Big Pine Key Pet-Friendly Vacation Rentals, House Rentals & More - 40 Rentals Available.
40 Vacation rentals
Filters applied: Pet Friendly
Breeze Swept
Big Pine Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$197.00
from $197.00 / 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
$100.00
from $100.00 / night
Lost In Paradise
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$140.00
from $140.00 / 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
$94.00
from $94.00 / 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
$197.00
from $197.00 / 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
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
Blue Heron
Big Pine Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$93.00
from $93.00 / night
Your search has been expanded 18.1 miles to include more rentals
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
$110.00
from $110.00 / night
Sunset Bay (weekly rental)
Ramrod Key House - 4.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$300.00
from $300.00 / 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
$154.00
from $154.00 / 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
$104.00
from $104.00 / 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
$140.00
from $140.00 / 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
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
$140.00
from $140.00 / night
Oceanview Estate 15 minutes from Key West - 6 bedroom accommodate 13 guests
Cudjoe Key House - 9.3 miles away
- 6 bedrooms 6
- 3 bathrooms
- sleeps 14 14
- min stay varies
- Nearest beach 10 mi
- Swimming pool
- Child friendly
$487.00
from $487.00 / 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
Responds fast! Avg. 2 hours 59 minutes
$499.00
from $499.00 / night
Tree House
Ramrod Key House - 3.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$104.00
from $104.00 / 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
$154.00
from $154.00 / 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
$132.00
from $132.00 / night
Egret's Landing
Cudjoe Key House - 8.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$107.00
from $107.00 / night
FISHERMANS PARADISE IN THE MIDDLE KEYS1
Pigeon Key House - 15.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 3 nights min
- Child friendly
- Air conditioning
- Pet friendly
Responds fast! Avg. 1 hour 28 minutes
$201.00
from $201.00 / 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
$107.00
from $107.00 / night
Blue Tranquility
Ramrod Key House - 3.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Child friendly
- Pet friendly
$167.00
from $167.00 / night
Sugarloaf Sunset
Sugarloaf House - 13.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$167.00
from $167.00 / night
Paradise Palms
Summerland Key House - 7.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$151.00
from $151.00 / 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
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
$187.00
from $187.00 / 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
$96.00
from $96.00 / night
Christmas open plus January --give me a call
Ramrod Key House - 3.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$1.00
from $1.00 / 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
$284.00
from $284.00 / night
Coconut Kay
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
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
$120.00
from $120.00 / 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
$200.00
from $200.00 / night
Anchors Away
Little Torch Key House - 2.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$117.00
from $117.00 / 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
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
$74.00
from $74.00 / 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
$217.00
from $217.00 / night
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