Big Pine Key Vacation Rentals

(9 rentals)
Caribbean Cove/beautiful waterfront view

$83

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Come to relax in one of Big Pine's most peacefully secluded waterfront retreats!Tastefully decorated with favorable Key West colors. Very clean and well maintained. This cozy and comfortable decor will make you feel right at home. Completely furnished.For those of you who enjoy boating, fishing, ...

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Property Type

Big Pine Key House

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Big Pine RV Lifestyle

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 3 miles to Bahia Honda

$93

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly

About this property

Park model with fireplace and washer and dryer, full hook ups in the middle of walking and biking paths, located at mm0 us1

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Property Type

Big Pine Key Mobile Home

"Loved everything about this place !!!"
Reviewed February 2, 2020

Wonderful place !! Our family had the best Christmas in Summerland keys! Loved all the wall art so we purchased the same ones

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3/2 Pool home. 22' Pontoon boat available

$300

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

30 MINUTES TO KEY WEST. BEAUTIFUL LOT WITH COCONUT TREES. BEAUTIFUL BRAND NEW FURNISHINGS. 65" LCD TV IN LIVING ROOM 50" LCD IN MASTER BEDROOM. WORLD FAMOUS LOOE KEY JUST OFF SHORE. TWO QUEEN BEDS AND TWO TWIN BEDS IN THREE BEDROOMS. SONOS MUSIC SYSTEM WITH KLIPSH OUTDOOR SPEAKERS. RELAX IN ...

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Property Type

Big Pine Key House

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Best location in the Keys, 150-foot dock, coconut palms on the beautiful beach.

$339

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pet Friendly
  • Rentals by Owner

About this property

The charming, oceanfront house directly on the beach. Most beautiful spot in the Keys! Very private, like being on your own tropical island. Coconut palms, 150-foot dock, mooring whips for a flats boat. Turtle nesting beach, Key deer, many tropical birds, and great fishing.  Inshore: tarpon, bonefish, ...

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Property Type

Big Pine Key House

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Our Island Thing

4 BR | 2 BA | Sleeps 8 | Quick View

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy.The second floor has a huge kitchen, living and dining ...

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Property Type

Big Pine Key House

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WATER'S EDGE

2 BR | 2 BA | Sleeps 4 | Quick View

$117

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

You and your family will feel right at home in this charming Big Pine Key home. The Owners have totally refurbished this 2 bedroom plus den, 2 bath property in 2020. Soft sea colors and coastal décor make this a totally comfortable home away from home.Large and spacious living room, kitchen and ...

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Property Type

Big Pine Key House

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Big Pine Bliss

2 BR | 2 BA | Sleeps 6 | Quick View

$150

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

One look and anyone would love this exceptional vacation rental on Big Pine Key. This home was just completed in 2019 and has the warmth and comfort of a home well done. Swirling concrete floors with open concept kitchen and top of the line appliances. The large kitchen island is great for entertaining ...

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Property Type

Big Pine Key House

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5 Bedroom 4 Bath Canal Front Home Sleeps 12. (28 day min. rental)

5 BR | 4 BA | Sleeps 12 | Quick View

3

Distance to beach: 4 miles to Bahia Honda

$250

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Large home located on a double lot with plenty of parking and 200 feet of seawall. There is a step down platform for getting in and out of your boat. This area also has whip lines to keep you boat off of the seawall. Quiet neighborhood with convenient access to grocery stores and other services. Large ...

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Property Type

Big Pine Key House

"Great Stay in the Keys"
Reviewed May 21, 2019

I had the pleasure to stay at Ken and Maureen’s rental recently and can tell you it was one of the most fantastic experiences I can remember as I have rented often in the Keys.The house itself had ...

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Open Water & Boating Canal

3 BR | 2 BA | Sleeps 8 | Quick View

$107

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

Available starting April 1, 20. 28 day minimum rental to long term lease. $3500 per month includes wifi and utilities. Discount for longer stay. Expect NEW 100 FT SEAWALL to be done by Apr 1. Seven eight five. Four six two. Three six six zero. Call or text. . Sink in a back bedroom offer a guest hideaway ...

