
$183
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%
$364
$191
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
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Best Vacation Home Deals in Big Pine Key

Save up to 43%

Cottage Big Pine Key
Sep 13 - Sep 20
-43%
$311
$177
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Patio, BBQ & Pool | Water View

4.2
Very good(171 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
Bed and breakfast Big Pine Key
Feb 1 - Feb 8
-31%
$550
$380
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
Bed and breakfast Big Pine Key
Mar 15 - Mar 22
-38%
$478
$296
per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Pleasant Bed & Breakfast with Grill, Terrace & Yard | Beach View | Pets Are Welcome

Big Pine Key, Monroe County, Florida, United States
View deal

Choose among 367 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

Cottage Big Pine Key
May 10 - May 17
-40%
$325
$183
per night
Cottage ∙ 6 guests ∙ 1 bedroom

Charming Cottage with Barbecue, Patio & Pool

4.2
Very good(164 ratings)
Big Pine Key, Monroe County, Florida, United States
View deal
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%
$332
$201
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

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
$150
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
$844
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
$200
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 (187)
  • Pool (160)
  • Fishing (199)
  • WiFi (356)
  • Air conditioning (367)
  • Kitchen (332)
  • Balcony/patio (188)
  • TV (341)
  • Washing machine (168)
  • Grill (220)
  • Microwave (310)
  • Parking (12)

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 6, 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 one-third 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 367 rentals
💳 Possible discounts up to 35%
🌙 Nightly prices starting at $138
⭐ Popular amenities Pets allowed, Pool and Fishing
🐾 Pet friendly homes 183 homes
🏊 Vacation rentals with pools 158 homes
10,506 reviews
Big Pine Key vacation rentals have an average rating of 4.5/5 on 10,506 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 $138 per night. $399 is the average nightly price for house rentals in Big Pine Key. Cottages in Big Pine Key cost $327 per night on average.

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

Currently there are 367 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 158 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 183 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.

Find the perfect Big Pine Key home to match your style

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