Big Pine Key 2-bedroom Vacation Rentals, House Rentals & More - 71 Rentals Available.
71 Vacation rentals
Filters applied: 2+ Bedrooms

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

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

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 18.1 miles to include more rentals
OCEANFRONT LUXURY "Mar Azul"
Marathon House - 18.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 17 minutes
$499.00
from $499.00 / night
Brand New 4/3 Pool Home on Canal near lagoon
Marathon Shores House - 17.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 1 mi
- Swimming pool
- Child friendly
$859.00
from $859.00 / night
Grouper Therapy
Little Torch Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$150.00
from $150.00 / night
Pelican Perch
Cudjoe Key House - 7.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$160.00
from $160.00 / night
Dolphin Bay
Sugarloaf House - 15.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$160.00
from $160.00 / night
The Pointe
Summerland Key House - 5.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Child friendly
- Air conditioning
- Pet friendly
$174.00
from $174.00 / night
Isle Be Back!
Summerland Key House - 5.7 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Child friendly
- Pet friendly
$267.00
from $267.00 / night
Caribbean Dream
Summerland Key House - 5.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 30 nights min
- Child friendly
$364.00
from $364.00 / 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
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
Coconut Cay
Little Torch Key House - 2.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$160.00
from $160.00 / 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
Salty Retreat
Summerland Key House - 5.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 28 nights min
- Child friendly
$447.00
from $447.00 / 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
Bay Pointe
Sugarloaf House - 15.2 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$160.00
from $160.00 / night
Caribbean Dream
Summerland Key House - 5.6 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$330.00
from $330.00 / 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
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
South Point Shores
Sugarloaf House - 13.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$177.00
from $177.00 / night
Owl's Nest
Ramrod Key House - 3.6 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
Paradise Bay
Cudjoe Key House - 7.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$117.00
from $117.00 / 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
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
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
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
$110.00
from $110.00 / 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
Angelfish Cove
Little Torch Key House - 4.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$124.00
from $124.00 / 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
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