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Property Type

Big Pine Key House

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Big Pine Key Vacation Rentals

Big Pine Key Weather

 | 

7524°  6518°
JANUARY
Ocean 7222°
7624°  6619°
FEBRUARY
Ocean 7222°
7926°  6921°
MARCH
Ocean 7423°
8127°  7222°
APRIL
Ocean 7826°
8529°  7624°
MAY
Ocean 8127°
8831°  7926°
JUNE
Ocean 8328°
8932°  7926°
JULY
Ocean 8529°
8932°  7926°
AUGUST
Ocean 8731°
8831°  7826°
SEPTEMBER
Ocean 8529°
8529°  7624°
OCTOBER
Ocean 8328°
8127°  7222°
NOVEMBER
Ocean 7926°
7725°  6719°
DECEMBER
Ocean 7524°

Endless fun and nature in Big Pine Key

If you're looking for a low-key vacation, Big Pine Key is the place for you. In Big Pine Key, about 100 miles south of Miami and 30 miles north of Key West, you'll find relaxing, water-borne activities such as boating, fishing, scuba diving and snorkeling. Fishing, of course, means seafood, and you'll find some of the nation’s best seafood restaurants in Big Pine Key and on nearby keys.

When staying in one of our Big Pine Key vacation rentals instead of a traditional hotel, you’ll have much more space and privacy, plus cost savings when booking a property for a large group. Some of our Big Pine Key rentals even come with special amenities like a backyard pool, washer/dryer units, and bicycles. Whether you’re looking for a beach condo with amazing views, or a larger home for space for the entire family, you can find it on our site.

Climate

Whether you visit Big Pine Key during peak summer time or in the middle of the winter, you’re likely to experience beautiful weather. Big Pine Key climate is similar to that of the Caribbean Islands, and temperatures here average 75 degrees Fahrenheit during the winter and in the upper-80s during the summer months. Abundant sunshine and warm water temperatures also appeal to visitors looking for a relaxing getaway. 

Top activities and attractions in Big Pine Key

The main allure of Big Pine Key is its tranquil and scenic environment. The National Key Deer Refuge is home to many endangered species, including fish, plants, birds, and of course, Key deer. This refuge also features a popular area called The Blue Hole, which is a freshwater quarry that sustains many types of wildlife. The area is made up of close to 9,200 acres (3,723 hectares) of land and consists of salt marsh wetlands, pine rockland forests, and mangrove forests. 

Schedule a Big Pine Key snorkeling trip to experience the color and diversity of Florida’s extensive coral reef system. With a variety of coral, a sunken ship and more than 150 species of fish, Looe Key Marine Sanctuary makes an excellent Big Pine Key diving trip. Adolphus Busch contains a wreck just off Big Pine Key that is fully intact, as an ancient cargo freighter was sunk there in 1998.

Many vacationers also make it a point to visit Bahia Honda State Park. The park encompasses more than 500 acres as well as an offshore island where visitors can snorkel, swim, fish or sightsee from a rented kayak. There is also a bicycle path that families can enjoy, while others prefer to put down a towel at the award-winning beach and spend the day watching the waves roll in. The park also has a gift shop, concession stand, kayak rentals and daily snorkeling tours.

The year-round, perfect weather creates many opportunities for fun events and festivals in Big Pine Key. One of the most unique events is the Underwater Music Festival that takes place just south of Big Pine Key. During the event, divers and snorkelers can explore Looe Key Reef while rocking out to a sub-sea concert. The event encourages coral reef protection while music is piped underwater.

The Big Pine Island Arts Festival is another popular event. It takes place in late November and features live music and crafts made by local artisans. Kids can enjoy activities in the Kids’ Corner, and everyone can indulge in the food and drink available at the yearly festival.

Restaurants and Bars

Get your grub on at Big Pine Rooster, a highly-rated restaurant serving up all sorts of American favorites, including the freshest seafood. Good Food conspiracy is a roadside diner that excels at almost everything. You’ll love the juice bar! For the best coffee and sandwiches, check out Cuba Coffee where you can get some Cuban flavor. Lastly, the reviews of the cobb salad at No Name Pub are particularly glowing - try it!

Why you should book an Big Pine Key rental on FloridaRentals.com

Booking a Big Pine Key vacation rental on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!