Cudjoe Key 2-bedroom Vacation Rentals, House Rentals & More - 50 Rentals Available.
50 Vacation rentals
Filters applied: 2+ Bedrooms

Waterside Bay
Cudjoe Key House
- 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
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$125.00
from $125.00 / night

5 O'Clock Somewhere
Cudjoe Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$124.00
from $124.00 / night

Lafitte Landing
Cudjoe Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$121.00
from $121.00 / night

$148.00
from $148.00 / night
Pirate's Cove
Cudjoe Key House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100.00
from $100.00 / night
Quiet Waters
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$140.00
from $140.00 / night
Pelican Perch
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$160.00
from $160.00 / night
Your search has been expanded 9.6 miles to include more rentals
Angelfish Cove
Little Torch Key House - 5.2 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 - 0.1 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 - 9.6 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
Cove Isles
Summerland Key House - 0.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$160.00
from $160.00 / night
Bow Channel Manor
Sugarloaf House - 5.6 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$234.00
from $234.00 / night
Island Time 1 (half of duplex)
Big Pine Key House - 6.3 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$125.00
from $125.00 / night
Casa Turquesa
Summerland Key House - 0.1 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 - 0.1 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
Island Time (both halves of duplex)
Big Pine Key House - 6 miles away
- 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 - 6.3 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$129.00
from $129.00 / night
Mango House
Little Torch Key House - 4.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$111.00
from $111.00 / night
Margarita Villa
Little Torch Key House - 3.6 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 - 5.2 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
Our Island Thing
Big Pine Key House - 6.4 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$257.00
from $257.00 / night
Owl's Nest
Ramrod Key House - 2.1 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
South Point Shores
Sugarloaf House - 8 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
Villa Cayo
Summerland Key House - 0.1 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
Palm Villa
Little Torch Key House - 3.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$207.00
from $207.00 / night
Coral House
Ramrod Key House - 2 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
Big Torch Retreat
Summerland Key House - 2.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$140.00
from $140.00 / night
Pirates Pointe
Little Torch Key House - 3.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$157.00
from $157.00 / night
Island Chalet
Little Torch Key House - 3.5 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
Bahia Azul
Ramrod Key House - 2.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$257.00
from $257.00 / night
Hideaway Bay
Big Pine Key House - 5.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 31 nights min
- Child friendly
- Air conditioning
- Pet friendly
$127.00
from $127.00 / night
Salty Retreat
Summerland Key House - 0.1 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 28 nights min
- Child friendly
$447.00
from $447.00 / night
Buccaneer Boathouse
Little Torch Key House - 3.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$127.00
from $127.00 / night
Coconut Cay
Little Torch Key House - 3.6 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 - 3.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Child friendly
- Pet friendly
$159.00
from $159.00 / night
Water's Edge
Big Pine Key House - 4.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
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