Big Pine Key Pet-Friendly Vacation Rentals, House Rentals & More - 31 Rentals Available.
31 Vacation rentals
Filters applied: Pet Friendly

Hideaway Bay
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 31 nights min
- Child friendly
- Air conditioning
- Pet friendly
$127.00
from $127.00 / 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
$125.00
from $125.00 / 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
$235.00
from $235.00 / 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
$129.00
from $129.00 / night

Palmetto Retreat
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 28 nights min
- Child friendly
- Air conditioning
- Pet friendly
$143.00
from $143.00 / night
Water's Edge
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
Your search has been expanded 18.1 miles to include more rentals
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
$159.00
from $159.00 / night
Blue Lagoon
Summerland Key House - 5.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$230.00
from $230.00 / 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
$175.00
from $175.00 / night
Casa Turquesa
Summerland Key House - 5.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$256.00
from $256.00 / 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
$334.00
from $334.00 / 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
$121.00
from $121.00 / 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
$160.00
from $160.00 / 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
$129.00
from $129.00 / 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
$154.00
from $154.00 / night
Villa Cayo
Summerland Key House - 5.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$312.00
from $312.00 / night
Pirate's Cove
Cudjoe Key House - 7.7 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100.00
from $100.00 / night
Coral House
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
$184.00
from $184.00 / 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
$144.00
from $144.00 / 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
$125.00
from $125.00 / 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
$184.00
from $184.00 / 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
$159.00
from $159.00 / 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
$207.00
from $207.00 / 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
Sailfish Manor
Summerland Key House - 5.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 30 nights min
- Child friendly
- Pet friendly
$312.00
from $312.00 / night
Ocean View Estate with Private Pool 15 minutes from Key West
Key West House - 9.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Nearest beach 10 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 59 minutes
$544.00
from $544.00 / night
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
$499.00
from $499.00 / night
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