Big Pine Key Vacation Rentals & House Rentals - 75 Rentals Available
75 Vacation rentals
Blue Heron
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$105.00
from $105.00 / night
Hideaway Bay
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 31 nights min
- Child friendly
- Air conditioning
- Pet friendly
$109.00
from $109.00 / night
Big Pine Bliss
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Air conditioning
- Private garden
$150.00
from $150.00 / night
Our Island Thing
Big Pine Key House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$215.00
from $215.00 / night
Island Time 1 (half of duplex)
Big Pine Key House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$119.00
from $119.00 / night
Bernie's Bungalow
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Child friendly
- Pet friendly
$114.00
from $114.00 / night
Breeze Swept
Big Pine Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$207.00
from $207.00 / night
Island Time (both halves of duplex)
Big Pine Key House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$207.00
from $207.00 / night
Island Time 2 (half of duplex)
Big Pine Key House
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$122.00
from $122.00 / night
Water's Edge
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$130.00
from $130.00 / night
Your search has been expanded 9.4 miles to include more rentals
Island Chalet
Little Torch Key House - 2.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$137.00
from $137.00 / night
Palma House
Ramrod Key House - 3.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
Keys Escape
Cudjoe Key House - 9.4 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$194.00
from $194.00 / night
Margarita Villa
Little Torch Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$150.00
from $150.00 / night
Cruikshank
Summerland Key House - 5.7 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$197.00
from $197.00 / night
Cudjoe Ocean Shores
Cudjoe Key House - 7.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$160.00
from $160.00 / night
Pink House
Cudjoe Key House - 9.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$167.00
from $167.00 / night
Pirates Pointe
Little Torch Key House - 2.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$145.00
from $145.00 / night
Cudjoe Cottage
Cudjoe Key House - 8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$127.00
from $127.00 / night
Waterside Bay
Cudjoe Key House - 8.5 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 28 nights min
- Ask about children
- Air conditioning
- Ask about pets
$196.00
from $196.00 / night
Catch of the Day!
Cudjoe Key House - 7.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$114.00
from $114.00 / night
Manatee Bay
Little Torch Key House - 4.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$119.00
from $119.00 / night
Venture Out 128
Cudjoe Key House - 7.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Child friendly
$215.00
from $215.00 / night
Gone Fishing
Summerland Key House - 5.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 28 nights min
- Swimming pool
- Child friendly
- Air conditioning
$211.00
from $211.00 / night
Beau Soleil
Cudjoe Key House - 8.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 31 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
Make My Day
Cudjoe Key House - 9.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
Latitude Adjustment
Little Torch Key House - 2.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
Mango House
Little Torch Key House - 1.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$104.00
from $104.00 / night
Breezy Palms
Ramrod Key House - 3.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$150.00
from $150.00 / night
Bahia Azul
Ramrod Key House - 3.5 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$247.00
from $247.00 / night
5 O'Clock Somewhere
Cudjoe Key House - 7.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$111.00
from $111.00 / night
Palm Villa
Little Torch Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$197.00
from $197.00 / night
Blue Marlin
Little Torch Key House - 2.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$160.00
from $160.00 / night
Lafitte Landing
Cudjoe Key House - 8.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$107.00
from $107.00 / night
Ramrod Retreat
Ramrod Key House - 3.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Air conditioning
- Pet friendly
$107.00
from $107.00 / night
Buccaneer Boathouse
Little Torch Key House - 2.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$114.00
from $114.00 / night
Quiet Waters
Cudjoe Key House - 7.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$115.00
from $115.00 / night
About Big Pine Key
Big Pine Key is a favorite destination for a lot of families that head to Florida for a peaceful vacation in the sun. This quiet key has countless activities to enjoy on the water as well as on dry land, and there is a plethora of Big Pine Keys vacation rentals to make your stay perfect. One trip to this picturesque part of Florida and your family will want to make it an annual tradition.
Climate
Whether you visit Big Pine Key during peak summertime 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. Rain rarely occurs during the winter months, and any occasional storms that take place from May through November are usually fleeting.
Transit
There are many ways to get around Big Pine Key and to the surrounding islands. To explore the island at a leisurely pace, rent a bicycle from Big Pine Bicycle Center. Rentals are available by the day, week, and even month. Although public transportation is not extensive here, Key West Transit does provide a bus that connects Big Pine Key to nearby keys. Other options for getting around the area include renting a car or taking taxis.
Things to do
The main allure of Big Pine Key is its tranquil and scenic environment and there are plenty of places to enjoy it away from Big Pine Key vacation rentals. 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. Families who stay in Big Pine Key vacation rentals can visit the observation platform here and look out over the scenic body of water. Kids and adults alike will love walking the nature trails throughout this refuge.
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 Key West Butterfly and Nature Conservatory is just a short drive away for families staying in Big Pine Key vacation rentals. Visitors can see 50 species of butterflies, a variety of birds with colorful plumage, and cascading waterfalls while touring this conservatory. It’s a great spot to slow down while on vacation.
Big Pine Kayak Adventures is perfect for active families who love to spend most of their time on the water. Take a tour to marvel at the variety of wildlife that makes their home in Big Pine Key. Fishing charters are also available for those who want to get a rental boat and see what they can reel in to cook up at a Big Pine Key vacation rental.
Events
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, the only living coral barrier reef in the continental United States, while rocking out to a sub-sea concert. The event encourages coral reef protection while music is piped underwater. A free dive clinic is offered the day before for interested participants.
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.
With its white sandy beaches and warm waters, Big Pine Key is a popular beach destination any time of year. Stay in one of the spacious Big Pine Key vacation rentals for ultimate tranquility and make the most of a relaxing getaway.
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.