Sugarloaf Vacation Rentals & Homes - 171 Rentals Available
171 Vacation rentals
Bow Channel Manor
Sugarloaf House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$189.00
from $189.00 / night
Bay Pointe
Sugarloaf House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$140.00
from $140.00 / night
South Point Shores
Sugarloaf 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
Green Turtle Landing
Sugarloaf House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$140.00
from $140.00 / night
Your search has been expanded 17.1 miles to include more rentals
Paradise Palms
Summerland Key House - 5.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
Certificate of Excellence
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
Key West Condo - 13.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 58 minutes
Certificate of Excellence
$228.00
from $228.00 / night
Private beach estate. Gated, tropical peace and quiet. Dock.
Key West House - 1.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child friendly
$465.00
from $465.00 / night
Key's only real beach home. Dock and pool.
Key West House - 1.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Nearest beach 0 mi
- Swimming pool
- Child friendly
$343.00
from $343.00 / night
Key's only real beach home.Gated, private, dock,pool
Key West House - 1.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$536.00
from $536.00 / night
Key West's only Real Beach House
Key West Guest house - 1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$393.00
from $393.00 / night
Tropical Blue Adventure Waterfront at Venture Out
Cudjoe Key House - 4.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 30 mi
- Swimming pool
$229.00
from $229.00 / night
Best Old Town Location in Key West
Key West Townhouse - 17.1 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
$258.00
from $258.00 / night
Catch of the Day!
Cudjoe Key House - 5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 28 nights min
- Child friendly
- Pet friendly
$115.00
from $115.00 / night
Sunset Bay (weekly rental)
Ramrod Key House - 8.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$255.00
from $255.00 / night
Bonefish Lodge
Key West House - 6.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 28 nights min
- Child friendly
$150.00
from $150.00 / night
Paradise Bay
Cudjoe Key House - 4.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100.00
from $100.00 / night
Big Torch Retreat
Summerland Key House - 9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$100.00
from $100.00 / night
Manatee Bay
Little Torch Key House - 11.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$97.00
from $97.00 / night
Breezy Palms
Ramrod Key House - 9.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$140.00
from $140.00 / night
Mango House
Little Torch Key House - 11.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$67.00
from $67.00 / night
Mermaid's Rest
Cudjoe Key House - 4.7 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$134.00
from $134.00 / night
5 O'Clock Somewhere
Cudjoe Key House - 4.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$87.00
from $87.00 / night
Pirates Pointe
Little Torch Key House - 10.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$120.00
from $120.00 / night
Cruikshank
Summerland Key House - 6.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$168.00
from $168.00 / night
Atlantic Breeze
Cudjoe Key House - 4.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$134.00
from $134.00 / night
Blue Marlin
Little Torch Key House - 10.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$125.00
from $125.00 / night
Lost In Paradise
Big Pine Key House - 11.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$133.00
from $133.00 / night
Island Time 1 (half of duplex)
Big Pine Key House - 13.2 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$87.00
from $87.00 / night
Caribbean Dream
Summerland Key House - 6.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$200.00
from $200.00 / night
Island Time 2 (half of duplex)
Big Pine Key House - 13.2 miles away
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$94.00
from $94.00 / night
Palm Harbor
Cudjoe Key House - 3.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$120.00
from $120.00 / night
Hideaway Bay
Big Pine Key House - 11.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 31 nights min
- Child friendly
- Air conditioning
- Pet friendly
$105.00
from $105.00 / night
Another Day In Paradise
Summerland Key House - 6.4 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 28 nights min
- Child friendly
$268.00
from $268.00 / night
Owl's Nest
Ramrod Key House - 9 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
Bahia Azul
Ramrod Key House - 9.1 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$230.00
from $230.00 / night
Egret's Landing
Cudjoe Key House - 4.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$100.00
from $100.00 / night
Our Island Thing
Big Pine Key House - 13.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 30 nights min
- Ask about children
- Air conditioning
- Ask about pets
$200.00
from $200.00 / night
House of the Sun
Ramrod Key House - 9.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Air conditioning
- Pet friendly
$180.00
from $180.00 / night
Angelfish Cove
Little Torch Key House - 11.4 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
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.