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254 apartments
Fisherman's Paradise in the Heart of Big Pine Key
Florida Keys / Big Pine Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Child Friendly
Map
Price per night from
$113
Responds fast!
avg. 1 hour 40 minutes
Price per night from
$113
Big Pine 2/2 ,Water Views
Florida Keys / Big Pine Key
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$131
Responds fast!
avg. 1 hour 37 minutes
Price per night from
$131
Charming Elevated Waterfront Home
Florida Keys / Big Pine Key
1 4 30 nights min
- 1 bedroom
- sleeps 4
- 30 nights min
- Child Friendly
- Air conditioning
- Ask about pets
Map
Price per night from
$163
Responds fast!
avg. 3 hours 2 minutes
Price per night from
$163
Sunrise Drive
Florida Keys / Big Pine Key
3 8 min stay varies
- 3 bedrooms
- sleeps 8
- min stay varies
- Beach / lakeside relaxation
- Nearest beach 8 mi
- Suitable for children age 5+
Map
Price per night from
$198
Responds fast!
avg. 3 hours 4 minutes
Price per night from
$198
3 bedroom canal front home minutes from open Water!
Florida Keys / Big Pine Key
3 10 30 nights min
- 3 bedrooms
- sleeps 10
- 30 nights min
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$171
Responds fast!
avg. 3 hours 41 minutes
Price per night from
$171
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
Florida Keys / Big Pine Key
3 8 28 nights min
- 3 bedrooms
- sleeps 8
- 28 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$201
Price per night from
$201
Waterfront Home in The Fabulous Florida Keys!
Florida Keys / Big Pine Key
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Beach / lakeside relaxation
- Nearest beach 10 mi
- Child Friendly
Map
Price per night from
$286
Price per night from
$286
RV Lifestyle, close to Key West
Florida Keys / Big Pine Key
1 4 min stay varies
- 1 bedroom
- sleeps 4
- min stay varies
- Nearest beach 5 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$115
Price per night from
$115
**Winter Promo** Experience the Keys like a Local at this Spacious Canal Front H
Florida Keys / Big Pine Key
3 7 28 nights min
- 3 bedrooms
- sleeps 7
- 28 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$162
Responds fast!
avg. 17 minutes
Price per night from
$162
Island Time (both halves of duplex)
Florida Keys / Big Pine Key
5 10 30 nights min
- 5 bedrooms
- sleeps 10
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$197
Price per night from
$197
Reel Paradise - Big Pine Key
Florida Keys / Big Pine Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
- Car not necessary
Map
Price per night from
$161
Price per night from
$161
Hideaway Bay
Florida Keys / Big Pine Key
2 4 31 nights min
- 2 bedrooms
- sleeps 4
- 31 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$105
Price per night from
$105
Florida Keys Fisherman and Divers Paradise
Florida Keys / Big Pine Key
4 12 30 nights min
- 4 bedrooms
- sleeps 12
- 30 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$287
Price per night from
$287
Sparkling canalfront house surrounded by palms
Florida Keys / Big Pine Key
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$134
Price per night from
$134
Our Island Thing
Florida Keys / Big Pine Key
4 8 30 nights min
- 4 bedrooms
- sleeps 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$200
Price per night from
$200
Island Time 1 (half of duplex)
Florida Keys / Big Pine Key
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$87
Price per night from
$87
Lost In Paradise
Florida Keys / Big Pine Key
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$133
Price per night from
$133
Blue Heron
Florida Keys / Big Pine Key
2 4 30 nights min
- 2 bedrooms
- sleeps 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$86
Price per night from
$86
*Winter Promo*Unwind at a waterfront home, a short drive to fun, shops, dining &
Florida Keys / Big Pine Key
2 6 28 nights min
- 2 bedrooms
- sleeps 6
- 28 nights min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$150
Responds fast!
