Cudjoe Key Vacation Rentals & House Rentals - 70 Rentals Available
70 Vacation rentals
Oceanview Estate 15 minutes from Key West - 6 bedroom accommodate 13 guests
Cudjoe Key House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 14 14
- min stay varies
- Nearest beach 10 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 27 minutes
$487.00
from $487.00 / night
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
$114.00
from $114.00 / 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
$110.00
from $110.00 / night
Cudjoe Cottage
Cudjoe Key House
- 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
Egret's Landing
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$124.00
from $124.00 / night
Pink House
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$167.00
from $167.00 / night
Lafitte Landing
Cudjoe Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$107.00
from $107.00 / night
Make My Day
Cudjoe Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
$130.00
from $130.00 / 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
$90.00
from $90.00 / 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
$115.00
from $115.00 / night
$215.00
from $215.00 / night
Paradise Bay
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$117.00
from $117.00 / night
Cudjoe Ocean Shores
Cudjoe Key House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$160.00
from $160.00 / 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
$140.00
from $140.00 / night
Beau Soleil
Cudjoe Key House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 31 nights min
- Child friendly
- Pet friendly
$150.00
from $150.00 / night
Your search has been expanded 9.6 miles to include more rentals
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
$247.00
from $247.00 / night
Big Pine Bliss
Big Pine Key House - 6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Air conditioning
- Private garden
$150.00
from $150.00 / night
Paradise Palms
Summerland Key House - 2.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$178.00
from $178.00 / 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
Ramrod Retreat
Ramrod Key House - 2.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
- Air conditioning
- Pet friendly
$107.00
from $107.00 / 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
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
Blue Heron
Big Pine Key House - 4.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$105.00
from $105.00 / night
Lost In Paradise
Big Pine Key House - 5.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$147.00
from $147.00 / 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
Sunset Bay (weekly rental)
Ramrod Key House - 2.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$329.00
from $329.00 / 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
$150.00
from $150.00 / 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
$109.00
from $109.00 / night
Caribbean Dream
Summerland Key House - 0.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$217.00
from $217.00 / 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
$214.00
from $214.00 / night
Buccaneer Boathouse
Little Torch Key House - 3.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Child friendly
$114.00
from $114.00 / night
Gone Fishing
Summerland Key House - 0.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 28 nights min
- Swimming pool
- Child friendly
- Air conditioning
$211.00
from $211.00 / 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
$140.00
from $140.00 / night
Blue Marlin
Little Torch Key House - 3.4 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
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
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
$160.00
from $160.00 / 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
$137.00
from $137.00 / night
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.