Cudjoe Key Vacation Rentals & House Rentals - 60 Rentals Available
60 Vacation rentals
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
$120.00
from $120.00 / 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
$117.00
from $117.00 / night
Lafitte Landing
Cudjoe Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$114.00
from $114.00 / night
$140.00
from $140.00 / 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
$94.00
from $94.00 / 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
$121.00
from $121.00 / night
Paradise Bay
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$125.00
from $125.00 / night
Keys Escape
Cudjoe Key House
- 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
Palm Harbor
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$160.00
from $160.00 / 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 9.7 miles to include more rentals
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
$104.00
from $104.00 / 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
$227.00
from $227.00 / 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
$242.00
from $242.00 / 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
$122.00
from $122.00 / 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
$137.00
from $137.00 / 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
$297.00
from $297.00 / 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
$145.00
from $145.00 / 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
$119.00
from $119.00 / 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
$114.00
from $114.00 / 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
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
$150.00
from $150.00 / 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
$130.00
from $130.00 / night
Caribbean Dream
Summerland Key House - 0.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 30 nights min
- Child friendly
$431.00
from $431.00 / night
Sailfish Manor
Summerland Key House - 0.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- 30 nights min
- Child friendly
- Pet friendly
$297.00
from $297.00 / night
Grouper Therapy
Little Torch Key House - 3.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$150.00
from $150.00 / 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
Breezy Palms
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
$167.00
from $167.00 / 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
$244.00
from $244.00 / 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
$165.00
from $165.00 / 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
$150.00
from $150.00 / 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
$231.00
from $231.00 / night
Dolphin Bay
Sugarloaf House - 9.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$160.00
from $160.00 / night
Isle Be Back!
Summerland Key House - 0.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Child friendly
- Pet friendly
$267.00
from $267.00 / 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
$119.00
from $119.00 / 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
$154.00
from $154.00 / night
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.