avg. 17 minutes
Price per night from
$150
Island Time 2 (half of duplex)
Florida Keys / Big Pine Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$93
Price per night from
$93
Breeze Swept
Florida Keys / Big Pine Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$193
Price per night from
$193
Caribbean Cove
Florida Keys / Big Pine Key
2 9 28 nights min
- 2 bedrooms
- sleeps 9
- 28 nights min
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$99
Price per night from
$99
Great rentals within 20 miles that match your search
Distance approx 8.51 km from Big Pine Key Show on Map
Waterside Bay
Florida Keys / Cudjoe Key
3 6 28 nights min
- 3 bedrooms
- sleeps 6
- 28 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$196
Price per night from
$196
Distance approx 2.08 km from Big Pine Key Show on Map
Barry Beach (weekly Rental)
Lower Keys / Little Torch Key
4 8 7 nights min
- 4 bedrooms
- sleeps 8
- 7 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$449
Price per night from
$449
Distance approx 17.26 km from Big Pine Key
P81 ~ Cozy Cove Marathon ~ Sombrero Beach Home 3 BEDROOM
Florida Keys / Marathon
3 8 7 nights min
- 3 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 0.5 mi
- Swimming pool
Price per night from
$220
Price per night from
$220
Distance approx 5.74 km from Big Pine Key Show on Map
Gone Fishing
Lower Keys / Summerland Key
3 6 28 nights min
- 3 bedrooms
- sleeps 6
- 28 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$211
Price per night from
$211
Distance approx 18.75 km from Big Pine Key
Aparment 1
Florida Keys / Marathon
1 2 4 nights min
- 1 bedroom
- sleeps 2
- 4 nights min
- Child Friendly
- Pet Friendly
Price per night from
$314
Price per night from
$314
Distance approx 18.64 km from Big Pine Key
NATURES FINEST ADDRESS, Breathtaking Views, Private, Tranquil, Book now
Florida Keys / Marathon
4 10 7 nights min
- 4 bedrooms
- sleeps 10
- 7 nights min
- Beach / lakeside relaxation
- Nearest beach 6 mi
- Swimming pool
Price per night from
$428
Price per night from
$428
Distance approx 8.17 km from Big Pine Key Show on Map
Egret's Landing
Florida Keys / Cudjoe Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$100
Price per night from
$100
Distance approx 9.42 km from Big Pine Key
Pink House
Florida Keys / Cudjoe Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
Price per night from
$167
Price per night from
$167
Distance approx 7.84 km from Big Pine Key Show on Map
Quiet Waters
Florida Keys / Cudjoe Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$90
Price per night from
$90
Distance approx 13.19 km from Big Pine Key
Green Turtle Landing
Florida Keys / Sugarloaf
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Price per night from
$140
Price per night from
$140
Distance approx 1.64 km from Big Pine Key Show on Map
Conch Out
Lower Keys / Little Torch Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$140
Price per night from
$140
Distance approx 3.4 km from Big Pine Key Show on Map
Tree House
Florida Keys / Ramrod Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet Friendly
Map
Price per night from
$100
Price per night from
$100
Distance approx 3.36 km from Big Pine Key Show on Map
Two Story Stilt Home with a Wraparound Deck in a Tropical Paradise in Fl Keys
Florida Keys / Ramrod Key
2 6 30 nights min
- 2 bedrooms
- sleeps 6
- 30 nights min
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$129
Price per night from
$129
Distance approx 3.14 km from Big Pine Key Show on Map
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Lower Keys / Summerland Key
5 10 30 nights min
- 5 bedrooms
- sleeps 10
- 30 nights min
- Beach / lakeside relaxation
- Child Friendly
- Air conditioning
Map
Price per night from
$762
Price per night from
$762
Distance approx 2.23 km from Big Pine Key Show on Map
Pirates Pointe
Lower Keys / Little Torch Key
3 6 30 nights min
- 3 bedrooms
- sleeps 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
Map
Price per night from
$120
Price per night from
$120
Distance approx 16.04 km from Big Pine Key
Keys Cove House 8
Marathon / Marathon Shores
4 10 min stay varies
- 4 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Price per night from
$571
Responds fast!
avg. 51 minutes
Price per night from
$571
About Big Pine Key
Big Pine Key, Florida
This may seem like a small island, but it has a big heart. You'll always be welcome in Big Pine Key—and there's always something to do.
Explore this unique part of Monroe County on your next trip and book your vacation rental with FlipKey—that way you'll have the best place to stay!
About Big Pine Key, Florida
Tourists come to Big Pine Key for a bit of sunshine and small town living. You'll quickly become part of the community during your stay, so much so that you may not want to leave!
Embrace the low-key lifestyle and escape from your busy life for a week or two. Feel like a local—grab groceries from Winn-Dixie and explore the shopping center.
There are plenty of restaurants, a Beal's Outlet store and a RadioShack—we bet you didn't think it’d have all of that, did you?
The shopping center is also home to the visitors’ center for the National Key Deer Refuge. It's worth going there to find out more about the area, and the local wildlife.
While it may seem like a sleepy town, it's got pretty wild nightlife—there are restaurants, clubs and bars that stay open until late and have great deals on drinks.
What to do
Visit the Blue Hole—it's an abandoned rock quarry from years ago. It's now filled with fresh water and is a great place to spot the local wildlife, including birds, snakes, alligators and green iguanas.
Seeing those animals makes for a great day out, but the species Big Pine Key is most famous for is Key deer. Head to the refuge, where you'll see the majority of them. They're an endangered species, but they're well looked after here. Don't be shocked at how small they are—they're the size of a large dog, and very cute.
If you've had your fill of nature, try one of the many water sports on offer. You can go boating, fishing, scuba diving snorkeling and more during your stay. Just take your pick!
Looking for a great beach? There are stretches of white sand at Bahia Honda State Park. It's a great place to spend a day.
Top travel tips
As deer are everywhere—including the road—you should pay special attention when driving. They tend to come out at night, so keep your wits about you.
Where there's great fishing, there's great seafood restaurants, and Big Pine Key doesn't disappoint. Try some of the local produce during your stay.
Make sure you check out the flea market, too. It's open on Sundays and has everything you could possibly need during your vacation.
Whether you're here for the beach, hospitality or wildlife, you'll have a great time in Big Pine Key. Explore and discover everything this island has to offer during your stay by booking your rental accommodation on FlipKey.
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.