Sugarloaf Vacation Rentals & Homes - 86 Rentals Available
86 Vacation rentals
Your search has been expanded 17.1 miles to include more rentals
Harbor Walk Hideaways
Key West B and B - 16.7 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0.2 mi
- Swimming pool
$900.00
from $900.00 / night
Bahama House - A++ Location with private pool/parking - walk to everything!
Key West House - 16.8 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$773.00
from $773.00 / night
Duval Penthouse - private pool/parking with roof deck - A++ Location
Key West Penthouse - 16.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 1 mi
- Child friendly
- Car not necessary
$796.00
from $796.00 / night
6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
Key West Villa - 16.8 miles away
- 6 bedrooms 6
- 7 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,004.00
from $2,004.00 / night
2 bedroom Condo Presented Key West Style
Key West Apartment - 13.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Nearest beach 2 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 43 minutes
$10.00
from $10.00 / night
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
$178.00
from $178.00 / night
Oceanview Estate 15 minutes from Key West 3 bedrooms, 2 bath
Cudjoe Key House - 3.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 10 mi
- Swimming pool
- Child friendly
$487.00
from $487.00 / 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. 1 hour 46 minutes
Travelers’ Choice award
$240.00
from $240.00 / night
Bayview Harbor
Key West Apartment - 17 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
A Place In Paradise
Key West House - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$265.00
from $265.00 / night
Paradise Place
Key West Apartment - 16.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$165.00
from $165.00 / night
Bahamian Reed
Key West House - 17 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$225.00
from $225.00 / night
A Barefoot Retreat
Key West Apartment - 17 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
Newton's Nest
Key West Apartment - 16.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$167.00
from $167.00 / night
William's Loft
Key West Cottage - 16.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$193.00
from $193.00 / night
Sundown Refuge
Key West Apartment - 17.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$300.00
from $300.00 / night
Lazy Gecko
Key West Apartment - 16.5 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Child friendly
- Air conditioning
$233.00
from $233.00 / night
Perfect Pineapple
Key West House - 16.4 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$242.00
from $242.00 / night
Sunset Celebration
Key West Apartment - 17 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
Atlantic Paradise
Key West Apartment - 15.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$225.00
from $225.00 / night
Shipyard Treasure
Key West Apartment - 17 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
Papa's Cottage Retreat
Key West Cottage - 16.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$242.00
from $242.00 / night
Wind Swept
Stock Island House - 12.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$176.00
from $176.00 / night
Rosalie's House
Key West House - 15.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$101.00
from $101.00 / night
Lavender Jungle
Key West Apartment - 17 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$201.00
from $201.00 / night
Boat House
Key West House - 16.6 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$215.00
from $215.00 / night
Paradise Palms
Key West House - 16.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$230.00
from $230.00 / night
Key West Found
Key West House - 17.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$255.00
from $255.00 / night
Flagler Station
Key West House - 15.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$278.00
from $278.00 / night
Lighthouse Villa
Key West House - 16.8 miles away
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$445.00
from $445.00 / night
Beach House Condo
Key West Apartment - 17 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$225.00
from $225.00 / night
Conch Wind
Key West House - 16.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$225.00
from $225.00 / night
tropical Casita
Key West House - 16.2 miles away
- 1 bedroom 1
- 2 bathrooms
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$242.00
from $242.00 / night
Conch Republic Retreat
Key West Cottage - 16.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$238.00
from $238.00 / night
Tranquility
Key West Cottage - 16.5 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$195.00
from $195.00 / night
Tradewinds
Stock Island Condo - 15.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$252.00
from $252.00 / 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.